[M]y [F]irst foray into cheating, with my then housemate at med school. Part #1

Back at medical school, in my first year, my girlfriend and I shared a room in a house with about 4 others – for anonymity let’s call them A, D, L and S. My girlfriend I’ll refer to as G from now on. A, D and L don’t really feature much here as they were oblivious bystanders; the feature of this story is S.

S is younger than I am by around 3 years – at the time I was 25 and she was 22. She is a bigger woman, very curvy but in a way that suits her just right. She carries a huge rack; I never asked the size but they must have been close to watermelons. I had fantasised over these for many months. [Here’s a pic](https://i.imgur.com/dtTWg15.jpg) with a blurred face to give you an idea.

We had all lived together for about 9 months by the onset of this story, working hard and playing hard like the old adage of medical school. S was (and I believe still is) in an open relationship but myself, not so much. I was living with my girlfriend of about half a decade. Whilst G was a good looker, we had a strange distant sort of relationship. It’s hard to explain.

We got towards the end of the year and had a huge night out as a cohort, and it just so happened that G was back home visiting her family. Needless to say I was completely trashed, but had a great time and we all came back together. Everyone hit the sack pretty quick but me and S were still awake, and so we hung out in her room for a bit. Honestly, some of the precise details of how this went down are lost of me due to alcohol. I remember lying with her in. I remember jovially getting under the covers when she was under there. I remember jokingly (or not) saying how great her rack was, and I sure as hell remember her taking them out of her bra and showing me.

We made out and I rolled her over, getting into missionary. Our jeans came down, kicked off, and there I was staring at her incredible tits with my rock hard cock aimed precisely at her entry. Without a word she used her hand to slip me in and we had our first bare fuck. It was… brief. Seeing her huge tits bouncing in front of me, I filled her with so much cum within a couple of minutes, such was the enormity of my lust for her at that moment. It was actually incredibly uncharacteristic of me to cum so quickly, especially after so much alcohol. But the thrill of a forbidden fuck brought me to completion faster than either of us hoped.

It was an horrendous thing to do morally, the thoughts of G came flooding back but strangely I felt little guilt. Only desire to do more.

We parted ways that night after our brief session, and I walked back to my room and almost immediately felt hard again. I did text her and suggest round 2 but I think she’d fallen asleep.

In the morning, though, I did return. I knocked gently on her door so the other housemates wouldn’t hear, then entered slowly at her bequest. That’s enough for now and I’ll break down future events into more posts for clarity – we fucked multiple times, often in the same day and every day, for the next 3 months or so. Sometimes when G was in the house, sometimes not. Sometimes at the new place me and G moved into at the end of the year.

It did eventually end and I cover that in the last part too. It was amicable but to this day I still crave more.

Source: reddit.com/r/gonewildstories/comments/gfc9it/my_first_foray_into_cheating_with_my_then

1 comment

  1. No single-letter names. It makes it really hard to read. Make up names if you need to.

Comments are closed.