All the Women Sean Penn Married, Almost Married, Dated, or Maybe Dated

To certain pop culture fanatics, one of life’s greatest mysteries is as follows: How the hell does a scrawny curmudgeon like Sean Penn continually bag such hot chicks? From his stunning ex-wife Robin Wright to bombshells like Scarlett Johansson, the Oscar-winning actor seemingly can’t be without a beautiful woman at all times.

To others, it’s not a mystery at all: For reasons that are largely intangible, even the most intelligent, self-possessed women have fallen for classic bad boys at some point, and none are as historically bad as Penn.

Couple his notorious run-ins with paparazzi, lengendary hot temper, and jail time with his insane talent, political activism, brooding persona, and it’s not that hard to see why starlets are drawn to the 54-year-old.

Despite having been married twice, the public—and Penn himself, it seems—thought Charlize Theron was the real thing. Not only did he publicly refer to her as the love of his life, but the pair were reportedly on track to tie the knot until Theron reportedly broke things off in June 2015.

Now, Us Weekly is reporting that the actor is already rebounding with former “Friday Night Lights” actress Minka Kelly, whom he reportedly took to dinner in Napa, California, to celebrate her 35th birthday less than two week after his split with Theron.

Sigh.

Since keeping up with Penn’s romantic life is a full-time job, we’ve rounded up all the women the actor was married to, dated, or maybe dated.