I[F] fucked my coworker/former prof [M] then let him cum in me

Lots of exposition, more sexy stuff after the ~~~

3 years ago, I got a job at my Alma mater. I worked in an administrative department and had graduated two years beforehand.

The entire time I was a student I had a massive crush on a prof (who we will call Iain). I took a few of Iain elective classes. The class sizes were pretty small, and we had many of the same interests so we would chat and get coffee occasionally. He was probably in his early-30s at the time, and I was in my early 20s. I’ve always been a tomboy (short hair, collared shirts) but I was a significantly worse-dressed, more awkward tomboy from 18-22. By the time, I was hired (24), I had figured it out. I’m small chested and have a curvy waist. I do long-distance cycling and running because my legs are super long and tbh they are my best feature.

Iain and I followed each other on social media and he knew I had gotten the job at the college. Our offices were at completely opposite ends of campus and it was unlikely that we would run into each other in a normal workday. I had gotten over my crush more or less and thought it would be fine.

It was not fine. We started getting coffee together once a week. Then twice a week. He was one of the few people I actually liked talking to at work. We had similar interests and had grown up in the same area, so we frequently talked shit about where we are from.

After 8 months of coffee and walks around campus and animated complaining sessions in his office, Iain suggested we go get a beer when the semester was over.

I wanted to fuck him but I wasn’t entirely convinced that it was mutual. My roommate immediately agreed that Iain was into me. But when the night rolled around, I went out of my way to look desirable. Black sleeveless top, black skinny jeans (I’m 5’11 and that silhouette really works for me) and some more feminine makeup. Basically my “going to the bar/concert and want to be hot but also be able to walk home” outfit with a blazer thrown over it so I could pretend to be professional if it was really just a work beer.

Iain met me at a bar a few bus stops away from my apartment. It’s a mid-sized city, but I do not live in a trendy area so I figured we wouldn’t run into anyone there.

We got beers and chatted. I think the outfit and makeup threw him off a little because he definitely checked me out and wound up standing a little too close while we waited for a table. The table we ended up at was an awkward corner two-top. When we got to the table, Iain put his hand on my waist while trying to get ourselves seated. It was hard to not knock our knees together but being that close was so exciting. We generally did not touch each other or hug because of our work environment. Now he was directly beside me, hands touching on menus and shared beers and I was internally freaking out.

Iain is also tall, taller than I am. He was in his mid-30s at the time. He’s a typical scruffy professor type, with classes and a lot of buttons ups. He’s blonde and always has a beard. We talked about all the pretentious academic nonsense we both appreciate but also about how fucked up and awful things are.

~~~

He’s warm and kind and smells great. I’m extremely turned on during all of this, and every time we got close or shared some weirdly intimate joke I just got wetter. His hand ends up on my leg more than once. The first time he is a little hesitant but after a couple of drinks he’s got his hand comfortably halfway up my thigh.

Around midnight, I invite him to my apartment to have another beer. My roommate made a point of going to her partner’s place that night, which I will forever appreciate. We walk back, still talking shit and laughing and casually touching each other in a way that has me vibrating. As soon as the door to the apartment is shut, he’s on me. Pressed right up against me, his knee worming its way between my thighs and his mouth near my ear.

“Is this okay?” he asks and starts kissing my neck.

“You need to tell me this is okay,” he stops for a second and he looks so hot but also worried.

“More than okay,” I assure him and move to actually kiss him. We push against each other for a minute, his hands move from my hips to over my chest to under my shirt.

Suddenly his hand is pulling slightly too rough in my hair and I realize the scruffy professor maybe likes it a little rough. I test this by pulling a little too hard on his lip, then biting his shoulder. He’s gotten hard and his dick is pushing into my hip so I reach for his jeans. He unbuttons his shirt and starts pulling off mine. He’s got fair body hair and a dad bod but he’s tall and well built.

I lead him to the bedroom and strip my bra and jeans off. He sits down on the bed, pulling me towards him. We’re both still wearing underwear at this point but it’s ridiculous to be doing so.

I lay down beside him and he starts to pull down my underwear and stops.

“What’s this?” he asks running his fingers over my shaved pussy. “Didn’t take you for the type.”

I respond by pushing myself up into his teasing fingers but he won’t touch me.

“Tell me,” he says and leans over to bite my nipple. My nipples are super sensitive and biting gets me wet.

“That’s not fair,” which is all I can say because my brain is just overloaded. There’s no good angle for me to touch his cock, and he’s still wearing boxers.

I push him on to his back and straddle him, taking extra care to rub my pussy against him once his underwear are off. His hands go from play with my breasts to squeezing the back of my neck and pulling on my hair a lightly. He grabs at my hips after a few minutes of teasing to try to slow me down. Instead of slowing down, I pull back, shimmy myself between his legs and take the tip of his cock into my mouth. He has an average but nice, uncut dick, and he was already hard. He grabs my hair and pushes me down. I basically let him fuck my mouth. He’d hold my head down, with as much of him in my mouth as possible, and just let me choke on it a bit.

Eventually, he takes his hands out of my hair and tells me to stop or he’ll cum. I straddle him again, and my pussy is so wet. I assure him that I am on birth control but if he wants to use a condom, that’s okay too. He needs no convincing to not use one. I get the lube out and rub some on both of us. He tries to awkwardly finger me, but I’m more than ready after a minute. The look on his face when I pushed myself down on his dick was so fucking sexy. He immediately grabbed my hips and I followed his rhythm. When he tells me he’s going to come, I ride him harder.

“Come in me comeinme comeinme,” I say. He’s shaking and cursing below me, and it feels like I’ll have bruises on my hips. Then his entire body clenches and I wait until the last jerk is over to slide myself off of him. He didn’t get to appreciate the image of me laying there, fucked out with his cum on my inner thigh because he was a puddle but eh, his loss.

We fucked a few more times before it got too complicated to continue. I quit that job for unrelated reasons but we’ve seen each other a few times since and flirting with him is still extremely fun.

Source: reddit.com/r/gonewildstories/comments/geyv4g/if_fucked_my_coworkerformer_prof_m_then_let_him

6 comments

  1. Bravo! Way to take your crush to the next level! And so hot having him cum inside you

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