[MF] Sex with my engaged college professor in an alley behind a bar.

Back in college, I was taking a Spanish class, and the professor was this super hot, younger, tall, blonde, perfect body chick who I’ll call Annie for our purposes. I was about 23 as I’d taken time off between HS and college. And she was like two years older-ish, iirc? I am 6’0, blonde hair, green eyes about 170lbs.

So when I signed up for this class, the class was already full, so I was basically waitlisted. I went to the first class of the fall semester and waited till after class to ask her if there was a way I could get onto the roster because I needed it for my major. So we walked together to the registrar’s office and she was going to request that I be added to the class. As we’re standing there, waiting for some paperwork or whatever, I noticed a container full of Hershey Kisses on a file cabinet next to me. I said kinda half jokingly, and somewhat inappropriately, “you want a kiss?” She looked kinda surprised for a second till I drew her attention the container. And then kinda half laughing she said “oh, yes, thank you! My fiancé thanks you too”. I just kinda brushed it off with a laugh, but internally, I was like “oh wow, that was somewhat quick and more info than I needed”, but ok, lol. So she got me rostered and I was in the class.

So over the course of the semester, I was completely crushing on her, she was so sexy and spoke such perfect Spanish, and I was (am) kind of a horny little man slut. Anyway, one day after I got back from class, I was talking on AIM with some friends, and I’d found her one there. I didn’t have the courage to actually send her a message, but she was on my friends list. I went so far as to double click her name to open up a text box, but I wasn’t ready to say anything and didn’t know what to say yet anyway. And that’s when it happened. I was trying to respond to one of my friends I was talking to with an “lol” but I accidentally typed it into her text box and hit enter and then saw what I did and started like half panicking. Shit, now she knows I was stalking her on AIM, and this doesn’t look good and the semester is only half over. “Fuck, I’m dumb” I thought to myself. And then she responded “Hola!”. My screen name was my first initial and last name, and my pic was on there too, so she knew who I was. I said “hola” then offered some weak attempt to explain why/how I had messaged her with no context. But it was like nbd to her, and we just started chatting casually.

So over the next few weeks, we would chat a little here and there on AIM, and in class, we’d exchange some subtle looks, but I was still trying to be respectful and not outright hit on her, but trying to become friends. After all, I had a gf and she a fiancé. I guess I didn’t really think something like this could happen to me, but I was making friends with her nonetheless.

So this is when I really went out on a limb. There was this workbook assignment where we had to write sentences in Spanish, and the context was to describe people and things with the Spanish words. There had been words for different foods, veggies, etc. So I said “fuck it” and wrote “mi profesora es un jalapeño”. It was kind of a rush, cause risky and a little bold. But fast forward to when she hands back the papers, graded! I flip to that part and she’s wrote “hahaha thank you” and a smiley face. Wow, risk paid off, she loved it and she let me know.

So one day we were chatting on AIM and I suggested she come out to the bars with me and my gf sometime cause she was new to the city and hadn’t explored, she said sure so we planned for her to come over to my apartment to pregame with me and my gf, Kaitlyn (her actual name bc I don’t care at all, in fact I hate her).

So Annie comes over and we’re taking shots and she has had like 3 or 4 maybe? And we’re just chatting, drinking, chilling, she mentions her fiancé works nights so she had plenty of time to go out and party tonight. I had no idea she was a party chick, she had seemed like a pretty straight laced goody type girl. My god, was I in for a surprise that night. So I’m pretty pumped cause I actually have this hot ass professor drinking in my apartment, and I’m proud I haven’t managed to fuck it up thus far. I mean, nothing could happen between us at least tonight, and probably ever, due to my gf and her fiancé.

So we decide to head to the bars on foot, about a 20 minute walk, and this is where it started escalating. Quickly. The three of us are walking up to the bar entrance, Kaitlyn in front, me walking right behind her, and Annie right behind me. We’re casually chatting about I have no idea what because next thing I know, she comes up and slaps and kinda grabs my ass. Out of NOWHERE! I was blown away, and just smiled, kinda laughed and went into the bar. Ok, so Annie was obviously drunk from the pregame shots, and we get into this packed, 2 story club, with a dance floor on the first level. Kaitlyn offers to go get us some drinks, while Annie and I are in the sidelines of the dance floor, as soon as Kaitlyn walked away, Annie grabbed me and pulled me onto the dance floor and started GRINDING on me, like dirty dancing, getting low, with her mouth right in front of my crotch, and handsy! It was like this chick had gone Dr. Jekyll and Ms. Horny Hyde. I was STUNNED. I’m still pretty sober and not wanting to get caught by my gf cause she was there, lurking, and Annie was NOT being discreet in any way ?. Well, not surprisingly, Kaitlyn did see this, and the next thing I know, she yelling at me like “wtf is this about” while Annie is awkwardly standing right there, and Kaitlyn marches away in a huff, out the front door of the bar, leaving Annie and I alone again. When Annie straight up pulls me back into the dance floor, and starts going at it again, same stuff, all up on me, grinding, like a horny little slut, unapologetic, completely!! And she comes right up to my face, an inch away, and I will never forget these words for the rest of my life, says to me “either you’re going home with me tonight, or you’re going home with her, up to you” then she kissed me. Holy shit, mind blown.

So I have a very difficult decision to make. On one hand, I didn’t want to end my relationship with Kaitlyn that night, like that, on the other hand, I have a massive crush on this woman, and she is my professor, but she’s also clearly drunk, and she is starting to get emotional, and a little upset I haven’t made a decision yet, so she kinda storms off and out of the club, alone, and embarrassed.

I follow her out, to find Kaitlyn talking outside to these three guys and one girl, and she’s just acting like a complete slut for these guys, and it was overt her flirting with them, so I get angry with her and we start to get into a little mini shouting match, when I see Annie walking away, alone,
, on the other side of the street, so I say fuck it, and went over and caught up with her. She is apologizing, and crying, and I’m trying to console her, telling her “it’s ok, don’t worry about it, fuck Kaitlyn!” So I look around, and if Kaitlyn was still across the street, her view was blocked by a parked truck, so to help convince her I wasn’t mad, and to get her to calm down, I just grabbed her and kissed her. She kissed me back right away, passionately. And that was when I decided it might be now or never, so I grabbed her hand and led her behind this building, and there was a little hidden alley way that I pulled her into. I push her gently up against this brick wall, and we just start going AT IT. Our hands all over each other, mine up her shirt under her bra, for a good minute or two. She’s wearing these tight jeans, and a green tank top. So I unbuckled her belt, while still kissing her, and stuck my hand down under the jeans and over her panties, and start rubbing her pussy over her panties, which were soaked through by now. So I drop down to my knees, pull her jeans down around her ankles, and then her plain, gray, cotton thong down to her ankles. and start licking her out, like I’ve wanted to do since I first saw her, I was just going to town, her juices were all over my mouth and chin, and I look up at her and she is just looking up in ecstasy, moaning, loving it. So was I, she tasted so damn good, and her pussy was just so beautiful and wet, and this felt like a dream. So after about 5 minutes of eating her pussy, I pulled her leg out of one of her pant legs, and stood up and dropped my jeans to the ground and pulled out my rock hard cock, and pressed it against her, she looked at me and smiled, and said kinda surprised “oh, mm, ok” and that’s when I lifter her right leg, and slid my dick inside her and started pumping away, at my professor, mid semester, in an alley way at midnight. She had her arms around my neck, and we were just passionately making out while I was fucking her, she was making little moans and smiling through the kisses, this lasted about 3-4 minutes when I couldn’t take it anymore, I was about to cum, so I pulled out, and shot just a massive load, part on her stomach, part on the wall behind her. We kissed a bit more, than quickly got dressed and went back out to the street where we ran into Kaitlyn, and I made up some story about how she was so upset and I went to find her and talk her down, meanwhile, Annie is apologizing profusely to Kaitlyn, and I’m playing the role of concerned, let’s just get her home safe, she’s so drunk, yada yada.

So we all get in a cab, and it drops her off first, then Kaitlyn and I went home. Class for the rest of the semester was really interesting, somewhat awkward, and really fun for me, knowing that every guy in that class wanted to fuck her, and I was the one who actually did.

I still to this day, badly regret not just leaving with her, and going home and getting her in my bed and properly going at it for longer than a few minutes in an alleyway, but I take what I can get, and can’t really complain too much.

Later one time, we were chatting, a few weeks later, and she suggested maybe a 3 way with Kaitlyn and me, but Kaitlyn wasn’t having it, so that got nixxed. Anyway, we never hooked up again, but stayed in contact, she ended up marrying that guy, moving away, and having kids, and she seems happy. I thankfully broke up with Kaitlyn not long after. She was toxic af.

Anyway, Bucket List stuff right there. Hope you enjoyed. I have a bunch of other, crazy, hot, clandestine hookup stories btw, so if you liked this, please lmk, and if you want to hear more, I can go back into the spank bank, and add some more content for you pervy little horndogs.

Source: reddit.com/r/gonewildstories/comments/h9mj14/mf_sex_with_my_engaged_college_professor_in_an