Robert Downey Jr.

Today, Robert Downey Jr. is internationally known as the face behind Iron Man. He is happily married to Susan Downey, whom he began dating in 2005. Since then, the two boast one of the highly desirable Hollywood relationships. Their romance of 15 years and counting is already considered an accomplishment in Tinseltown, where relationships are often fickle and fleeting. However, before settling down with Mrs. Downey, RDJ dated some famous women.

From 1992 to 2004, the Iron Man star dated singer-songwriter and actress Deborah Falconer, and while various factors led to their split, the couple was together through the end of Downey’s most difficult years. Another famous actress he dated was Sarah Jessica Parker, and their flame began and ended in the ’80s. Both are now leading successful lives and happy marriages, but the moment they had together was reportedly beautiful to some degree.