10. Mickey Rourke

Another case of trying hard to look attractive past the age of 60 by undergoing plastic surgery, sporting dyed blond hair and a tan is none other than Mickey Rourke.

The famous actor was attractive back in his days, which ended about 15 years ago. He’s turned ugly since by desperately trying to hold onto his youth, but that doesn’t mean he stopped being a womanizer.

Rourke dated Tabitha Stevens, Jewel Valmont, Charlotte Lewis, Nikita Denise, Christine Bolster, Gia Carangi, Carre Otis, Gabriella Sabatini…and so on and so forth, before discovering he actually had a thing for Eastern European beauties, namely Sasha Volkova, model and actress, Elena Kuletskaya, actress, Eugenia Volodina, model, and finally Anastassija Makarenko, an actress whom Rourke has been dating for the past 5 years.