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The Scoreboard: A List of Charlie Sheen's Girlfriends 

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Updated January 10, 2020 3.1M views 20 items

Charlie Sheen's girlfriends, ex-girlfriends and current goddesses. All of his past and present romances, flings, and relationships are listed here. This guy's dating history is quite a record and romances with models, celebrities and adult actresses are nothing new for him. You should also check out these TMI facts about Charlie Sheen's romantic life. Amazingly, Charlie Sheen has never had an explicit tape surface, but with this roster of beautiful, high-profile women he's been attached to, there seems no doubt that Sheen will someday end up on the list of celebrities with such a tape himself. For now, it's just Charlie and the goddesses, minus the tape.

Charlie Sheen's past girls include Bree Olson, Brett Rossi, and Denise Richards. Featuring adult actresses and A-list celebs, Charlie Sheen had a variety of partners. 

Which one of Sheen's exes do you think is the best match for him?

Brett Rossi is listed (or ranked) 1 on the list The Scoreboard: A List of Charlie Sheen's Girlfriends
Photo:  Toglenn/Wikimedia Commons/CC BY-SA 3.0
Brett Rossi

In February 2014, Charlie Sheen became engaged to former adult film star Brett Rossi, who began going by her real name, Scottine Ross. The two split up in October 2014, one month before the wedding.

Natalie Kenly is listed (or ranked) 3 on the list The Scoreboard: A List of Charlie Sheen's Girlfriends
Photo:  Ethan Miller/Getty Images
Natalie Kenly

Natalie Kenly held the "Goddess" status briefly in 2011.

Kacey Jordan is listed (or ranked) 4 on the list The Scoreboard: A List of Charlie Sheen's Girlfriends
Photo:  Michael Stewart/Getty Images
Kacey Jordan

Sheen and Kacey Jordan had a brief fling 2011.

Age: 30

Birthplace: Austin, Texas, United States of America