When I was an intern I fucked my boss [FM]

As we have established, I am a walking cliche. I was indeed the intern who fucked her boss.

As I said in my last post about this, please do not fuck your intern. The chances of it ending well for you are slim. This story is the exception.

So yes, he was about ten years older than me and kind of an asshole, but he was also kind of cute and we immediately had tension. Plus, I had intern goggles on so the fact that he was my boss made everything hotter.

My first few projects with him did not go well. He was very picky with my work and marked up everything I turned in to the point I had to basically rewrite every brief. I had done really well in my previous two internships and was getting frustrated by the feedback.

He stopped by my office quite a bit more than the other two interns which was pretty annoying at the beginning because it was usually to give me even more “feedback.” I called my dad crying once because I was convinced I was just a horrible attorney and that my boss hated me.

*Spoiler: He was giving me constant feedback because he wanted an excuse to talk to me.*

Finally, when he was in my office on a Friday afternoon he asked what I was doing over the weekend. I mentioned a concert I was going to. It turns out we were mutual fans and had very similar taste in music. Eventually, his visits became more social as we started chatting casually about music and books. We started trading playlists and novels, and his office visits stopped being something I dreaded. His “feedback” also chilled quite a bit.

Our office had a trivia team he invited me to one night. As it turns out, we’re both crazy competittive and got way more into it than everyone else. We came in second and decided we needed consolation drinks because we were robbed of first place.

Drinks went pretty damn well. We flirted openly until I finally pointed out we had work the next day and reluctantly parted ways. We traded numbers though… for trivia purposes.

He texts me on the way home that I’m the “coolest intern” he’s ever met. I agree with him and say goodnight.

We chat quite a bit the following week, always finding an excuse to stop by each others’ offices. One day he invites me to lunch. As we’re out we run into a senior coworker who comes over and says hi. he gives my boss a weird look, but it’s not like a “hey don’t fuck the intern” kind of look, but rather a “good for you” kind of look.

*It was that kind of workplace*.

My boss completely freaks out after senior dude is gone and goes off about how he feels like a creep and really can’t be doing this. I point out that we’re literally just having lunch and that he’s actually being a little presumptuous. He says we can’t be social like this anymore, and I just grumble something about how he’s the bossman so I guess I have to do anything he says. Yes, I say it with a bit of a sexual inclination and he notices.

Still, he stops texting me for a while and it’s kind of a bummer. I was getting attached. Luckily, it’s really hard to avoid someone you’re managing so we continue to bump into each other. He starts being super cold to me again and his “feedback” goes back to his previous level of markups.

One Friday evening after we’re going over a case, I just kind of stay in his office and we keep talking for a couple of hours. I finally ask him to go to dinner, but he says he’s going to a party. After a couple of awkward moments he invites me to join.

So, at this party, I leave him for a bit to mingle. When I return, I overhear him talking with his friend about an article I wrote. This mother fucker has totally googled me and found some of my old writing.

*I was getting published in an online magazine at the time. Believe it or not I sometimes write things that aren’t about sex. I’m pretty sure this article was about remedies. It was not hot.*

When he realizes I’ve overheard, he looks so embarrassed and tries to backtrack. I let him stammer for a bit and finally just cut him off to tell him I Googled him too and hated the law review article he wrote when he was in school.

*I didn’t really hate it. I just wanted to debate him. He was kind of hot when he got worked up about legal theories.*

I try to walk away and like clockwork he follows me and starts asking me what I didn’t like about his article. I tell him I’ll share my thoughts if he takes a shot with me. He turns me down, but offers to take me out to drinks instead.

We go out and I am very pleased when he picks an isolated back booth. However, he will not fucking get off his law review article. I don’t even believe in the things I’m saying, I just want to get him worked up. Finally, after we’ve had three rounds I admit I secretly agree with him and just wanted to make him mad.

“What? Why would you do that?” He asks me.

“Because you have been a *complete* dick to me at the office.”

He leans back and considers this for a while. “Well, I’m your boss.”

“You’re not a dick to anyone else. One minute we’re friends and the next you’re finding any excuse to scold me.”

“Ok well… Maybe I needed an excuse to keep talking to you.”

“You could have just talked to me.”

“That’s kind of the problem.”

I kissed him. Actually, I grabbed his tie and pulled him towards me until his mouth met mine, put one hand on his knee, and *then* kissed him. He hesitated for like two seconds when I pulled away and then grabbed the back of my head and kissed me back. We made out at the bar for way too long.

Finally, I feel his hand working his way up my knee and spread my legs for him to get access.

“We really shouldn’t be doing this,” he mumbles, but I push his hand further in between my legs in response. He finally gets to my underwear and starts gliding his hand back and forth. He’s playing with me and it’s working. I let out a moan.

He snaps his head back. “We are like two seconds from the office. Someone could see.”

“Then take me home!”

“V, we really cannot do this.”

He gets up, slams money down, and runs out of the bar. Once I get over the initial shock, I finally grab my things to leave. He’s waiting for me.

“I thought you had left,” I muse. This is entertaining.

“It’s a bad part of the city and I really can’t let you walk home alone.”

*It is not a bad part of the city, but whatever.*

We take off towards my apartment and start talking about music again like everything is normal. When we get to my door, I don’t even have to invite him in. We don’t break in conversation and he just follows me inside.

“You do not seriously live here,” he says jn horror upon seeing my apartment.

*I was a broke intern, damn it.*

“This is why I wanted to go to your place.” I’m stepping towards him as I say it.

“I’m just here to drop you off.” He does not back away.

“Well you did that…”

We start making out. He pushes me to the wall and lets me wrap my legs around him. He grinds into me to hold me in place.

“I want to fuck you so bad,” I say.

“We can’t. We absolutely can’t.”

“What can we do then?”

“Not much.”

“Well, you’re the boss so you set the rules.”

He groans and tells me not to remind him. As we sink to the ground, I put his fingers to my mouth and suck. He tells me I’m destroying him.

*Lol, I know.*

As we’re on the floor he grinds into me harder and harder. I swear I’m already building pretty quickly.

“We can’t fuck,” he whispers.

“Ok,” I say as I run my hand over his crotch. He closes his eyes and gasp.

“I’m serious.”

“So am I.” I pull his mouth towards me and let his hips grind into me. I can feel him hard through his pants.

“If we could fuck…” *He throws one of my legs over his head and then continues to push his body into mine.* “…This is how I’d take you.”

“If we could fuck,” I respond, “I’d put you in my mouth and let you slide down my throat.”

“If we could fuck,” he gropes me through my shirt. “I’d play with these for at least an hour.”

“If we could fuck,” I say as I ran my nails up and down his back through his shirt. “You’d have claw marks all over. I’d make you punish me for it.”

“Punish you?”

“Yeah, that’s kind of my thing. I like it really rough.”

“Fuck,” he rolls onto his back, leaving us both panting in frustration. “We have to stop.”

“I’ll do whatever you say, Bossman.”

“That’s not helping.”

I smile mischievously and tell him I know. I invite him to spend the night but he says he’d be too tempted. Finally, after he gathers himself he announces he’s going to leave.

“It’s probably for the best,” I shrug. “The sooner you leave the sooner I can touch myself to the thought of you fucking me over and over.”

“Jesus Christ, you are not exactly subtle.”

I shrug. He’s desperate looking and for a while I think he might change his mind but he finally jumps up and runs out the door.

Spoiler: we did indeed fuck.

Source: reddit.com/r/gonewildstories/comments/rf0okb/when_i_was_an_intern_i_fucked_my_boss_fm

12 comments

  1. This doesn’t even sound like the typical “fuck your boss” cliché as there’s actually sexual and interest alignments at play imo

  2. Oh wow. I love the way you led him down that path of temptation, and the exchange of “if we did, this is what we’d do” was so hot!

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