[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.

Story #2 (Part 2): Sophie [MF] [cheating] [video] [mmf]

Part one [here](https://www.reddit.com/r/gonewildstories/comments/afw0wo/story_2_part_1_sophie_cheating_mf)

After our last meeting, we were both super eager to meet up again. Sadly due to a combo of horrendous hours, distance, and me having a real partner made it difficult.

It took about a month before I could go back to Liverpool under the guise of work. I booked a room at the Malaison and told Sophie. I got [this](https://i.imgur.com/9LgIUsf.jpg) on Snapchat so something told me she was down for fun. I texted Sophie my room number, and lo and behold my affair queen turns up with an overnight bag. Guess I was in for the ride.

As was tradition, I was almost naked apart from boxers on the bed. She came over, fully nude, and started to suck my cock.

Now, a minor point, but she was seeing guys between my visits. She had a bad experience with one recently, and wanted to record a video on Snapchat to send to him. We actually did this on my next visit too — [here’s](https://imgur.com/a/WN6hMUB) the first one of her blowing me.

Story #2 (Part 1): Sophie [cheating] [MF]

So, it’s been a while since I’ve written about my misadventures. To recap: I’m in my mid to late 20s, engaged, and British. I’ve had numerous affairs since I was about 20 — some closer calls than others.

This one was the most emotional and drawn out, as we started talking when I was 20 and ultimately it lasted until June last year. Most of it was just talking online through Snapchat, Kik etc, but we met 3 times in total.

The kicker? She didn’t know anything real about me other than I had a partner. I’ve had an alias that I’ve been using, which developed into a character. Everything was *vaguely* true, with a few amended details to ensure anonymity if shit hit the fan. It was only when it was approaching the wedding that I knew, if we moved to a close area (which we plan to), she might find out who I am. Game’s up.

Let me take a slight detour for the morally minded readers: you won’t like me. I appreciate this is wrong, to lie to someone and ultimately get them to sleep with you and invest in you. It’s wrong to ghost them (I did after the 3rd meet). But for my sins, it’s what I did.

Story #1 The most erotic night of my life and we didn’t even fuck [cheating] [long]

I’m starting to write up a collection of my life events — the crux of it is I’m a cheater. I’m 28, engaged and regularly play away without consent from my partner. Some days I’m comfortable with that, some days I feel a lot of guilt. There’s probably an argument to be made that I’m a little detatched and have a sex addiction, but it’s not something I can address right now.

Needless to say I’m not here for a lecture on the rights and wrongs. We all know those. I’m here to share my stories — to immortalise my experiences, many of which have been immensely pleasurable.

These aren’t in any particular order, fyi. I’ll try and keep them anonymous too for obvious reasons.
Sorry for typos as I’m writing on a phone!

I knew what it meant. An email, like many before it, asking if I was willing to teach in Wales — just for the day. They’d offer to put me up in a nice hotel, feed me, and pay my handsomely. How could I refuse? On the one hand it was a good deal financially, on the other it meant I knew I had new chances to play.