The time I fucked a college intern from my work

My first two times cheating were both with women that had a connection to my work so I think I naturally paid a little more attention to looking for other potential future flings while there. I knew I didn't want to pursue anything with current coworkers because I thought that had a greater possibility of rumors spreading around the office and getting back to Stacy, but I figured temp workers might be a safer option for me if I chose wisely. The first such opportunity for me ended up not being a paid temp at all, but a college intern that was appointed to my team.

The day I met Kelsey, my dirty mind already started thinking about the things I'd like to do to her. She was a college senior who needed to complete two different internships before she graduated, and ours was the first. Not only was she tiny, maybe 5 feet tall, but she had that innocent and naive look to her, where she looked as though she still felt like a kid trying to dress up as, and pretend to be, an adult. Of course I always wonder if those girls are the wild ones when they're with their friends and the drinks start flowing. She wasn't one of those girls that make your head turn when you see her walking by, but she was definitely cute. She had medium length, wavy brown hair that fell just past her shoulders and her brown eyes were surrounded by large-framed, horn-rimmed glasses that were perched on her button nose and gave her that studious look. I wouldn't call her chubby, but her curves suggested she wasn't the type of girl to order a salad at a restaurant and not finish it, but more of the girl that would have her own meal while still stealing some of your fries.

With no prior relationship in place with her like the first two women I cheated with, I knew I'd probably have to play the long game with her over the three months she'd be interning with us if I was going to have a chance of fucking her and I decided I would take on the role of being her main instructor for the duration of her internship.

After being around her for the first couple of days I wasn't regretting my decision to take her on as my intern as I could tell she was a very bright girl who caught onto things quickly. She was also sweet and turned out to be pretty personable once she got comfortable around you. I kept our conversations largely about work related topics for the first few days with some innocent small talk mixed in, but by the time Friday rolled around I felt asking her about her weekend plans wouldn't seem overly personal. I was somewhat surprised when she volunteered to me that she had broken up with her boyfriend only a few weeks prior so she was likely just staying in and binging a Netflix series if no other option presented itself. Filing away the fact in my brain that she was newly single I also found out what she was currently watching (coincidentally, a series I had just finished and actually enjoyed) as well as the fact that she has one roommate, who is one of her best friends (the two of them started watching the series together and promised to not watch any episodes without the other around, so she's not as far into the series as she might otherwise be).

I let her leave shortly after lunch that Friday. She was ahead of where most interns were at this stage, and there wasn't much more to be done for the rest of that day anyway. I let her know there might be some nights we ended up staying longer than planned so I'd try to sneak her out early from time to time when I could. I've found it's always a good idea to lay the groundwork for later when you want something from an intern, and I had hopes to take full advantage of that. As she gathered her things, she thanked me with a grateful smile and told me to have a nice weekend.

Over the course of the next week or two, I made it a point to find out more and more about Kelsey. If there were little breaks in the day I'd ask innocent things like where she was originally from, what's her family like (mother, father, brothers, sisters...), her hobbies, likes and dislikes... Etc. It was all so that I could get a better picture of her life outside of work so that I could figure out the best way to seduce her, but also so that she would see me as someone who thought of her as not just an intern, but a person as well.

After that groundwork was laid down, I started giving her small compliments, first on the job she was doing, but then about her appearance. The first time I gave her a compliment on her appearance was when she wore a new blouse to work. It was a pale pink color that brought out the natural rosiness of her cheeks. I waited until she had come into my office to ask a question before I said, "Kelsey, I know we're supposed to be professional here, but I hope it's ok if I tell you that color looks absolutely fantastic on you." She blushed a little and murmured a "thank you" that was as adorable as it was shy, but gave me the indication that she would be accepting of more compliments in the future.

As the weeks went by, I noticed her confidence growing incrementally, which only made her more alluring. Each time I'd offer a small compliment about her hair or her outfit with the same preface of "I know we're supposed to be professional here but..." and I'd watch the way she'd smile and thank me as her eyes lit up with pleasure. Her clothes started getting tighter and more revealing and I decided it was time to push the boundaries. On one particular day she was wearing a pair of pants that hugged her apple-shaped ass in all the right ways and was drawing the attention of many of the male staff members, as well as a few of the women, and I decided to tell her exactly that. "Kelsey," I said, calling her into my office under the guise of going over some paperwork, "I've noticed the way you've been carrying yourself lately. It's like you're coming into your own." She smiled and took a seat across from me, her legs crossing as she did so. I then leaned forward in my chair, my eyes lingering on the way her pants stretched over her full thighs and dropped the volume off my voice a notch. "And I know we're supposed to remain professional here, but I've got to tell you those pants are extremely flattering. I don't think there's a man in the office that I haven't caught checking out your backside today, a few women too." I said with a chuckle.

Her cheeks flushed a deep shade of red as she looked down at her lap, trying to hide her smile. "Thank you, David," she replied, her voice a bit shaky, but there was a hint of something more in her tone. A spark that told me she liked the attention. "I appreciate the... uh, compliment." She stumbled over her words a bit, which only served to make her seem even more adorable. I knew I had her hooked.

Over the next week, my compliments grew more and more suggestive. I'd comment on the way her glasses made her look "smart but sexy at the same time" and remark on how I caught men in the office staring at her ass again or gawking at her breasts. She'd giggle, sometimes looking a bit embarrassed, but she never rebuked me or reported my behavior to HR. In fact, she seemed to be basking in the attention and I started noticing how her interactions around the office grew steadily more flirty and I knew I wasn't the only one in the office who was fantasizing about fucking her.

With about two weeks left in her internship, I knew it was time to start making my move. Her work had continued to improve as her self confidence grew and I figured she was ready to lead a client, at-home meeting, with me present of course to supervise. I informed her of the plan at the beginning of the week so she could prep beforehand. We had already done several of these together with me as the lead, but Kelsey had been gradually able to interject more and more so I wasn't overly concerned about her ability to take the lead on this one. Still, the nerves can creep in sometimes and throw someone off their game.

Fortunately when the day came, Kelsey was as prepared as I'd expected her to be and the meeting went off without a hitch. She barely even needed me there if I'm being honest. Beyond a couple of instances where she asked for me to confirm a stat, I largely stayed silent. After saying goodbye to the clients and we settled back into the car, I told Kelsey what an excellent job she did. The beaming smile on her face told me she felt just as good about how things went and I made the suggestion to go out and celebrate with a drink or two, my treat. She didn't hesitate to accept and I picked a nearby bar that I knew of that wasn't overly loud and with seating available that would give us some privacy to talk.

Once we were seated at a corner booth, I ordered us a round of shots in addition to our drinks. I told her it was to celebrate her successful lead of the meeting, but my real motive was to get her tipsy. I hoped that once the **** started to kick in she'd be more relaxed, more open to talking about some of the more personal things I was planning on bringing up. She raised an eyebrow at the shots, looking at me with a mix of surprise and excitement, but didn't protest. We clinked our glasses together and took them down in one swift motion. The whiskey burned the back of my throat and the taste lingered in my mouth as I watched Kelsey's cheeks turn a rosy hue.

We talked a little about work, her upcoming second internship, and her plans for after graduation. But as we sipped our drinks, I noticed her eyes starting to glaze over and her cheeks growing flushed. It was time to switch topics.

"So, Kelsey," I began, leaning back into the plush booth, "have you started dating again since your breakup?" She took a big sip of her cocktail, the ice clinking against the glass, and her gaze drifted to the side for a moment before returning to meet mine. "Not really," she said. "I just don't think I'm ready to get back into a relationship yet."

The bar's dim lighting gave a comforting sense of privacy, and if it weren't for the noise from other conversations in the room, could give the illusion that we were alone. "Well, you know, it's okay to take your time," I offered, placing a comforting hand on her forearm. She nodded, looking down at my hand, and I could see her pulse quicken beneath her skin. "But a date doesn't have to become a relationship. I've noticed you've been looking pretty amazing these past few weeks." I gave her a knowing smile. "I'm sure you've had plenty of guys asking you out."

Her cheeks grew even redder, and she took another sip of her drink, the straw making a wet sound as she sucked up the last of it. "A few," she admitted, glancing up at me through her lashes. "But I'm just not interested."

Just then, the waitress sailed over, seeing our empty glasses on the table. "Another round for you two?" she asked, and I nodded before Kelsey could protest. She returned the nod and sashayed off to grab the drinks.

When she left, I leaned in closer to Kelsey. "You know," I began, my voice a smooth purr, "Sometimes it's good to just get out there and have some fun. Haven't you ever heard the saying that 'the best way to get over someone is to get under someone'? You're a gorgeous, young woman with a bright future ahead of you. You should explore and enjoy yourself." I could see the wheels turning in her head, the **** loosening her inhibitions and as if on cue, the waitress arrived with our next round of drinks.

Kelsey took a big sip of her fresh cocktail, the sugary concoction making her lips glisten in the low light. "Maybe," she said, her voice a mix of doubt and curiosity. "But it's not like I'm just looking to jump into bed with anyone." She paused, the **** giving her the courage to hold my gaze. "It has to be someone... special."

I nodded solemnly, my hand still resting on her forearm. "I completely agree, Kelsey," I said, leaning even closer so that my breath tickled her ear. "You shouldn't settle for just anyone. You deserve to be with someone who knows how to make you feel good, who's going to take his time and make sure you're satisfied." She swallowed hard. I knew she was feeling the tension building between us but I wasn't going to be the one to voice what we were both thinking.

"You mean someone like you?" she whispered, her voice barely audible over the din of the bar.

I met her gaze, feigning surprise. "Well, I don't know if I was suggesting me, but I'm flattered you'd think that " I chuckled, playing coy. "One problem though is that I am your instructor, and if word ever got back to the college about things happening between us during your internship, that could be bad for you and me. Of course, you are finished next week so..." I stated suggestively, leaving the sentence unfinished.

The way her eyes searched mine, hungry for more, told me she knew exactly what I was getting at. She bit her lower lip, and then I felt her foot under the table rubbing along my shin and moving upwards. She stopped at my knee, paused, then continued back down, her eyes never leaving mine. I smiled at her then calmly sipped my drink, showing no outward signs that my heart was pounding against my chest. This was exactly what I had hoped for when I first laid eyes on her all those weeks prior and now I knew fulfilling those fantasies were well within my reach. Keeping my voice even I said "Speaking of next week being your last, I guess I have to be the bearer of bad news and let you know we'll probably have to stay at the office on Friday night a little longer so that we can complete your review. Probably after everyone else has left the building so we'll end being there alone. I hope that's ok?"

Kelsey's foot stopped moving for a moment before she nodded slowly, her eyes glazed over with lust. "Sure, that's fine with me," she murmured, her voice thick with arousal. She understood things wouldn't be progressing any further tonight, but there was the promise of something more, something illicit, in the very near future.

We finished our drinks and headed back to the office. The tension between us was palpable as we walked in silence to the car, with the drive back to the office equally quiet, both of us lost in our own thoughts of what was to come.

The weekend passed with no interaction between us, and I found myself driving to work on Monday with a knot in my stomach. I wondered if the **** had been the only thing fueling her flirty behavior or if she truly wanted to fuck. I had an idea of the answer to that question when I saw Kelsey walk into the office shortly after me, dressed in those same tight pants she had worn a few weeks ago that accentuated her round ass and a v-neck blouse that gave a tantalizing peak of her cleavage, while still remaining work appropriate. The smile that she directed to me when she caught my eye was all the confirmation that I needed and I felt a stirring in my pants.

As the week progressed, the flirty glances grew into lingering touches and whispered innuendos when we were sure no one was around, that only served to build the sexual tension between us. Each day dragged into the next as we counted down to the end of the week, and the end of her internship, until Friday finally arrived. That morning, I walked into the office, and the electricity between us was almost palpable. Kelsey's outfit was a deliberate choice—a tight, black skirt and a form-fitting blouse that hugged her perky breasts, and she had worn her hair down so that it fell onto her shoulders and across her upper back. That, combined with her trademark glasses, gave her the look of a sexy librarian who was ready to unwind and I found my cock swelling in my pants almost immediately. She greeted me with a knowing smile that seemed to say, 'Tonight's the night'.

The day seemed to crawl by as we both went through the motions of our work, trying to make ourselves look busy while getting close to nothing accomplished and stealing glances at each other across the office. By 3:00, the rest of the team had started to pack up, eager for the weekend to begin. By 3:45 I made a show of calling Kelsey into my office so we could go over her final review, and by 4:00, the office was finally empty except for us. The silence was a stark contrast to the usual buzz but we managed to keep our hands off each other, going through the motions of completing her review (which really was excellent by the way) for another fifteen minutes to ensure no one returned before I felt safe enough to close the office door and lock it behind me.