Let me start by telling you a bit about myself. I’m not going to be modest. I’m a 24 year old woman, I’m smart and I’m attractive. Hot, even. If I was a couple of inches taller I could have been a model. I get hit on all the time and I could have had hundreds of men. But I married my high-school sweetheart and he’s the only guy who’s had so much as a hand in my pants. I’m a natural blonde, even my pussy hair is blonde. I have an hourglass figure with medium-sized firm breasts, and an ass that I know turns eyes when I wear anything tight. If you are a guy and you met me, you’d want to fuck me. Maybe even if you were a woman. Do you want to know about my pussy? Of course you do, but you’ll have to wait until it makes an appearance.

As for sex with my husband, to tell the truth I don’t know how good it is. It’s OK but since he’s the only guy I have been with I suspect it could be a lot better. I mean I’ve seen porn movies and it’s not like my husband fucks me like the men do there, going on and on from orgasm to orgasm. And I have to say his cock isn’t that big either.

One problem with marrying young is that sex gets routine young too. I suppose I’m trying to say I was a bit bored as a sort of excuse for what happened. Women don’t like to take too much responsibility for what happens to them sexually. They like a man who takes control that they can blame if they have any regrets.

I have some accounting background so I tend to get jobs that are a cross between being an administrative assistant to the manager and handling finance for a department in a big company.

It all started when I interviewed for a new job. I was interviewed by the vice-president of the operations department for an electronics company. Let’s call him Greg. Everything went well, nothing the least bit unusual. As is often the case, he asked me if I had any questions.

“What are the most important qualifications for the job?” I asked.

“Well, I want someone competent with strong accounting skills. And I want a woman who I want to fuck.”

I was flabbergasted. I should have left immediately, complained to human resources or something. Instead I just sat there silently trying to think of something suitable to say.

“You are super-cute. All men want to fuck you, you know,” Greg continued, “I’m just more up-front about it than they are. But I think it makes for a good work relationship if I want to fuck you and you know I want to fuck you. And maybe you even want to fuck me.”

He stared at my chest, not bothering to hide what he was doing. I could feel my nipples wake up from the attention.

“I’m mentally undressing you. You’ve got great breasts, I can see. I wonder what your nipples are like. Little pink pencil erasers, I’d guess. Probably very sensitive when they are touched.” Actually my nipples are much bigger than that but he was right, they are very sensitive.

“You are making me hard,” he continued.

Of course that remark meant that I started to imagine what his cock might be like.

“It’s big,” he said. I wondered what he was referring to. He couldn’t possibly have read my mind, could he? “And circumcised.” Wow, yes he had.

“Well, if there’s nothing else,” he said, “then I’ll let you go. Human resources will get back to you before the end of the week.” He held out his hand and escorted me out of his office. I almost wondered if I’d imagined the fact that just a few seconds before he’d been talking about my body.

Anyway, when the company made me an offer a couple of days later my brain told me I should turn it down but my pussy had other ideas and I accepted.

I’d better tell you a bit about how the office is organized. My boss Greg has an office with a glass wall. It is soundproof but everyone can see in. He has a big desk that you can’t see behind. I have a cubicle just outside his door, as if I’m the sentry guarding access to him, which, in a way, I am. So in the office you can be seen but not heard, but in my cubicle you can be heard but not seen.

The way he would look at me was overtly sexual. It was just like he said. He wanted to fuck me and he wanted me to know it. And he was right, we did have a great working relationship. Although I didn’t want to fuck him, being a happily married woman and all, my pussy did. Just opening the door to his office made me wet.

A couple of days after I started I was in his office. He was in his desk-chair and I was standing behind the desk beside him so I could point out where he needed to sign some forms. After he’d signed he turned to look at me. Since it was Friday I was wearing jeans, tight designer jeans. He stared at my crotch where the seam on my jeans nestled in the slit of my sex. I wasn’t wearing panties since they spoil the look so I had a definite camel toe. I was immediately aroused, very aware of the pressure of the material against my pussy lips and of his gaze homed in on my crotch. At first he said nothing as I stood there with my cunt almost quivering with excitement.

“So your pussy,” he finally said. “I bet it’s shaved. You young women all like to shave like porn-stars. No, on second thoughts, I think you go and get it waxed leaving a little landing strip of blonde hair. And your labia, hmm? I’d guess you have an orchid of big pink inner lips that protrude between your fleshy outer lips with your little pleasure button hidden inside.”

I could feel myself blushing, not least because his guess was so accurate, I do have big inner lips and I do wax everything except a narrow strip of blonde fuzz. Not only was I blushing, but the lips he was so accurately describing were now sopping wet. If he had reached out and touched me at that moment I think I would have come on the spot. I certainly wouldn’t have done anything to stop him. But, as he always did after making an overtly sexual remark, he went back to being all business as if it had never happened.

It took a couple of weeks before I was brave enough to say anything myself. I was in Greg’s office talking about budgets when he stopped in mid-sentence.

“I’m imagining what your clit would feel like on the tip of my tongue, how you’ll taste, how your cunt will feel as I push a finger into you, how your body will stiffen when you orgasm.”

Of course that immediately made me imagine what it would feel like to have him licking my pussy. I noticed that my legs parted a little as if under their own volition. He noticed too. I could feel his eyes glued to the crotch of my pants where my pussy was hidden. It felt as if he was staring right at my clit. Hard, of course.

“I’m imagining too,” I said. I took a big breath. “I’m imagining what your cock would feel like as it enters me.” This is so unlike me, I can’t believe I said that.

I parted my legs a little more and started to rock my hips up and down slightly, nothing that could be seen from outside the office, but Greg would spot it immediately. I was fucking him. I really was imagining what it would be like to have his cock in me. Then, as usual, he asks some innocuous business question as if we hadn’t just been talking about fucking each other.

The next day we were talking about next year’s financial plan. As if it were the next question about the plan, he suddenly said, “Have you ever been fucked in your ass?”

It’s the first time he’s actually asked me a sexual question rather than made sexual statement and left me free to respond or not.

“Never,” I said. My husband had never so much as touched it. “To tell the truth it sounds a bit weird. Not to mention painful.”

“Of course it is a bit weird. That’s what makes it so exciting. It’s not painful so much as intense.”

So now I’m sitting there imagining what it would feel like to have Greg’s cock in my asshole. To be honest I don’t have much of a clue what it would be like, it still seems like it would hurt, but the mental image of me with my ass in the air holding my cheeks apart for him is enough of a turn-on. I can tell from the way he is looking at me that he knows I’m imagining him in my ass.

Later that day, Greg came out of his office and into my cube. Because we could be overheard from my cube he never mentioned anything sexual there. Anyway, I was sitting and he was standing and at that angle he could see into the top of my blouse. I happened to be wearing a black blouse and a red bra underneath. He never made any effort to hide where he was staring.

“Pretty,” he said. I felt myself starting to blush the same color as my bra when he put a hand on my back and pushed me forward gently. I leaned over my keyboard. He could obviously see into the back of my pants and see the waistband of my panties. “Matching, I approve,” he said. Then, as if that had all been a dream, he asked me some professional question about our expense controls.

There’s a big difference between sex and eroticism. My husband fucking me: sex. My boss commenting on my underwear: eroticism. My husband fucking me: predictable orgasm. My boss commenting on my underwear: intense arousal.

The next day I wore a thinner bra and a loose fitting top. I knew that if I leaned forward he’d be able to see down my top, see my bra and the tops of my breasts. It was such a small thing but I’d never done anything so sexual before. At work I had to give Greg some papers for signature. Usually I would come around his desk and stand beside him so that I could see which document he was signing and tell him where to sign. But this time I leaned forward over the desk to point to the form. My top fell partially open, of course. I could almost literally feel his gaze sliding into my top. My big nipples went hard and I knew he could see their outline where they pushed through the thin material.

“Where do I sign?” Greg asked.

It was hard for me to think straight

“Here,” I said, pointing at the form and leaning forward even more to show him. He picked up the pen but instead of signing the form he flicked it hard against one of my nipples. It was like a switch instantly flooding my cunt with wet arousal. It was the first time he’d touched me sexually.

We froze there for a moment, me leaning over his desk and he stroking my rock-hard nipple with the end of his pen, hidden from outside the office by my body.

“I want to see them,” he said quietly. “Tomorrow.”

The next day I wore no bra. I’d never gone to work with no bra before. I wore a jacket so that nobody else could really tell I was bra-less. Before I went into Greg’s office I undid a couple of extra buttons on my blouse. I also undid the button on my jacket. Immediately I entered the office I could tell he knew I was bra-less because of the way his eyes followed my swaying breasts. I sat down on the chair opposite him and let my jacket fall open. I knew from looking in the mirror before I left for work that you could clearly see the dark discs of my areolas through the thin white material. Greg sat there inspecting me and, of course, that immediately made my nipples hard again.

“Where do I sign?” Greg asked as he had the day before.

I leaned forward knowing that he would be able to see down the front of my blouse, finally seeing my breasts and nipples in the flesh for the first time.

“Very nice,” he said.

“I’m imagining what your mouth would feel like on them,” I replied.

“Your nipples look very hard.”

“Is the sight of my breasts making you hard?”

“Mmm,” he replied. “Come over here.”

I stood up and walked around to his side of the desk. As I pretended to write on a document on his desk I lowered my other hand to the front of his pants. He was right when he said it was big. Even only partially erect his cock felt enormous.

Up until that moment I thought we were just flirting, sexual innuendo to make the workday more interesting. But when I first touched his cock I think was the moment that I realized I really was going to end up fucking him.

Later in the day Greg came to my cubicle where I was sitting at my desk. I had done up the button on my jacket to hide my bra-lessness but I undid it again for Greg so he had the opportunity to look down my blouse again. But he didn’t just look, unexpectedly he slid a hand into my blouse and caressed one of my breasts. I could feel the nipple go hard against the palm of his hand. I gasped, a mixture of surprise and pleasure, and then bit my lip hoping that nobody around had heard me. His fingers gently massaged my breast as I sat there listening to the hubbub of the office around me. I think it was even more exciting than when I was fourteen and a boy touched my breast for the first time ever.

In bed that night, after my husband went to sleep, I lay awake. Somehow I knew that next day I would see Greg’s cock. I rolled onto my front with my fingers pressed against my pussy lips. As my hips rose and fell against my fingers I imagined that I was on top of Greg fucking him. I pushed a couple of fingers into myself, pretending it was his cock, and I fucked them until I came quietly in the darkness.

I rarely wore a skirt to the office but the next day I did. Somehow it seemed a more appropriate outfit for what I already thought of as cock-day. Today I’d see my boss’s cock. Maybe today I’d touch it too. I wore the skimpiest panties I owned, a little cream thong. I was already wet just driving to work. It was no surprise when he called me into his office almost as soon as he arrived.

I went around behind his desk. Greg was sitting there with his pants undone and his huge cock hanging out. Hidden from the rest of the office by the desk and a computer monitor, I worked my skirt up to my waist. I could see his cock starting to harden as more of my stockings came into view, and then the flesh between my stockings and my underwear. Finally I pulled the hem of my skirt above the cream thong, just the thinnest of material concealing the first sight of my pussy from his eager eyes.

Again I bent forward to write on some paper on the desk. At the same time, I lowered my other hand and wrapped it around his now rock-hard cock. I think his cock must have been twice the size of my husband’s. Not so much long as wide. I think it must be painful to be penetrated by it, but a very nice type of pain that I knew I wanted to endure. His cock seemed to get even harder in my hand.

He reached over and pulled my thong to one side, getting a sight of my almost hairless slit for the first time. My husband was the only man who had ever seen it before but I was surprised that I didn’t have the least pang of guilt. He pushed a finger between my fleshy lips seeking out the hard little pearl of my clit. My body shuddered when he connected. His finger moved further between my legs, seeking the entrance to my cunt. I could feel how wet my lips were against his finger. I gently pushed my hips forward when his finger was in just the right spot, inviting him inside me. My pussy had several spasms, tightening on his finger, not really an orgasm but immensely pleasurable anyway. He started to move his finger back and forth within me, gently fucking me.

It was odd standing there like that. From the waist up we were on view to the office, an innocent meeting between a boss and an employee. From the waist down was pure sex. My hand stroking his lovely big hard cock, his finger in my sopping-wet pussy. My eyes glued to his enormous pink knob, his eyes glued to the pink tongue of my inner lips nestling in the furrow of my pussy.

Furthermore, you have no idea what a turn-on it is seeing my co-workers on the other side of the glass. They have absolutely no idea that there is a finger sliding back and forth inside my swollen pussy. The need to keep my eyes open, keep my facial expression normal just adds to the sexual tension. If I smile in acknowledgement of someone they smile back. Little do they know how it adds to our enjoyment to see them watching us without having a clue about the raw sexuality just out of their sight.

Suddenly his finger was gone and he was asking me something about business. Sex was over for the morning.

Every few days we would play a little behind his desk. We couldn’t do anything too active nor for too long without it looking suspicious. I wanted to see those lovely jets of cum shoot from his cock as I stroked him. I wanted his finger on my clit to take me all the way to orgasm. I wanted his cock in my mouth, my cunt in his mouth, his cock in my cunt. Maybe even in my ass.

Of course we could have gone and got a hotel room but that would have been too easy. We seemed to have an unspoken agreement that we would have as much sex as we could get away with at work, but only at work. The risk of detection was part of the thrill.

We finally got an opportunity at a trade-show held in another city. The company went there in force. Junior people like me had to share a room. Senior people got their own room, and vice-presidents like Greg got a suite with a living room or office and a separate bedroom. Of course since I was sharing a room I couldn’t just go and spend the night with Greg. My room-mate, who happened to be the office gossip, would know something was up.

Greg and I had a conference call with one of our suppliers to renegotiate our contract with them. Greg asked me to come to his suite for the call so we could use his speakerphone for the call but also be able to jot down notes for each other. This was the normal way we handled this type of negotiation, although usually we’d be in his office or a conference room. There would be about ten people on the call in total.

I got to Greg’s room at 9am just as the call was starting. He let me into his room and locked the door. Everyone on the phone had to introduce themselves. Greg and I both explained who we were. He put a finger to his lips to indicate we needed to be silent and then, while others gave their names and job titles, Greg stood up and started to undress. In less than a minute Greg was completely naked and I finally got to see his body. He was in shape, not ripped or anything, but clearly fit. As usual it was hard to keep my eyes off his cock dangling, huge even when flaccid.

I unbuttoned my blouse and took off my bra. I leaned forward so that Greg I could finally experience his tongue on my nipples. Then I unzipped my pants and pushed them off and stood there in just my panties. His cock was starting to get hard just watching my little striptease. He reached out and peeled my panties over my ass and let them fall to my ankles. We were both totally naked.

Someone asked Greg a question on the conference call. He started to answer. Everyone else on the call would have been surprised, to say the least, to know we were naked. As Greg answered the question I knelt down between his legs and took his cock into my mouth as I’d dreamed of doing so many times. I started by licking around his beautiful pink mushroom of a cockhead as if it were an ice-cream cone. Then I took a bit more of him into my mouth, sliding my lips down the shaft. He was so much bigger than my husband I had to improvise my technique a bit. I cradled his balls gently with the fingers of one hand while I started to stroke his shaft with the other. He was so big I could barely get my hand around him. His cock was the diameter of my wrist and rock-hard. I was just starting to get a rhythm going when I suddenly heard my name on the conference call.

I quickly got up and sat down and listened to what I was being asked. As I started to answer I felt Greg spreading my legs and his tongue very lightly running up and down my pussy lips. It was all I could do to keep the shiver of arousal out of my voice. His tongue pressed a little deeper, parting my inner lips as it ran up and down the length of my slit, teasing me by not quite reaching my clit, hovering in the opening to my cunt but not really entering. I have to say it was really hard to have to answer a work-related question with a tongue in my pussy but I managed it. Other people were discussing stuff as Greg finally started to circle the tip of his tongue on my clit. He slid a finger into me and curled it up to my g-spot, stroking it rhythmically in time with the movements of his tongue. I was close to coming when, unfortunately, I had to answer another question. As I started to answer, he started to fuck me harder, attacking my clit with his tongue and fucking me hard with a couple of fingers. I came in the middle of a sentence, doing my best to conceal it but unable to stifle a groan.

“Are you alright?” someone on the call asked as the last flutters of my orgasm faded away.

“Yes,” I said, worried we were discovered. A flash of inspiration came to me. “I just knocked a cup of coffee over myself.”

As I finished answering the question I bent over the desk. I parted my legs wide like an animal on heat, which I suppose in a way I was. I could feel Greg’s cockhead between my lips, just nestling in the opening to my cunt. He held my hips and pulled himself into me slowly but forcefully. I felt like I was being split in two. I’d never had anything so large inside me. I could feel my lips tight around his cock, feel the entrance to my cunt being stretched, feel the rim of his cockhead as it gradually slid deeper into me. It was simultaneously painful, exciting and intense. I bit my lip to avoid making any more giveaway sounds. It took all my effort to avoid crying out as the huge piston slowly forced its way deeper and deeper into my distended cunt. Finally his belly was against my ass, he was completely buried in my body. I could feel his balls against my taut lips.

Greg was talking again. I have to confess that I’d completely stopped listening to the call. Greg was talking about volume discounts as he pulled his cock back until his knob nearly left me. I felt empty. Then he thrust back into me, instantly filling me, generating another stab of pain and pleasure. How he managed to talk normally while he was doing this I don’t know. I felt my cunt spasm on the huge intrusion, a sign I knew meant I was close to orgasm. As he started to fuck me, slowly but firmly, he reached around me and tweaked my nipples. This created another jolt of arousal that felt like it went straight from my nipples to my clit.

Then I felt something new, a finger on my asshole. The puckered rosebud of my asshole, although to tell you the truth I don’t think I’ve ever looked at it. He must have licked his finger since it circled easily. To my surprise it felt really good. I’d no idea how sensitive my asshole was. Gradually his fingertip started to push harder, opening me up until the end of his finger slipped into me. He started to finger-fuck my asshole, slowly and gently, as his cock slowly and gently fucked my cunt. I was a bit terrified he was going to try and put his monster cock in my ass but a finger gradually worming its way into me was not just a novel feeling for me but surprisingly exciting.

He started to thrust harder now, fucking me mercilessly, ramming his cock into me and pushing my hips hard against the edge of the desk. I felt my body go almost rigid from my impending climax. I could sense it was going to be intense and I knew I wouldn’t be able to come quietly. As Greg’s cock finally detonated my orgasm I reached out and hit the mute button on the phone. I cried out loudly, a cross between a long moan and a guttural scream as I felt my orgasm course through my body, an explosion of pleasure radiating out from my cunt all the way to my toes, my fingertips and even my scalp. I sensed my cunt flood with juice. I felt the strong spasms as my cunt rhythmically clamped and relaxed on his cock like a milking machine. My orgasm seemed endless as he continued to pump his cock inside my quivering cunt while continuing to drill my asshole. Gradually the tremors died away until finally my body was quiet.

Someone on the phone was asking Greg another question. I hit the mute button again and once again bit my lip to keep myself quiet. He stopped moving in me as he answered the question. I analyzed the feelings between my legs, the intense feeling from having my cunt stretched wide to accommodate such a thick invasion. His cock was so big and hard it felt like I had had a tree-trunk driven mercilessly into me. My cunt throbbed with a mixture of a dull pain and the glowing contentment from my recent orgasm.

Greg pulled out of me and sat down in his chair, his cock sticking up almost vertically, slick with my juice. I climbed onto the chair so that I had one foot on either side of his hips and squatted down, reaching underneath my body to guide his mammoth pink cockhead into my descending pussy. I slowly skewered myself on his huge rod as the conference call droned on in the background. It took several thrusts of my hips to fully work him into me until I could feel his knob against the headwall of my cunt and my belly pressed against his.

I don’t think I’ve ever been so aroused. Partially because it was the first time that Greg and I had fucked. Partially because it was the first time I’m had sex with anyone other than my husband. But also somehow the fact that we couldn’t say anything to each other, couldn’t even moan, made the sex much more intense.

I started to thrust my hips back and forth, sliding my pussy up and down Greg’s iron-hard cock. The conference call was starting to wrap up. I stopped thrusting for a moment, not trusting myself to be able to speak normally, and said goodbye. Then Greg was making a little speech, thanking everyone for attending. Meanwhile, I was fucking him hard and fast trying to make him come before he could finish and end the call. I could feel the tension in his body and I knew that he was close to coming. Finally, he said goodbye quickly, clearly worried he was about to lose the race. He reached out and turned off the phone just a moment before he let out a large groan and I felt the slipperiness change inside my cunt as he pumped his cum into me.

I stopped moving and put my arms around him, pressing my breasts against his chest and feeling his enormous cock gradually soften and shrink inside me.

“Back to work,” he suddenly said. The two of us quickly dressed wordlessly. Just as I did up the zip on my pants there was a knock at the door. Greg opened it to admit the attendees for his next meeting, who just saw the innocent scene of a manager and his assistant having just finished a conference call. Little did they know that they had just fucked for the first time.

And you won’t be surprised to know it wasn’t the last.

Chapter 2: The Office of the CEO

As you know, I have a new job. I work for Greg. When he interviewed me he told me he’d only hire a woman he wanted to fuck, and he wanted her to know that. To my surprise, I wanted to fuck him too. And I finally did when we were away at a trade-show when I was in his room for a conference call. Thank goodness for “mute” buttons!

We continued to have fun occasionally in his office, being sexual from our waists down behind his desk while doing our best to look normal and business-like above where we could be seen through the glass walls of his office.

One day he summoned me into his office. He had that twinkle in his eye that I’d learned to spot that usually indicated he had something sexual in mind. I had no idea what and I was disappointed when he gave me an inter-office mailing envelope.

“Take this to the CEO, it needs immediate signature. She’s expecting you.”

The CEO, Greg’s boss, was a woman. Mid-40s I suppose, and very attractive. I’m sure she must have been stunning in her 20s. Her office was at completely the other end of the floor so I walked down there. Her assistant Julie, a petite black woman, waved me straight into her office. I walked in. I’d met the CEO before but only in group settings. This was the first time I had been along with her. I gave her the envelope.

“Wait a moment,” she said. “I probably just have to sign this and you can make a copy and take the original back to Greg. Shut the door.”

I walked over and closed the door. I vaguely wondered why the door needed to be shut while she opened the envelope but I didn’t really think anything of it.

“Greg says you are really good,” she said. I felt a twinge in the pit of my stomach since I had no idea if she was being professional of if she knew more that I realized.

“I try to do what he wants,” I said, giving an ambiguous response.

“So I hear. He tells me you find it hard to keep your hands off his cock.”

I blushed. Greg must have told her what I thought of as our secret.

“I’m not surprised, he does have a lovely big one, doesn’t he?” she continued.

My mind went blank. “Yes,” I stammered while I tried to think of a more appropriate response.

“Have you ever been with a woman?” she asked.

“No,” I said.

“Why not?”

“I’ve only been attracted to men.”

“Perfect,” she continued cryptically

I wasn’t quite sure what that meant but I felt myself shiver with a mixture of fear and anticipation. I didn’t know what might be going to happen but it didn’t sound like it was going to be boring and routine.

“Have you ever had anal sex? Been fucked up your ass?”

“No, never.”

“Even better. I love watching a woman take it up the ass for the first time. Especially with Greg since he has such a thick cock. It makes it so intense.”

All sorts of things swirled through my mind. A few minutes ago I came up delivering a routine form for signature and now there was all this talk of sex and…I hadn’t even begun to get my thoughts straight when she was talking again.

“Take off your blouse,” she said. Ordered, really. “I want to see your breasts.”

I felt a bit self-conscious as I unbuttoned my blouse. Of course I’d been naked in front of other women before, but never because one of them wanted to see me naked. Without being asked I unclasped my bra and took it off. I’ve got pretty good breasts, even if I do say so myself. Medium sized and firm, with big nipples.

“Nice,” she said. “Now your pants.”

I kicked off my shoes, unzipped my pants and stood there in front of her desk wearing just a lacy thong. I didn’t expect them to last long.

She got up and walked around behind me. I felt her hand stroke one of my bare ass cheeks, left uncovered by my underwear.

“Nice ass,” she said. “Greg says you have a pretty pussy too.” She slid her hand around to the front of my body and lightly touched my pussy lips through my panties. Jolts of excitement flashed from her fingertips. She slid her fingers up onto my belly and then slipped them under the waistband of my thong. She pushed them through the little patch of pubic hair that I kept and into the top of my slit. She delicately started to finger my clit, barely touching it but generating little spasms of delight. I’d never been touched by a woman before and I was amazed at how exciting it turned out to be.

“I bet you’d like me to make you cum. But you have to earn that. Only the most deserving girls get licked by the CEO. What do you think you have to do to earn it?”

I thought for a moment. “Lick you,” I whispered.

“Good girl. Lick me until what?”

“Until you cum?”

“Yes. And when do you think you have to do it?”

A shiver ran through me. “Now?”

“Exactly.”

She sat down on the visitor chair in front of her desk beside where I was standing. Then she worked her skirt up around her waist. She was wearing stockings but no panties. Her pussy was waxed smooth.

“Kneel down,” she said as she spread her legs. I knelt down on the floor in front of the chair, my eyes drawn to her swollen pussy lips. She slid forward on her seat, then reached down with one hand and spread her lips, offering her pussy to me. I’d never seen another woman’s pussy close-up like that. I could see her puffy inner lips spread by her fingers, could just make out the entrance to her cunt, and higher her tiny pink clit peeped out from its hooded hiding place.

I couldn’t believe that I was about to lick another woman’s pussy. Even more surprising is that I wasn’t horrified by the idea but was strangely aroused by it. I had a strong desire to push my tongue into that most intimate of places and taste her.

Never having licked a pussy before I wasn’t entirely sure what to do, but as the owner of a pussy myself I just did what felt good when it was done to me. I put my hands on her legs and leaned forward until my tongue just grazed her labia. I ran the tip of my tongue along the line of her slit.

“Good girl,” she said, so I figured I must be doing something right.

I started to focus on her clit, using the tip of my tongue to circle it, just like I do with a fingertip when I masturbate. I reached over with one hand and gently pushed the tip of a finger between her lips, seeking out her opening by feel. I was pleased that she was wet, at least I was turning her on. I felt my fingertip slip inside her. She was tight, warm and moist. While I continued to circle her clit with my tongue, I gradually worked my finger deeper into her body.

I looked up for a moment. She had her eyes closed as she relished the feelings I was creating in her pussy. I bent forward again. I started to lick her clit a bit harder, stroking it like a cat does, long hard strokes. She started to moan encouragement so I figured I was doing okay. My finger was completely in her cunt now. As I continued to lick her clit aggressively, I started to fuck her cunt with my finger. I could feel that she was starting to rock her hips a little, fucking my finger back as I fucked her. It was strange feeling my finger in another woman’s cunt, not something I’d ever expected to feel in my life. I licked her and finger-fucked her as her arousal slowly built up.

“Don’t stop,” she cried, which I know from my own experience is girl-speak for I’m about to come, don’t break the rhythm. She jerked in the chair as her orgasm hit her. I could feel her climax in her cunt as she milked my finger. I licked her clit more gently as her climax continued, knowing how sensitive a clit can get after cumming. She lay back in the chair, limp and silent, as my finger and tongue delivered the last morsels of pleasure. I sat back on my heels as she lay there savoring the dying embers of her orgasm. Finally, she opened her eyes.

“Well, you made me come,” she said. “But not fast enough. You need more practice before you earn an orgasm from me.” She stood up and pressed a button on her intercom.

“Julie,” she said. “Can you come in?”

The door opened and the CEO’s pretty black assistant entered the room. She was petite, both short and slender, with nicely proportioned breasts. She had braided hair. I suppose she was in her late 20s. She was wearing black pants, a black jacket and a white blouse. Very professional looking on the outside but also it was obvious she had an incredible body underneath.

“Yes ma’m.”

“She’s not good enough yet to earn an orgasm from me, so you’ll have to do the honors.”

I couldn’t believe it. This beautiful black woman was going to be the first girl ever to lick my pussy. I half expected to be horrified by the idea but instead I felt excitement. Even in my fantasies, when I masturbated, I never imagined being with a girl.

She came over to where I was still kneeling on the floor.

“Lie down,” she said quietly. I lay on my back on the CEO’s office floor. Julie gently put her hands on my knees and spread my legs wide. She was only the third person, after my husband and Greg, to ever see my pussy. She knelt down between my thighs and moved her mouth to my pussy. She put her fingers on my outer lips and opened up my pussy a little. She lowered her mouth between my thighs and started to lick my clit hard and fast. It was unbelievably arousing. She was obviously very practiced. I guessed that the CEO required more than word-processing from her.

I looked at the scene. I was completely naked on the floor, arms and legs spread wide. Julie was fully dressed in her business suit driving my body towards an almost instant orgasm. The CEO was dressed but with her skirt still pulled up incongruously around her waist so that her pussy was blatantly on view. She reached down and casually started to stroke herself as she watched Julie work her magic between my legs.

Julie suddenly pushed two fingers into me hard. I squealed in surprise. She started to lick my clit even faster as she started to fuck my cunt hard and fast with her fingers, bending them up to stroke my g-spot. It was more than my body could take and I suddenly exploded in an intense climax. It burned through my body like wildfire, starting from my clit and my cunt as the feeling spread out through my chest and down my legs that started to shake. By the time my orgasm reached its fullest intensity I could feel it in my fingertips, my toes and the scalp of my head. My entire body was pulsating with pleasure. Julie stood up. I could see the glistening of my juices around her mouth.

The CEO went over to the credenza behind her desk and opened the drawer and got out a long leather case, about two feet long.

“Stand up,” she said to me. I got up and stood in front of her desk. She unlatched the leather case and opened it. Inside were half a dozen strangely shaped black plastic…objects. I wasn’t sure what they were. Each one was shaped with a wide base, a narrower part, then a wider part and finally came to a point. A bit like an ace of spades but not quite so extreme. On the left was a small one and each one was larger than the last. The one on the right was huge, thick and long.

The CEO tapped the middle of her desk. “Bend over so your breasts are here,” she said, as she took the smallest of the black objects out of the case. I bent over the desk with my breasts pressed onto the leather of the desktop and my ass in the air.

“Spread your legs wide,” she told me. Then she turned to Julie and passed her the object. “Do the honors, Julie.”

Julie moved behind me. I nearly leapt out of my skin when she started to lick my asshole, it was the last thing I expected. Nobody had even touched me there before. Once Julie had my asshole slick with her saliva, I felt her tongue replaced with a finger. She circled her fingertip on my asshole, pressing lightly until my body yielded and the end of her finger slipped inside my ass. She slid her finger back and forth inside the tight ring and I felt my body start to relax a little. Her finger went away and then I felt something, presumably the black object, being pushed into my ass. It wasn’t really painful, just a little intense for a moment as the widest part slipped past the ring of muscle and then it sort of locked into place in my ass.

“You will wear that anal plug whenever you are at work,” the CEO said. “Greg will check from time to time that it is there. And you don’t want to find out what punishment awaits you if it is not.”

I stood. The CEO worked her skirt down over her thighs so she was demurely and professionally dressed again. I was still completely naked, very aware of the unfamiliar plug up my ass.

“You can get dressed,” she continued. “Greg will send you back here in a few days.”

I slowly put my clothes back on. Julie opened the office door and I walked back to my own office. The plug in my ass felt a little uncomfortable and although I did my best to walk normally I felt that everyone could tell it was there.

I little later I had to take some papers for Greg to sign. I went into his office.

“Did you have fun this afternoon?” he asked, laughing.

“Not what I was expecting,” I said.

“Had you ever been with a woman before?”

“No, never.”

“Tell me about it.”

I walked around the back of the desk as I started to tell him what had happened in the CEO’s office. As I talked I reached down and unzipped his pants. I got out his semi-hard cock. As I told him about licking the CEO I gently stroked his cock. I just love the feel of a cock growing and hardening in my hand. I wanted to bend down and take him in my mouth, but on-view in his office that was out of the question.

When I was finished, Greg put his hand on the back of one of my thighs. Slowly he slid his fingers up until they touched the plug in my ass through my pants. He wiggled it a little, sending little spasms of arousal spiraling out from my asshole.

“I’m looking forward to it, you know,” he said.

I shivered. I knew he meant he was looking forward to fucking me in my ass but his cock was so big it was intimidating to say the least.

For the next few days I would arrive at work, go to the women’s room and put in the plug. Just before I went home I would take it out and put it in my purse. It was hard not to think about sex all day when every time I moved in my chair it sent darts of sexual energy spiraling out from my asshole.

A couple of days later Greg gave me another document to take for the CEO to sign. When I got there, Julie let me into the CEO’s office and followed me in. She shut the door. I was surprised that the CEO was not there.

“She is away on business,” Julie explained. “She asked me to act for her.” She reached to her side and undid the zip of her pants. She kicked off her shoes and slipped her pants down. Then she took off her jacket and unbuttoned her blouse. She stood there in just a white bra and white panties, a stark contrast against her dark skin.

“Do you want to see?” she asked.

“Yes,” I whispered, surprised my how much I wanted to see the young black girl’s body.

“Come here,” she said. I moved so I was standing in front of her,

“Take my bra off.”

I reached around her body and unclasped her bra, then lifted it off her breasts. She had dark-chocolate colored nipples. I felt a strong desire to lick them but I wasn’t sure if I was allowed to.

“Now my panties.”

I crouched down, reached forward and pulled her panties over her hips. I let them fall the floor, conscious that my face was inches from her pussy. Like her boss, she was also waxed smooth. She had fleshy dark brown outer lips and I could see her puffy inner labia nestling in her slit. Almost instinctively I licked my lips.

“Stand up.” I dragged my eyes away from her pussy and stood again. Julie reached out and pulled my top off over my head. I raised my arms almost automatically. She reached around me and took off my bra. She reached down and unzipped my skirt and it fell around my ankles. I was wearing just a small pair of pink panties.

“Bend over the desk.”

Just as before I bent over the desk and pressed my breasts onto the leather desktop. I felt her pull my panties down. Julie grabbed the ass-plug and slowly pulled it out. I’d been wearing it for a few days so I was now completely used to it sliding in and out.

“OK,” Julie said as she sat down in the chair and spread her legs. “I’m going to give you a lesson in how our CEO likes to be licked. Around eleven each morning she likes a cappuccino and an orgasm, so I get plenty of practice. Come here and kneel between my legs.”

I knelt down on the floor between her outspread thighs. She reached down and opened up her dark pussy revealing her inner pinkness.

“Right, lick my clit with the tip of your tongue.” I did as I was told. “You need to be less timid, lick me harder. Her clit likes it vigorous. Yes, that’s better. Now push a finger into me. No, not like that, don’t gently play around the entrance just push it in hard, that’s what she likes. Now curl your finger up a little. If you fuck her hard and fast she’ll come almost immediately. Yes, that’s right.”

I followed all the instructions that Julie was giving me. For some reason it suddenly seemed important to be able to make the CEO cum fast enough that she would get down between my legs and bring me to orgasm, so I was an eager learner. With her detailed guidance it didn’t take long before Julie started to cum. She came silently. Her body went rigid and then relaxed. At first I wasn’t even sure it was an orgasm except that I had my fingers in her and I could feel it inside her cunt.

“Thank you,” she said. “I needed that.”

I bent over the desk while Julie got the leather case out of the credenza. She picked up the next biggest plug. Once again she crouched behind me and licked my asshole until it was slick, and then started to finger me. Then she pushed the plug into me. The widest part was a good inch across and my body resisted the invasion, Julie had to work it back and forth, gradually distending my asshole. I gritted my teeth at the intensity of it. Borderline painful but a nice pain, a bit like wiggling a loose tooth. Finally the plug locked into place in my ass.

Every few days for the next couple of weeks I would have to go to the CEO’s office. Sometimes she would be there and she’d make me strip and lick her to orgasm, sometimes she was traveling and I’d lick Julie instead. And then the plug in my ass would be replaced with the next size up.

Finally came another day that Greg gave me paperwork for the CEO. I felt a flutter in the pit of my stomach. There was only one anal plug left, the enormous one, the one that I thought of as Greg-sized. I was worried it would be too intense, too painful, simply too large for me. But if I couldn’t take it then I’d never be able to take Greg, and I really wanted that. I wanted my boss to have my anal virginity. Just the thought of it made me instantly wet.

I arrived at Julie’s desk. She beckoned for me to bend down so she could say something to me too quietly for anyone else to hear.

“She’s really horny today. She wouldn’t even let me give her her usual ‘morning coffee’ since she wanted to keep herself on edge for you. So today’s your opportunity to make her cum fast. I think she’s looking forward to licking you as much as I expect you are to being licked.”

Julie stood up, opened her boss’s door and directed me into the office. The CEO looked up. I felt a flutter in my pussy at the thought that today might be the day I finally earn my prize, my first CEO-induced orgasm.

By now I knew the routine. Without being asked I undressed. The CEO watched as my clothes piled up on the floor until I was standing stark-naked in front of her desk.

“I’d forgotten how pretty you were,” she said. She stood up and unzipped her skirt and stepped out of it. As always she wore stockings but no underwear, her hairless pussy looking as mouth-watering as usual. She then unbuttoned her blouse and took off her bra, something she’d never done before. She was completely naked apart from her stockings, dark brown with somewhat incongruous bright-red elasticated lacey tops.

She walked round her desk and stood beside me. I bent over her desk, again without being asked. She pulled the plug, the next-to-largest plug, out of my ass. She licked a finger and then roughly pushed it into my asshole. Still distended by the plug it penetrated easily. She finger-fucked my ass a few times. It felt surprisingly good. Well, not so surprising any more. A few weeks ago I’d never even been touched there. It seemed weird and dirty. But I’d learnt to appreciate the pleasure my asshole was capable of experiencing during the past few weeks. Now I even relished the thought of Greg’s cock in there, something that used to terrify me.

“Yes,” she said, “you’ll soon be ready.”

She sat down in the chair and draped her legs over the arms, her bald pussy shamelessly gaping invitingly between her thighs. I knelt down in front of her. Remembering Julie’s coaching I started to lick her clit, harder than I like myself but just how Julie had shown me.

“Oh yes, you have been learning, haven’t you,” she said. “That’s much better than the last time. Nearly as good as Julie.”

The tip of my tongue roughly rubbed over the CEO’s tiny pleasure bud. I brought up two fingers and positioned them between her lips, just nestling in the entrance to her cunt. When I could sense that the CEO’s arousal was high enough, I vigorously rammed them into her wet hole and I started to fuck her with them, hard and fast, curling my fingertips up to her g-spot.

“Oh my god,” she cried out. “Yes, yes, oh, don’t stop, don’t stop.”

Suddenly she fell silent. Her body tensed up rigid. She grunted. And then she was cumming. I could feel her orgasm quaking on my fingers in her cunt.

“Oh yes, keep licking,” she moaned as the pleasure of her climax burst through her body.

Her orgasm had barely run its course when she leapt up.

“Sit in the chair,” she said, almost pushing me there in her haste. I spread my legs and she squatted in front of me, bent forward and started to lick me. Undiluted twinges of excitement radiated out from my clit where the CEO’s expert tongue gyrated. She certainly knew what she was doing. I felt a finger slip into my cunt and then, to my surprise, she slipped a second finger into my asshole. My mind was totally focused on that small area between my legs. She started to fuck both my holes as her tongue continued to dance on my clit.

I couldn’t last long under the assault. My orgasm came racing up out of nowhere and washed over me like a breaking wave. “oh my god,” I heard myself cry out as my body burned with ecstasy. She slowed down fucking me with her fingers, started to just lightly tongue my clit, coaxing ripple after ripple of pleasure from my groin. My first CEO orgasm was way better than I could have imagined. I lay there, almost limp, as my body returned to normal.

I heard the CEO getting the ass-plug box out of the credenza. I bent over her desk. I expected her to summon Julie to lick my asshole as usual, but instead she bent down behind me and licked my asshole herself. Can you imagine how exciting it is to be a fairly junior administrative employee and have the CEO’s tongue in your asshole? Then, when she had my asshole slick with her saliva, she worked a finger into me. I felt her force a second finger into me, dilating my virgin hole even more.

She picked up the enormous plug, the Greg-plug. She also picked up a small bottle of lube and squirted it onto the plug. I couldn’t decide if it was incongruous or obscene when she rubbed the slick gel onto the plug with her hand. I felt the point of the plug in my asshole. Even the point was large. She pushed slowly but firmly. I felt my ass start to distend, doing my best to accommodate the enormous intrusion. At first is was pleasurable, then it was intense and finally it started to be painful. I gritted my teeth, determined not to cry out, determined to take it. I imagined that it was Greg’s cock entering me for the first time.

She stopped pushing for a moment. Then, taking me by surprise, she rammed it hard into my ass. I squealed as the pain stabbed through me but then it was in, locked in place. The CEO sat back down at her desk and started to work on the computer as I slowly got dressed. It was really hard to walk naturally with such an enormous object in my ass.

Greg beckoned me into his office. I walked around behind his desk, pretending to look at something on his computer screen. He reached up and pressed his fingers against the huge plug in my ass. My asshole was still tender and it provoked little jolts of pain when Greg wiggled the plug a little.

“This must be the last one,” he said. “I want to see it.”

I undid the button on my pants and unzipped them, letting them fall to my ankles. I pushed my panties over my hips to join them. It always felt especially erotic to be naked like that, all innocently fully-dressed above the waist, and naked below the waist out of sight behind Greg’s desk. Greg pushed his chair back away from the desk so he could get a good look at the base of the enormous black anal plug nestling between my ass-cheeks.

“I call it the Greg-plug,” I told him. “Because it’s about as big as your wonderful cock.”

“The next thing in your ass will be my cock. Doesn’t that turn you on?” Greg reached between my legs and ran a finger along my pussy lips. “You are wet just thinking about it.”

“It does turn me on. But it is still a really scary thought. You are so big.”

Greg pushed the tip of a finger into me. Even I was surprised at just how wet and engorged I was. The semi-nakedness, the plug throbbing in my ass, Greg’s finger in my pussy, the thought of Greg’s cock in my ass in the near future.

Then suddenly Greg asked me something about budgets. He reached down and pulled up my panties for me, and then my pants. A moment later I was walking out of his office, the professional woman again.

It was a few days later that Julie gave me a call and asked me to come to the CEO’s office to pick up some papers. When I got there she opened the door and led me into the office. Greg and the CEO were already there. I suddenly realized that today must be the day. I felt that feeling of little butterflies rippling in my stomach. And in my pussy, more butterflies rippled through my pussy.

Julie locked the door. The CEO stood up and started to unbutton Greg’s shirt and then moved to undo his belt. In a short time Greg was naked, his cock huge even hanging flaccid. Meanwhile, to my side, Julie slipped out of her blouse and bra, revealing her wonderful pert black breasts. A short time later her pants and panties fell to the ground and, as always, I found my eyes drawn to her hairless sex, a deep groove at the top of her thighs.

The CEO came out from behind her desk. She was already naked from the waist down, her blouse not long enough to hide her bald pussy, the one that I’d finally managed to lick acceptably just the week before.

The naked Julie moved in front of me and started to undo my blouse. She slowly undressed me while Greg and the CEO watched.

“Bend over the desk,” the CEO said to me. I bent over, pressing my breasts onto the leather as I had many times before.

“Julie, prepare her.”

Julie reached down and tugged on the anal plug. She had to pull hard but finally my body relented and released its prize. Having been wearing it for days I felt empty without it. Julie bent down behind me, spread my cheeks, and I felt her tongue once again circle my asshole, probing it, moistening it, making it ready for Greg.

Greg came over and stood beside me. Julie stopped licking my ass and started to lick Greg’s cock. I could see it growing larger in her mouth as her tongue swirled over his knob. She held his shaft as she licked, her small hands barely able to wrap around it. I felt a pang of jealousy seeing her licking my boss’s cock. I wanted it in my mouth, not hers.

“OK, it’s time,” the CEO said, sitting back down at her desk.

Julie stood up and went and knelt in front of where the CEO was sitting.

“Give me your hands,” the CEO said to me. I reached in front of me and she grabbed my hands. Greg would be in complete control of my ass, I would be unable to reach back to control him in any way. Julie started to lick the CEO’s pussy.

I felt Greg’s hands on my ass cheeks. He pulled them apart hard. I knew my tender little asshole would be exposed defenselessly. I felt the tip of his cock nestling in the center of its target. I was almost unable to move, my thighs pressed up against the desk, my arms immobilized by the CEO, Greg’s hard cock pushed against my asshole.

Greg pushed his hips forward, not fast but very firmly. I felt my body resist him a bit at first and then my asshole started to distend as the huge mushroom of his cockhead invaded me. It felt very different from the ass-plugs, the hard flesh of an erect cock as compared to the slippery plastic of the plugs. I gritted my teeth. It was very intense. No, it was uncomfortable. No, it was more than that, it was painful. But it was a nice sort of pain. I gritted my teeth and focused my attention on the huge rod entering the tightest hole of my body.

“He’s really big, isn’t he,” the CEO said as I screwed up my face as my asshole strained to accommodate him. Over the edge of the desk I could see Julie’s pink tongue spiraling into the CEO’s pink cunt. I could tell the CEO was enjoying my discomfort, watching Greg dominate helpless little me while her assistant pleasured her.

I found it was hard to tell how far Greg was into my body. With his hands spreading my ass-cheeks and his cock in my ass it felt like I was being pulled in two. Greg pulled back a little and then thrust his hips forward, inching himself into my virgin ass. My pussy was quivering with little tremors of excitement. It felt like I was oozing juice. Each time he thrust a little deeper into me I would have a jolt of pain and then it would subside to a dull throb.

“Are you completely in her?” the CEO asked.

“Only about halfway.” I couldn’t believe he wasn’t almost completely in me.

“Well fuck her anyway.”

I felt Greg’s cock pull back and then he thrust forward. Each stroke of his cock seemed to gradually get a little deeper into my body. He was so long as well as so thick I worried if I could even take him all. It was an odd mixture of intensity, bordering on pain, and a wonderful feeling of arousal and achievement as he gradually worked his way into me. I cried out on each stroke, it seemed to enhance the pleasure and minimize the pain. The CEO bent forward and kissed me, driving her tongue into my mouth as Greg drove his cock into my ass.

“She needs a bit of help, I think,” the CEO said to Julie. The black girl stood up, came around to the front of the desk and maneuvered herself so she was sitting on the floor between my legs. She started to lick my clit and finger my dripping pussy as Greg continued to ream my throbbing asshole.

Julie’s tongue had me close to orgasm when finally I felt Greg’s belly pressed against my ass. He was finally completely in me. The pain had gone away as my body finally surrendered, its last trace of resistance overwhelmed.

“Yeah, fuck her hard and fast,” the CEO told Greg.

Greg started to move in my ass, pulling himself back so that he felt like he might pop out of my ass completely and then vigorously slamming his cock back deep inside me. The combination of Julie’s tongue on my clit and Greg’s cock hammering my ass took me over the top and my whole body started to explode in an intense orgasm.

“Oh yes she’s cumming,” the CEO cried. “Give her a huge orgasm guys.”

She bent forward and kissed me again. My pussy and my asshole clenched and unclenched as the arc of my orgasm progressed. I heard someone cry out in ecstasy before I even realized it was me. Greg pumped himself hard and fast into my ass, Julie fucked my cunt hard and fast with her fingers while her tongue did amazing things on my tender clit and the CEO’s tongue swirled around in my mouth.

Finally I was totally enjoying my first anal sex. My asshole was completely relaxed, no pain and nothing but pleasure as Greg’s mammoth cock pummeled me. I sensed that Greg must be getting close to cumming. I guessed my tight asshole must feel pretty good to him, a tight ring sliding up and down the shaft of his cock.

“I want to see you cum in Julie’s mouth,” the CEO said.

Julie stopped licking me and slipped out from under my legs. Greg continued to hammer my ass, harder now and faster. He was clearly close. One moment he was thrusting into my ass and then suddenly he pulled out. I felt an intense sense of emptiness. I looked back over my shoulder. His cock was pointing straight at the black girl’s mouth. Suddenly a huge jet of white cum shot from his cock straight between her lips ont her tongue. She reached up and grabbed his shaft and started to masturbate him as jet after jet of white cum shot into her mouth. Finally she wrapped her lips around his cockhead and drew out the last remaining dribbles with her tongue.

The CEO let go of my hands and I stood up. I was no longer an anal virgin. I felt proud that I’d managed to take Greg in my ass, the biggest cock I’ve ever seen. Well, OK, I’ve only seen two but trust me, it is enormous.

“Very good,” the CEO said. “It never gets old watching a girl take it up the ass for the first time. It’s nearly as good as making straight girls lick my pussy for the first time.”

This job was certainly different from anywhere I’d worked before. When I started I’d only had vanilla sex with my husband. Now I’d had sex with Greg. And with two women. And taken it up the ass. All at the same time. I wondered what the next “employment benefit” would turn out to be.