Chapter 1: The Bet
When I divorced I got a new job in Davis, California. I bought a small townhouse up there. The townhouse next door was rented by three students. It turned out they were all studying oenology at UC Davis, which is a fancy name for wine-making. And they were all very attractive, which is a fancy name for fuckable.
When the girls first told me their names I laughed.
“You are like three different wines,” I said. “Charlie has blonde hair, and so is the white grape Chardonnay. Pippa has black hair, and so is like Pinot Noir. And Rose has red hair and is, well, a rosé.”
“Well, you’ve no excuse for forgetting any of our names,” Rose said giggling.
Charlie was a tall blonde, almost a stereotype of a southern California beauty. She had those long legs that seem to go on forever and that looked so perfect in the tight designer jeans she usually wore. She had large breasts, although because she was so tall they looked perfectly proportioned. If she’d told me she was putting herself through college by working in a strip club I wouldn’t have been surprised.
Pippa was more of a tomboy, but nonetheless very cute. She was short, with A-cup breasts, and cut her hair short. You had to look twice to see she was a girl. I half-wondered if she was lesbian. She was white but her eyes looked a little Chinese, obviously an Asian grandparent or something. She was the most athletic of the three. I often saw her out jogging or cycling. She certainly had an ass that worth an extended look in tight cycling shorts.
Rose was in-between the other two in most ways: height, breast size, figure. Attractive without being stunning. Her most notable feature was her mane of long curly red hair, quite dramatic when she hadn’t tamed it into a pony-tail. Like many redheads, she had pale skin and freckles on her cheeks.
Luckily, I was also interested in wine and had one of those wine-fridges that I filled with various bottles I’d picked up and kept for years as they matured. Somehow it became traditional that we would all get together at the girls’ place on Friday evenings and drink wine. It started out as a fairly formal wine-tasting. After all, I hadn’t really got to know them yet. They would bring a bottle or two from a visiting wine-maker, often with handwritten labels, varying in quality from pretty good to sublime. I’d bring a bottle from my wine-fridge. We’d taste the wine and chat, friendly but not intimate.
I can’t deny that sometimes on those evening, after a few glasses of wine, I’d mentally undressed the girls, wondering what their very different bodies would look like naked. For some reason, despite Charlie being the centerfold type, and Rose the most dramatic looking with her flaming red hair, Pippa was the one I was most drawn to. I’ve no idea why. On any objective scale she was the least attractive of the three. I think because she exuded an air of vulnerability.
Pippa was the shyest of the three, the one who needed to get a little drunk before she came out of her shell. Rose was the born leader. If the party seemed to be dying down then she was the one to liven it up. Charlie knew she was a knockout and seemed always to get more attention than she wanted from everyone, male and female. She always seemed to defer to Rose though. She and Rose shared a room and naturally my dirty mind wondered whether they slept in the same bed and shared a lot more.
As the weeks went by, everyone became more comfortable. Inhibitions went down and the number of bottles of wine consumed went up. At the start of the evening we’d actually taste the wine, comparing them. But after the first glass or two we gave up the pretense and by the end of the evening we’d be pretty drunk.
It was just after Halloween when the four of us got together as usual. By midnight, the table was covered in many empty wine bottles. There was also a life-size plastic skull there, left over from some Halloween party presumably.
Pippa picked up the skull. “Alas poor Yorick, I knew him well,” she said.
When I’m drunk I get quite argumentative. “That’s not actually the line in Hamlet,” I said.
“Yes it is,” said Pippa, slurring her words slightly. Her small body couldn’t take wine quite as well as the rest of us. “Alas poor Yorick, I knew him well.”
Rose leapt to her feet. “Okay, let’s have a bet,” she said. She turned to me. “What do you wager? What’s the most expensive wine in your stash?”
“I’ve got a 2000 Chateau Margaux,” I said. “It was expensive when I bought it. I think it is worth four figures now. But I’m not sure I want to wager it.”
“Why not?” Rose continued. “You are sure you are right, aren’t you?”
“Yes, but…”
“So that’s your bet,” Rose said with an air of finality. So I was apparently betting a $1500 bottle of wine.
Rose turned to Pippa. “So what are you going to wager?”
“Well I don’t have any thousand-dollar bottles of wine.”
“So what do you have that he wants?”
“Nothing that I can think of.”
“I’m sure he wants to get into your pants. If you lose you have to spend the night with him.” She didn’t even ask me if I was interested. She’d probably noticed that I’d often flirt with her. Or perhaps she just knew that as a divorced man in a room of three twenty-something attractive women I’d obviously want to fuck any or all of them.
“But I don’t think…”
“You are sure you are right too, aren’t you?”
“Yes but…”
“Then it’s settled. If Pippa is right, Paul gives her a bottle of 2000 Margaux. If Paul is right, Pippa spends the night with him.”
So there it was. Somehow Rose had managed to get both of us to bet far more than we wanted to lose. And one of us was going to lose.
“So what’s the line again Pippa?” Rose asked.
“Alas poor Yorick I knew him well,” Pippa said.
“Actually it’s not ‘well’,” I said. “It’s ‘Horatio’.”
“‘Alas poor Yorick. I knew him Horatio.’ That doesn’t even make sense,” Pippa said.
“Yes it does. ‘Alas poor Yorick’. End of sentence. ‘I knew him, Horatio’. Hamlet is talking to his friend Horatio and using his name like I might say ‘you are going to lose the bet, Pippa’.”
Rose got out her iPhone and started typing. “Well according to Wikipedia,” she said, “Paul is right. It even says that the opening words are often misquoted as ‘Alas poor Yorick I knew him well’.”
Pippa looked a bit shocked. She had clearly been certain that she’d been right. “Wikipedia isn’t always right,” she said reasonably. She got out her own iPhone. The room was silent as Pippa typed, trying to find some confirmation of her position. The longer she went without leaping up exultantly, the more likely it was that she would be in my bed that night, and everyone in the room knew it. I could feel my cock stirring at the thought of fucking the cute little 22-year old.
I stood up and held out my hand towards Pippa. Rose took Pippa’s hand and put it in mine.
“Goodnight,” she said. I pulled Pippa to her feet and put my hand around her shoulders.
“Goodnight,” I said over my shoulder as I opened the door. Pippa said nothing as the door closed behind us.
Chapter 2: Pippa’s Secret
We crossed the few steps to my house. As my front door clicked shut, Pippa burst into tears.
“I can’t do this,” she sobbed. “I’ve never…well, never done this before.”
“What? Lost a bet with a sexual forfeit? I’ve never done this before either.”
“No, I mean…well, I’ve not…I’m still a virgin.”
“In that case it wasn’t very fair of Rose to set you up like that.”
“She doesn’t know. I pretend I’ve had lots of experience like they both have.”
I put my arms around her and pulled her against me and let her cry for a moment.
“Well I’m not going to be an asshole,” I said. “If you really don’t want to fuck me then I’m not going to make you. It’s no fun for me if it’s not fun for you too. I’m not going to force you or anything.”
“Do you promise?” she said, looking up at me. She’d stopped crying.
“This is ridiculous. You promised to have sex with me if you lost the bet, and now you are making me promise not to.”
“Actually I promised to spend the night with you, which I’m doing.”
“Come on. Everyone in the room knew that ‘spend the night’ was just a euphemism for fucking.”
“Yes, I know,” she said, looking away.
“OK. I promise I won’t try and fuck you. You can sleep in the spare bedroom.”
“I’ll share your bed if you want, as long as I can keep my clothes on.”
“No,” I said. “I have a rule that girls are only allowed in my bedroom when they are already naked.”
“Really?” she said.
“Yes. You’ve no idea how curious it makes girls about my bedroom. Plus it seems to make them much less reluctant to let me undress them in the living room.”
“What will we tell the others?”
“If they ask, I’ll tell them that we fucked and you honored the bet. But I don’t think they’ll ask me, they’re more likely to ask you.”
“What shall I tell them?”
I laughed. “Just tell them that I’m far and away the best lover you’ve ever experienced.”
“Or I could tell them you are the worst. It’s equally true since I’ve not had any lovers.”
“So what have you done with a guy?”
“Nothing. Really nothing. Not even had my breasts groped. Well, I don’t really have any breasts to grope. I went to an all-girl boarding school. Then in college for my undergrad I was a geek and concentrated on coursework. I think boys think I’m a lesbian and avoid me, and lesbians know I’m not and avoid me. So I never get hit on.”
“And are you a lesbian?”
“I don’t think so. I’ve never been with a girl either. It’s a bit hard to tell when you’ve not been with anyone but when I fancy someone it’s almost always a boy not a girl. Although when I was a teenager at boarding school there were some girls I fancied. But then there weren’t any boys available for fancying so it probably doesn’t mean anything.”
“Well let’s fix one little thing.”
I slid my hand slowly onto one of her small breasts. I could feel her body tense but she didn’t try to push my hand away. She didn’t bother to wear a bra. I felt her nipple harden against my palm through her shirt. I caressed her for a few seconds and then removed my hand. It was a small thing, barely sexual at all, but I knew she would never forget it, the first time a man touched her.
“Now you’ve had your breast groped,” I said smiling.
“It felt good. Special.”
I took her hand and we walked up the stairs. I guided her to the spare room and then went into my own room, took a shower and slipped naked between the sheets. Soon I was almost asleep.
I sensed rather than heard the door to my bedroom open. In the faint glow from the streetlight outside I watched as Pippa walked across the room. I could just make out the dark patch of her pubic hair so I knew she was naked. She came over to the bed and slipped under the covers. Even without touching her I could feel her trembling, whether from fear, arousal, excitement or anticipation I couldn’t tell. Probably all of the above. I reached over and put my hand on her stomach. She breathed out, almost a sigh of relief. She stopped shaking so hard.
“Why did you come?” I said quietly.
“I felt guilty,” she said. “About the bet. I thought I should make more effort. That the least I could do was come into your bed. And I knew from your rule that I had to be naked to even do that.”
“See, my rule works. You’d have at least kept your panties on otherwise.”
“I guess.”
“You are still shaking. Are you okay?” I stroked her stomach lightly up and down, not quite touching her breast, not quite touching her pubes.
“Yes. It took all my courage to walk naked into your room. I’ve never been naked with anyone before. I’m pretty insecure about my body. But I didn’t know how excited it would make me at the same time.”
As I continued to stroke her, she finally seemed to calm down and relax. I let my hand slide a little higher up onto the swell of her breast, not quite touching her nipple.
“So what would you like me to do or not do?”
“I don’t know how to ask. It’s still embarrassing for me to talk about sex. Please don’t laugh at me. But, well…I want you to finger me. I want to know what it feels like. But I’m still not ready for…well, not ready to lose my virginity. But I also want to feel your…oh god it’s a good job I’m still drunk…I want to touch your cock.”
“Let’s start by kissing and cuddling and getting comfortable with each other.” I turned towards her and pulled her against me. My rock-hard cock pressed against her belly, her tiny breasts pressed against my chest.
“Oh my god,” she whispered. “Is that it? It feels enormous.”
I gently pressed my lips against her mouth and started to kiss her. She didn’t really know how to kiss but she gradually started to respond, moving her mouth against mine. I slipped my hand onto her breast. Her nipples were surprisingly big given how tiny her breasts were. I rolled one between finger and thumb. She broke the kiss for a moment and moaned. Then her lips locked back onto me. I pushed my tongue forward into her mouth, seeking her tongue while I continued to flick the end of her nipple.
As we continued to kiss, pulled my body away from hers a little, took one of her hands and placed it on my cock. She grasped it gingerly.
“Wow,” she said. “My first cock. It doesn’t feel quite like I expected.”
“Do you know what to do?” I asked her quietly in the darkness.
“I think so. I’ve seen some porn. I sort of stroke it with my hand and put the head in my mouth.”
“Do you want to try that?”
“Maybe later. It still seems too weird right now.”
I put a hand on her back and slid down, caressing her ass, firm from cycling and running. I continued to slide lower, pushing my finger along the crack of her ass until I was just touching the soft outer lips of her pussy.
“Part your legs,” I whispered.
As she lifted up her leg, I curled a finger up between her lips and into her. She twitched in surprise as my fingertip unexpectedly entered her, something she’d never felt before. Predictably, she was really wet.
“Oh wow,” she moaned as I pushed my finger deeper into her pussy. She was incredibly tight. I kissed her again. This time, almost instinctively, her tongue found mine. Our tongues weaved together as I slowly fucked her virgin pussy with one finger.
“How does being fingered feel?”
“Amazing. I had no idea it would feel so…well…thrilling. It’s nothing like when I touch myself.”
I pulled my finger out of her and gently pushed her over onto her back. She spread her legs without being asked. I placed my hand on her pussy and once curled my index finger into her tight warm cunt. She moaned again. I moved up, sliding my fingertip along her slit until I felt the hard little bud of her clit. Her body jerked as a jolt of pleasure shot through her. I started to stroke her pussy, sliding my finger down between her labia and into her wet opening, then back up and over her clit.
“Oh my god,” she sighed. “What are you doing to me?”
“Well, you did ask to be fingered.”
“I know. I had no idea it would feel so wonderful. I think I’ve died and gone to heaven.”
I continued stroking her pussy, rubbing her slick juices onto her clit and gently fucking into her little cunt. I could tell from the tenseness in her body and her heavy breathing that she was getting closer to cumming.
“Don’t stop,” she cried. And a few seconds later she was cumming, her body shaking almost as if she was having a fit. She let out a long animalistic growl. I could feel her cunt pulsating around my fingertip as I coaxed every drop of pleasure out of her body while her climax went on and on. Finally the last ripples of her orgasm died away. In the semidarkness I could just make out the broad smile on her face.
“That was unbelievable,” she said. She threw her arms around me and kissed me. We lay there cuddling for a while as she recovered from the intensity of her climax.
“Can I put the light on?” I asked.
She paused. “I’d rather you didn’t. My body is so disappointing. I wish I looked more feminine.”
“OK, we’ll leave the light off. But don’t be disappointed in your body, I think you are very pretty.”
She planted a line of kisses down across my chest.
“Should I kiss your nipple?” she asked.
“Definitely. You can even bite it lightly. Men’s nipples may be small but they are sensitive too.”
She pushed her mouth over one nipple and flicked it with the tip of her tongue. She gently bit down, taking my hardening nipple between her teeth. I could feel my cock getting even harder.
She continued her trail of little butterfly kisses down across my belly. She grasped my cock with one hand. She paused, as if summoning up the required courage, and then wrapped her lips over my cockhead. She gently pumped my shaft as she swirled her tongue over my knob.
She lifted her head up. “Am I doing it right?”
“You are doing just fine. Just stroke me a bit faster. You’ll make me cum in no time.”
She lowered her head and continued to lick and stroke me, much faster than before.
“Move round between my legs,” I suggested. “That way your tongue licks the most sensitive part of my cock.”
She moved so that she was lying on the bed between my outspread legs. I could feel her fingers on my balls as her tongue stroked the sensitive underside of my cock and circled around the rim of my cockhead. What she lacked in experience she was making up for in enthusiasm.
“That’s perfect,” I said encouragingly as she started to experiment taking my cock deeper into her mouth. I was enjoying being the first cock she’d touched, the first tock she’d taken in her mouth. I started to move my hips a little, gently fucking her mouth.
I could feel my orgasm drawing close. I put my hand in her hair and held her head as I started to thrust my hips back and forth a bit harder, pushing my cockhead into the back of her throat.
“You’ve done it,” I said as my orgasm broke over me and I was pumping hot sticky cum into Pippa’s throat. She carried on licking my cockhead as my body emptied into her mouth.
She sat up and swallowed. “Aromas of melons and grapefruit, with a vanilla finish,” she joked as if she were tasting wine.
“That was very adventurous of you.”
“To be honest, it doesn’t taste that great. But it was such a thrill feeling you cum in my mouth.”
The two of us lay alongside each other. I put an arm over Pippa. With all the wine we’d drunk and the sex, we were soon asleep.
When I awoke next morning it was already light. Pippa stirred against me and opened her eyes.
“Good morning,” I said.
“For a moment I wondered where I was,” Pippa replied. “I can’t believe that I gave my first blowjob last night.”
I started to pull the cover off Pippa’s body to get my first real look at her.
“No,” she said laughing as she grabbed the edge of the cover. But she relented and let me uncover her.
I looked her up and down. “You’ve got a lovely body.”
“Not really. I’m short. I don’t have any breasts to speak of. Nor any hips. And I haven’t shaved my pubes like I’m meant to.”
“I like small breasts. And you have nice big nipples. And your pubic hair is beautiful. Whoever gave you your Asian eyes gave you pubic hair like black silk.”
“My Korean grandmother, I guess.”
“Well, don’t you dare shave it off.”
“I don’t know. I feel like I stopped developing in my early teens. I never grew taller. My breasts are too small. My pubes maybe silky but I hardly have any. My inner labia are tiny. You should see Charlie naked. Tall, with incredible huge firm breasts and a waxed pussy. She’s like a centerfold model.”
“Don’t be so insecure. I really mean it when I said I love your body. And your personality. Remember the wine-tasting evenings. Which of the three of you did I flirt with?”
“With me? Did you?”
“You didn’t notice?”
“Not really. I told you I’m not very good with boys.”
“I should have just pushed my hand down your pants to make it so obvious even you couldn’t ignore it.”
“Now I know what it feels like, I should have suggested it.”
I kissed her neck and then gradually worked down her body, stopping to nibble her nipples until they were hard. Then I worked down to her beautiful black bush of sparse silky black hair. She still had her legs together.
“Open your legs,” I ordered her quietly.
“This is so embarrassing,” she said as she spread her legs and gave me the first sight of her pussy. “Nobody has ever seen my pussy before and you are, like, two inches away from it. And now you are going to stick your tongue where I pee. And surprisingly, if I can loosen up enough, it’s probably going to feel wonderful.”
“It probably is,” I said. With the tips of my fingers I gently spread her pussy lips. She had soft fleshy outer lips with just a few wisps of black hair, and little pink inner labia nestling within. I bent down and ran my tongue the length of her slit.
She gasped. “Oh it is wonderful.”
I pushed the tip of my tongue into her opening. She squirmed against my mouth as I circled my tongue around the entrance to her virgin cunt. Then I moved up, using the tip of my tongue to barely touch her clit, teasing her. She pushed her hips up against me but I moved her away, delaying her pleasure.
I started to lick her a bit harder, running my tongue between her lips the full length of her pussy and up over her little hard clit. Once she was really wet, my tongue concentrated on her clit as I gradually worked a fingertip into her tight opening. As I continued to circle my tongue on her clit I started to fuck her cunt gently with my finger. She was moaning continuously with pleasure, her hips starting to make small rocking movements pushing up against my hand as my finger entered her, and pulling back as I withdrew.
Her body suddenly tightened. I felt her cunt clamp onto my finger. I licked her harder and faster. I could barely move my finger inside her she was so tight.
“Fuck, I’m cumming,” she cried unnecessarily. Then she cried out loudly as her orgasm exploded. I continued to finger-fuck her as the waves of her climax washed over her one after another. It seemed to go on forever. Finally she pushed my head away, her clit obviously too sensitive to take any more. She lay there on her back, her body limp, her eyes closed, the pink flush of her orgasm fading from her face and upper body.
“Wow,” she said as she opened her eyes. “I’ve never had anything like that before. That was so much more intense than when I… when I…you know.”
“Do I?” I teased.
“Yes. Stop trying to embarrass me. It’s too easy. At least I’m no longer shy about letting you see my pussy. That’s progress.”
The two of us got up, showered and had some breakfast. At the font door I put my arms around her, bent down and kissed her.
“Thank you,” she said.
“For what?”
“For being understanding. For not teasing me for being so inexperienced. For giving me some wonderful feelings I’ll never forget.”
“You know you said that you were no longer shy about my seeing your pussy.”
“Uh-huh”
“I’d like to see it again. You are welcome back any time,” I said, gently rubbing one of her nipples through her shirt.
“We’ll see,” she replied. “I’ve had too many new feelings to know which way is up, right now.”
Pippa turned and left. I felt genuine disappointment as I closed the door, wondering whether she would be back without the obligation of a lost bet.
Chapter 3: Rose and Charlie
I was in my house that evening, wondering whether to go out and try and make something of the Saturday evening, or whether to stay home quietly. Suddenly my doorbell rang. That rarely happened when I wasn’t expecting anyone. I could see that it was Rose and Charlie. I opened the door and let them in.
I wasn’t really sure why they were there and so I just played the gracious host assuming all would become clear.
“Can I offer you a glass of wine?” I asked.
“That would be perfect,” Rose said.
I busied myself opening a bottle from the refrigerator while they sat down on the sofa. I brought three glasses over and poured us all one.
Charlie was dressed in tight jeans that hugged her long legs. She had a plain white short-sleeved blouse through which I could make out the outline of a white bra. Rose was wearing a summer dress, a medium length skirt and an elasticated top that hugged her presumably bra-less breasts.
“Pippa told us you have an interesting bedroom,” Rose said.
“And did she tell you anything else about it?” I asked, wondering how much she had told them.
“Yes, she told us about your rule,” Rose said. “So we decided to come and see your room.”
This was definitely a promising start to the conversation. They wanted to see my bedroom and knew that they had to take off all their clothes before they could do so.
“I have a rule too,” Rose continued.
“What’s that?”
“Charlie is only allowed to do what I give her permission to do. And she has to do everything I tell her to do. In fact she’s not allowed to speak, she just gets what I decide.”
I was still trying to understand if she really meant what it sounded like she meant when she carried on talking. “Would you like to see her naked?”
I was so surprised I was lost for words. “I…” I started.
“Of course you would. Silly question. I mean look at her. She has the perfect body and usually only I get to play with it. But sometimes I let her play with someone else and today is one of those days.”
I took a large gulp of my wine. I felt my cock stir at the thought of Charlie’s naked body, which apparently I was soon going to get to see.
Rose was talking again. “Would you like to see the top or the bottom first? I think a girl naked from the waist down and clothed above is really sexy. There’s no way to avoid your eyes being drawn into her slit. Yes, I think we’ll do that. Charlie, take your jeans off.”
Charlie stood up and kicked off her sandals. She unbuttoned her jeans and, with some difficulty since they were so tight, she slid them off. She was wearing a pink thong. Small, but enough to hide her pussy completely. Rose got up and stood behind her. She reached around to the front of Charlie and took hold of the edge of her thong.
“You want to see this don’t you?” she said to me.
Slowly she pulled Charlie’s thong to one side. As Pippa had already told me, Charlie was waxed smooth as marble. Her body was tanned a caramel color but of course he pussy was white and pale. Protruding from the deep furrow of her sex were her big puffy pink inner lips.
“Isn’t that tasty?” Rose continued. “I bet you want to lick those luscious lips.”
Rose flipped the waistband of Charlie’s thong over her hips and it fell around her ankles. Just as Rose had said, naked from the waist down it was impossible to drag my eyes from Charlie’s pussy.
“See, I told you,” Rose said, seeing where I was staring.
While I sat there with my cock hardening, Rose unbuttoned Charlie’s blouse and took it off. Charlie stood there with just her bra encasing her magnificent breasts. Rose undid the clasp and flipped the straps off her shoulders. The bra fell down Charlie’s arms and she tossed it away. Pippa was right, she did have incredible breasts. Large but firm. Each breast was crowned with a darker areola at the center of which was a large dark-red nipple.
“Aren’t these incredible,” Rose said, cupping Charlie’s breast with her hands. She stroked Charlie’s nipples with the tips of her fingers. Even from where I was sitting I could see them grow and harden.
“And look here,” Rose continued. She turned Charlie around to face her so now I got my first view of Charlie’s incredible ass. She reached down and spread Charlie’s ass-cheeks. I could just make out the brown ring of her asshole.
“Look at her pretty little asshole. She’s never been fucked in there, you know. But if I tell her to, she’ll let you be the first. I think I’d like to watch that.”
I sat there stroking my cock through my jeans, making no effort to hide how turned-on the two girls had got me.
“Would you like to see me too?” Rose said. She didn’t wait for an answer before peeling the elasticated top off her breasts. Her breasts weren’t as big as Charlie’s but were a nice B or C cup. Against her pale milky skin her dark nipples really stood out. Rose continued to work her dress down over her hips until it fell to the ground and she stepped out of the puddle of cotton at her feet. She wore no panties. Her lips were shaved but she left a wide strip of red pubes at the base of her pale belly.
“Now we are allowed in your bedroom,” she continued. She was right, both girls were completely naked.
She came over and knelt beside me on the sofa. “But you aren’t,” she said as she reached out and started to unbutton my denim shirt. She pushed it off my shoulders and then she undid my belt. It only took a moment before I too was naked, my cock sticking up in proud tribute to the girls’ bodies.
“Wow, Pippa was right,” Rose said as she reached out and grasped my cock. I have no idea what Pippa had said, of course, and she had probably made it up anyway. As she slowly stroked my cock, Rose bent forward and kissed me, driving her tongue into my mouth with a sudden sense or urgency. Then she stood up.
“Bring the wine,” she said and she walked up the stairs. Charlie picked up the bottle and her wine-glass. I picked up the other two glasses. I felt like I was being bossed around in my own house, but a gorgeous naked woman is hard to argue with.
Charlie and I walked into my bedroom. Rose was already lying on the bed, her legs spread, casually masturbating, running her fingers up and down the bright-pink lips of her pussy.
“Kneel down,” Rose ordered Charlie. She knelt on the floor at the foot of the bed. I moved forward. Charlie grasped my cock and guided it into her mouth as I reached her. Without being told to, she started to swirl her tongue over my cockhead, generating sparks of pleasure. She took me in deeper, getting my whole cock really wet. She reached up between my legs and caressed my balls gently, gradually letting her fingertip get closer and closer to my asshole. I watched Rose masturbating as she watched us. Charlie’s wet finger started to circle my asshole as her tongue circled my cockhead.
“Don’t let him cum yet,” Rose ordered Charlie.
Charlie continued to stroke me and lick me. She gradually worked her fingertip into my ass. But she knew just what she was doing and held my arousal just short of cumming.
Rose moved down the bed and pulled her knees up to her chest. Her pussy was perfectly framed between her thighs.
“My turn to be licked,” she said.
Charlie lay on her front so her hips were just on the edge of the bed. She moved between Rose’s legs and lowered her mouth onto Rose’s pussy. She spread her legs, offering her pussy to me. I moved behind her, positioned my cock in the entrance to her body between her meaty pussy lips and pushed my hips forward. She pushed back against me as she felt my cock start to penetrate her. I watched her lips distend and wrap around my shaft as I slowly slid inside.
I started to fuck Charlie, slowly but firmly. I pulled until my cockhead was almost out of her pussy completely and then pushed forward until her ass was against my belly. Meanwhile Charlie was busy licking Rose. Surprisingly Rose sounded close to orgasm already, but I realized Charlie had had plenty of practice at just how Rose’s pussy liked to be treated. Charlie reached up with one hand and started to finger Rose’s cunt. With her other hand she reached back between her legs and stroked my balls.
We fucked like that for a time until suddenly Rose started to cum. “Oh yes Charlie, you do that so well,” she whispered as Charlie’s tongue detonated her orgasm. “Don’t stop, don’t stop, that’s so intense, oh Charlie.” Rose’s eyes were shut, her face contorted as the power of her orgasm twisted her body. Finally her body was calm and she smiled involuntarily.
“Sorry Charlie, I need his cock,” she said.
I pulled out of Charlie and moved up between Rose’s outspread thighs. She grasped my cock and almost pulled me into her cunt, pushing her hips up to meet me as she guided my head into her entrance. I started to fuck her, my hips rising and falling, thrusting my cock roughly into the red-head. I bent forward and kissed her.
“You are such a dirty girl,” I whispered in her ear as she rocked her hips underneath me. I could feel Charlie behind me, stroking my balls, fingering Rose’s clit.
“Such great company to be dirty with,” she replied. “And by the way, Pippa was right, you do have a wonderful cock. I rarely cum from fucking but I’m close again already.”
I continued to fuck Rose while Charlie’s fingers and tongue seemed to be everywhere, She licked my asshole and then gradually worked a finger into me. It was a fabulous feeling, Rose’s cunt wrapped around my cock, my asshole wrapped around Charlie’s finger.
“Keep going,” Rose blurted out and then she was cumming again, less intense this time. I drove my tongue into her mouth and my cock into her cunt as she shuddered in orgasm. I was getting close to orgasm but suddenly Rose rolled out from underneath me.
“Charlie, on the bed on all fours.”
Charlie climbed onto the bed as Rose rolled to one side.
“Let me get her ready for you,” Rose said to me. She bent forward and I watched the tip of her tongue start to tickle Charlie’s tight little virgin asshole. Gradually she was pushing just the tip into the little dimple in the center. She reached up and rubbed a fingertip on the slick asterisk, gradually working it inside.
She slowly started to finger-fuck Charlie’s ass. She beckoned to me to come over and gradually I worked a finger into Charlie’s ass alongside Rose’s. The two of us started to finger-fuck Charlie as Rose started to work a third finger into the tight ring, opening her up ready for her first anal cock.
Finally Rose deemed Charlie ready. She sat facing me straddling Charlie’s back, spread the cheeks of her ass as wide as she could, gaping her asshole open. I moved behind Charlie and pressed the point of my cock into the brown ring. Rose spat onto my cock for lubrication as I pushed forward. Charlie groaned loudly as my cock started to overcome the resistance her body was putting up and my knob finally vanished inside her.
Charlie was very tight. I held her hips and started to work myself into her, pulling out a little before pushing forward and forcing my cock a little deeper into her. Her asshole distended around my thick shaft. Rose continued to sit on Charlie’s back watching her friend take a cock up her ass for the first time.
Gradually her body relaxed and her moaning turned to pure pleasure. I was close to cumming again. Rose rolled off to one side, watching her friend getting fucked in the ass for the first time and casually stroking her clit again.
Suddenly, out of nowhere, Charlie came. Her asshole grabbed my cock like a milking machine as her climax unfurled. It was so intense it was almost painful. But her asshole drove my level of arousal up and up and then it was my turn.
“I’m going to cum,” I said as I came to the point of no return.
“Cum in her ass,” Rose said. I needed no encouragement. She moved behind me, reached around and pinched my nipples hard. Seconds later I was cumming, pumping jets of cum deep into the blonde’s body as she rocked her ass back and forth against me, stroking my cock with her anus.
I pulled out as the last spurts of my orgasm died away, the final drops falling on Charlie’s ass cheeks. Rose moved round and licked it off before bending down and licking my cock clean. Once we had our breath back the three of us rolled under the covers, each with a glass of wine.
“You can talk now,” Rose said to Charlie.
“That was incredible,” said Charlie, the first words she’d spoken since arriving in the house. “I had no idea anal sex would be so…well, intense.”
“We are staying the night,” said Rose, as if it were her decision, not mine, to make. Not that I had any intention of making them leave and missing out on the night of fun that I was sure lay ahead.
Chapter 4: Pippa Returns
It was a day during the following week, very early in the evening, when my doorbell rang again just after I got home from work. I opened the door and there was Pippa. She’d been out for a run and was dressed in dark blue running shorts, a light blue vest and a grey sports bra. I could see a sheen of sweat on her arms and darker patches on her vest. Even in November the central valley could be hot.
I stepped back to let her in. I was about to ask her what she wanted when she started talking, words pouring out over each other.
“I’ve been doing a lot of thinking while I was out running and I decided…well, I want…will you? Oh god, I’m like a ten-year old barely able to get a word out. I mean…I realized…”
I put my arms around her and pulled her against me. I could feel her trembling again like she had that first night, a bundle of nerves. I was pretty sure I knew why.
“Pippa,” I said. “Calm down. How’s this for an answer to your question. Take off your clothes. Go and have a shower. Lie down on my bed. And I’ll go and find a towel and a glass of wine.” I paused, wondering if I’d guessed right. “And a condom.”
“I have no idea how you worked out what I was trying to say,” Pippa said. She pulled her vest and sports bra off over her head, once more revealing her tiny pert breasts crowned with big raspberry-sized nipples. “The wine is probably a good idea, I’ll be so nervous.”
“You aren’t doing this because of the bet, are you? Because that’s over and done with.”
“Not at all. Of course I didn’t have any standards for comparison but I had a wonderful time when you first took me to bed. You were very patient with all my insecurities. And Rose and Charlie spent the night here and came back talking about what a great time they’d had. So I can’t think of a better person for my first time. If you want to, of course.”
She pushed down her shorts and then bent down and undid the laces on her shoes while I admired the beautiful sight of the cleft of her pussy framed between her suntanned thighs. She kicked away her shoes and shorts and stood there unashamedly naked, with none of the shyness about her body from our first night together.
I bent down and kissed her. I ran my hand down her sweaty back until I caressed her ass. “Of course I want to,” I said. “I’m so pleased you came back.”
I looked her up and down. She really was very pretty naked. Fully dressed she sometimes looked a bit boyish but naked her tiny breasts with huge nipples and the wisps of black hair that did nothing to hide her deep furrow meant she looked totally feminine. Her body looked fit and toned without looking over-muscular. And here she was asking me to be her first lover, to take her upstairs, take control and fuck her.
I walked into the kitchen and opened a bottle of wine. I heard the water starting to run in the shower. I poured two glasses and took them up to my bedroom, and put them on the nightstand. I opened the drawer and took out a condom and put it alongside the wine.
I slipped out of my own clothes and opened the shower door. Pippa stepped to one side to let me in and we stood there cuddling under the cascading hot water. I could feel my cock already semi-hard at the thought that this young girl would soon be spreading her tight body across my bed. I took the soap and a washcloth and gently wiped off the sweat from her body. She gasped in surprise when I washed between her legs and even between her ass-cheeks.
We got out and dried and then lay down naked on the bed on top of the covers. We each took a sip of wine.
“Will it hurt?” she said.
“To be honest it’s not possible to say. Every woman is different. It may be painful or not. You may bleed a bit or not. At least that’s what women have told me. To tell the truth, I’ve never been to bed with a virgin before.”
“Be gentle with me, as the cliché goes.”
“We’ll do everything at your pace. The more relaxed you are the better.”
“It’s tough to imagine being relaxed when you are about to thrust something big and hard into the softest, most vulnerable part of my body.”
“You’ll enjoy it. And even if the first time isn’t great, the second will be.”
“Why?”
“Because you’ll know a bit more what to expect so you’ll be less stressed. And it won’t hurt. So you can concentrate on enjoying yourself.”
“What’s the largest thing you’ve had in your vagina?” I asked.
“My finger. No, your finger.” She laughed. “It’s not like I’ve been attacking the cucumber or anything.”
I opened the packet of the condom and got it out but just left it sitting on the wrapper. We finished our wine and wrapped our arms around each other. Our mouths came together, our tongues found each other’s. I moved a hand to one of her breasts and started to pinch her nipple softly.
“Oh wow, my nipples are so sensitive today. I can feel myself getting wet.”
I moved down the bed. Without being asked she spread her legs wide, then she reached down and spread her pussy open with one hand. I could see her tiny clit, already erect. I bent forward and gently started to lick it. I slowly pushed a finger-tip into her tight wet hole. She moaned. I started to fuck her with my finger, gradually working it in until it was completely buried in her. Then I put a second finger alongside the first. My tongue continued to caress her exposed clit as I got the two fingertips into her. I could feel her body tensing up as I slowly bur forcefully worked my two fingers deeper into her, feeling her pussy gradually become accustomed to the invasion. Now I started to fuck her with two fingers, curling my fingertips to stroke her g-spot. I could sense she was starting to get close to cumming. I reached over with my other hand and grabbed the condom. As I continued to lick her I rolled it onto my cock.
Her hips were now thrusting in time with my fingers. I got the tip of a third finger into the entrance to her cunt. She was lost in the excited arousal of her imminent orgasm as I fucked her roughly with all three fingers. I licked her clit hard and fast and her body immediately tensed up as her climax erupted, almost squeezing my fingers out of her body.
I moved up the bed positioned my cock in the entrance between her lips and pushed the top of my cockhead into her. I still could feel her orgasm throbbing in her pussy as I gently but firmly pushed my cock deeper into her. I kissed her hard, thrusting my tongue into her mouth as I thrust my cock into her spasming cunt. She was very tight. She opened her eyes and cried out, from pain or from pleasure or surprise I wasn’t sure. By the time her orgasm died away completely, my cock was buried in her.
“Are you OK?” I asked.
“It’s fine,” she said. “It only hurt for a moment.”
She wrapped her legs around my back. I started to thrust my hips back and forth, sliding my cock back and forth in Pippa’s no-longer-virgin cunt. She grunted each time my cock thrust into her. I bent over her, gradually thrusting faster into her.
“Do you want to go on top?”
“OK.”
Without withdrawing, I rolled onto my back and pulled her so she was lying on top of me, her little breasts pressed onto my chest. She sat up on my cock. I reached up and held her side, flicking my thumbs across her nipples. She started to thrust her hips back and forth, sending delightful feelings through my cock.
“Touch yourself,” I encouraged.
She reached down and started to rub her clit hard and fast as she continued to fuck me.
“Oh wow, I think I’m going to cum again already.”
She started to thrust harder, working her cunt on my cock, driving her body towards another orgasm, continuing to aggressively stimulate her clit. I reached up and stroked her nipples hard which seemed to take her over the top.
“Oh I’m cumming again,” she squealed. I started to thrust my hips up hard underneath her. Her orgasm was much smaller this time, not the body-wrenching orgasm she had had earlier. She kept forgetting to keep moving her hips as the pleasure of her climax distracted her. I grabbed her hips and moved her back and forth on my cock.
I pulled her thigh so it aligned with the gap below my ribs and then rolled us onto our sides. I pulled her against me and kissed her as I slowly continued moving inside her, fucking her tenderly. It was a comfortable position where we could lie for as long as we liked.
She broke the kiss for a moment. “Thank you,” she whispered. “This is so perfect.”
“Where would you like me to cum?”
“Hmm. One part of me wants you to come inside but it would be a shame not to watch. Come on my belly so I can see it shoot out.”
I rolled her onto her back. She pulled her knees up to her chest so I could go deeper. I started to fuck her hard and fast and rough, ready for my own orgasm.
“Squeeze me,” I said.
I felt her tighten her cunt onto me. I knew it would only take a few more strokes in the tight velvety glove that enveloped my rock hard cock. As I felt my climax reach the point of no return, I pulled out of her and pulled off the condom. She reached down and grabbed my cock and pumped it fast. A streak of white cum shot from my cock up her body up between the little mounds of her breasts. As she continued to pump me dry, she reached down with her other hand and rubbed my cum onto her stomach like it was some sort of skin lotion. Finally I rolled off her. We wrapped our arms around each other and lay there on the bed getting our breaths back.
“It’s funny. I expected sex to be physically exciting, which it was. But I didn’t expect it to be such an emotional connection. I feel as if I’m falling in love with you like in some soppy romance novel. I just want to lie in your arms forever.”
“Just lie?”
“Well, with breaks for hot fucking every so often. I can’t wait to do it again. Now I’ve discovered I love the feeling of you inside me.”
“It’s still only early evening.”
The two of us lay there on the bed cuddling. We both fell asleep. It was an hour later or so when we awoke.
“I ought go go,” said Pippa rolling out of bed and standing up.
“Why? I thought you wanted to stay the night.”
“I do. But I thought…well, I just assumed you wanted me to leave…you already got my virginity…why would…”
“Don’t go back to doubting yourself. And doubting me. I want you to stay the night. I want to be your second lover too. And your third.”
She leapt back onto the bed and kissed me. “Really? You aren’t just humoring me because I’m so fucked-up about sex? Why do you want me instead of Charlie? Or even Rose? They are both way better looking than me. I’m like a semi-grownup tomboy.”
“I’ve had Rose and Charlie. But it was just sex You are the one I genuinely have affection for.”
I pulled Pippa over me so that she was straddling me, her mound pressed onto my stomach, her hard nipples pressed onto my chest. Our lips met and we kissed. I could feel my cock hardening again as our tongues intertwined. I pushed her down my body a little. My cockhead rested against her pussy lips.
“Go on,” I said encouragingly. “You don’t need permission.”
She pushed her body down against my cock and I felt myself start to slide into her. I pushed her up. My cock slid fully into her as she moved until she was sitting impaled on me. I reached up and started to rub her big hard nipples.
“God that feels good,” she said. “You were right, the second time is even better.”
She moved her feet so they were flat on the bed on either side of my hips. Then she started to raise and lower herself on my cock. I watched as her pussy lifted almost off my cock before she sunk down, pressing her body onto my cock slick with her juices. She started to fuck me faster. Luckily her legs were strong from all her cycling. She had her eyes closed, savoring all the details of the still-novel feelings.
I reached forward and pushed a finger into her slit, feeling for the hard little grape-seed that was her clit. As she continued to piston her body on my cock, I started to circle a fingertip on her clit.
“I’m close,” she moaned, “keep going.”
She started to thrust her hips up and down really fast. It was all I could do to keep my finger in contact with her clit. Her orgasm began slowly, a drawn-out burn that brought forth a long squeal as she built up to the final crescendo. “Oh, oh, oh,” she yelped in time with the thrust of her hips as her orgasm took over her body. I could feel her cunt quivering with pleasure. She fell down onto my chest, my cock barely moving inside her, as the tremors of her climax gradually faded.
I rolled the two of us over so she was on her back with me between her legs. I lifted myself off her and started to thrust hard and fast into her. She grunted each time I roughly entered her. I was close to cumming. As I reached that final point of orgasm I pulled out of her, moved up and pushed my cock into her mouth. She stroked my cock with her tongue and then I started to cum, warm jets of jism pumping into the young girl’s throat.
We lay alongside each other on my bed and had a sip of wine.
“I know it’s silly but I feel in love with you,” she said. “Please don’t throw me out.”
“Pippa, I have no intention of throwing you out. I want you to stay. I’ll have to think of a suitable punishment for each time you are too insecure. How about you have to give me a blowjob each time?”
She laughed. “That’s a punishment? That’s more like an incentive. Please don’t laugh at my unattractive body…do I have to give you a blowjob now?” She grabbed my flaccid cock. “I think you’d better have a raincheck for that one. I’ll have to come back tomorrow too.”
Chapter 5: Rose and Charlie Return
It was Friday again. I got home from work and picked out a bottle of wine to take around to the girls’ place. I wondered what it would be like that evening. Everything had changed. The week before when I had gone round, the closest I’d got to sex was flirting with Pippa and mentally undressing all three girls in a dirty-old-man sort of way. Since then I’d won Pippa in a bet. Then, having given me her virginity, she was now totally infatuated with me. Rose and Charlie had come round and I’d discovered that not only were they lovers, Charlie was totally submissive to her roommate.
Pippa had been round several evenings that week. Having finally discovered sex, she couldn’t get enough of it. Gone was most of the self-doubt about her body and her inexperience. Gone was the shyness. Now she liked nothing more than to walk around my place nude, knowing that I couldn’t get enough of the sight of her naked body.
She had come round again early that Friday evening before we all planned to meet up at the girls’ house. She was dressed in just shorts and a white T-shirt, the darker points of her nipples clearly visible through the thin material. Somehow we got to talking about masturbation. “What do you fantasize about?” I asked Pippa.
“I used to fantasize about random guys fucking me. Usually now I fantasize about you. Sometimes even girls.”
“Anyone in particular?”
“Often Charlie. She has such an unbelievable body. Well, you’ve seen it, so you know. I’m not even into girls but when I see her naked…it’s hot. I have admit I’d can’t draw my eyes away from her beautiful waxed pussy. I have this urge to just bend down and, you know… kiss it.”
“Would you like to?”
“For real? I don’t know. Anyway I’m not brave enough to try anything. Don’t forget I was a virgin until a few days ago.”
“Let’s try it. I’d love to watch your first time with a girl.”
Pippa laughed. “Well, you already saw my first time with a boy. But how?”
“I’ll call Rose.”
Pippa looked a bit confused. “Not Charlie?”
“Don’t you know? Rose controls Charlie’s sex life. If you want to fuck Charlie you ask Rose to set it up.”
I picked up my cell and dialed.
“Hi Rose, it’s Paul next door. Pippa is here and…well, I’m not going to beat about the bush, she wants to try it with Charlie. And I want to watch.”
“Little shy tomboy Pippa? Who knew? But it’d be hot,” Rose replied. “But there’s one condition.”
“What’s that?”
“I come and watch too.”
“Deal.”
It was just a minute or two later that my doorbell rang. I opened the door and wasn’t surprised to see Rose and Charlie standing there. Rose was in jeans and a plain white top. But the big surprise was that Charlie was completely naked, standing there in full view of the street outside my front door. I stepped back and let them both in and closed the door.
Pippa stood rooted to the spot unable to tear her eyes away from her naked roommate but unsure what she was meant to do. But Rose had obviously already given Charlie instructions.
Charlie walked across the room to Pippa. She was a good eight inches taller, maybe more. Charlie took Pippa’s head between both hands, bent down and kissed her. Pippa squirmed a little in Charlie’s hands, not quite sure how to respond, not quite sure what she’d gotten herself into.
It was an arresting sight, the tall naked blonde bending down and kissing little fully-clothed Pippa, driving her tongue into her unresponsive mouth. Charlie reached down, grabbed Pippa’s hands and placed them on her wonderful firm large breasts. At first Pippa was obviously too stunned to do anything but gradually her hands started to move, her fingertips moving over Charlie’s breasts until they found her hard nipples.
I moved behind Pippa as she explored her friend’s body. I took hold of the hem of her T-shirt an pulled it up. She lifted her arms for a moment so I could pull it off before replacing her hands on Charlie’s breasts. Since Pippa was not wearing a bra, she was now topless.
I reached around Pippa’s body, undid the button on her shorts and undid the zip. I put my hands on either side of her hips, hooking my thumbs inside both her shorts and her panties and pushed them down firmly until they dropped to the floor under their own weight. Pippa was now as naked as Charlie.
While this was going on, Rose had gone to the kitchen, got out four wine glasses and opened a bottle of wine. Somehow with these girls, like with fine dining, wine was always the ideal accompaniment. A few second later when I glanced over towards the kitchen, Rose had filled the four glasses and put them on a tray. Somehow she’d also found time to shed her clothes. She picked up the tray and walked naked into the living room, her flaming bush of red pubes like a magnet for my eyes.
Charlie moved her feet wide apart. She pushed Pippa down. She knelt in front of Charlie, her face inches from her pussy. Charlie had big inner labia that were clearly visible hanging between her outspread thighs. Pippa seemed spellbound by the close up sight of Charlie’s pussy. Charlie put one hand on Pippa’s head and guided her closer, pushing Pippa’s mouth against her own pussy. Finally Pippa’s tongue emerged to taste the pussy she had so often fantasized about licking. With her other hand, Charlie spread her pussy open wide, pulling the hood off her clit. Charlie gasped at the first touch of Pippa’s tongue on her clit. The tip of her tongue started to rhythmically tease the tiny little hard pink pearl.
Since all three girls were now completely naked, I was feeling a bit over-dressed. I slipped out of my clothes. Not surprisingly my cock was rock hard from the personal porn movie that was being performed in front of me.
I was standing in front of the sofa when Rose walked up in front of me. She pushed me back a little. The sofa hit me behind the backs of my knees and I sat down. Rose quickly knelt down between my legs and wrapped her mouth over my cock. I watched Pippa getting her first taste of another woman’s pussy while Rose’s tongue swirled magically around my cockhead.
Charlie pulled back from Pippa. Without saying anything she pushed Pippa back until she was lying on the floor. Charlie squatted over Pippa and lowered her meaty pussy onto Pippa’s mouth. Then she bent forward, spread Pippa’s legs and buried her tongue as deep as she could into Pippa’s opening. Pippa squealed in surprise and pleasure as Charlie’s tongue penetrated her recently deflowered cunt. Charlie moved up, her tongue now starting to attack Pippa’s clit. She reached around under Pippa’s outspread legs and slid a finger into Pippa as she continued to lick her clit.
Rose stepped up onto the sofa. She turned around so she was facing away from me and positioned one foot on either side of me. She lowered herself, reaching between her legs to guide my hard cock into her hot, wet pussy. She started to fuck me while we both watched the other two girls sixty-nine each other.
Having seen it many times, I could tell that Pippa was very close to orgasm. Charlie’s tongue, well-practiced at how to treat a clit, was driving Pippa that last little bit. Pippa was like a cyclist, her body tense with effort as she struggled to the top of a hard climb. And then she was over, her climax bursting through her body as she freewheeled down the steep slope, screaming out with joy as the waves of pleasure cascaded through her. Charlie continued to ride Pippa’s orgasm as it roller-coastered in intensity before finally fading away.
Rose pulled herself off me. “Charlie, come and fuck Paul,” she ordered.
Charlie stood up and walked over to the armchair. She sat down and draped her legs over the arms, her pussy gaping invitingly for me. Pippa was still lying on her back on the floor with her eyes closed, with her legs spread wide in an obscene pose, recovering from her orgasm. Rose knelt down and kissed one of her big nipples. Pippa’s eyes opened in surprise at the unanticipated touch.
I moved over and knelt between Charlie’s legs. I rubbed my cock up and down a few times between Charlie’s lips, spreading her juices around. I positioned my cockhead and thrust my hips forward, brutally driving my cock into the tall blonde’s body. She gasped as my cock rammed mercilessly into her. I reached forward and took her nipples between the finger and thumb of each hand, pinching roughly. She cried out at the intensity of it all.
Meanwhile, Rose was instructing Pippa like a trainer. She lay back and spread her legs wide, her lips a bright pink against her pale white skin.
“Come here Pippa. Lick my slit.”
Pippa moved between Rose’s thighs and lowered her head to Rose’s shaved lips.
“Up and down the whole length. Oh yes, you little slut. That’s the second pussy you’ve tasted this evening. Your tongue feels good. Lick me up and down the length of my slit. Now my clit. Oh yes, Pippa, just there. Circle my clit. You are making me so wet. Lick up and down my lips. Your tongue feels so good. Now lick my clit again, yes perfect. Harder. Stick your tongue inside me. I want to feel your tongue like a little cock. Now back to my clit. Oh yes, you may never have done this before but you are a natural. Now stick it in me again. Lower, tease my asshole. Make it all wet. Oh yes, you dirty girl, you’ve never done that before, have you? Stick a finger in my ass while you lick my clit. Make me cum, Pippa. Don’t break the rhythm. Fuck my ass with that finger. Lick, lick, lick. Keep going. Keep going. You’re such a good learner. Yes, yes. You’ve done it you fucking cute little tomboy. Who knew what a bad girl you could be? I’m going to cum for you. Don’t you dare stop licking. I’m cumming. Yes, oh, oh, oh that’s incredible. Keep licking. Oh it’s going on and on. Can you feel it in my ass? Keep licking my clit, but be gentle. It’s getting sensitive. Just coax the last little bit out. Oh yes you clever girl. Come up here and have a kiss. You’ve earned it.”
Pippa moved up alongside Rose, who flung her arms around the smaller girl and cuddled her. The two girls kissed. Rose pulled Pippa to her feet and the two girls came and knelt beside the armchair where I was fucking Charlie’s perfect body.
Rose started to stroke Charlie’s clit with a finger and Pippa pushed my hand off one of Charlie’s nipples and took it between her teeth. Charlie was clearly in heaven with stimulation all over her body.
Rose started talking again. “Yes, cum for me Charlie. Doesn’t it feel good having Paul’s thick cock inside you. And your little shy roommate is nibbling your nipples. Who knew what a dirty little girl she could be? Friday wine-tasting is never going to be the same after this. You little clit feels so hard. You are so excited. I want to see you cum. Open your eyes. I want to gaze into your eyes as you cum. It’s so exciting watching Paul’s cock slide in and out of your pussy. I bet it feels thrilling to you too.”
Rose started to stroke Charlie’s clit hard and fast. I started to fuck her faster. I was getting close to cumming myself. Charlie came almost immediately, letting out a long wail when her orgasm started to burn inside her.
“Oh yes, Charlie, that’s right. Keep your eyes open. I’m staring down into your soul. Keep cumming for me. Oh yes, Charlie. Paul’s going to cum inside you any moment, I can tell.”
My climax finally broke and I was cumming, involuntarily thrusting my hips hard and fast between the blonde’s thighs. Charlie’s orgasm still seemed to be continuing as she struggled to keep her eyes open and look at Rose.
“Oh yes,” Rose said. “Doesn’t that feel good? You’ve made Paul come with your perfect cunt. Can you feel his cum inside you? Can you feel him pumping cum deep into your body? Oh yes, milk his cock with your orgasm, squeeze him dry with your cunt.”
I collapsed onto Charlie’s body, my cock softening inside her. Once we all had our breaths back we sat around, finally drinking the wine that Rose had poured earlier.
Rose was right. Friday wine-tasting never was the same. During the week, Pippa pretty much moved in with me, sleeping at my place most nights. But on Fridays, all four of us would get together at one of our houses. Charlie would never talk, but Rose talked enough to make up. And Pippa and I would fuck the other two girls who were off-limits from Saturday to Thursday when they only fucked each other.