4. Chelsea Handler
Chelsea Handler is quite the character, there’s no question about that. She has a wild side that she has no problems talking about on her show. Handler even goes as far as to say that she enjoys anonymously hooking up with random men that she met on Tinder. I personally think she’s attractive in her own way, and her outspoken personality makes her even more appealing. So I can only imagine how awesome it would be to come across her profile and actually have something happen from it.