15 TV Characters Who Can't Keep Their Pants On (PHOTOS)

“Fidelity” is not in Don Draper’s personal dictionary. And when you look like Jon Hamm, well, it’s no wonder the ladies fall into your martini-soaked lap.

A dashing Madison Avenue ad exec with a penchant for binge drinking and smoking like a chimney, Don carries on a string of extramarital affairs until his wife, Betty (January Jones), finally up and divorces him. After continuing his womanizing full-bore, he gets engaged again in the Season 4 finale, this time to his young secretary Megan (Jessica Pare). But reform isn’t necessarily in the cards for this secretive fella: Don was also dating a consumer psychologist when he proposed!

Bottom line: Don Draper may put a ring on it, but he will never be a one-woman man.