(F)ucked up big time with one of (M)y interns yesterday. (35m, 22f, long) | 2016

(Throwaway account and all names changed because obviously.)

A note: this is really long, partially because I am never going to be able to tell this story to anyone I know for reasons that are obvious, and partially because I had easily the best sex of my life last night and as a long-time reader here, I thought many of you would want all the juicy details. Feel free to skip to the good stuff below.

So the backstory on me: I co-founded a company straight out of college, and things went well. It got bigger and bigger, and a couple years ago we were bought by a much larger company. They were based on the East Coast and we weren’t, and I was a life-long Cali resident with no desire to move to a gloomy northeastern city… this meant that in order to close the deal, the company buying us had to agree to let us open and run a West Coast office. My partner took a buyout and split, but I stayed on. This had an interesting effect- even though I’m probably #15 or so in the company, I’m the top guy in the West Coast office with about 50 employees working under me, give or take, which makes me look a lot more powerful than I actually am.

Most people at the company are young, with late twenties/early thirty being the average. When you're in charge of a large group of young people and are fairly young yourself (and you care about the consequences), you get quickly used to being the responsible one. Our company is full of high pressure all-nighters, travel and a lot of social drinking. But as a young, unmarried executive, the first thing everyone tells you is to leave your dick in your pants, and that lesson stuck with me. Most of our employees are women, and most of them quite attractive, but I've always kept a firm line in my head and have never once crossed it, despite loads of temptation and opportunity. At least, until last night.

We have a robust intern program, so there's usually five or six new college grads running around the office at any given time. I don't interact with them much, so I don’t pay much attention (or do the hiring). So when we started a new crop a couple weeks ago, I didn't notice Shelley.

Shelley was pretty but a little bit plain, and not really my type at all. Chinese-American, with a pretty face usually lit with a great smile, black hair pulled back in a ponytail but usually with a little hair coming out of each side. She was tiny: 5-foot-3 and very skinny, with no real hint of any curves under her "not quite sure how to dress in an office so going to dress like my mom" outfits- lots of pantsuits and not terribly flattering jacket/blouse combos, even though the office attire here is generally pretty casual. I'm an ass-and-tits man through and through, so I didn't really pay her much attention. At first.

Obligatory paragraph about me: I'm not the most handsome man in the world but I do alright and take care of myself: 6-foot-3, spend time at the gym, well-groomed and very well-dressed, thanks to my girlfriend of the last six months taking over shopping duties for me. I put a lot of my twenties into working, and now that the money’s come in, I like to have fun and so I haven’t caught the marriage bug yet. I could see maybe getting there with the woman I’m dating now, but monogamy has been tough for the last four months, and I confess I’ve missed the good times I had on Tindr.

I like life, I’m happy and I try to make my staff feel welcome, so I try and make a round of small talk with everyone as I make my way through the office in the morning. That part's important, because I noticed on Monday that when I stopped by the "intern corner" to say good morning, Shelley looked totally different. Clearly she'd had a makeover over the weekend- new haircut and a new outfit comprised of a tight pencil skirt that showed off what looked like a nice little ass, and a white blouse with one extra button undone, showing off some very smooth, almost porcelain skin… and some previously undiscovered B-cup breasts. She had gone from plain jane to absolute knockout in a weekend. I of course kept it together, but unlike the nervous "hi"s the other interns usually gave me, Shelley gave me a huge smile and asked what I did over the weekend- pretty bold for an intern, at least compared to the norm. I politely answered and made my way to my office, where I shook it off and got to work on the pile of papers on my desk.

Over the week, it seemed like she was making an effort to bump into me when she could. I'd go to get some tea in the kitchen, and she'd suddenly show up to make some coffee, and a little small talk. I'd walk out to go to a lunch meeting and she'd walk across the office and smile when she’d catch my eye before I could make it to the door. At one point, she was talking to someone whose desk was right outside my door, and I looked up to see her bent down with her ass pointed right at me. It was awkward to stand there- was she doing that on purpose? Nah.

Friday is when it finally clicked for me that something was definitely up. She “caught me in the kitchen” like she’d been doing all week, but today she stood extra close… way closer than she needed to. Asked a few too many questions about what I was doing this weekend, and at one point, put her hand casually on my arm when laughing at a joke. Now I’ve been around a bit, and I absolutely know that move. But again- there's a line, so I kept my cool. Was actually pretty proud of myself. You get yourself out of a situation smartly and you win- plus you can always jerk off to it later. Easy enough.

So, onto my big fuck-up.

With the girlfriend out of town for the weekend, I decided to take a day to get ahead of some projects I was running a little behind on. As I arrived to what I expected to be an empty office, I was surprised to see several cars in front. I walked in to find one of my junior staff and a few of the interns, one of whom was (of course) Shelley, who looked a little too happy to see me for my comfort. I nodded, but kept going straight to my office. Turns out there was a big project the interns were working on this weekend, and I hadn’t noticed the email about it. Gulp.

I got to work, when suddenly my employee popped in looking pale, and informed me he wasn't feeling well and if it was ok for him to leave early. Since there were four interns there and they were busy with tasks, I didn't see much of an issue, and besides, he looked like death.

Around lunchtime, I ordered some delivery for everyone, and decided to be social and eat with the gang in the conference room. This was mistake #1- I hadn’t thought this through. Throughout lunch, I couldn't stop looking at Shelley. Everyone was dressed casually, and Shelley was wearing yoga pants and a tight, grey tank top under a light white jacket. I snuck a glance as she grabbed a soda, and her ass looked amazing, nice and tight. I also noticed that Shelley had some very hard nipples. Even though her jacket was covering them, whenever she turned or moved her arm, you could see them clear as day. I couldn't help but sneak a few looks when the opportunity arose, and at one point, she clearly caught me doing so. Mistake #2.

I quickly looked away, but I am certain I saw her mouth form a slight smile. Busted. With lunch almost done, I made a quick exit and went back to my office to work, trying my best to avoid her for the rest of the day, and was pretty successful at it. Around 5, one of the interns knocked on my door and said they were all done and leaving for the day. I was relieved (and a little disappointed not to get a last look at Shelley), said goodbye, and got back to work.

About an hour later I was wrapping up, when I heard the faint BEEP of a keycard letting someone in door. Could’ve been the cleaning lady, could’ve been someone dropping by to grab a hard drive or some papers, it could’ve be anyone- but I knew who it was. A faint knock at my open door and a "Hi Mr. Throwawaybadhuman, are you busy?" and my hopes/fears were realized—there was Shelley.

Now I have to come clean- this is my fuck-up, and it was a conscious decision. I know what I did was wrong. I have a girlfriend. I have common sense. I wasn’t drunk, wasn’t stoned, wasn’t lonely, and I was not particularly overcome with lust. Everything in my brain was telling me not to, but I said "just wrapping up, come on in!" and invited her to sit down, knowing exactly what I was doing. I wanted her, she’d been giving me signs all weeks that she felt the same- and that was without me making any effort at all. What would happen if I did?

She came and sat down, and seemed instantly at ease. In hindsight, I realize that I never actually asked why she'd come back, and she never actually made any effort told me. We talked for a little while, at first about work and office stuff, then slowly getting into the personal. She asked a few personal questions, and I did the same. It was pretty clear to me that she was no wide-eyed little girl, like some recent grads can be. Shelley was a woman, a very young one, but one that was confident in herself and seemingly in on the game. Maybe I'm saying that as an excuse. But I have to say the conversation felt less like a boss-employee talk than it did a date after fifteen minutes. She made jokes, I made jokes, and the conversation started to get a little flirty, nothing obvious but neither of us was shying away from things that were clearly inappropriate.

The windows were shut and the A/C was off, and after about a half hour in my office it was getting a little warm in the room. She fanned herself a little bit, and then she took off her jacket, leaving this beautiful young thing in front of me in a tight tank top and yoga pants. Any blood left in my brain was gone elsewhere at that point.

I decided it was time to pour a drink and asked her if she'd like one, and she said she would. I went out to the kitchen to grab some glasses and ice, and I came back to find Shelley in my chair, feet on my desk. “Are you gunning for my job?” I asked, and she smirked a little and said “well, not your job.”

----------THE GOOD STUFF----------

We locked eyes for what was maybe three seconds, but those three seconds felt like an hour to me. She stood up and moved to past me to give me my chair back, but as she brushed to get past me she put both her hands on my chest and stopped. I put one hand on her hip and looked in her eyes, basically to say “are you sure” without breaking the mood by saying it.

She was. We kissed, hard. Sometimes when you kiss someone the first time, it starts soft and you get into it slowly… not here. We went for it. Tongues going hard, it was intense. After a little bit I moved my hand down to her ass, almost having to stoop to get to it, she was so short. I went down the curve of her back, and her right ass cheek almost fit into one hand perfectly. I grabbed it, hard, and she let out the sexiest moan I’ve ever heard come from a girl in my life.

I picked her up, putting her down on the side of my desk. She leaned back slightly (I think she may had a vision of pushing all of the stuff off my desk so we could go at it right there, but while that sexy in the movies in real life not so easy to do with a big monitor, coffee cups, and piles of papers) but I pulled her back in closer to me and moved a hand up to her breast, never breaking the kiss. She was perfectly lined up with me, and she put one hand behind herself for leverage as she began to grind against my bulge and unbutton my shirt while I continued to grope at her breasts and kiss the smooth, flawless skin on her neck. I could feel her hard nipples through her bra. I had to see these tits, now.

I pulled her off the desk and put her against the wall, a little bit suddenly and a little bit too roughly. She let out a gasp, but the kind of gasp where you know it’s ok. She reached down and fumbled with my belt, I lifted her tank top up, exposing a tasteful bra, black but mostly sheer, covering tits that were a bit bigger than I expected. I wanted that bra out of the way but before I got to it, she won her battle with the button on my jeans and in a single move, stuck her hand in my boxers and pulled out my cock, giving it a few nice tugs before she broke our kiss.

It felt so good it caused me to stop for a second, though I quickly reached down to rub her through her yoga pants. After a few seconds she looked down at my cock and looked back at me with a gleam in her eye, and playfully pushed me towards my couch. (Now about my cock- look, much as I’d like to I don’t have an 11” porno cock for you guys, but I am packing a thick, uncut 7” that I’ve not heard complaints about- hope that’ll do. Seems /gonewild is often full of porno cocks, even though the real world doesn’t work that way, but honesty’s the name of the game here.)

I took the cue and sat down, locking the door on the way, and she took a second to peel off those yoga pants, revealing a shiny black string thong that looked practically bodypainted onto her. I took a second to look at her beautiful little body, her porcelain white skin perfectly framed by her long black hair (still in a ponytail), a sheer black bra and black thong. Turns out an ever-so-slight slight hourglass figure was hiding under those clothes, and there was not a single ounce of fat on her body. She was athletic but not in the muscular way, tiny but with curves exactly where you want them. Everything was perfectly smooth, every curve flowed perfectly into the next one. Her body was unbelievable.

She came over and straddled me, my rock-hard cock fully out of my boxers at this point. I lifted us both up and pulled off my jeans, trying to remove any layers between us as she wrapped her legs behind me. Before I could get my boxers off she pulled close and began to rub herself up and down on my cock while we kissed, and it felt incredible- I could feel her pussy lips through her silky thong. I took the opportunity to remove her bra, and was greeted by the most fantastic pair of tits I’ve seen in my 35 years.

Now these tits were incredible, I have to stop to describe them. They weren’t huge- each was a little more than a handful, but seemed bigger than they looked because 1: they were completely gravity-defying and 2: they were attached to a tiny, perfectly composed frame with not an ounce of fat on it. Perfect little half-globes, and in the middle, the hardest nipples I’ve ever seen. Her areolas were barely visible, but the nipples stuck out easily a half an inch, and they were thick- maybe three pencil erasers in size. I know it sounds like I have a nipple fetish, which I don’t really, it’s just that these were sheer perfection (here’s a handy visual aid: this is close, only hers were darker and stuck out a little further, and her tits were a little bit bigger/better shaped).

Her nipples must have been sensitive, because as I reached up to touch her beautiful tits I got one of them between two fingers and gave it a very light squeeze, and she let out a loud moan and dug her fingers into my shoulders. I bent her back and put one in my mouth, which I’d been dreaming about doing since lunch. I sucked and nibbled on each (it took all my strength not to chew on them, I think she’d have liked that too) and she mewled and moaned while continuing to grind away on me at a steadily increasing pace, my hands pulling her ass toward me, spreading her ass cheeks a little bit from my grip. She was Chinese, but she’d grown up in Cali around Americans- so I consider the delicate little moans that came out of her mouth, which wouldn’t be out of place in an “Asian Porn” video, scientific proof that they must be some sort of genetic thing, not cultural. It was a huge turnon.

I flipped her around, and laid her on the couch, but realized going to far would make it time to go get a condom that I might or might not have on me, and I didn’t want to break the mood to go on a treasure hunt. I spread her legs and got between her, pulled off my boxers, and spend a few seconds rubbing the underside of my cock between her lips, aiming for her clit. I could feel the wetness down there, and there was more than a little precum of mine contributing to it. Her eyes were locked on my cock the entire time. But I wasn’t there to dry hump, so I backed off, pulling off her thong as I did.

Doing so revealed a gorgeous pussy- a nice big pubic mound protruding and some surprisingly big lips for a girl as small as her. Best of all, it was completely clean-shaven and glistening wet. I sat her up, got on the floor, spread her legs and dove in, teasing her for a few seconds by kissing her inner thighs and mound before I gave a long, hard lick to her clit. With that, she moaned loudly enough to snap me back to the fact that we were doing this in my office, which was private enough- but not totally private.

She must have noticed me pause because she opened her eyes and made a cute “erp…sorry!” face at me… but simultaneously pushed on the back of my head while spreading herself nice and wide, which left no question as to what she wanted me to do. I obliged, kneeling on the floor and licking that beautiful pussy for what felt like an hour but was probably five minutes tops, alternating my hands between spreading her legs wider, giving her a light fingering around her hole (but never going in) while I gave her clit my full attention, reaching up to gently rub her nipples, and grabbing her by the ass to pull her pussy closer. I did let my fingers make my way to her backdoor a few times, and she didn’t make any move to object- excellent. (More on that later.)

She began whispering quietly, seemingly to herself--I could barely hear her. But the things that came out her mouth only served to send me into more of a frenzy. “Oh god… oh god yes… oh god don’t stop… please.” And then she just kept saying “please, oh yes please” over and over, with quiet moans in between, which drove me even crazier. She was taking pains to stifle her moans, but as I picked up my pace and added the pressure, her breathing and her body language didn’t lie, and I knew she was close.

I kept things going at the same pace, but reached up and pinched one of her nipples good and hard, and that was it. As she gave in to her first orgasm, I could feel her entire body tense up. She grabbed a handful of my hair and practically pulled it out, and took what must have been twenty seconds worth of stuttering breaths before collapsing backwards and letting out a quick, whispered “holy fucking shit” to nobody in particular.

I got up on the couch and kissed her, letting her taste her own juices- she didn’t shy away from it like some women tend to. She returned the kiss with some light tongue, clearly still composing herself, and without any prompting from me reached down and starting jerking me off slowly. My dick had gone without attention for a little bit, and having her tiny hand wrapped around it felt amazing. She was delicate with it, but she clearly knew what she was doing.

I leaned back to enjoy it, but as soon as I did she stopped and gave me a peck on the cheek, jumped off the couch, looked me in the eye with a grin and said “my turn” as she took a big breath and put her head down onto my cock, trying to take as much in on the first go as she could. I could’ve cum right there. Some women in the past have had a tough time with the girth (it’s not quite coke can but not far off), but she took it like a champ, getting about halfway down before bobbing back up. Her mouth was so warm, full of saliva that she used liberally, and her tongue was making spirals around the tip and back of my cockhead as the suction and saliva caused a loud slurping sound. She put one hand under my balls and used the other to grip the bottom half of my cock while she went to town on it with her mouth. It was amazing- probably not the BEST blowjob I’ve ever had but damn close.

I was lying back on the couch while this beautiful young thing sucked me like she was trying to prove something, and life was good. I got into the moment, let my eyes close for a minute. Then I looked down, and saw that she was looking up at me with puppy dog eyes, seemingly pleading for my approval. As we locked eyes and I smiled to give it to her, she moved her hand and pressed on a spot between my balls and asshole, and that is what sent me over the edge, and I grabbed a fistful of her hair as I said “I’m gonna cum”. She didn’t pull back, she kept going, which I took as a green light. I came what felt like buckets down her throat, which she didn’t seem to have much trouble with until the end, when she suddenly gagged and quickly had to pull off, unfortunately timed so one last rope of my cum hit her right about square in the eye before she could move away from it. Ever the pleasure, she kept going with her hands, pumping every last drop out of me.

We both sat their stunned for a minute as she grabbed a tissue, wiped her face and collapsed next to me on the couch. As I caught my breath and looked around, the paranoia kicked in a little bit. Sitting in an office that reeked of sex with a fresh-faced young intern next to me, both of us completely naked and covered in sweat and sex and juices- this was maybe not such a good thing. I was searching for something to say when she broke the silence, not with words but by fondling my chest and kissing my neck very gently. Physically I wasn’t ready for more but mentally I felt like we had only messed around for a minute. I had to have more, I wanted it now, and I could tell she did too.

“Take me home with you,” she whispered in my ear. I knew I shouldn’t, but I absolutely did not care at that point. My job, my girlfriend, her youth… any and all guilt about any of that was wiped away instantly by Dick Logic: this had happened, it wasn’t going to unhappen, so might as well make the most of it until it was done happening, right? Right.

And quite a bit more happened that night, I’ll tell you the rest in part 2 as soon as I type it up.