Cheating on [M]y girlfriend with my longtime best [F]riend.

To start this of here’s a little backstory of me and my best friend. (We’re both 21)
We’ve known each other for 7 years now I think.
We’ve always been very flirty with each other and we also tried dating but it never really worked out, so we stayed friends and became very close.
Before this story the only things that happened between us sexually were making out, a handjob and some sexting but we talked about sex a lot in general.

A few years ago she moved away to study in a different city so we didn’t see each other for a long time but we stayed in good contact.
Over the years we both had different relationships and we’ve always talked to each other about the sex we had and stuff.
So when my longterm relationship ended she still had a boyfriend and we made a deal that if we both would be single at the same time we’d finally fuck and do all the nasty stuff we’ve been sexting about.
So some months pass and I’m already in a new relationship when she breaks up with her boyfriend.
And because she had big problems with being alone after the breakup we decided that I would come by and visit her for a few days.
But because I’m in a relationship we of course said that we wouldn’t have sex, but I wouldn’t be writing this if we kept it that way right? haha.

So I arrive at her home after a 3 hour drive, we get some food and then get comfortable in her bedroom to watch some Netflix.
At some point we start cuddling and tension is building with every touch and I go in for a kiss.
We are making out for a bit until she stops and says that it’s wrong and we shouldn’t do it.
We go back to cuddling but my dick is hard as a rock and so the horny me wins and I start touching her leg and we make out again for a bit until she stops me again.
Nothing more happend that first night and we went to sleep.
The second night is where things really start to get interesting.
So like the day before we cuddle and watch some Netflix and we both know we want to fuck each other but we both know it’s wrong and we shouldn’t but we start making out anyway and I start to massage her pussy through her sweatpants and she starts moaning and she clearly showed how much she enjoyed it.
She also touched my dick through my pants and I’m already super hard at that point, when she starts talking about how wrong this is and that we should stop now and not go any further, so we have a big talk about it being wrong but I never really stopped touching her in between her legs so she moans more and we make out again until I start to pull down her pants and start fingering her and a bit.
I went down on her and kissed her inner thighs when she told me to come up because she isn’t comfortable with oral on the first time, so I come up and she says ‘If we really do it you have to use a condom’, that was the point where I knew it was gonna happen and we are finally going to have sex.

I start undressing while she gets a condom from out of her nightstand, I then take her panties off and she honestly had one of the most beautiful vaginas I’ve ever seen she was shaven clean and she smelled amazing.
Still sad i couldn’t eat her out.
After I put on the condom she was laying on her back, i pushed her legs up and slowly pushed my dick into her tight pussy.
Her pussy felt amazing and it was better than I could’ve ever imagined, she was super tight and insanely wet.
I slowly started fucking her in that position, her legs up high and me deep inside of her, when we both felt comfortable I started getting faster and started to really fuck her hard.
She was moaning a lot and it just turned me on more.
After a few minutes of this is started to get close so I wanted to change positions, we changed into doggystyle and I’ve never seen a woman push her ass up like she did it, it turned me on so much and I instantly grabbed her hips and pushed my dick inside of her again.
I pounded her from the back and she was moaning like crazy. Looking at her amazing ass while fucking her from the back brought me to the edge very quick and I pulled out, ripped the condom off and came all over her ass.

After finishing I cleaned her up and she went to the bathroom, when she came back we talked about how wrong it was and that we both kinda feel bad now, so we cuddled and watched some Netflix and both agreed to not fuck again for the remaining time that I’m there and we didn’t, we fulfilled a different fantasy that we both shared in the same night though but that’s kind of a story for a part 2.

Source: reddit.com/r/gonewildstories/comments/l1hn92/cheating_on_my_girlfriend_with_my_longtime_best

5 comments

  1. God I’ve been in this similar scenario, the forbidden fruit always looks sweeter

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