Celebrities Sean Penn's Loves & Hookups  

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Who is Sean Penn dating? Who Sean Penn dated; list of Sean Penn loves, ex girlfriends; breakup rumors. The loves, exes and relationships of Sean Penn, listed by most recent. Now that Sean Penn's no longer married, it'll be interesting to see what Hollywood starlets he hooks up with. Will he fall for the roster of famous babes that end up in celebrity sex tapes? Not to say anything about Sean Penn, but his celeb sex tape would probably be something you watch out of curiosity as opposed to it being a hot sex tape. Who knows is he'll end up on the list of celebrities with sex tapes anytime soon...

Which of Sean Penn's exes is the hottest? Take a look at this list and share your thoughts in the comments section.

Leila George D'Onofrio

Leila George D'Onofrio is listed (or ranked) 1 on the list Sean Penn's Loves & Hookups
Photo: Brad Barket/Getty Images

Sean Penn began dating actress Leila George, daughter of actor Vincent D'Onofrio, in late 2016. 

Leila George D'Onofrio is the daughter of Vincent D'Onofrio and Greta Scacchi. ...more on Wikipedia

Age: 26

Birthplace: Sydney, Australia

Charlize Theron is listed (or ranked) 2 on the list Sean Penn's Loves & Hookups
Photo: via Pinterest
Sean Penn has been dating Charlize Theron since 2013.

Charlize Theron is a South African and American actress, producer, and fashion model. She starred in early films in the late 1990s, such as The Devil's Advocate, Mighty Joe Young and The Cider House Rules. Theron received critical acclaim for her portrayal of serial killer Aileen Wuornos in Monster, for which she won the Academy Award, Silver Bear, Golden Globe Award and Screen Actors Guild Award for Best Actress among several other accolades, becoming the first South African to win an Academy Award in a major acting category. She received further Academy Award and Golden Globe Award nominations for her performance in the sexual harassment-themed drama North Country in 2005 and a Golden ...more on Wikipedia

Age: 42

Birthplace: Benoni, Gauteng, South Africa

Also Ranked

#16 on The Most Beautiful Women of All Time

#41 on The Best Actresses in Film History

#11 on The Most Beautiful Women In Hollywood

#11 on The Best Actresses Working Today

see more on Charlize Theron

Calu Rivero is listed (or ranked) 3 on the list Sean Penn's Loves & Hookups
Photo: via Reddit
Rumor has it that Sean Penn hooked-up with Calu Rivero in 2012. see more on Calu Rivero

Shannon Costello

Shannon Costello is listed (or ranked) 4 on the list Sean Penn's Loves & Hookups
Photo: via Wikimedia
Sean Penn dated Shannon Costello from 2011 - 2013.

Shannon Costello is a film producer. ...more on Wikipedia