When I met my wife she was a bit on the prudish side. Not crazy prude, but a LOT more reserved than she is now. If you've read any of my posts you'll know that!
She had married pretty young, to her high school love, who turned out to be a terrible person, but that's another story. We've been together for 20+ years, and are just as happy now, even more so, than when we met.
Anyway, I had always assumed she had only had a couple of partners in her life before me. Her ex was her first, and after her divorce she had dated a bit, so I assumed she hooked up with a few of them.
A few years after we were married, one drunken night, I found out she was part of a 5 person gang bang! She went on a date with this guy, had a good time, and went back to his place with him. His room mate and a couple of his friends were there. The two of them went into his bedroom and started getting freaky. Apparently they were loud enough that the others heard, and came right into the room without knocking.
Her date asked if she minded, and in a moment of weakness and curiosity, she said she didn't mind. Well, as she tells it they proceeded to take turns on her all night. She said she did enjoy it in the moment, but felt terrible about it after the fact. She never went on another date with the guy, though they were still sort of friends.
She said she was afraid to tell me this story up until now because she was afraid I would think less of her. I told that couldn't be further from the truth, and it was a huge turn on to hear.
Every now and then she'll remind me of that story to turn me on when I least expect it. And, I told her the closest I ever came to anything like that was a failed 3-some years ago with my then fiance and her friend. She's promised to make it up to me.