I've been seeing my boyfriend for a while now and so far so good :) he's meeting some of my friends soon who live in my hometown (me and the boyfriend live in London but I'm from Nottingham originally) and I really hope it goes well because obviously I care a lot about my friends and my him. The only problem is that a few months before meeting my boyfriend I had a one night stand with one of the friends he is going to be meeting. It was a one off and was just a drunken night where I was upset over something and it just turned into something else. Me and the friend both agreed to act like it never happened though I do occasionally think about it. Not because I want it to happen again but more because the idea that I slept with this guy is so unbelievable as we've been friends for so long. Should I tell the new boyfriend about this or just keep quiet?
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If it was something that just happened once, he's more likely to take it in a good way than if you two actually used to go out and stuff. But it depends what kind of person he is, and how jealous he is.
I can't say for sure, but personally I don't think I would mind, as long as this friend respects me and knows that I'M with her right now, and that he shouldn't be trying any moves on her just to test my reaction and/or p*ss me off. I guess it really just depends on how the friend acts, really. And how you let him treat you.
If you two are super-close and hugging all the time and kissing each other on the cheek, I would get extra-jealous knowing that you two once slept together. But if you're just casual friends who like to hang out and chat and aren't clingy all the time, I wouldn't mind. I'd understand that the sex was just a one-time thing and trust it wouldn't happen again. ;o
I do know some guys tend to be more jealous than I am, though. So there's no way of knowing how your boyfriend is going to take it. Just keep in mind this isn't exactly something you HAVE to tell him if you don't want to.1