22. Anna Kournikova
Photo: twitter
As a single man myself, I must admit this one left me in a state of shock. Anna Kournikova, the smoking hot professional tennis player-turned-model has never been married. She’s come close a time or two, but never actually said those famous two words “I do.” Anna had a long standing relationship with Enrique Iglesias and for all we know they are still together to some degree. But according to reports, the former tennis star has yet to get hitched. Reporters once cornered Iglesias to ask him about his stance on marriage and he more or less said he didn’t believe in it because his parents had been divorced and he doesn’t think a piece of paper means you love someone any more than someone who isn’t married. I can’t argue with that logic, but I’m telling you right now if I’m dating Anna Kournikova, I’m locking that down.