I [f] fucked my boss’ boyfriend [m] during a summer internship in college

Hey r/gonewildstories, Rachel here again with another story for you guys! Sorry for the long wait in between new stories but I’ve been really busy lately and haven’t been on reddit.

For those who haven’t seen my other stories, here’s a quick description of myself: I’m 5’6”, with auburn hair, some slight freckles, hazel eyes, 32C boobs and a pretty nice butt if I do say so myself! I try to keep in good shape with running and swimming so, at risk of sounding egotistical, I have a really good body. I’m 24 years old, although this story takes place a few years ago when I was still in college. Alright, let’s get into it!

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During the summer after my junior year of college, I was working at a news website based out of Chicago on a summer internship program. It was an amazing opportunity, and would’ve been my dream summer come true if not for one thing: my boss. Ellen was about thirty years old, but she acted like she was fifty, always crabby and bitchy and judgmental, especially towards the younger female employees. She wasn’t bad-looking, but you could tell she was one of those people who had once been prettier, and she had obviously recently gained a bit of weight, so I think she took out these frustrations on us by being a mean boss. Looking back on it now, I’m a little more sympathetic to her, but at the time she was one thing and one thing only: the meanest, bitchiest person I had ever worked with. She would constantly criticize my work, even when every other employee thought I was doing fine. She would make snide comments about my outfits being too revealing (I usually just wore, like, business casual skirts and blouses, so I don’t even know what she was talking about), or about how I acted too much like a woman, etc. It was really strange and not at all fun to work under her.

The rest of the office was great, though, and I ended up making some really good friendships over that period of time. About halfway through the summer, we decided to all go out together to celebrate my fellow intern Polina’s twenty-first. We bar-hopped around the Wicker Park area, and I got to know a few of my coworkers better in a non-work environment, which was pretty nice!

A couple people had brought boyfriends/girlfriends, including, to my surprise, Ellen! Ellen’s boyfriend, Lachlan, was a 32-year-old software engineer from Australia. He was tall, with a lean but fit build, messy (but in a hot way) blond hair, and a jawline that could cut diamonds. He was also really friendly, funny, and outgoing, and quickly made a good impression on all the staff. We were left in total confusion as to how someone like that could’ve ended up with someone like Ellen!

The answer, of course, was that he wasn’t that happy with it. A few bars and a few more drinks into the night, Lachlan and I were sitting at the bar together, talking about life in that way only drunk people can: full of earnest honesty and absolutely lacking a filter. Lachlan told me that, when he and Ellen had met, he had only recently come to the US, and she’d been wonderful: welcoming, bubbly, and hot (he really emphasized this, lol). But now, she was always short with him, she was gaining weight, and she almost never wanted to do anything sexual.

“I have a hard time believing any girl would turn you down,” I told him, drunk me deciding blunt honesty was the way to go.

“It’s just so frustrating, I mean, I feel so shallow saying I like her less because she’s gaining weight and we’re not having sex. I feel like some stereotypical man, you know?”

“I’d say that sex and attraction are still definitely important parts of a relationship, it isn’t shallow to care about that! And if she isn’t meeting those needs, you aren’t shallow for thinking that’s a problem,” I said.

The two of us spoke for a while longer, until Ellen came to the bar to tell us we were going to the next bar, shooting me a very unsubtle glare as she spoke. In classic drunk fashion, we fucked up with the Ubers, and there wasn’t enough space for everyone in the cars that came. By chance/how long we’d taken to leave the bar, Lachlan and I were left alone waiting for another Uber after everyone had gone. He seemed a bit preoccupied, so I decided to ask him a straight up question.

“Do you think you’ll leave Ellen?”

Lachlan looked at me, a strange gleam in his eyes. “I don’t think so. I think we can work this out eventually, and I do love her. I just… I don’t know. I wish there was a way I could meet my sexual needs in the meantime,” he said. I raised my eyebrow at him, smirking.

“Why, whatever are you suggesting?” I asked, affecting an over-the-top British accent. I don’t know, I thought it was funny at the time.

“You said you thought it was crazy Ellen would turn me down… what did you mean?” he asked. I stepped ever-so-slightly closer to him.

“It means, Mr. Oblivious, that you’ve been the hottest guy in the room at every bar we’ve been to. It means that any woman would line up to have sex with you!”

Lachlan slowly reached his hand to my face, brushing a strand of hair behind my ear and then resting his hand on my cheek, impossibly light. I felt heat and electricity shoot through my body at his soft touch.

“Any woman?”

“That’s what I said.”

He kissed me, soft at first, hesitant, until I placed my hand on his chest and kissed him back insistently. Kissing turned to making out, hands all over each other, until a passer-by yelled at us to get a room and we broke apart, faces flushed. The Uber arrived, and we went to the next bar, figuring it would be suspicious if we never showed up. But before we went in, we exchanged numbers and made plans to slip away soon.

I saw Lachlan leave the bar, and received a text: ‘waiting outside, around the side. come meet me.’ I waited a couple minutes and then left. Lachlan was standing there in an alleyway, and I almost jumped into his arms, making out with the passionate need that so often rises up during first encounters. After several minutes of this, we broke apart, Lachlan grinning at me.

“I don’t think this alleyway is the best setting for us.”

We walked a few blocks, just in case any of my coworkers left the bar, and called another Uber to get back to my apartment. It was tiny and bare, a temporary sublease for the summer, but I had a bed and no roommates, so it was pretty much perfect.

At first, we didn’t even make it to the bedroom. As soon as my door closed, we were all over each other, tearing our clothes off like our lives depended on it. With both of us down to our underwear, he picked me up suddenly and pushed me up against a wall, my legs wrapped around his body as we kissed hungrily. The strong, forceful treatment seemed to set fire to my body, and I grinded against him instinctively, anything to stimulate my wet pussy. I could feel the hardness of his dick under his boxers, pressing against me as our bodies intertwined.

Lachlan carried me from the wall to my bedroom, nearly throwing me onto the bed. A dirty thought entered my brain.

“What’s something Ellen never lets you do?” I asked. Lachlan grinned guiltily.

“So many things… She’s very controlling in bed.”

“Well, I’m going to show you what you’re missing out on… Lachlan, do whatever you want to me,” I said. “I’ll tell you to stop if you need to.”

Lachlan reached down to kiss me, deftly taking off my bra and throwing it to the side. He paused for a moment, staring at my tits. I sat up on my knees, pushing my chest out to give him a better view and smiling coyly. He pulled off his boxers, his thick cock springing free, pointing directly at me. Roughly, he grabbed the back of my head, pulling it down to his cock so I was folded over on my haunches with his dick in my face. I opened my mouth and he shoved himself in. I gagged, but persisted as he began to push his cock in and out of my mouth, facefucking me. I felt like a whore, like a sex toy, to be used and discarded. However uncomfortable I felt was outweighed by the incredible arousal spreading through my body.

Eventually, though, I had to tap out, the facefucking becoming too much to keep up with. I licked his cock in apology, kissing the head softly. He grabbed my shoulders and turned me around, pulling down my panties and putting me in position for doggy, him standing next to the bed while I presented myself on my hands and knees, arching my back to pop my ass out and give him a picture to remember. He put on a condom and then lined his dick up with my pussy, rubbing up and down, teasing me with pleasure until I just couldn’t take it anymore.

He entered me slowly, pushing into my pussy, expanding my walls and filling me up with his cock. He pulled out equally slowly, the gradual movement of him inside me feeling like heaven. Then, suddenly, he pushed all the way in, hard and fast, and then began to pump in and out. The quick shift took me by surprise and I cried out, moaning and gasping loudly as he fucked me.

He grabbed my hair and pulled, pulling my head back uncomfortably. But there was something about the whole situation that made the discomfort hot; again I felt degraded, used, and it just made me wetter and hornier. He pounded in and out, filling me with his thickness again and again, building a warm wave of pleasure deep within me.

I felt fingers wrap around my throat and begin to choke me. I spluttered and gasped for air, and he loosened up a bit; now I could breathe, but only just, and I felt the pain where his fingers pressed against my skin. He squeezed hard suddenly, forcing all the air out of my throat, and I came, hard. The pain, the choking, the hair pulling, and the rough, insistent, hard fucking; all of this came together in an irresistible combination. I felt like he was taking out all of his sexual frustration with Ellen on me, like I was some whore he was using to get all of his energy out so he could go back to his relationship. It was dirty and gross and uncomfortable and so, so hot.

He slipped out of me and grabbed my shoulder, pulling me around so my face was level with his dick. He pulled off the condom and began to jerk himself off; I closed my eyes and turned my face up, opening my mouth, ready to catch his cum just like a porn girl. This was the final degradation, the logical conclusion to a rough, slutty, dirty night, and I was so fucking turned on. His cum splashed against me, warm and sticky. I opened my eyes and met his as I collected the cum off my face and licked it from my fingers, swallowing every slightly salty drop I could. He looked back at me, panting, a glowing smile on his face.

“That was amazing,” he said. “I wasn’t too rough, was I?”

“Rougher than I’m used to, but it was hot,” I said.

He lowered himself onto the bed and we began kissing, softly now, the tender kisses of two people recovering from rough, intense sex. Two conflicting thoughts raced through my brain: on the one hand, I felt guilty for fucking a taken guy. On the other hand, I hated Ellen and wanted to get back at her. Eventually, my petty (not to mention horny) side won out.

“You know, at work, my job is basically to do everything Ellen doesn’t want to do,” I said.

“Oh yeah?” Lachlan said, looking confused.

“Yeah. Anything Ellen, um, passes on, I’m there to pick up the slack. Otherwise, I mean, people might get… frustrated. That stuff needs to get done, after all,” I said, now openly smirking at him. Finally he understood what I was saying.

“I see. And this work that needs to be done, what if there was a lot of it? Like, several projects a week? Would you be able to keep up with that?”

“With pleasure,” I said, kissing him.

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Epilogue: For almost the rest of the internship, Lachlan and I would meet up a couple times a week for intense, rough sex. Eventually, he did end up splitting up with Ellen. When he came over that night, though, he went way overboard, starting to hit me and stuff, and being very annoyed when I told him to stop. We had an argument and I kicked him out. I didn’t see him again. It was fun while it lasted, but looking back on it, the rough stuff wasn’t really healthy, for either of us, and nowadays I’m a lot more skeptical of that kind of thing. Not to mention the guilt I feel now looking back on it, repeatedly fucking a guy with a girlfriend. It’s something I regret, in all honesty, but I thought the first encounter at least would make a hot story. Hope you guys and girls enjoyed!

Source: reddit.com/r/gonewildstories/comments/7fpi3p/i_f_fucked_my_boss_boyfriend_m_during_a_summer