16. Matthew Perry
Photo: celebrityrealationshipindex
Apparently Chandler, I mean Matthew Perry, is too good for small-time dating apps like Tinder. Numerous reports indicate that he’s not only a member of MillionareMatch.com, but also RichSoulMate.com. You have to assume he doesn’t have problems with the ladies considering he’s famous and a moderately good looking guy. But maybe it’s that crazy Friends money continually pouring in that makes him hesitant to join up with the more common sites. I’m not familiar with these particular sites because I’m not a millionaire, yet, but I assume they have worked for someone or else they wouldn’t exist. So who knows, maybe Perry will find his true love.