Had a buddy who was an All American Lacrosse player, modeled and was a lead singer in a band in College. He got more tail than anyone I have ever met, plus he had mad verbal game with the ladies. We'd be out and waitresses would be giving him their phone numbers without him asking. Girls shoving phone numbers in his pocket, made me sick. He was banging so many different hot girls whenever he didn't have a serious girlfriend.
In college he was approached by a smokin hot Cougar who wanted to have sex with him at her house while her husband watched from a chair in the corner. He went to their house and said it was a fucking mansion, sweet pad. Mind you this was before we had to worry about cell phone recordings and all that technology. He banged the shit out of her all night while Hubby diddled his thing in the dark corner.
Fast forward 6 months later he's got a girlfriend and her parents are throwing her a birthday party. He goes to their house for the B Day Party and her parents are the Cougar he banged and her husband. The word that comes to mind might be Awkward. He never told his girlfriend, which is unfortunate because he could have said "That's not how your Mom does it".
