When my best friend (I'm a guy, she's a girl) actually dated first and then became friends when we both kinda decided we weren't a good couple. She was wearing me out wanting to go out 5+ nights per week, I was boring her wanting to just hangout at one of our places. The dating only lasted six weeks.

One summer a few years later we hadn't seen each other for awhile as she'd been away at grad school, we get drunk, buy more booze and go back to my place, drink more, decide to go to sleep.

She hops in my bed as we've been platonically sharing a bed for years when we hang out, I come in a bit too hot, trip, and land half on her.

In the confusion of two drunks trying to untangle from each other we just start making out. She gets on top of me and takes her shirt and bra off.

Had a moment of clarity, kinda wondering why tf I'm looking at my best friend's tits, and decide to yell out, "Awh shit, look at them tits gurl!"

So we laugh a bunch at that, she rolls off, and we both pass out.

Right choice imo.

Only problem is she's ended up with a mutual friend, so he knows years ago we dated for a tiny length of time, but that's enough for him to be a jealous, insecure cunt.