Should I tell him that I had sex with his friend in the past?

Question

Okay important detail first. It was BEFORE we started dating or even knew each other.

So I've started going out with a new guy a few weeks ago. We have been on a couple of dates and had already sex. On Saturday we went out to party and he introduced me to his 2 best friends. I was a bit shocked when I saw them because one of them I knew already. It's a guy I met at a party before covid hit and we hooked up a few times.

It was an awkward situation and I told him that we briefly met before but didn't go into detail. It's a coincidence and shouldn't cause any issues but it makes me feel uncomfortable and I'm unsure if it's better to tell him or not. If I do probably best to do it as early as possible?

Anonymous · Accepted Answer

I would mention it to him. It doesn't have to be a "thing" or full of drama, just casually mention it. Something like "So you know your friend (whatever his name is), I told you we've met before, I want to be honest with you and want you to know that we also be intimate". Better to hear this from you than him possibly find out from his friend first. Even if he's upset about it (shouldn't be), the fact that your being completely open and honest with him shows respect and honestly. Think if it was reversed. You'd want to hear it from him right?

Кураж · Accepted Answer

You should, because the guy will tell him if he didn't already. Better just be honest about it instead of looking sketchy by avoiding it.

KrisPW · Accepted Answer

If it were a casual friend, I would keep it to yourself. But that is not the case here. Since this is one of his best friends, you should tell him. "Hey, I really like you, but you need to know that I dated Jake a few times 2 years ago and we were intimate a couple of times. There are no feelings there, but it wouldn't be right for me keep that from you."

TrueConfection · Accepted Answer

His friend will tell him if he hasn't already.

HighValue · Answer

Tell him right away. If you don't it will ruin things between you two by intentionally hiding something from him like that.

bamesjond0069 · Answer

Tell him asap. The sooner the better. The sooner you do the more likely it won't fuck things up. The longer you wait it will almost surely fuck things up. And fyi guys tell each other this stuff so better do it before he does.

Birdlegs · Answer

You should probably tell him before his friend does. And once the friend does well good luck Charlie

AviatorTom · Answer

You don't need to tell anyone about your past. What good does that do?

Sam_The_Savage · Answer

Or maybe they both guy played you one by one... no?

Twalli · Answer

You could say that you knew one of his friends a bit better than you led him to believe, but you'd need to make it clear that anything between you two is no longer there or else he may be jealous.

Anonymous · Answer

Either you tell him, or his friend tells him... but what's the problem? do you not fully accept your decisions?

kinggeorge007 · Answer

Yes you should if you plan to date him for some time. And sooner the better.

nawtee_me · Answer

You should tell him before his friend says something about it. Just let him know it was in the past and will stay there.

AydenHazor · Answer

It's probably better if it comes from you than from his friend

Alcoholic_Wannabe · Answer

If it wasn't cheating, he doesn't need to know shit.

ImNoOne111 · Answer

I dont think your boyfriend needs to know about every single time you had sex in the past

IsoUser · Answer

It would be the epitome of me bringing up my ex-girlfriend, just don't do it in my humble opinion

Anonymous · Answer

I hope you don’t turn into the girl that guys talk about to each other at parties.

dolemite89 · Answer

he already knows if u hooked up if he’s actually friends with the guy

Anonymous · Answer

He needs to know that his buddy had you as a fuck hole.

JamesRandiDebates · Answer

He probably already knows you're a whore.

clemdenim · Answer

No need for him to know

jimmy2 · Answer

Yes tell him

Should I tell him that I had sex with his friend in the past?

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