I’d been with my boyfriend for about a year. I never cheated on anyone before (or since) and I thought I’d feel more guilty. I didn’t mean to cheat. I mean it’s weird to say it was an accident, but I didn’t go into anything intending to cheat.
There was a guy, Chris, that was in my boyfriend’s group of friends. He was always really flirty with me. My boyfriend told me that they once had a threesome with his ex-girlfriend when they were teenagers. He suspected she continued sleeping with Chris. I thought that it was water under the bridge though. My boyfriend never said he hated Chris, or anything like that. I knew they weren’t that close, that’s all.
He would get turned on hearing about men I found attractive and hearing about guys I’d been with. I’d been with a lot more people than him and that also turned him on. I used to pretend during sex that I’d cheated, so what follows felt like a natural progression to me.
So one night we were with his whole friendship group and some of their girlfriends drinking. We were staying the night at a hotel with a few others and the rest were just there for the evening.
After getting good and drunk in the hotel bar, I decided to go upstairs and change so that we could all go out for something to eat. I was naked in the bathroom when I heard my boyfriend and his rowdy friends come in. He opened the bathroom door with all of his friends peeking in at me, to tell me that they were all going to one of the other guy’s rooms for a minute and that he would be right back. I thought they had all left the room.
I came out, still not wearing anything and Chris was sitting there on the edge of the bed. I was surprised so I made some kind of squeal and covered myself. He said something like “Don’t mind me” and that he figured he would keep me company. I remember thinking to myself who leaves their drunk, naked girlfriend in a hotel room with another man?
Leading up to the next part is a blur. I was standing there and Chris was rubbing my bum and standing in front of me. Something was said by Chris, like my boyfriend wanted this. That’s when I blurted out that he fantasised about me having sex with other men. Chris said he knew and that was why he was there. He is fit and tall. A really good looking guy and it would be a lie if I said that I didn’t want him to when he leaned in and kissed me. I don’t love giving oral unless I am extremely turned on but next thing I knew, I was on my knees giving Chris a blowjob.
Chris picked me up and tossed me on the bed, then went down on me. It wasn’t long before he was fucking me. It was all a blur, but we changed positions several times so I know it lasted a while.
I have flashes of memories from the sex, some missionary, I can clearly remember being on my knees getting fucked in doggy style. I don’t remember if I came or when he did, but I know the “evidence” of him cumming was up my stomach and on my tits.
We both passed out afterwards.
I then woke up to a loud noise, it was my boyfriend stumbling in the door, totally shitfaced. I realized later it had been several hours since he left. So much for him coming back in a “minute”.
My boyfriend saw Chris climbing out of the bed still naked and started shouting at him. I jumped up and tried to stop him from attacking Chris, but he pushed me into a little table and I fell onto the floor and got a huge bruise on my hip. He went at Chris, but in his drunken state, Chris just punched him and I think knocked him out. I went over to my boyfriend to make sure he was OK while Chris put on his clothes and left.
When my boyfriend came to, he started screaming at me. I told him that he was the one who showed me naked, then left me drunk and nude in a room with a man he knows had a thing for me. He said he didn’t know Chris had stayed behind and that I knew he hated him. I didn’t know he hated him. He then started calling me names and that’s when I kicked him out.
My boyfriend and I officially broke up the next morning, and I hope I don’t ever see Chris again. But I admit that I still think about that night and it turns me on. I think more the situation than Chris, even though Chris is easy on the eyes and from what I remember, a good shag. If the situation was different, I wouldn’t mind fucking him again.
Source: reddit.com/r/gonewildstories/comments/wkyslt/the_time_i_f_cheated