A winsome is when you are having sex with
two or more other people and you are the ugliest person in the
group. Therefore, the people you get to have sex with are the hottest ones in the
group.
Person #1: I had a great winsome last
night with
Deb and
Vi!
Person #2: But they're way out of your league.
Person #1: Doesn't matter, I still won!