I recently retired from corporate life in Manhattan. I moved out of the city and bought a house in upstate New York. One of those little towns that are picturesque half the year but where in winter the weather seems to make a concerted attack on your life. I still do some freelance work, I didn’t feel like retiring completely.

The window of my study looks out onto the street. On the right is a house where there seems to be a husband and wife with a daughter, late teens, still in high school. I’ve not met any of them yet, just seen them while sitting at my computer. Maybe when the weather gets a bit warmer I’ll have a barbecue, invite everyone over and introduce myself.

One day, not that long after I’d finally got everything unpacked, I had to ship a package to one of my clients. I grabbed the packing tape only to discover that there was just six inches left. It was a long drive to the nearest reasonable shopping center so I decided it would be a good opportunity to meet my neighbors.

As I rang the doorbell I felt like someone in a sixties sitcom nipping next door to borrow a cup of sugar. I wasn’t even sure if anyone was in, presumably the wife and husband worked and the daughter would be at school. So I was pleasantly surprised to hear movement in the house and even more pleasantly surprised when the door was opened by a very attractive twenty-something girl who I’d not seen before.

“Oh hi,” I said. “I’m your new neighbor.”

“Not really mine since I don’t live here any more. I’m just back for a couple of days.” She held out her hand. “I’m Kat.”

I introduced myself and shook her hand. “I actually came round to see if you had any packing tape since I just ran out and I have to ship a package.”

“Hmm,” she said. “I have no idea. But if we do it will be in the garage. Come in and we’ll go look.”

She held the door open for me. Then she turned and I followed her to the door from the kitchen into the garage. Of course I took the opportunity to inspect her. She was slim, with small breasts. Her pale skin contrasted nicely with the long orange hair that she had tied in a pony-tail. Her jeans were tight. Spray-on tight. I could tell she must be wearing a thong since the smooth curve of her ass was unblemished by any hint of the edge of her panties. She was wearing a plain white T-shirt and I could make out the red-strap of her bra through the thin material.

“I can’t really remember where we kept that stuff,” she said. She bent down to look in a drawer. Of course that made her jeans even tighter on her ass and I imagined what might be underneath. The pale-skinned cheeks, her silky-smooth thighs, the cleft of her pussy and perhaps the hint of pink lips peeking out. I felt my cock hardening.

She stood up and stepped back. But there was the end of a piece of wood sticking out from under the cabinet and she tripped over it. I grabbed her as she fell but the car was in the way and so we ended up with me leaning back over the hood of the car holding her against me.

I expected her to move away instantly. I wondered if she could feel my semi-hard cock against her ass. I’m not sure how, but I just sensed a little sexual excitement. I moved my hands to her hips and continued to hold her against me.

I leaned forward to whisper in her ear. “You want to do it, don’t you, Kat?”

I had only met her a couple of minutes before. I’d never dared to be so blatant. But I had little to lose. She was only around for a couple of days and I’d probably never get another chance.

“Oh my god, what did you say?”

“You heard. I know girls love to do it too. They just don’t like other girls to know. But your mother and your sister are out. It’s the perfect opportunity.”

I stood up and pushed her over. She put her hands on the hood of the car. I pressed myself against her ass. My cock was rock hard now and I had no doubt that she could feel it. She moved her feet apart and pushed back against me. I could hear her breathing heavily.

“You don’t need to say it out loud,” I continued. “I know you’ve never done anything like this in your life before.”

I slid my hands from her hips up under her body until I was gently cradling her breasts. She let out a little moan. I could just make out the little hard points of her nipples through her bra where they pressed against my palms.

I reached under her T-shirt and unclipped her bra. Then I pushed her shirt and her bra up towards her shoulders, baring her breasts. I took one nipple between finger and thumb as I ground my cock hard against her ass.

I pulled her up off the car and turned her to face me. Her bra and T-shirt were bunched above her breasts, small but very firm, with little pink pencil-eraser nipples. Her shoulders were almost heaving she was breathing so hard, clearly extremely aroused.

“Do you want a kiss?” I asked.

She nodded.

“You have to earn it,” I said. “Do you know what you have to do?”

“I think so,” she replied. She slowly knelt down on the garage floor, undid my belt and opened up my pants. She released my rock hard cock and wrapped her hand around it.

The first touch of her tongue was wonderful as the warm wetness of her mouth enveloped my cock head. She started to move her head back and forth, gently fucking me with her lips and tongue. Gradually she took me in deeper until I could feel myself against the back of her throat.

I started to thrust my hips a little too. She looked up at me as I looked down at my cock slipping in and out of her mouth. I put my hand on the back of her head and grabbed her hair tightly, pulling her roughly onto my cock and pushing myself deeper.

“Oh yes,” I sighed. “I knew you’d love to do this.”

She slipped one of her hands into my pants and started to caress my balls.

“I’m going to cum,” I told her.

I felt the first strong jet of cream blast into her mouth. She pulled her head off my cock and pumped my shaft with my hand as I sprayed her face, her breasts, her T-shirt, her hair with thick white ropes of cum. She knelt there, rubbing it into the skin of her breasts with one hand as she milked the final drops from me with her other.

Slowly she stood up. She looked totally depraved with her bra and T-shirt bunched above her breasts and her face and body criss-crossed with the white streaks of cum.

She smiled. “Do I get that kiss now?”

“Do you know what I want to see first?”

“I’m pretty sure.”

“Say it.”

“My pussy. You want to see my pussy.”

“I do. And you want to show it to me, don’t you?”

“I do. But not here. Let’s go to my bed.”

She took my hand and led me into the house, upstairs and into her bedroom. In most ways it was still the bedroom from before she left home. There was a shelf of stuffed toys. A twin bed. The comforter was too pink, a girl’s comforter, not a woman’s. She threw it back, kicked off her shoes and lay back.

I stood watching as first she peeled her bra and T-shirt off over her head. She undid her jeans and wriggled out of them with some difficulty. As I’d surmised earlier she was wearing a thong. It was black, made to look even blacker by the whiteness of her skin.

“I hope you didn’t shave completely,” I said. “With orange hair like that it would be such a shame.”

She lifted her ass off the bed and slowly slipped her thong down her legs. She covered her crotch with one hand before it came into view and with the other hand she pushed the thong down until she could kick it away. She slipped her hand between her thighs as she spread her legs wide, still hiding the slightest glimpse of her pussy. Finally, she lifted her hand up like a magician doing a reveal.

She had shaved her pussy lips but left a beautiful patch of orange hair crowning her mound above the top of her slit. She had big fleshy lips, but not so big as to completely conceal the little pink stripe where her inner lips just peeked out.

“Delicious,” I said. I pushed my pants off and pulled my shirt over my head. I crawled onto the bed between her outspread thighs. I reached forward and with my fingers I gently spread her pussy lips revealing the pink folds within. She had a surprisingly prominent clit, like a little pink rhino horn, or perhaps she was just very aroused. I leaned down and gently pressed the tip of my tongue into her opening.

“Oh god, it’s been so long,” she sighed.

I lifted my head from her pussy. “How long?”

“Two years. I forget exactly.”

“Why? Beautiful girl like you.” I slid my tongue up and down the length of her slit, dividing the furrow of her inner labia.

“Oh that’s good,” she moaned.

With just the tip of my tongue I nuzzled her clit. I made little circles around it, probing, pushing, nudging, but not directly attacking it.

“Oh gosh, don’t stop,” she sighed. Her hips started to make little rocking movements against my mouth. She reached down and started to rub her own little nipples. I could see they were erect.

“Oh I can’t wait,” she said. I let her roll me onto my back. She straddled me. I could feel the softness of her pussy lips against the head of my cock, which somewhat to my surprise was already hard again. Then she moved her body a little and I felt myself start to enter her.

“I love this moment,” she sighed as she slowly moved her body back and pressed her warm, wet pussy onto my rigid cock. When I was completely inside her she sat up on me. She reached down with one hand and started to rub her clit. I reached up and took over rubbing her nipples. She started to move her hips in a sort of circular motion.

I looked down. It was like a personal porno movie, her pale skin with the blaze of orange hair, my cock slipping in and out of her cunt, her finger pressed into the crease of her sex fingering her clit, my hands on her cute little firm breasts tweaking her pink nipples.

After fucking me for a bit like that she leaned forward and pressed her breasts against my chest. I wrapped my arms around her and, without leaving her body, I rolled the two of us so she was on the bottom.

I started to fuck her, hard and fast and rough. “Oh, oh, oh,” she squealed each time my cock hammered into her. “Oh yes, yes, I’m cumming,” she wailed. I kept pistoning in and out of her quivering cunt as her body trembled beneath mine. And in a moment I was cumming too. I pulled out of her and a ribbon of cum shot from my cock up her body between her breasts. She reached down and grasped my cock and helped to stroke me as more white ribbons decorated her stomach.

I lay down beside her. I leaned over and kissed her. She pulled away for a moment and giggled. “You really made me earn that kiss.” Then her mouth was all over mine, her tongue everywhere, her lips pressed against my own.

“Thank you,” she said. “I really needed that. And I didn’t even know.”

We lay there with our arms wrapped around each other for ten minutes.

“I suppose I’d better get going,” I said. “We don’t want to get caught here.”

“No. What was it you said? Girls don’t like other girls to know.”

“Besides, we still have to find that packing tape in the garage.”

She laughed. “You aren’t going to jump me again, are you? Wow, that was a surprise but it was so hot. I’ve never been asked whether I wanted to fuck by a total stranger like that. So direct.”

“Did it make you wet?”

“You have no idea.”

Kat got off the bed and pulled her clothes back on. She looked in the mirror, realized her T-shirt was streaked with cum from the morning and changed it for a clean one. I dressed too. We went down to the garage and soon found the packing tape without getting distracted too much be each other’s bodies.

“How long are you here for?” I asked as we went back into the kitchen.

“I leave the day after tomorrow. What are you doing tomorrow? During the other-girls-won’t-know part of the day.”

“Fucking you,” I said. I leaned over and whispered in her ear. “Tied to the bed.” She shivered. “In your ass.”

“Oh gosh, you’d better go home before you get me all turned-on again. Wait. You should stay and meet my mother. She should be home soon. And my grumpy little sister.”

“OK,” I said. “And when you get up tomorrow…”

“Yes.”

“No underwear. No bra. No panties. I want you on edge.”

Her younger sister was the first to arrive. Kat introduced us and then left us alone together. She was called Raven. The name was appropriate because unlike her red-headed older sister she had jet-black hair. She cut it short, like a boy. But nobody would mistake her for a boy. For, again unlike her sister, she had large breasts and a curvy hour-glass figure. She was dressed in plain black pants and a plain white blouse.

“Let me go and change,” she said. “I hate having to wear this stuff for school.”

A few minutes later Raven re-appeared in low-cut jeans and a white spaghetti-strap top that seemed to be struggling to contain her large breasts. She walked to the refrigerator and got a coke.

“I’d much rather have a beer,” she said. “But I’m not allowed to. You need to be twenty-one, blah blah.”

“There’s beer at my house.” I paused. “And no rules.”

She looked at me to make sure that she had correctly understood what I’d just offered her.

“I can’t wait to go to college,” she said.

“Why?”

“Beer. Men. Freedom.”

“There are boys in high-school aren’t there?”

“Yes. But they are so immature. All they do is ogle my boobs. It’s not very attractive.”

“Well they are very attractive.” I made no secret that of the fact that I was inspecting them.

“What?” she said, a little confused.

“Your boobs. Very attractive.”

She blushed. “Oh my god, I can’t believe you said that.”

“I’m not immature. I don’t need to take furtive glances and hope you don’t notice.”

“You are certainly direct. How did we get onto this subject anyway?”

“You said you couldn’t wait to go to college for various things. And I pointed out they were available one house over. Beer. Men. Freedom, at least for your breasts. So has any boy seen them yet?”

“My breasts?” She laughed. “No. Many have tried and none have succeeded.”

“You make it like climbing a mountain or something. So who is going to be the first?”

“I have no idea.”

“I dare you to show them to me.”

“What? Now? Are you serious?”

“Yes. I want to be the first. Just pull your top down for a moment.”

I could see that her nipples were hard, hard enough to poke through her top. She was clearly turned on by the thought. We stood there in silence, both of us wondering whether she would dare to do it.

“You know you want to do it,” I said. “I can see you are aroused. Your sister is upstairs and will never know.”

“It’s really scary though,” she said as she slowly reached up and slipped one of the thin straps off one shoulder.

But then we both heard the garage door start to open. She quickly pulled the strap back up. The two of us sat there for a moment saying nothing, sexual tension in the air. I had been seconds away from being the first person to see her breasts. Somehow I had an idea I might still be, just not that day.

Her mother came into the kitchen. Not surprisingly, given how attractive her two daughters were, their mother was also attractive. Presumably in her mid to late forties. Her hair was black, nearly as black as Raven’s. She was in a business suit that didn’t completely conceal that she had a nice figure underneath. Her breasts were large too, maybe even as big as her younger daughter’s. I idly wondered if she was as good in bed as her elder daughter. And whether I’d ever get to find out.

“This is my Mom,” Raven said. “And this is our new neighbor.”

“Call me Margaret,” Raven’s mother said as she shook my hand.

Raven picked up her coke and left me alone with her mother.

“I’ve been meaning to come over and introduce myself,” she said. “Somehow I just haven’t had the time. I get so busy when Derek is away.”

“I’ve hardly seen him around, he seems to be away a lot.”

“Most weeks he is away. He is in sales and his territory covers the whole east coast. He is in Florida right now. Did you meet Kat? She lives in Boston but is home for a few days.”

“Yes. I met her earlier when I came over to borrow some packing tape. Which reminds me, I’d better go and get my package wrapped before it is too late for pickup. Sorry I don’t really have time to chat now. Why don’t we have a drink sometime?”

“Sure. Why don’t you come over on Thursday evening? Raven has volleyball that night so I’m just on my own.”

“Thursday it is then.”

I let myself out and went back to my own house. It had been a much more interesting day than I had expected. I’d got to fuck Kat the older sister. I’d flirted with Raven, the younger sister, and almost got her topless. And while getting Margaret, the mother, into bed was still a long shot, at least the logistics were favorable with her husband away most weeknights and Raven away on Thursday evenings.

Chapter 2

The next day I was at my computer. I watched Margaret drive off and Raven leave the house to walk to school. After about five minutes, presumably to make sure nobody had forgotten anything and had to return immediately, Kat came out and walked over to my house. She was dressed in yoga pants and a sweatshirt. I knew she wouldn’t be wearing anything at all underneath. I opened the front door as she walked up to it.

“Coffee?” I asked as I led her into the kitchen.

“Fuck no. Give me a glass of wine even though it is only 9.30 in the morning. I need something to calm me down. I’m so fucking on fire.”

“Let me guess, you already masturbated this morning?”

“Right. About three times. Didn’t do any good.”

I poured her a glass of wine. She sat on a stool at the counter in the kitchen. Sitting on the counter was a blindfold and four leather cuffs with metal buckles, and a black plastic object.

“Take off your sweatshirt,” I told her. She pulled it off over her head. As instructed, she was wearing no underwear, her breasts were bare. I picked up the two smaller cuffs.

“I’ve never done this before,” she said as she watched me buckle them around her wrists.

“Being tied up?”

“Yes. Completely giving up control. And…are you really going to…to do me anally?”

“Have you done that before?”

“Never. It’s terrifying. I mean I just pushed my finger in there this morning and it’s tight. But you are huge. Won’t it hurt?”

“It is intense. You may orgasm immediately.”

“Really? I thought it would hurt.”

“It might hurt a little. And you might still orgasm anyway. Like I said, it is intense. So slip off your pants.”

She stood up and pushed her yoga leggings down and kicked them away. She wore no panties so now she was naked. She sat back down on the stool. I picked up the black plastic plug and a bottle of olive oil. I dribbled oil onto the plug.

“Pull your legs up,” I told her. She did as ordered. I glanced at her pussy now being exhibited to me but my ultimate destination was a little lower. Being a redhead she had very pale skin, and that accentuated the light brown pucker of her asshole. I felt my cock stir at my first sight of it. I pressed the point of the plug just inside her and slowly but firmly pushed it forward. As I watched, her asshole distended around the plug as it slowly slipped into her. She groaned a little as it reached the widest part and then suddenly it slipped all the way in and locked into place.

I picked up the other two cuffs off the counter and buckled them around her ankles. Then I put the blindfold over her eyes.

It was like a posed scene in a photo-shoot. She was sitting on the stool with a glass of wine in front of her. Completely naked. Blindfolded. Cuffs on her ankles and wrists. And the black base of the large anal plug nestling between her cheeks. Her pussy framed between her thighs, crowned with her patch of fiery orange pubic hair. I could see a hint of moisture seeping between the little pink petals of her pussy.

I took her hand and led her upstairs to my bedroom. The fact that she had never been in there before meant she really was in a world cutoff from any familiar landmarks. Before she arrived I had already piled several pillows in the middle of the bed and attached ropes to the four corners.

I guided her onto the bed and positioned her face-down with the pile of pillows under her hips. I threaded the ropes through rings on the four cuffs and pulled them tight so that she was spread-eagled face-down with her ass lifted in the air by the pillows.

I undressed and lay beside her. I put a hand on her back and let it slide down to an ass cheek. I wiggled the ass-plug a bit.

“OK?” I asked.

“I suppose so. I’m aroused and afraid at the same time…about what you are going to do.”

I picked up a vibrator off the bedside table. It was one of those cock-shaped ones although it was smooth with a conical end rather than making any attempt to look realistic. I turned it on. It buzzed.

“Do you know what this is?”

“A vibrator?”

“Yes. Have you ever used one?”

“No. Are you going to use it on me?”

“Of course.”

I positioned the point of the vibrator between her lips, just the very tip inside her body. I pulled it out and then pushed it in just a little deeper. She gasped as the vibrating plastic cock started to stimulate her in a way that she had never experienced.

“Oh gosh that’s powerful,” she managed to say between gasps. “And it’s huge. Bigger than any…you know…I’ve had before.”

Gradually I worked the vibrator into her as deep as her body could take. I rotated the base and turned the vibrator up to maximum. It buzzed loudly as it delivered an earthquake of pleasure into her cunt.

“Oh god I’m going to cum already,” she moaned. Her body stiffened a little and then she was throbbing along with the vibrator. I think she expected me to take it out of her after she orgasmed but I left it buried deep inside her. With one finger I gently rubbed her clit.

“It’s too much,” she squealed. “Oh gosh, I’m cumming again already.” Her body jerked against the cuffs and ropes as a powerful orgasm burst inside her. As her orgasm ran its course I squirted lube onto my fingers. I pulled the anal plug from her and replaced it with a beak made two of my fingers. As the vibrator continued to drive her body full of almost unwanted feelings, I started to finger-fuck her ass.

“Oh my god, what are you doing?” She could barely talk, she was almost gasping for air. “Oh wow, another one.” This time I felt her orgasm in her ass, felt her asshole squeezing my fingers.

I pulled the vibrator from her cunt. Then I moved over her body. I pulled her ass-cheeks apart and pressed my cock into her spread asshole. I pushed forward, slowly but firmly, forcing my cock into the anal virgin’s ass.

“O shit,” she grunted as the widest part of my cock penetrated the tight ring of muscle. Eventually my belly was pressed against her ass cheeks. My cock was completely in her ass.

I bent over her body and my hips started to rise and fall, sliding my cock back and forth.

“Oh my, you were right, I’m…” She couldn’t finish before her body stiffened with yet another orgasm. The powerful muscles of her ass clamped around my cock. She was moaning and her whole body was shaking. I fucked her slowly as her orgasm flooded her body with pleasure.

Once her orgasm passed, her sphincter relaxed a little more and the movement became easier. She was now more sighing with pleasure than groaning at the intensity of the invasion.

“It’s good isn’t it?” I asked her.

“It’s nice now. It was really extreme at first.”

I started to pump my cock in her harder and faster.

“I’m going to cum in your ass, you little anal slut,” I said as I felt my own orgasm approach. I blasted deep into her rectum and I slowed down my thrusting as more warm jets of my cum emptied into the young girl spread-eagled beneath me.

“Oh yes, cum in my ass you dirty fucker,” she said as the last drips of my climax squirted into her body.

I took the blindfold off and untied her. We lay on the bed gently cuddling for a bit.

“That was something,” she said.

“How do you mean?”

“I knew you were going to do me anally. I had no idea what it would be like. I couldn’t resist because I was tied up. I couldn’t even see anything so my whole attention was focused on my asshole. Then I had all those orgasms and suddenly your cock was forcing its way into me like some huge wedge. I had to clamp my teeth together to stop myself crying out. It was right on the edge of what I could take. And then suddenly I came again completely unexpectedly. You almost promised me an anal orgasm but I didn’t believe you. You even said I might be in pain and orgasm at the same time, which was pretty close.”

I gave her a kiss. “Masturbate for me.”

“What, now? While you watch?”

“Exactly.”

“I can’t do that…it’s too private, personal.”

“That’s why I’m making you do it.”

“But…”

“Just do it. You love to be pushed to your limit, don’t you?”

She slowly spread her legs. Her hands slowly slid down across her stomach. With a couple of fingers of one hand she spread open her pussy, revealing all the ruffled pink folds of her lips. Her other hand slipped lower, the tip of one finger vanishing inside her opening. She shut her eyes.

“Tell me what you fantasize about,” I said.

“Oh gosh, that’s even more private.”

“I bet you fantasize about being forced. Being a sex-slave. That sort of thing.”

“How do you know?”

“Because you like to have the decisions taken for you.”

“Gosh yes. One fantasy is like during the civil war or something. I’m out in the forest gathering food. I’m still a virgin. Innocent. Some soldiers suddenly appear. Before I have a chance to get away they grab me. Soldiers grab my arms. One soldier, an officer, stands in front of me inspecting me. He seems to like what he sees. He reaches out and grabs one of my breasts. I spit at him. That seems to encourage him as if he likes some fight in a girl.”

Kat’s finger emerged from inside her pussy, now glistening with the moisture of her arousal. It slid up between her labia until it arrived at her clit. She slowly started to circle around her clit, gently rubbing herself full of arousal.

“The officer pulls out a knife and slits my dress down between my breasts and he spreads it open. I’m naked underneath. Totally humiliated at being seen naked like that. He strokes my breast again, flicking my nipple with his thumb. Despite the indignity of the situation, I moan a little. He lets his hand fall and tries to force it between my legs. But I squeeze my thighs together hard. He motions to two other soldiers and they grab my legs and roughly pull them apart. The officer rubs his hand over my pussy. My body is shaking and I’m moaning. I’ve never felt such things before.”

Kat was rubbing her clit faster now. She was having to keep pausing in relating her fantasy to let out little sighs of pleasure. She opened her eyes for a moment, saw that I was hard from watching her and listening to her fantasy. While one hand continued to stroke her clit, she reached over and wrapped her other hand around my cock and started to masturbate me.

“The officer undoes his pants and gets out his cock. It is rock hard of course. I’ve never seen one before. Oh gosh I’m going to cum…I mean for real. He moves against my body. I can feel his cockhead pressing against the delicate lips of my virgin pussy. I know he’s going to push it in. I know it is going to hurt. I’m terrified and aroused and…well, just about like I was this afternoon before you did my ass. Oh I’m cumming. Oh gosh it’s a powerful one. Oh, oh. The officer pushes. I scream out in pleasure and pain. I have the first orgasm of my life. Oh wow.”

The finger caressing her clit slowed down until it was motionless. Her other hand, stroking me, sped up.

“I’m screaming as the officer’s cock forces its way into my young body. Sometimes it is the scream of an orgasm, sometimes the scream of agony as he tears into me mercilessly. I’m not sure what happens in the fantasy after that…I’ve usually cum by then. But now I know what it’s like I think I’ll have him take me anally too. The soldiers turn me around and bend me over a large log. I can’t move. They grab my ass cheeks and spread me open. I feel the officer’s cock at my asshole. Surely he isn’t going to try and get in there, I’ve never heard of such a thing.”

She bent down and took my cockhead into her mouth as she continued to stroke me. Her tongue swirled around my sensitive knob. I moaned a little with pleasure and encouragement. She lifted her head off my cock again for a moment.

“The officer thrusts forward into my tight tiny hole.” She licked my cock again. “I’m totally humiliated at such a disgusting thing.” Another few licks of her tongue. “I’m crying in a mixture of pain and shame as the officer’s cock invades my ass.” She wrapped her mouth around my cockhead and I felt my own orgasm swelling up inside. “Oh yes,” I moaned as I spurted into her mouth. She lifted her head up again but continued to stroke me as white streaks of cum pumped onto my stomach. “The officer is cumming too, in my ass.” I spurted onto my belly as she stroked me. “My poor little ravished pucker of an asshole…just like you did earlier this morning.” She bent down and licked my cum off my belly.

“I can see I’ll have to come and visit my mother more often,” she said as she got off the bed and started to pull her clothes back on.

“You’d better give me your number then.”

We exchanged numbers. “Text me next time you are coming,” I said.

She laughed. “That will be tonight. I’ll definitely be cumming.”

“Then you’d better text me.”

“OK,” she said. “I’ll text you whenever I cum. Make sure you don’t forget me.”

It was about 11-o-clock that night that my phone beeped. “I came. raped in the woods in my ass. You were the officer. You were not gentle.”

Chapter 3

The following Monday mid-morning my doorbell suddenly rang. I opened the door and was surprised to see Raven there. After all, it was a Monday, a school day.

“Teacher in-service day,” she said, answering my unasked question.

“You’d better come in then,” I said, opening the door wide.

We walked through into the kitchen. I poured her a coffee. She was dressed very similarly to the last time I’d seen her, in low-cut jeans that left a little of her belly bare. A pale yellow top. I could also see the contrasting light-blue straps of her bra.

“It’s a bit early for your beer,” I said, “but you can have one later if you want.”

“Really? I wasn’t sure if you were joking when you sort of invited me over.”

“What else did I invite you over for?”

“Men. Freedom.”

“And how do you want to use that freedom?”

“I suppose you want me to use it to free my breasts…let you see them. I almost did the other day.”

“Only if you want to. You need to be aroused enough to have the guts to do it. You aren’t right now.”

“No, I’m not. But I’ll tell you what I’d really like. I want you to explain what it is like to go on a date. I’ve never been on one. A real one anyway. I’ve been to Starbucks with a boy but I had to pretty much drag him there. It’s not how I’ve seen it in movies where the boy asks the girl out. And then what happens? I mean when you get home after having been to a movie or whatever. How do you get to kissing? And from kissing to…well, all that stuff I’ve seen on the internet.”

“You are full of questions. Would you like to try it?”

“What? The internet stuff?”

“Maybe eventually. But we can start by going on a date.” I paused. “Raven, would you like to come out and have lunch with me?”

“Wow. You’d do that? Take me out for lunch.”

“We’ll get to know each other. Then we’ll come back here and we can do some kissing. We’ll see what you are comfortable with after that.”

“Maybe I’ll even be comfortable letting you see my breasts finally.”

“I hope so. But you don’t have to do anything you don’t want to.”

“I sort of want to. I suppose I want to get so it just seems natural to let you undo my bra. Although right now the idea is still crazy and scary.”

I surprised her by taking hold of her hand and walking her to the garage. I opened the passenger door of the car for her and closed it once she sat down. Probably the first time anyone had done that for her. We drove to a good restaurant in the next town, a place businessmen take their clients for lunch meetings.

“Wow, I’ve like, never been anywhere this fancy,” she said as we sat down at our table.

“You are not allowed to order a hamburger,” I teased. “You have to have a grown-up date sort of meal.”

“But everything is so expensive.”

“It’s OK. I’m paying. I asked you out, remember.” I gently touched her on the arm.

“So what do people talk about on dates?”

“If it is a first date, like this, they usually want to get to know each other a bit. Know what they are interested in, a little of their background. But try not to make it sound like an interview. Say ‘you look like volleyball player’ rather than ‘do you play a sport?’ and the conversation will flow much better.”

“I’ve got so much to learn.”

“Don’t analyze it too much. Just be natural. And don’t be embarrassed to talk about yourself. If you don’t open up, your date won’t either.”

“OK.”

“And if you really like the guy…” I touched her arm again.

“Yes?”

“Be touchy with him. Touch his arm. Like I just did to you. Or maybe even his leg.”

Out of sight under the tablecloth I lightly touched her leg.

“Gosh,” she said. I had a sense that she was getting a little turned-on.

I put my fingers on her leg again and ran my fingertips up her thigh.

“Oh my god,” she said.

“You can feel it can’t you?” I leant closer so only she could hear. “I bet your nipples are hard.”

“Oh my god, I can’t believe how direct you can be sometimes.”

I let her arousal cool down while we ate our food. We got into the car. I put my hand on her leg again.

“So at this point on a date you have to decide what is going to happen. Is he going to drop you off at your home? Are you going to kiss him in the car? Are you going to go to his place? How far do you want him to go? But today I’m making those decisions for you. We are going to go to my place, we’ll go inside and then we’ll kiss.”

We arrived back at my house and walked through into the living room. I wrapped my arms around her and pulled her against me, squashing her breasts against my chest. My lips met hers. We stood there, gently moving our lips, her first real kiss.

“Push your tongue forward a little,” I told her.

I kissed her again. This time our tongues touched. She let out a little moan. Our tongues started to play together more urgently, more vigorously. I sat her down on the sofa. I went and got a couple of beers and put one in front of her. She picked up the bottle and took a gulp.

I sat beside her and put my arm around her. “So how do you like kissing?”

“It’s thrilling. I had no idea. I’m totally…you know.”

“Your panties are not dry.”

She laughed. “You are wicked. I’m not used to talking about any of this stuff. But no, they are not dry. I’m really aroused.”

“Kiss me again then.”

I put one hand on her shoulder and pulled her towards me. Our mouths met and our tongues explored. I casually let the hand on her shoulder slide down until I was cradling one of her breasts. I was pleased that she did nothing to push me away. I could feel her nipple against the palm of my hand, pressing through her bra and her top. I gently rubbed it. She moaned again.

I slid my hand up her back underneath her top until my fingers were on the clasp of her bra. I paused for a moment, giving her an opportunity to stop me. When she just continued to kiss me I undid her bra. I felt her body shiver slightly, the first time anyone had undone her bra other than herself. I slid my hand around to the front under her bra. I ran my fingertips in a big circle around one of her large breasts. Considering how large her breasts were they were surprisingly firm. Gradually the circles got smaller until I started to feel the different texture of her areola. She was too distracted by the novel feelings in her breast to keep kissing me. I pinched on of her nipples between finger and thumb. Her whole body jerked and she let out another long moan.

“Lift your arms above your head,” I said, grasping the bottom hem of her top. She moved forward a little almost as if in a daze and I pulled her top off, then when she lowered her arms I pulled off her bra too. She sat there topless on my sofa, her breasts on view for the first time ever. Everything about her breasts was large. They were big, with big areolas that were a light brown color, and large nipples like pink raspberries.

“You have fabulous breasts,” I said.

I bent down and took one nipple into my mouth. She almost purred with pleasure as I sucked her breast into my mouth and I used my tongue to tease the nipple. She groaned as I gently bit down on her nipple, guessing that point that is the perfect blend of pleasure and just on the point of pain.

While I kissed and nibbled on her nipples, I let one of my hands start to stroke her thighs again. Gradually I let my hand slide higher until I was almost touching her pussy. She was moaning pretty much continuously now, her body clearly a bundle of total arousal.

“Do you want to go further?” I asked her.

“Like what?”

“I’m going to undo your jeans. I’m going to push my hand into your panties. I’m going to touch your pussy.”

“Oh my god. I so want you to do that but…”

“But what?”

“I don’t know…I’m too aroused to think. It seems like it should be terrifying but it isn’t.”

I undid the button on her jeans and slid down the short zip. I wriggled my fingers underneath the waistband of her panties. I slid my hand in. She was shaved. One fingertip found the little dimple that was the start of her slit. I pushed my hand deeper into her panties, running my fingertips over the wet folds of her pussy. I pressed my middle finger into her opening and deep inside her. She practically leapt off the sofa in surprise at the feeling of someone inside her vagina for the first time. I slowly slid my finger back and forth inside her. Then I moved back and started to lightly rub the little hard point of her clit. She started to moan with pleasure again.

“Do you want to do some of that internet stuff?” I asked.

“Like what?”

“I’m going to lick you.”

“Wow. Really? I’ve seen that. It looks a bit weird.”

“It’s not weird. It will feel so good that you will want every boyfriend who ever gets your panties off to do it to you. Now lift up your ass?”

I pulled her jeans and her panties down and off. Now she was completely naked. She had her legs tightly together, clearly very self-conscious about that most intimate corner of her body. I put my hands on her knees and slowly pushed her legs apart. Her pussy was very different from Kat’s. She had small outer lips but big inner labia like a huge pink orchid nestling between her thighs. I couldn’t wait to taste it.

“Is it OK?” she said.

“What do you mean?”

“Well, I don’t know whether mine is, like, normal. My lips seem much bigger than what I’ve seen on the internet.”

“Some girls have big lips and some have small. Yours are beautiful.”

I bent down and kissed her there.

“Oh gosh,” she moaned as she felt my lips and tongue on her pussy.

I swirled the tip of my tongue in the entrance to her pussy and then used the tip to gently dance on her clit. She started to moan continuously, her body felt tight as a drum. I knew she must be close even if she didn’t. I had no idea if she even masturbated let alone if she’d ever had an orgasm before.

As my tongue coaxed little spasms of pleasure from her clit, I pushed a finger inside her. I started to gently finger fuck her virgin pussy. Suddenly her body jerked. I felt her vagina grab my finger and then she flooded with moisture. “Oh gosh, gosh,” she moaned as her orgasm burst into her. Her body started to shiver. I did my best to keep my tongue on her clit as she squirmed around on the sofa.

She sat on the sofa with her head back and her eyes closed, almost as if she was asleep. I moved beside her and put my arm around her.

“How was that?”

“Unbelievable. I guess that was an orgasm. I’ve never had one.”

“Don’t you masturbate?”

“Sometimes. But I’ve never managed to make that happen. Now I know I’ll have to try harder.”

“Do you want to do more?”

“Like…all the way you mean? Put it in me?”

“If you want.”

“I don’t think I’m ready for that. But…I have to admit I’m close to just saying do it.”

“Do you want to see it?”

“Wow, can I?”

I took her hand and placed it on my belt. She undid it, undid the button on my pants and slid down the zip. I pushed down my boxers and released my cock. It was semi-hard.

She gasped. “It’s so big.”

“It gets bigger if you stroke it,” I hinted.

She tentatively wrapped her hand around my shaft. “Like this?” she said as she started to move her hand up and down. “It’s so scary.”

“Just stroking it?”

“No, that’s not scary. It’s the thought of…you know…putting it in me. It’s so big.”

“You can put it in your mouth too, you know.”

“I’ve seen that on the internet. Do you want me to do it?”

“If you want to. Remember, you don’t have to do anything you don’t want to.”

“If you want me to do it then I want to do it. For you.”

She knelt down on the floor in front of me. She bent down and very tentatively wrapped her lips around my swollen cockhead. Her tongue started to explore, running around the sensitive spots.

She lifted her head up briefly. “Am I doing it right?”

“Pretty much anything feels wonderful. Just do whatever you like for now.”

She took my cock into her mouth again and started to bob her head up and down as she had obviously seen in some internet porn. It felt wonderful. It is always special being the first cock that a girl has licked, her inexperience outweighed by her enthusiasm to please.

“Do you know what happens when a man climaxes?”

She nodded her head without taking it off my cock.

“I’ll tell you when it’s about to happen.”

She slid a hand underneath my balls and cradled them. It was as if she was experimentally seeing what they felt like which, I suppose, was true. She looked up at me as my cock slid in and out of her mouth. Somehow eye-contact with a girl like that makes it extra special.

“I’m nearly there,” I told her. I put my hand on the back of her head.

I felt my orgasm rising inside and then I blasted into her mouth. She jerked in surprise but my hand held her on my cock. Her tongue never stopped moving around my cockhead as I emptied my balls into the back of the teenager’s throat.

She stood up and moved onto the sofa so that she was straddling me. She was naked and I was sitting there clothed but with my pants open. She bent forward and kissed me.

“I have to go home now. I don’t want my mom to get home before me.”

“I’m pretty certain that if your mom finds out you are round here, her first thought is not going to be that you got naked for me.”

“Even so. I don’t want even the smallest chance that she finds out. It’s our secret.”

“Are you going to come round again sometime?”

“Of course. When I can do it without being caught. And next time…”

“Yes?”

“Next time I hope I’ll be ready. For you to put it in. To…to fuck me…wow that sounds so dirty.”

She stood up and started to pull her clothes on. “Thanks you. That was so wonderful. Going out to lunch. Kissing. Letting you play with my breasts. Then, when you slid your hand into my panties…oh my god…that was intense. Nothing like when I touch myself…a hundred times more exciting.”

I stood up and zipped up my pants. She pulled her top on over her bra and was now fully dressed once again.

“And as for licking me. Well, it was weird at first. I mean licking me there of all places. Sticking your tongue where I…anyway, it felt wonderful. Then an orgasm. My first orgasm. That was something I’ll never forget even when I’m a grandmother.”

“I’ll walk you home,” I said.

The two of us walked next door to her house and went inside.

“Show me your bedroom,” I said.

She took me upstairs. Her bedroom wasn’t all that different from her elder sister’s. A twin bed with a girly comforter. The debris of a girl’s childhood. A desk with a computer on it.

“Do you want to do it here?” I asked.

“What?”

“The first time. Fuck in your own bed.”

“Oh wow. That would be special. Become a woman in my childhood bed. I bet not many girls manage to do that. Now I’m getting aroused again. I want to do it right now…but it’s too dangerous, my mom will be back soon. She mustn’t find out.”

“Next time. I’d better go. Give me your number.”

I put her number into my phone and then texted her so she had mine. Who knew when the coast would be clear enough again but my second date with Raven promised to be as much fun as the first.

Chapter 4

The following Thursday was my drink-date with Margaret. I saw her arrive home and after giving her half-an-hour to get changed I wandered over and rang the doorbell. She was dressed casually, wearing a pair of jeans and a plain white top. Everything was tight enough to reveal that she had a great figure without being explicitly sexy. I don’t really like the phrase MILF but she was definitely a mother I’d like to fuck.

“Chardonnay OK?” she said as she got a bottle out of the refrigerator and passed it to me along with a corkscrew. I pulled out the cork while she got a couple of glasses from a cupboard. We sat down at the kitchen table. We chatted a little bit about what the town I’d moved to was really like, a little bit about our jobs. Casual small talk. I decided to move the subject to something more personal.

“Isn’t it tough being alone most weeks?” I asked.

“It was really hard when the kids were little. But now Kat lives in Boston and Raven pretty much takes care of herself it is much easier.”

“It must be lonely though.”

“A bit. Sometimes.”

“Can’t do much for your love life,” I said as casually as I could. I wondered if she’d take the bait.

She paused, obviously wondering how much to say. “What love life?”

I laughed. “I rest my case.”

“I don’t want to give you the impression that it’s non-existent. Derek is home most weekends.”

“So you do it every Saturday night.”

She laughed again. “Of course,” she said with a tone of voice that made it clear that nothing could be further from the truth. “I can’t believe I’m telling you all this. It’s not really…well…appropriate. I barely know you.”

“When was the last time someone hit on you? Chatted you up?”

“About a year ago I suppose. We had an overnight offsite meeting for work. One of my co-workers made it clear that I was invited to his room.”

“But you turned him down.”

“Yes. I’ve always been faithful. But it was tempting, I have to admit. Except that I was worried someone else might notice. It wasn’t discreet enough for me to dare to do it.”

I didn’t say anything, leaving the silence to encourage her to say more.

“To tell the truth,” she continued, “I’ve kind of lost interest in sex. So it’s not a big problem.”

“I bet you’ve not really lost interest. You are just bored with the routine. When was the last time you had sex somewhere other than in your bed?”

“Like where?”

“I don’t know. On the living room sofa? In one of your daughter’s beds? Bent over the kitchen table? In the yard?”

“Gosh. Years ago.”

“I bet if you’d gone to bed with your co-worker it would have been wildly exciting.”

“You are probably right.”

“You’d have loved it. That wonderful moment when he first presses up against your body. Your body resists a little. And then he just slips inside you.”

“Wow. You don’t beat about the bush.”

I took a sip of my wine. “You need a boyfriend.”

“That’s the last thing I need. Raven is still living at home for a start. She’d find out.”

“You need a very discreet boyfriend. Who only comes around when Raven is away. Who knows that girls don’t like other girls to know.”

I stood up and moved behind where she was sitting. I put my hands on her hips. My mouth was inches from her ear.

I spoke very quietly. “It would be thrilling. Your life would be more interesting. Nobody would ever know.”

“You are so naughty. I’m married. I can’t have a boyfriend.”

“I know. Naughty is good. You need more naughtiness in your life.”

I slid my hands from her hips around her front until they were on the waistband of her pants at the button.

“You can’t do that,” she said. But she made no effort to push my hands away.

“You half want me to stop, don’t you?”

She said nothing. I could feel the tension in her body.

“But only half. Rationally you know I should stop…but below your waist has other ideas.”

I slowly undid the button. I slid the zip of her pants down. I could feel her body trembling slightly.

“Do you know what I’m going to do?” I whispered in her ear.

“You mustn’t.”

“I’m going to slip my hand into your panties.” She shivered a little. “And to your surprise you aren’t going to stop me.”

I moved one hand so that my fingertips were just under the waistband of her panties. I let my hand slowly slip lower, my fingers brushing through her soft downy pubic hair.

I pushed my hand deeper into her panties. She spread her legs enough that I could push my fingers around the curve of her body. I could feel the heat from her pussy. Then my fingertips felt the fleshy lips. With two fingers I parted her outer lips and I pressed a third finger into the furrow I’d opened up. She moaned as I curled my finger and it slipped inside her. She was extremely wet. I started to stroke her, pushing a fingertip into her and then coming back to her clit. I’d softly rub her clit a few times and then slip back down, curling back inside the warm wetness of her cunt. I could feel her body, taut with arousal. Her breathing was heavy. She moaned each time I touched her clit.

“Do you want me to stop now?” I whispered.

“You know I don’t. This is so wrong though.”

I started to rub her clit a little harder and faster. She was moaning and groaning continuously now, her body obviously a bundle of excitement. I had a feeling that she hadn’t been so aroused for many years. Suddenly her body went rigid for a moment. Her orgasm exploded inside her. I pushed my finger deep inside her as I felt her pussy flood with pleasure. Her whole body was shivering just like her younger daughter when she came. I coaxed every last drop of pleasure from her body only pulling my finger out of her cunt once she was still. I wrapped my arms around her and held her against my chest.

“How long until Raven comes back?” I asked.

“At least an hour.”

“Take me upstairs.”

“I can’t believe I’m doing this,” she said as she went out of the kitchen to the staircase. “What have you done to me?”

In her bedroom, I pushed her pants and panties down and she stepped out of them. Then I pulled her top off over her head, unclipped her bra and pulled it off leaving her naked. She lay down on her bed as I slipped out of my own clothes.

Considering she was nearly fifty, her body was in great shape. Her breasts were a little smaller than Raven’s and not nearly so firm. She still had a great figure. Her legs were shapely. Not to mention they were spread wide, her pussy completely on view. Like Kat she’d shaved the lips but kept a neatly trimmed patch of black hair above her slit. Her inner lips were much smaller than Raven’s, pink and glistening hungrily.

She clearly no longer had the slightest reticence about the fact that she was going to let me do whatever I wanted with her body. Her married body to which I wasn’t meant to be doing anything at all.

I crawled up the bed until I reached her pussy. I gently opened her up with my fingers revealing all the pink folds of her pussy. I planted little kisses all over her lips. I probed just inside her entrance with the tip of my tongue. I nuzzled her clit. “Oh that’s so good,” she sighed, “you do that so well.” I pushed two fingers into her and started to finger-fuck her slowly. “oh yes,” she sighed. My tongue teased her clit as my fingers teased her insides. I let another finger slip further down and start to rub the rough pucker of her asshole.

I moved up the bed and kissed her. My cock was between her legs just contacting her pussy lips. She reached down between us and guided me into her.

“Welcome,” she said as the head of my cock just slipped inside the warm entrance of her cunt. “Even though you shouldn’t be here.” I pushed my hips forward a bit more and the rest of my cock slid into her body. She let out a long slow moan and pushed her own hips up to meet mine.

She pulled her legs up and wrapped them over my back, pulling me even deeper into her.

“Do me hard,” she groaned. “It’s been so long since I’ve been really pile-driven.”

I started to piston her as hard and fast as I could. “Oh yes, yes, don’t stop,” she moaned, “that’s so good.” I lowered myself onto her body, squashing her large breasts against my chest and driving my tongue into her mouth while my hips continued to rise and fall, driving my cock back and forth inside her wet cunt. She was rocking her hips hard, giving as good as she got.

I pulled out of her. “Roll over,” I said.

She rolled onto her front and then brought up her knees so her ass was in the air and spread her legs, offering her pussy to me as if she were an animal on heat. I knelt behind her and I rammed my cock back inside her in a single long thrust. I grabbed hold of her hips and started to fuck her hard and fast again. She was moaning and panting and completely lost in a fog of sexual arousal.

“Oh I’m going to cum,” she squealed. “Don’t stop hammering.”

Like she had earlier, her body suddenly stiffened and then she started trembling as her orgasm burst. Her pussy felt as if it was almost sucking my cock. I started to cum too. I blasted thick jism deep into her as I pumped my cock in and out of her pussy and she sucked me dry. “Oh yes, cum for me,” she sighed as she felt the warm jets spurt inside her.

I pulled out and we lay in each other’s arms, kissing and cuddling.

“I never believed I’d do that,” she said. “Be unfaithful. It’s not even as if I have an unhappy marriage.”

“Two lovers is twice as much fun.”

“Well, you said I needed more naughtiness in my life. That certainly counted.”

“We’d better get dressed,” I said. “Raven will be home soon. You don’t want her to know.”

“No, that would be a disaster. She’s so innocent.”

We both got up and pulled our clothes back on and went downstairs. We sat back down at the kitchen table where the two wine glasses were still sitting there, the wine almost undrunk, other pleasures had been on the menu for the evening.

“I absolutely should not have let you do that,” she said.

“And next time?”

“There absolutely should not be a next time either.”

“But you know there will be.”

“Yes,” she said. “I suppose there will be. You’ve woken up the beast in my body and now I will have to feed it.”

I picked up her phone off the table and sent myself a text message. My own phone beeped in my pocket. I replied to the message so she had my number too.

We were sitting innocently in the kitchen drinking our wine when the front door opened and Raven came in. She and her mother talked naturally, not the slightest sign that either of them knew that I’d done anything with the other.

Chapter 5

I knew it was the first day of half term. Raven would be off school. I watched her mother drive off to work and I wasn’t the least bit surprised when my phone beeped almost immediately. Raven asked me if I’d like to come over.

She opened the door. She was wearing just a T-shirt that wasn’t quite long enough to completely cover her panties. I could see from the way her breasts swayed that she wore no bra. I guessed she’d just got out of bed in what she had worn the night before.

“I assume it wasn’t worth getting dressed,” I said, smiling.

“Whatever I put on you would only take it off again, so why bother. Besides, like this I can tease you.”

She pulled her T-shirt up and let me get a brief glimpse of her breasts before she pulled it back down.

She giggled. “That’s so easy now. To think how scared I was to do it just a short time ago.”

“It’s different getting naked with someone the first time. After you’ve seen someone naked your relationship with them is never entirely the same.”

“I’ve not seen you completely naked yet.”

“I suppose not. Do you want to undress me?”

“Sure. I’ve never…well, you know that.”

I held out my hands and she undid the buttons on the cuffs of my shirt. Then she undid the buttons up the front. She pushed it off my shoulders.

“Kiss my nipples,” I suggested.

“Are men’s nipples sensitive too? I suppose they would be.” She bent forward and put her mouth over one nipple and then used her tongue to gently rub it.

“Gosh, it went hard,” she said.

“Yes. They are just like girl’s nipples. Only much smaller.”

She undid my belt and unzipped my pants. She pulled them down and then took off my socks. I was left in just my boxers. She squatted in front of me, reached forward, grabbed the waistband, and pulled them out and over my cock and then dropped them to my ankles. My soft cock was inches from her mouth.

She slowly leant forward and took my cock into her warm, wet mouth. Her tongue caressed my cockhead sending little sparks of excitement radiating through me. I felt myself starting to harden.

“Take your T-shirt off,” I suggested. “I want to admire your breasts.”

She sat back on her heels and peeled her T-shirt off over her head. And then she stood up, slipped her panties over her hips and her shaved slit came into view with her prominent pink lips protruding appetizingly. I decided not to wait to have a taste. I lay down on my back on the floor.

“Suck me,” I said, “but straddle me.”

“How do you mean?”

“Press your pussy against my mouth while you lick me, and I’ll lick you too.”

Her mouth wrapped over my cock again as she spread her thighs above my head and lowered her puffy pink pussy to my own mouth. I could feel myself elongating into the teenager’s mouth as her tongue worked its magic on me. I pressed my own tongue in between her lips, savoring the sweet taste of her young pussy. She let out a little moan as I pushed my tongue into her entrance, circling just inside her virgin cunt. I moved slightly so that my tongue could tease her clit. It was already rock hard like a little tiny pebble. The tip of my tongue nuzzled it. She moaned again.

The more my tongue tickled her clit, the more aroused she got. I could feel her body trembling a little like she did when she got close to orgasm. She was too distracted now to remember to lick my cock. She was moaning encouragement. “Oh yes, don’t stop, I’m close.” I reached around her body and rubbed a fingertip on her asshole. She squirmed a little, never having been touched there before, but she kept her clit positioned just above my mouth. “Nnngh,” she grunted as her orgasm began. I roughly pressed my finger into her ass while my tongue continued to attack her clit and she cried out with pleasure and joy.

Eventually her body was quiet. We lay there like that for a bit, her body collapsed on top of mine, limp like a rag doll.

“Are you ready?” I asked.

She knew immediately what I meant. “Yes. Let’s do it.”

She got up and held out her hand and helped pull me to my feet. We went upstairs to her bedroom. She threw the comforter onto the floor and the two of us got onto her small twin bed.

“What do I do?” she asked.

“Do you want to be in complete control? In which case you can go on top. Or do you want me to take charge? In which case it’s best if you are on your back.”

“You know what you are doing and I don’t. So you take control and do whatever you have to do to…well, put it in.”

“OK. Lie on your back. Spread your legs wide. Pull your knees up towards your shoulders so that your pussy is completely exposed.”

She did as instructed. “Gosh, I feel vulnerable like this. Far worse than when you licked me. At least your tongue is soft. Your cock is big and solid.”

“Hold my cock and guide it into your vagina. That way you have some control over how deep I go and how quickly.”

“Is it going to hurt?”

“Probably at least a little at first.”

She took my cock in one hand and I moved up the bed between her legs. She rubbed her pussy with the head of my cock, spreading her juices around, and then she found the opening to body. I pushed my hips forward a little. The head of my cock spread her lips out as it started to penetrate her.

“Ready?” I said.

“I am so ready. I’ve been imagining this every night.”

I pushed forward a little more. She kept her hand wrapped around my shaft but didn’t seem to be in any discomfort. I pulled back a little and then pushed forward, going a little deeper.

“OK?”

“Yes. It’s fine so far.”

I pulled back again and then thrust forward, a little harder this time. I could see from her face that there was a little pain. I knew she was doing her best to ignore it. I started to sort of fuck her, even though just a little of my cock was inside her.

“Oh my god that feels so good,” she purred with obvious pleasure.

Gradually I let my cock slide deeper into her. Sometimes her face screwed up with a little twinge of pain but clearly most of the time the pleasure was swamping any soreness. She let go of my cock, there was no longer room on the part of my shaft that was not inside her for her hand. I thrust myself the last bit of the way into her warm, wet cunt.

“Oh fuck you feel enormous,” she squealed as my cock rammed deep into her body.

I started to slide my cock back and forth inside her. She felt wonderfully warm and wet and was very tight. She started to moan again. Without my telling her to, almost automatically, she started to move her own hips underneath mine, pressing her body up against me as my cock slid down into her. I reached out and pinched one of her nipples. She yelped in surprise at the sudden twinge of pain and pleasure.

I was getting close to cumming. When I was just short of the point of no-return I pulled out of her. I slid up the bed and positioned my cock in the valley between her large breasts.

“Squeeze your breasts together,” I said.

She pushed her breasts around my cock. It only took a few thrusts into the tunnel formed by her breasts before a rope of white cum shot from my cock onto her chin. A few more thrusts and the upper part of her chest had a grid of cum decorating it.

I lay down beside her and I kissed her. “How was it?”

“Wonderful. Better than I imagined. I thought it would hurt more. I thought it would be like when I stick a finger in myself, but it was way more intense and exciting.”

“It’ll be even better the second time. You’ll know what to expect.”

“Please can I make an appointment for a second time?”

“You don’t need an appointment. Let’s go out to lunch again and the second time will be when we get back.”

“You are taking me on a date again?”

“I am. So put on your smartest clothes. I’ll go home and change and get the car and pick you up in fifteen minutes.”

I went downstairs and pulled my clothes on, then walked back to my house. I had a quick shower and dressed again. When I pulled up in front of the house next door Raven came out wearing a dress. When she was dressed in typical high schooler garb she often looked like she was sixteen. In a dress she looked more like mid-twenties.

“Wow,” I said as she got into the car. “I’ve never seen you in a dress.”

“I’ve only worn a dress a few times. Cousins’ weddings, that sort of thing.”

“Well, we’d better go to an even nicer restaurant than last time since you are so dressed up. I want to show off my sexy new girlfriend.”

“I feel so grown-up.”

“Because you are dressed up or because you are no longer a virgin.”

“Both, I suppose. I wonder what people in the restaurant think of us.”

“They probably assume you are my daughter or niece.”

She laughed. “They have no idea we just did it…we fucked.”

“And that we are about to fuck again.”

“Oh gosh, don’t get me too turned on again. I won’t be able to eat.”

We went to a neighboring town again. Although it wouldn’t be the end of the world to be seen by someone who knew either of us, I’d prefer not to have to think of a reason that we were together in an expensive restaurant all dressed up.

We had a wonderful lunch. Out of sight under the tablecloth I slipped my hand under the skirt of Raven’s dress and gently stroked the silky skin on her inner thighs, a subtle promise of more thrills to come later. I could sense that she was on edge and I knew that little flutters of pleasure would be rippling through her pussy.

After lunch I drove us home. But instead of dropping Raven off at her house, I drove into my own garage and shut the door behind.

“I’m going to teach you a new skill now,” I said. “Very useful for a girl who is still living at home.”

“What is that?”

“How to fuck in a car.”

“Right now?”

“Yes, of course. Step zero is that it is a lot easier if you wear a dress or a skirt like you are doing. Step one, get out of the car. Step two, take off your panties and put them on the front seat.”

I got out of the car too, opened the back door and slid onto the back seat. I opened the other back door so that she could get in once she had slipped off her panties. I unzipped and opened my pants.

“Step three, sit on my legs facing me, sort of straddling me and kneeling on the seat.”

She moved onto the back seat and did as told.

“Step four, kiss me.”

She leant forward and our mouths met. I reached behind her and undid the zip on her dress a few inches. I pulled the straps off her shoulder along with her bra straps and pulled everything down at the front to release her breasts. With one hand I started to play with one of her nipples as her tongue explored my mouth.

I let my other hand slip underneath her skirt and started to lightly rub her pussy. She was already surprisingly wet. I guess stroking her thigh all through lunch had kept her warmed up. She let out a little sigh as I pushed my finger inside her and wiggled it in her cunt.

I could feel myself getting hard. The aggressive way Raven kissed was very erotic and playing with her wonderful breasts was a treat. I reached down underneath Raven’s dress and released my cock from my underwear so that it stuck up, firm and erect and ready for her.

“Step five,” I said. “Lift your body up a little. Slide forward a bit. Feel my cock against your pussy lips. Adjust your position so that my cock is nestled in the entrance to your vagina. Then sink down.”

Everything was hidden under the skirts of her dress but I could feel her pussy lips rubbing on my cockhead. Then she found the right spot and I could feel just the very tip of my cock inside the teenager’s no-longer-virgin cunt. She pressed her body down and impaled her tight wet cunt on my throbbing cock. She let out a long animalistic moan as her cunt was penetrated for the second time in her life.

“It still feels so big,” she said as my cock completely entered her.

I reached under her skirts and cradled one of her ass-cheeks in each hand. I guided her back and forth so that she started to rock her hips, slipping her pussy up and down my rigid member. Every so often she’d get so aroused she’d forget to keep moving and I’d have to move her hips with my hands.

“Masturbate your clit if you like,” I said. “It is much easier for you than me at this angle.”

She pulled her skirt up. I watched for a moment as my cock slipped in and out of her shaved pussy like a closeup in a porno movie. She reached down and slipped a finger between her lips, seeking her clit. Her finger started to stroke back and forth. She started to sigh with pleasure again. I thrust my own hips up underneath her, pistoning my cock into her roughly.

“I’m close to cumming,” I told her. “Slow down a bit if you want to cum first.”

“I don’t care. It all feels so pleasurable. I want to make you cum. I want to feel like I’m fucking you rather than like this morning when it felt like you fucking me.”

“When’s your period?”

“Two days time. Maybe three. Why?”

“Then I’m going to cum inside you.”

“Oh, that’s such an arousing thought. Will I be able to feel it?”

“Probably. You’ll feel my cock jerking. Maybe everything will feel different as my cum squirts around inside you.”

She started to rock her hips much faster now. The nice thing about a young fit girl is how energetically she can fuck.

“Keep going,” I said. “Oh you clever girl, you’ve done it.”

I felt the first spurt of my orgasm inside her cunt. “I can feel it,” she squealed as she lifted her body up and down and pumped my cock empty with her tight pussy.

We kissed again, just sitting there, my cock inside her gradually going soft. I absent-mindedly caressed one of her breasts. It was a friendly post-sex cuddle.

“OK. Next part of the lesson. Pull your bra and dress back up. Get out of the car and put your panties back on. Get back in the front-seat.”

Once she got off me, I zipped myself up, slipped out of the car and got back into the driver’s seat. She sat down on the passenger seat beside me, both of us fully dressed, only the slight red flush on our faces giving away that we had just had sex.

I opened the garage door and drove back to her house. She ran up the path and vanished into the front door. I was just pulling back into my garage when Margaret, Raven’s mom, pulled up. That was cutting it a little too fine.

Chapter 6

I had to go to Boston for a business meeting. Boston, where Kat lived. She still occasionally texted me to tell me she’d just cum. Tease me with a hint about what she’d fantasized about. Of course it went without saying that I would try and meet up with her.

“Backbay Hilton. 1pm Saturday” I texted her. I hoped she wasn’t too busy that weekend.

“You are on” she texted back almost immediately.

“Miniskirt. No panties”

“You are evil”

But I knew she’d do it. She loved to follow orders, to be pushed to her limit.

I was sitting in the lobby with a pot of coffee when Kat walked in. She was wearing an incredibly short miniskirt. She was being very daring since I had no doubt that she was obeying her instructions and wore no panties. Everyone in the lobby, men and women, admired her long legs as she walked over and sat down opposite me. She parted her legs slightly as she sat down so that I could get a glimpse of her red pubes. Then she crossed her legs. I felt my cock stir and show signs of interest.

I poured her a coffee. I could tell she was loving the attention. She knew all the men’s eyes were on her legs. I had no doubt that her pussy was quivering with little ripples of arousal.

We went up to my room. I lay down on the bed. Before I had gone downstairs I had found some soft music on the TV and left it on.

“Strip for me,” I told her.

She started to sway to the music. Gradually she unbuttoned her blouse and took it off. She was wearing a thin lacy bra. I could see the points of her pencil-eraser nipples through it. She reached behind and unclasped it. She covered her breasts with one arm while she slipped the bra off. Then she put her hands behind her back, which thrust her small breasts forward.

She was wearing just the miniskirt and I already knew there was nothing underneath. I couldn’t wait to see her beautiful fiery red pubic hair again. She turned her back to me. She reached behind and undid the little zip on her skirt. She wiggled her hips and slowly worked it down her thighs until it fell to her ankles under its own weight. She moved her feet apart. I could just make out the furrow of her pussy framed between her thighs.

As I watched, she moved her hand between her legs. She slowly pushed a finger inside herself and then pulled it out. Then started to rub it between her lips. She turned around so I finally got to see her red bush. She moved her feet wide apart, bent her knees and offered me a great view as she masturbated herself, her finger slipping back and forth among the soft folds of her pussy.

She slid onto the bed beside me. She spread her legs and let her hand slide down across her belly again. Her finger slipped into her slit and found her clit. She closed her eyes and gently rubbed her clit. It’s funny how sometimes women look so bored when they masturbate. I reached over and gently cradled one of her breasts.

Suddenly there was a knock on the door. Since I was still fully-clothed, I got up and went to see who it was. There was a Mexican maid standing there. She was petite and very pretty. Medium sized breasts, curvy figure and a nice ass. Probably in her mid-twenties. I noticed her name badge: Maria.

“I need to check the minibar, sir,” she said.

Since Kat was lying naked on the bed I should really have asked her to come back later. But I was feeling naughty.

“Go ahead,” I said, opening the door wide.

She walked into the room and then did a double take when she saw Kat’s body.

“Oh, I’m sorry ma’am,” she said. “I’ll come back later.”

“It’s OK,” Kat said, playing along.

“She’s pretty isn’t she?” I said to the maid.

“Um…” She clearly wasn’t sure what to say. “Yes,” she said finally.

“You are pretty too, Maria,” I said. “Really cute.”

“Um…thank you.”

“Do you ever get propositioned by guests at the hotel?”

“How do you mean?”

“Guests invite you to play with them?”

“No. Never.”

“So are you adventurous?”

“Sometimes.”

“So would you like an adventure today?”

She paused. “I’m not sure.”

“What time do you get off work?”

“Around 4. In a couple of hours.”

“We’ll meet you in the bar at 4 then.”

“We aren’t allowed to fraternize with the guests. I can’t.” At least she didn’t say she wouldn’t meet us at all.

“In which case we’ll have to meet you at 4 back here in this room. So nobody will know.”

“I don’t think I should.”

“I thought you were adventurous.”

“I am. But maybe not for that sort of adventure.”

“You aren’t a virgin are you, Maria?”

She blushed. “I think I’d better go,” she said.

“Are you going to come back later?”

“I don’t think I should.”

“The first time you get propositioned by a guest and you turn it down. That’s not adventurous.”

“This is weird. I just came to check the minibar.”

“It is weird. It is a weird adventure. Look at her lying on the bed. She’s really pretty. I bet you’ve never played with a girl before. She’ll do anything I tell her, anything you want.”

Kat casually spread her legs. Maria stood there unable to tear her eyes away from Kat’s body. Probably the first time she’d seen another woman naked with everything on-view like that. She was starting to breathe a little more heavily. Kat’s hand slipped down and she started to slowly stroke herself.

I came up behind Maria and put an arm around her so that my hand was resting on her stomach. I could feel the tension in her body. I pressed my body against her ass.

“You’ll probably never get an opportunity like this again…for such a daring adventure. If you don’t do it you’ll be lying in bed tonight regretting it, wondering what you missed. You should do it.”

“Maybe.”

“Well, that’s an improvement on ‘no’.”

“I’ve never done anything like this.”

“I know. That’s what makes it so exciting. But I think you need to prove you are adventurous.”

“What do you mean?”

I let my hand slide down off her stomach down over the skirt of her uniform until I my fingertips were just lightly touching her just above where I guessed her mound must be. I rubbed her very gently. She let out a little sigh.

“Take off your panties and put them on the desk. You can come back for them at 4.”

“Oh gosh. You are too strange. I don’t think I can.”

“I’ll take them off for you,” I said. I moved around her and knelt down in front of her. She made no attempt to move away as I pushed my hands up her skirt. I found the waistband of her panties and pulled down. Her panties fell around her ankles. As if in a daze she lifted up first one foot and then the other as I worked her panties over her shoes.

“We’ll see you at 4 then,” I said as she slowly made her way towards the door.

“Fuck, that was hot,” Kat said as the door shut behind Maria.

“I wonder if she’ll come back.”

“I hope so,” Kat said. “I’ve never played with a girl before either.”

“So we have a couple of hours to kill.”

Kat rolled over onto her front and pulled her legs up underneath her so that she was on all-fours offering her pussy to me.

“Come here and fuck me. Stripping and masturbating for you got me all worked up. And then you pretty much seducing Maria from a cold start like that. I couldn’t believe it when she calmly stood there and let you pull down her panties.”

I undressed. I moved behind Kat and spread her ass-cheeks. I bent down and tickled her asshole with the tip of my tongue.

“Do you want me in here?” I asked.

“You are going to do me there anyway, I can tell. You’d just like it even more if I told you not to.”

“You’d like it even more too. If you told me not to but I did it anyway. You love being forced to submit.”

“And I want to watch you do Maria in the ass. I bet she’s never been taken there.”

I started to lick her asshole more roughly, circling my tongue on the rough puckered skin, gradually forcing the very tip into the center of the ring of muscle as her body responded to the attention. I slipped a finger into her wet pussy while I continued working her asshole with my tongue. When her asshole opened up a little, I pulled my slick finger from her pussy and pressed it into her asshole. It slipped in easily.

I finger-fucked her asshole. As she got even looser, I worked a second finger into her, stretching her open in preparation for my cock.

“It still feels odd,” she said. “Sort of dirty and taboo.”

I pulled my fingers out and positioned my cock so it was pressing against her. I pushed forward, slowly but firmly, watching as her asshole started to distend around my cock.

“Oh fuck that’s intense,” she moaned as she felt my knob press into her tiny rear hole. “Go slowly.”

“That’s just going to encourage me to go faster now, isn’t it?” I said as I pushed a little harder, slipping a little more of my shaft into her body.

“You are the officer in the woods after all.”

“And you are just an innocent virgin teenager.”

I started to fuck her ass, gradually inching myself into her. She started to make a noise, more like grunting than moaning. I think she had her teeth gritted together to help cope with the extreme feelings. Once my belly was pressed up against her ass, I grabbed her hips and started to fuck her harder and faster. Her asshole was more relaxed now and she had switched from grunting and was now moaning continuously.

I felt myself starting to cum. I pulled out of her ass and moved up the bed. I grabbed her orange hair and pulled her mouth onto my cock. It only took the lightest touch of her tongue before I exploded into her mouth. I fucked her mouth roughly until my cock stopped pumping into the back of her throat.

The two of us lay down on the bed to have a nap. I set an alarm on my phone so we would be ready for Maria if she dared to come back at 4.

The alarm went off. Kat and I showered and put on bathrobes. We lay down on the bed wondering what the rest of the day would have in store. Soon after 4 there was a gentle knock on the door. I got up off the bed but Marie used her universal key card to open the door and she walked in. She was no longer in her maid’s uniform, she was now in street clothes, jeans and a blouse. Presumably with no panties under her jeans, since her panties were sitting on the desk.

“I shouldn’t have come,” she said.

I decided to get her clothes off her as soon as possible, figuring that she’d stop worrying about whether she should be there the more naked she got. I pulled her in front of me so I was pressed against her ass and wrapped my arms around her.

“Oh but you should have,” I said. “It’s going to be very special”

I kissed her on the back of her neck as I undid the buttons on her blouse. Then I pulled it off her shoulders. She was wearing a plain white sports bra, I guess it was comfortable for cleaning rooms. I pulled it off over her head. I could see in the mirror in front of us that she had large dark-brown nipples. We both watched in the mirror as if we were watching a video as my hands slowly cupped her breasts and then my fingertips moved higher and started to rub her nipples. Then my hands slid lower across the olive-skin of her belly, a complete contrast to Kat’s very pale skin. I undid the button on her jeans and unzipped her. Again we both watched in the mirror as I slipped my thumbs into the waistband of her jeans and pushed them down her legs. Her pantiless pussy gradually came into view. She was shaved. From the front all I could see was the deep groove of her slit cut into the fleshiness of her mound.

I led her over to the bed. She lay down a little nervously. Kat leaned over and started to lick one of her nipples, kissing it and even gently nibbling on it. I knew she’d never done so much as kiss another girl before so it was exciting to watch. I let my robe fall to the floor so I was naked as I slid onto the bed. I parted Maria’s legs to reveal her pussy, little brown lips a bit darker than the skin of the rest of her body. Her body shivered a little as my tongue started to explore her pussy. I was pretty sure she’d never had two people’s tongues on her body simultaneously.

Once Maria’s pussy was all wet and excited from my tongue, I moved up the bed between her legs. Kat reached over and grabbed my cock and steered it between Maria’s outspread thighs and into the entrance to her cunt. Maria moaned as I worked my hard cock into the warm tightness of her little Mexican pussy. Kat let go of my cock and moved her hand so that she was gently masturbating Maria’s clit.

I started to fuck Maria, slowly but with long strokes of my cock, almost pulling out of her before completely burying myself back inside her body. Kat continued to rub her. Maria was moaning, clearly highly aroused.

Kat moved up the bed and squatted over Maria’s mouth. Maria had her eyes closed and she was clearly surprised when Kat pressed her pussy onto her mouth. But she didn’t hesitate. I watched as she pushed her tongue out and started to lick Kat’s lips. Kat moved her body back a little so that Maria’s tongue was right on her clit. Both women were moaning with pleasure now. And while I wasn’t moaning I was having plenty of pleasure.

I caught Kat’s eye and indicated we should change places. I moved up the bed and Kat knelt down between Maria’s legs. As I lowered my cock into Maria’s mouth, Kat’s tongue emerged and tasted another woman’s pussy for the first time ever.

The way Marie was moaning a moment later, despite my cock in her mouth, meant that Kat must be doing something right down there. I reached over and twisted one of Maria’s nipples. I started gently but the more aggressive I got the more she seemed to love it, making little grunting noises and jerking her tongue against my cock.

Suddenly Maria’s body jerked. She pulled her mouth off my cock and let out a long low wail. I watched as Kat’s tongue worked Maria’s orgasm to a peak. She moaned something or other in Spanish, probably the equivalent of “that’s wonderful” or “don’t stop.”

I lay on the bed. Maria rolled over so she was on all fours and took my cock back into her mouth. Kat sat up. She spat one of her fingers and I saw her move it between Maria’s ass cheeks. Marie squirmed a little as Kat started to work a finger into her ass. I guess she had never done anything anal before. And it seemed Kat was serious about wanting to see me to do Marie in her tight rear hole.

Maria’s tongue felt wonderful all over the head of my cock. With one hand she also stroked my shaft. I could see that Kat already had three fingers in Maria’s asshole. She spat again and worked the slippery saliva into the Mexican’s ass.

Kat beckoned to me. I pulled Maria off my cock and moved around behind her. Kat spread the cheeks of her ass. Maria’s asshole, shiny with Kat’s spit, was a tight little brown starburst nestling between her cheeks. There was a nice contrast of colors where the pale skin of Kat’s hands were on Maria’s brown ass cheeks. I positioned my cock on Maria’s asshole and pushed forward. Kat had done a good job preparing her and my pink knob slipped easily inside. Maria groaned loudly. She lowered her head onto the pillow so that it muffled the noise she was making.

I started to fuck her ass. I could see Kat working her fingers inside Maria’s cunt. I also felt one of her fingers on my own ass. In a moment Kat was inside us both, two fingers in Maria’s vagina and two in my ass. I wouldn’t be able to last long with such a feast of stimulation, both visual and physical. Maria was making animalistic noises into the pillow where she was pressing her face. With a cock in her ass and fingers in her pussy she was having her own excess of stimulations.

“Fuck that looks so porno,” Kat said.

I started to cum. I pulled out of Maria’s ass. Kat wrapped her mouth over my cock just in time to catch the first explosion of my orgasm. Maria rolled onto her back and watched as Kat continued to finger-fuck my asshole and suck up every drop of my cum.

The three of us rolled underneath the bedcovers. We were all kissing and stroking, a mass of intertwined sweaty limbs and tongues. There would be a lot more fun to be had before Maria had to go home, her workday definitely having turned out differently from what she had expected that morning.

Chapter 7

My phone rang. It was Raven. I was surprised since she never called me, only texted. She told me that in a couple of days time her mother was going to be away overnight at some business function so she’d be left at home alone.

“Do you want to come over that evening?”

“Of course.”

“I mean to stay the night.”

“Really? I’d love it. I’ve never slept with someone before. I mean in the literal sense, not as a euphemism for sex.”

“When you get home from school, grab whatever you need and come over. We’ll spend the evening together, shower together, go to bed together, have affectionate sex, wake up in bed together, maybe have a quickie fuck if there is time, have breakfast together and then you can go to school.”

“It sounds like a dream come true. I’ve never done most of those things. It will be as if you are my real boyfriend. My first real boyfriend.”

I laughed. “I’ll do my best to make the experience complete.”

“And I’ll try and be your real girlfriend. Not just the inexperienced teenager next door that you are fucking. Not that there is anything wrong with that, I love it when you fuck me.”

That evening I was just wrapping up what I was doing when Raven arrived. She had a small rucksack with her. I took her upstairs. I have one drawer in my dresser that I keep for girlfriends staying for extended periods.

“This is a special drawer,” I told her. “I keep it for girlfriends so they have somewhere to put their stuff. I know you probably don’t have much more than a clean pair of panties.”

“I’m going to put my stuff in there anyway,” she replied. “It makes me feel like I’m really your girlfriend. I wish I could stay several days but that’s not really practical. I’m already terrified of being found out.”

“Did you bring a toothbrush?”

“Oh, no. I forgot.”

“That’s OK. I’ll give you a new one. I keep a few just in case.”

“Just in case what?”

“What do you think?”

“Ah. Just in case a girl unexpectedly stays the night, I guess.”

“Precisely. You’ll discover sometimes these things happen when you weren’t really planning or even expecting anything. It’s best to be prepared. Let’s go and cook some dinner.”

We went down to the kitchen. I opened a bottle of wine and poured Raven a glass without asking her. I prepared a simple dinner of things I knew she liked. Steak, French fries and a green salad. Berries and ice-cream. I even laid the dining-room table which I had never done since I’d moved in. I lit a couple of candles. I decided I would do everything I could to give her a perfect experience.

“Leave it,” I said, gesturing to the washing up. “I’ll do it tomorrow. Let’s go and watch a video together and then go to bed.”

I put on American Pie. All about teenage sex and very funny. Seemed a perfect choice under the circumstances. By the time it was over it wasn’t even 10-o-clock. But it was definitely bedtime.

I took her into the shower. I knew that she’d never shared a shower before and so it would seem an especially tender thing to do when I washed her all over and then dried her hair. We rolled naked under the covers of my king-sized bed, a rather more comfortable place for sex that the twin bed in her own room or the back of my car.

“I’m going to show you a couple of new positions in which to have sex,” I said. “They are very different. Slow and cuddly rather than urgent and rough. Lie on your side facing away from me.”

She did as she was told. I moved up behind her so that I was pressed against her ass, my chest against her back. I reached around her and cuddled her, caressing her large breasts. I kissed her on the back of her neck.

“Pull up your knees and push your ass back against me…so that your pussy is more exposed.”

I felt the crack of her ass against my hardening cock. I gently moved my hips a little, rubbing myself against her. My cock started to harden between the cheeks of her ass. Once I was fully hard I repositioned my cock between her legs. I wasn’t inside her, just rubbing my cock back and forth along her plump pussy lips and over her clit.

“That feels nice,” she said. I could feel that she was wet, could feel her lips warm and engorged. I started to rub her nipples, feeling them harden with the expectation of what was to come.

I moved the angle of my body slightly. The next time my cock slid forward between her legs, the tip entered her. Just a little. She let out a little yelp of surprise at the unanticipated feeling. I pulled back a little and then pushed a bit deeper into her. I felt her push her ass back harder against me, taking me further into her body.

“That’s so different…from when you fucked me before. Because you are in me from behind, I suppose. We’ve not done that before.”

I pushed my hips forward again, gradually working the whole of my cock into her warm, tight cunt. My thighs pressed against the back of her legs, her ass pressed against me, we were like two interlocking spoons.

We fucked like that for a bit, our bodies interlocked, my cock deep inside her.

“Roll onto your front slowly,” I said, pushing her. She straightened her legs and we both rolled over so that now she was pressed face-down onto the bed with me lying on her back, still buried in her teenage pussy. I sat up and moved my knees to either side of her hips. I looked down to see my cock slipping in and out of the pink orchid of Raven’s pussy where it nestled between her muscular thighs. I knew that at this angle I’d be deeper inside her than she’d ever felt before. I pushed forward hard, pressing my cock into her as far as I could, my hips pressed hard against the rounded cheeks of her ass. She let out a small moan of pleasure.

We fucked like that for a bit. Slowly and tenderly. After all we had all night.

“Do you want to try something even more cuddly?” I asked.

“Definitely. What do I do?”

I pulled out of her.

“Roll onto your side again, but this time facing me. Perfect. Now pull your legs up towards your chest and lift up the one that is on top.”

I slid my body between her thighs. The lower leg fitted perfectly into the gap between my hips and my ribcage so she’d be comfortable. I reached down and guided my knob inside her again and then pulled her other leg down on my other side. I pulled her against me, pressing her breasts onto my chest and my cock deep inside her cunt. The two of us lay there comfortably on the bed. We could fuck for hours in this position, neither of us needing to support our weight. I started to move slowly inside her, languorously doing my best to make it seem like I was making love to her, true love, not just having sex.

“This feels like you are my boyfriend,” she sighed.

“I am your boyfriend.”

“I wish you really were. I feel so close to you. Cuddling you like this but with you inside me too. It’s just perfect.”

We continued to fuck on our sides. We were kissing. Her hands were wandering all over my body. I had my hand on her breasts, her ass, her neck. I stroked her softly while my cock gently stroked her insides.

“I can’t believe I’m going to cum,” she said quietly. “You aren’t really moving much inside me but it is so romantic. Like we are real lovers. Make me cum.”

I moved very slightly faster inside her. I could sense her arousal continuing to build but I wanted her to savor the pleasure slowly, like a fine wine rather than a vodka shot.

“Oh I’m close,” she sighed.

“So am I. Tell me when you are about to cum. I’ll try and cum with you.”

She wrapped her arms around me and pulled me tight against her.

“I so want to say ‘I love you’ even though I don’t really know what it is,” she sighed. “I’m there.”

I felt her body tighten. She let out a little moan and her breathing got a bit heavier but she didn’t tremble uncontrollably like she had before. I was close to cumming too but her orgasm was over before I felt the sap rising inside me. I felt the first shot of cum blast into her.

“Oh you feel so good,” I said quietly as I felt myself rhythmically spurting inside her.

I pulled out of her but we lay there cuddling and kissing until we fell asleep. I woke up when it got light in the morning. I opened my eyes. She was already awake, looking at me adoringly with puppy eyes.

“I’ve never woken up in bed with a man before.”

I moved across the bed so that we could kiss.

“So how is it? Waking up with a man?”

“It’s special. Like a treat.”

I slid my hand down across her belly. I felt her part her legs as my fingers slid across her smooth mound and found the top of her slit.

“Oh what a nice way to wake up,” she sighed as slowly I slipped my finger along the furrow until I felt the unmistakable little nugget that was her clit. I felt her hand wrap around my soft cock and gently start to caress me. My finger started to dance on her clit, stroking it and rubbing it and coaxing little spasms of joy that I could sense were radiating through her whole body.

“Oh my god, I wish I didn’t have to go to school today. I want to stay here forever.”

I moved my hand further around the curve of her body and slid two fingers inside her. She let out a long moan as she felt herself slowly being penetrated. My cock was hard between her fingers and she was stroking me harder.

“Get out of bed and lean over the edge of the bed,” I said. She slipped from the bed and lay so that her hips were right on the edge of the bed, her breasts pressed onto the comforter. “Spread your legs.” Her pussy was framed between her thighs like a pink flower with little drops of dew on it.

I moved behind her and roughly entered her in a single thrust. She squealed with surprise. I started to fuck her hard, almost violently. She was trapped between the onslaught of my cock and the edge of the mattress.

“Oh my god, that’s intense,” she managed to say between gasps for breath.

I put my hands on her shoulders so that I could attack her even more roughly. Unlike last night’s cuddly loving fuck, this one was going to be fast and furious. I didn’t care about her pleasure, only my own. But somehow girls love it when men are like that, the submissive sensation of being used seems to create intense arousal.

I wouldn’t last long like this. She was so tight and nubile and attractive. Spread out on my bed, willing to do whatever I asked.

“I’m going to cum,” I said. I pulled out of her. She twirled around and slipped off the bed and took me into her mouth just as the first warm jet shot out of my cock into the back of her throat. I groaned with pleasure. She milked me with her tongue as she felt me jerking, spurting, pulsating in her mouth.

I showered and got dressed. I had coffee made and some bagels toasted by the time she came downstairs, already dressed in the plain clothes that seemed to be the dress code for her school, no longer looking like the sexual animal that she had been only a short time before.

We had breakfast together and then she walked off to school, my cum from the night before seeping from her pussy into her panties.

Chapter 8

“I took a day off work,” Margaret said.

I’d been surprised when my doorbell had run that morning and even more surprised when I opened it to see Margaret.

I took her through to the kitchen and poured her out a cup of coffee.

“I decided…now I’m all self-conscious…I’d sort of practiced a little speech…I decided that if I’m going to do this…have a lover… that I don’t want just a couple of hours on Thursday nights while Raven is away playing volleyball. I want to do it properly.”

“You want a full-service boyfriend. Who doesn’t just take you to bed but also takes you out to dinner and cuddles on the sofa with you.”

“I suppose. I don’t want to feel like you come over and we do it and then we rush downstairs so Raven doesn’t find out. I’m nearly 50, I’m not so naïve as to expect to be in love with you, but I do want more than just a quick…you know.”

“Fuck?”

“Yes. But I hate that word. It’s so crude.”

“What word do you like?”

“Make love, I suppose. But that’s a bit hypocritical since I just said I don’t expect to be in love.”

“Do you want to stay the night? Make love until dawn?”

“I do. But that’s not feasible. Not until Raven goes away to college or something. So I thought maybe I could stay the day instead. So I took a day off work on the spur of the moment. I didn’t even think to ask you…you might be busy today.”

“Nothing that can’t wait. I’m yours until Raven comes home from school. So what’s your plan for the day?”

“I have no idea. I didn’t think that far. I guess I assumed you’d take the lead, being the guy and all.”

It was funny to think how much like her younger daughter she was. Raven loved to go out on a date for lunch almost as much as she loved to fuck. Although Raven was happy to call it a fuck but her mother was more traditional and preferred making love.

“Well, let’s go for a walk. I’ll take you out to lunch,” I said. “Then we can spend the afternoon making love. And get you home before Raven.”

“Sounds perfect.”

I laughed. “We full-service boyfriends always deliver.”

We got into my car and drove to a nearby state park. We set off up an easy trail. I put my arm around Margaret and she moved closer to me and put her arm on my waist. We walked for about a mile away from the trailhead, into the forest.

“This feels so special,” she said. “Like you are really my boyfriend.”

I laughed to myself about how recently her younger daughter had been saying almost the same thing to me.

“I am your boyfriend.”

“Yes, but I’m married. So a boyfriend doesn’t mean the same thing. Right now it feels like I’m not married and you are my only boyfriend.”

I pulled her off the trail and we pushed between several bushes. In a moment we were out of sight of other people on the path. We could hear them faintly but they couldn’t see us. I put my arms around her and pulled her against me. We kissed. My hand slipped down across her stomach and I undid the button on her pants.

“So, girlfriend, when did you last do anything naughty outdoors?”

“Decades ago.”

I slid the zip down on her pants. I felt her shiver in anticipation as I slid my fingers through her pubes to find the top of her slot.

“You are so fucking dangerous,” she sighed as my finger started to softly rub her clit.

“Mmm, you have had too much safety.” Her clit felt like a tiny hard grape-seed under the tip of my finger. I slid my other hand into the back of her pants. One finger slipped along the crack of her ass until it found the tiny pucker of her asshole. She squirmed a little, obviously unused to any attention there, but eventually she just let my finger work its way into the tight ring of muscle.

Her hand found the zip of my pants and she slipped it down. I felt her fingers on my cock as she maneuvered my boxers out of the way. She pulled my cock out and started to stroke it.

We stood there as one finger rubbed her clit and another wriggled in her ass. She kissed me again. My tongue twirled in her mouth as my finger pumped arousal into her body through her clit, and her hand stroked pleasure into my own.

“I’m so close,” she moaned. “Take me there.”

“Don’t make too much noise though. The path isn’t that far away.”

I started to finger-fuck her asshole as my other finger rhythmically rubbed her clit. She was sighing continuously, close to orgasm. Her body stiffened for a moment. Her asshole suddenly clenched on my finger. She let out a low moan as her body was consumed by the fire of her climax. I had to hold her up as her legs almost gave way beneath her. “Oh yes, boyfriend,” she said quietly as her body calmed down.

“Your turn,” she said.

She squatted down in front of me and took my cock into her mouth. When Raven sucked my cock it was clear she had never done it before, but Margaret knew just what to do. With her hand she stroked the shaft of my cock and with her mouth and tongue she attacked the sensitive knob. “Oh yes,” I sighed in encouragement. “You really know how to do that well.”

I stroked her hair as she brought me close to orgasm. “I’m going to cum,” I said quietly. She just maintained the rhythm and kept her mouth closed around me. A moment later I sprayed into the back of her throat. She just kept sucking me, working every drop into her mouth. Finally she opened her mouth so I could see all the cum. Then she closed it and swallowed. The appetizer for lunch was already over.

We went back to the trail and returned to the car. I drove her to the same restaurant in the next town that I had taken Raven to. Somehow it amused me that she, of course, had no idea of that. We talked about all sorts of stuff and finally got to know a bit more about each other. It is odd doing things backwards, start with sex and then become friendly later.

We drove back to my house. Neither of us said anything but as if it was planned we went up the stairs into my bedroom.

For the second time that day I undid the button on her pants and slid down the zip. But this time I then hooked my thumbs under the waistband of her pants and her panties and pushed them down leaving her naked from the waist down. I undid the buttons on her blouse and then unclasped her bra. Completely naked she crossed the room and slipped under the covers on the bed. I undressed myself and slid in beside her.

“This is so naughty,” she said. “Almost like being a teenager again when sex was dirty and forbidden.” She paused. “Make love to me.” She wrapped her arms around me and then kissed me. Her hand wrapped around my cock, already semi-hard. She slowly caressed me as I gradually grew harder and harder for her. I let her take the lead, ready to do whatever she wanted.

She rolled onto her back and parted her legs. I moved over her body and kissed her. I felt her hand on my cock again, guiding me towards the comforting warm wetness of her pussy. Even though I’d not really touched her since we got home, she was already very wet and aroused. I pressed my body towards hers. My cock pressed against her pussy lips and then her body yielded and I slowly slid into her.

“I can’t believe how good you feel,” she sighed as her body slowly absorbed the entire length of my cock. She pressed her hips up and spread her thighs even wider to get me as deep inside her as possible. I kissed her again as I started to fuck her, slowly, gently and lovingly, just how I knew she wanted. With one hand I found one of her breasts and started to rub her nipple with the pad of my thumb. She was moaning, almost purring, with pleasure.

We fucked like that, leisurely. I knew she wanted me to make love to her as if I meant it, not just hammer her roughly like I had last time with her. I pulled out of her and rolled onto my back. She straddled me, reached down and guided me back inside her. She sat up on me and now it was her turn to leisurely fuck me. I reached up with both hands and cradled her breasts, not as firm as her daughter’s of course, but still impressive for her age. She reached up and held my hands against her body.

“You feel so good,” she moaned. “So big and hard inside me.”

Her hips moved back and forth slowly. There was no sense of rush. We had all afternoon, not just an hour stolen one evening like before. Raven was safely at school. Kat was safely in Boston. Nobody would know. She squeezed the muscles of her pussy onto me, her body holding my cock tightly, increasing the level of sensation.

“That’s great,” I said. “You are going to make me cum.”

She smiled. “Isn’t that the point?”

She started to rise and fall on my cock, using her pussy to stimulate the entire length of my cock. “Oh yes,” I sighed with pleasure. Sometimes it is nice to fuck an inexperienced teenager like Raven who doesn’t really know what to do but is eager to learn. But other times it is nice to make love to a woman who knows what she is doing, knows how to please a man, knows how to please herself.

Margaret reached down and flicked her fingernails over my nipples. It was the last bit of stimulation I needed and I started to cum. I grunted and thrust my hips up, driving my cock hard into her cunt as the first jet of my orgasm shot into her body.

“Cum inside me,” she sighed as her body continued to rise and fall and she sucked me dry with her pussy clasped around my cock.

We cuddled on the bed for a little bit. Eventually it was approaching the time Raven would be home from school. Reluctantly Margaret got up and slowly dressed again. I led her back downstairs and she walked the short distance back to her own house.

So that was how that year went. When Raven was off school she’d be round at my place for the day. Or very occasionally the night. Many Thursday evenings, when Raven was at volleyball, Margaret was in my bed as long as her husband was away. Occasionally Margaret would take a day off to spend with me as her full-service boyfriend. And on those rare occasions when Kat was home or I had to visit Boston, I’d be with her and she’d do whatever depraved act I demanded of her.

I was almost surprised that none of us ever got caught. Each of the three girls had no idea I was fucking the other two.

But that’s how girls like it. They love to fuck. But they don’t like other girls to know.