Money Where Your Mouth Is

You and him have been friends for years. Being so close you know basically everything about him except how he is romantically. He was always respectable and never once bragged or shared how his previous partners were, but his old roommate did. When you are all out drinking he’s telling stories about hearing the woman he had nights with and cracking jokes about how amazing he must be or how large he was, and he has to give in, never talking about the women… but himself. He knows he’s good. You want to challenge that. He needs to put his money where his mouth is.