![Sean Penn Scared to Date Again](https://www.closerweekly.com/wp-content/uploads/2024/07/Sean-Penn-Scared-to-Date-Again.jpg?crop=0px%2C0px%2C3558px%2C2269px&resize=940%2C600&quality=86&strip=all)
Sean Penn
![Sean Penn Scared to Date Again](https://www.closerweekly.com/wp-content/uploads/2024/07/Sean-Penn-Scared-to-Date-Again.jpg?crop=0px%2C0px%2C3558px%2C2269px&resize=940%2C600&quality=86&strip=all)
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Charlize Theron Gets Candid About Her Split From Sean Penn: "It Just Didn't Work Anymore"
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Is Sean Penn Dating Freida Pinto?
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Sean Penn and Robin Wright's Children Dylan and Hopper Jack are All Grown Up — Plus See More Celeb Kids Then and Now!
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Robin Wright and Ben Foster Call Off Their Engagement for a Second Time
![Charlize theron](https://www.closerweekly.com/wp-content/uploads/2015/08/charlize-theron.jpg?resize=408%2C230&quality=86&strip=all)
Charlize Theron Adopts a Baby Girl
![Sean penn minka kelly](https://www.closerweekly.com/wp-content/uploads/2015/07/sean-penn-minka-kelly.jpg?resize=408%2C230&quality=86&strip=all)
Is Sean Penn Dating Minka Kelly After Charlize Theron Split?
![Charlize theron and sean penn](https://www.closerweekly.com/wp-content/uploads/2015/06/charlize-theron-and-sean-penn.jpg?resize=408%2C230&quality=86&strip=all)
Charlize Theron and Sean Penn Break Off Engagement!
![Charlize theron](https://www.closerweekly.com/wp-content/uploads/2015/04/charlize-theron.jpg?resize=408%2C230&quality=86&strip=all)
Charlize Theron on Aging: "Getting Older is Not That Bad"
![Charlize theron sean penn](https://www.closerweekly.com/wp-content/uploads/2015/03/charlize-theron-sean-penn.jpg?resize=408%2C230&quality=86&strip=all)
Sean Penn Confesses He Watches 'The Bachelor' With Charlize Theron
![Madonna](https://www.closerweekly.com/wp-content/uploads/2015/03/madonna.jpg?resize=408%2C230&quality=86&strip=all)
Madonna: 'Older Men are Not Datable'
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Charlize Theron's Mom, Gerda, Flirts With Sean Penn
![Madonna 27](https://www.closerweekly.com/wp-content/uploads/2015/02/madonna-27.jpg?resize=408%2C230&quality=86&strip=all)
Madonna Reveals She Would Marry Again
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Robin Wright Engaged to Ben Foster — Again!
![Sean penn](https://www.closerweekly.com/wp-content/uploads/2015/01/sean-penn.jpg?resize=408%2C230&quality=86&strip=all)
Sean Penn Disses Madonna and Robin Wright: 'Charlize Theron Would Be My First Marriage'
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Sean Penn in the Process of Adopting Charlize Theron's Son (REPORT)
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Sean Penn's Famous Friends Help Him Raise $6 Mil For Haiti
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