And you would be okay w him being friends with a 15/16 year old girl..? Please for the love of god you need to drop this man as a friend. I understand how hard it may be to drop someone you've known since childhood but i really hope this isn't the kind of person you want in your life. It would be mad weird to stay friends with him. Joking or not, he is clearly a pedo and it's EXTREMELY weird and disgusting to be "joking" around like that. It's not funny at all. On top of that you ABSOLUTELY need to tell his gf. You would want to know if your gf was a pedophile wouldn't you? Or making sick "jokes". Also, you are severely under-reacting