College Internship Leads to a Threesome with a Hot Coworker and Her Boyfriend

I met Erica when we both interned at the same office during our senior year of college. We’d been in a few classes together, but I’d never flirted with her because I knew she had a boyfriend. As I saw her every day in the legal office, I admired both her professionalism and the way her ass filled out her cute skirts. Sometimes I’d catch her smiling at me, and one night, over happy-hour drinks, I finally got to hear what she was all about. The more we talked, the more smitten by her I became, so I finally said, “Are you and your boyfriend happy? Because if you’re not, I’d be interested in going out with you.”

She smiled at me, and then leaned in closer. “Well, Dylan, there’s good news and bad news. The bad news is that yes, Mark and I are very happy together. The good news is that I’ve always had a fantasy about having a threesome with Mark and another guy. He knows about it, but we both agreed that it would have to be someone very special and, well, maybe you could be that someone special.” She took a long sip of her drink after she finished, while I sat there, stunned. Had I really just been propositioned for a threesome by a girl I’d been lusting after?

Yes, I had, and there was no way I was going to say no, even if it did involve her boyfriend. Plus, if she was into him, he couldn’t be too bad. I told her that my only request was for me to have at least one date alone with her first, to get to know her better before I shared her with another guy. She agreed, and a cute blush colored her cheeks as she took another sip of her drink.

After that day, we were busy with our jobs but found time to take coffee breaks together, and even had dinner. The prospect of our eventual tryst lent an air of excitement to an otherwise staid work environment. One coworker must have sensed the erotic tension because he asked me if she was my girlfriend. I didn’t divulge our secret, just smiled and said we were good friends.

We agreed that a Saturday night would be best for our threeway, and the more I thought about it, the more excited I became. I’d get the chance to see what Erica was like in bed, and maybe I could even learn a few pointers on how to get her off from her guy. I didn’t know what she had in mind, but I was flattered that she considered me the type of guy who’d go for something like this. She told me Mark’s last name, and I checked him out on Facebook. He was a good-looking guy, and the photos of them together showed they were really in love. I was happy about that; if I couldn’t be her main man, at least she had a good one.

Then I started to wonder about the size of his cock. Mine’s pretty good-sized, and I’ve gotten compliments on it, but I couldn’t help being intimidated by the unknown. Since there was nothing I could do to increase my length or girth, I concentrated on thinking about how I’d please her. I wanted Erica to appreciate me as a lover, not to regret letting me into her bed.

As it turned out, I had nothing to worry about. On the appointed night, I went to their place. Mark opened the door. He was barefoot but wearing a crisp white-and-blue shirt and dark jeans. I could see why Erica was into him. When she appeared, though, the whole world stopped for me. She had on a low-cut dress that brought out all her beauty, and black heels that made her legs look even more stunning than usual. Her lips glistened and her hair was wet, looking like she’d just taken a shower. “Hey, baby,” she said, walking up and giving Mark a quick peck on the lips. “And hey there, office mate,” she said with a wink before leaning forward and giving me an even more sensual kiss. I thought it would be a short one as well, but it wasn’t. She kept kissing me, her lips sticking slightly to mine because of her gloss. For a second, I opened my eyes and saw Mark watching us. He gave me a quick smile, then moved behind her and kissed her neck. I felt his hands when he reached around to stroke her belly, and then the undersides of her breasts.

“Isn’t my girl beautiful?” he asked, his voice gruff. We finally broke our kiss, and he stood there as if presenting her to me. Then Mark opened her dress to reveal a lacy bra, through which I could see Erica’s pink nipples. I looked from her flushed face to his, then down to where he moved the lace aside to reveal one hard nipple. He tweaked it while we all watched, tugging it to make it even more erect. She dropped her head back against his shoulder, her red hair fanning out behind her.

Soon I was manhandling one of her breasts while Mark worked the other. This freed my other hand to slip up under her dress and find Erica pantyless.

“Does your girl usually skip her undies? Do you come to the office with your pussy bare, Erica?” I asked each of them a question, not really needing to know the answers. I just liked talking to her like that.

I sank two fingers into her creamy wetness while toying with her nub. “Answer him, Erica,” Mark said with a bit of an edge in his voice, slapping her breast as he said it. When she didn’t respond right away, he pulled her hair gently. “Sometimes I don’t wear panties to work, but usually I do because I get so wet. Mark sends me dirty texts, tells me he’s going to come over and fuck me and leave me to walk around with his come dripping out of me.” She whimpered after she said that, and my dick twitched. I’d love to watch them go at it in the office, and then see her try to get through the rest of the day. Her pussy tightened around my fingers, and I wondered if she was having a similar fantasy.

“Are you going to come for your friend, Erica? That’s the polite thing to do,” Mark said. I liked that we were both getting to be dominant, and clearly she liked it, too, because she got so wet that I was able to add a third finger to her pussy. “You know what’ll happen if you don’t,” he said. I didn’t know, but I could imagine—could imagine him spanking her, gagging her, tying her up. All sorts of depraved, but totally hot, scenarios flickered through my mind.

I’d dropped my hand from her breast to play with her lovely ass. I licked my index finger and sought out her hot, tight hole as my other hand continued to work her sopping pussy. He slapped her breasts as we worked in tandem to get her off. Soon Erica was shouting, “Yes! Yes!” and she was indeed coming all over my hand. Mark had to hold her up so she wouldn’t sink when her knees buckled.

Erica brought her fingers up to her mouth and licked her juices off them, then told both me and Mark to go upstairs. She followed with a bottle of wine and three glasses, but we only took a few sips of liquor before we were all getting naked. “I think Dylan wants to fuck your sweet little ass while I fuck your pussy. Or would you like it the other way around?” Mark asked me.

“I’ll take her ass,” I said, and then proceeded to lick her backdoor until she moaned and pounded her fists on the bed as she begged to be fucked. Mark gave me a bottle of lube, and we arranged ourselves. He laid down and his girl straddled him, as I positioned myself with one knee on the bed and one leg up and bent, so I could properly thrust into her ass. I’d only had anal sex with one other girl, and I’d come so fast I’d barely gotten a chance to enjoy it. This time I was determined to last longer.

“That feels so good!” Erica said as my dick disappeared between her butt cheeks. I liked that she could take both my cock and Dylan’s at once. Not every girl can handle double penetration, but Erica was one of a kind. She turned back to look at me at one point, her face sweaty but beautiful. I heard Mark sucking on her tits and felt her asshole tighten around my cock as he did so. “Can I come in your ass?” I asked when the moment felt imminent.

“Yes,” she said, “and then Mark can come all over my face.” That was enough to make me spurt right there, and I gave her a huge load of my warm cream, then watched it ooze out from between her butt cheeks. It was so dirty to see it drip out of her.

Then they shifted so Mark was jerking himself off above her. She stuck her tongue out—she was clearly into the taste of come—and when he sprayed her face with his white sticky load, I almost wished I could come again because it was the hottest thing I’d ever seen. Mark fed her the cream that was smeared on her face and encouraged me to do so as well. “She’s a come slut,” he said. “Maybe next time she can drink yours.” I liked that he wanted there to be a next time.

We chatted a bit and each had a glass of wine, and then I left. When I saw Erica at work on Monday, she acted like the same old fun, flirty girl. I couldn’t help picturing her with come all over her face, and every time she got a text on her phone, I wondered if it was Mark saying something dirty. Needless to say, it was the best internship I ever had, and while my time in that office didn’t last beyond college, I still often think of Erica—and jerk off to the memory of our time together.

—Mr. D.W., Eugene, Oregon image