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The Biggest Manwhores in the Entertainment Industry

Updated October 15, 2019 11.4k votes 1.7k voters 133.4k views27 items

List RulesVote up the guys who always seem to have a different girl on their arm

Manwhores in Hollywood get away with a lot. They sleep around and date several women at a time, but never seem to attract the same criticism that a female player might. That's partly because these mansluts are handsome, charming, and generally innocuous, but it's also because of sexism. Still, not all of the male players in Hollywood are immune to public shaming. Thanks to the tabloids, we know better than to fool around with guys like Gerard Butler and Charlie Sheen if we want to maintain any level of self-respect. 

This list of famous players includes man whores of all ages, shapes, and sizes (though most of them are tall and fit). Many of them have a list of very famous baes attached to their names, and some of them have slept with over 5000 women (if you believe their claims). Some of these players have even moved on and settled down with wives and girlfriends, but that doesn't mean we're going to forget about their manwhore pasts. 

We hope you enjoy this list of man whores and their most famous conquests! If nothing else, you'll be amazed at how many famous women Warren Beatty slept with before marrying Annette Bening...

  • Charlie Sheen1
    693
    224

    BirthplaceNew York City, New York, United States of America

    Notable baes: Robin Wright, Winona Ryder, Kelly Preston, Denise Richards (his wife from 2002 - 2006), Heidi Fleiss, and over 5000 others (according to him)

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  • Warren Beatty2
    583
    187

    BirthplaceRichmond, Virginia, USA

    Notable baes: Candice Bergen, Connie Chung, Diana Ross, Diane Sawyer, Diane von Furstenberg, Elle Macpherson, Jane Fonda, Margaux Hemingway, Vanessa Redgrave, Joan Collins, Vivien Leigh, Cher, Bernadette Peters, Brigitte Bardot, Faye Dunaway, Julie Christie, Barbra Streisand, Goldie Hawn, Joni Mitchell, Diane Keaton, Mary Tyler Moore, Janice Dickinson, Daryl Hannah, Melanie Griffith, Madonna... and current wife Annette Bening  (married 1992)

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  • Leonardo DiCaprio3
    551
    247

    BirthplaceLos Angeles, California

    Notable baes: Juliette Lewis (rumored), Kate Moss, Naomi Campbell, Demi Moore (rumored), Eva Herzigova, Paris Hilton, Gisele Bundchen, Kirsten Dunst, Bar Refaeli, Cameron Diaz (rumored), Blake Lively, Toni Garnn, Rihanna (rumored)

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  • John Mayer4
    418
    196

    John Mayer

    Age: 38

    BirthplaceBridgeport, Connecticut, USA

    Notable baes: Vanessa Carlton, Jennifer Love Hewitt, Jessica Simpson, Minka Kelly, Jennifer Aniston, Taylor Swift, Katy Perry

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  • Gene Simmons5
    321
    177

    BirthplaceTirat Carmel, Israel

    Notable baes: Cher, Liza Minnelli, Katey Sagal, Diana Ross, and over 4000 others (allegedly)

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  • Tiger Woods6
    361
    215

    BirthplaceCypress, California, United States of America

    Notable baes: LeAnn Rimes, Elin Nordegren (his wife from 2004 - 2010), Rachel Uchitel, Lindsey Vonn

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  • Jack Nicholson7
    309
    181

    BirthplaceNeptune City, New Jersey, United States of America

    Notable baes: Anjelica Huston, Janice Dickinson, Lara Flynn Boyle, Kate Moss, Heidi Fleiss

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  • Alex Rodriguez8
    243
    145

    BirthplaceWashington Heights, New York City, New York, United States of America

    Notable baes: Madonna, Cameron Diaz, Kate Hudson, Elaine Spottswood 

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  • George Clooney9
    304
    194

    BirthplaceLexington, Kentucky, United States of America

    Notable baes: Kelly Preston, Talia Balsam (his wife from 1989 - 1993), Renee Zellweger, Elisabetta Canalis, Stacy Keibler, Amal Alamuddin (married 2014)
  • Gerard Butler10
    264
    168

    BirthplacePaisley, United Kingdom

    Notable baes: Rosario Dawson, Naomi Campbell, Cameron Diaz, Jennifer Aniston, Lindsay Lohan, Jessica Biel, Brandi Glanville
  • James Franco11
    272
    197

    BirthplaceUSA, California, Palo Alto

    Notable baes: Lindsay Lohan, Sienna Miller, Amanda Seyfried, Emilia Clarke, Lana Del Rey

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  • Julio Iglesias12
    180
    126

    BirthplaceMadrid, Spain

    Notable baes: Yolanda Foster, Diana Ross, Priscilla Presley

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  • Chris Brown13
    242
    181

    BirthplaceTappahannock, Virginia, United States of America

    Notable baes: Rihanna, Amber Rose, Anara Atanes, Rita Ora

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  • Zac Efron14
    224
    169

    Zac Efron

    Age: 28

    BirthplaceSan Luis Obispo, California, USA

    Notable baes: Lily Collins, Vanessa Hudgens, Lindsay Lohan, Michelle Rodriguez
  • Justin Timberlake15
    221
    173

    Justin Timberlake

    Notable baes: Britney Spears, Ciara, Cameron Diaz, Olivia Munn, Jenna Dewan, Alyssa Milano, Scarlett Johansson, Jessica Biel (married 2012)
  • 50 Cent16
    166
    147

    50 Cent

    Age: 45

    BirthplaceNew York City, New York

    Notable baes: Vivica Fox, Ciara, Khloe Kardashian, Chelsea Handler, Paris Hilton

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  • Ryan Reynolds17
    172
    157

    BirthplaceVancouver, Canada

    Notable baes: Melissa Joan Hart, Kristen Johnston, Alanis Morissette, Scarlett Johansson (his wife from 2008 - 2011), Sandra Bullock, Charlize Theron, Blake Lively (married 2012)

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  • Ashton Kutcher18
    184
    174

    BirthplaceUSA, Cedar Rapids, Iowa

    Notable baes: Nelly Furtado, January Jones, Brittany Murphy, Demi Moore (his wife from 2005 - 2013), Rihanna, Mila Kunis (married 2015)

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  • Adam Levine19
    179
    170

    BirthplaceLos Angeles, California, United States of America

    Notable baes: Jessica Simpson, Cameron Diaz, Anne Vyalitsyana, Behati Prinsloo (married 2014)

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  • Lil Wayne20
    139
    145

    Lil Wayne

    Age: 38

    BirthplaceHollygrove, New Orleans, Louisiana, United States of America

    Notable baes: Trina, Superhead, Lauren London, and a billion unnamed groupies (probably)

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  • Ryan Gosling21
    140
    164

    BirthplaceLondon, Canada

    Notable baes: Sandra Bullock, Famke Janssen, Rachel McAdams, Kat Dennings, Blake Lively, Olivia Wilde, Eva Mendes

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  • Harry Styles22
    154
    197

    BirthplaceRedditch, United Kingdom

    Notable baes: Taylor Swift, Ke$ha, Kimberly Stewart, Cara Delevigne, Kendall Jenner

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  • Nick Cannon23
    88
    155

    BirthplaceSan Diego, California

    Notable baes: Christina Milian, Kim Kardashian, Mariah Carey (married 2008)

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  • Joe Jonas24
    84
    162

    Joe Jonas

    Age: 31

    BirthplaceCasa Grande, Arizona, United States of America

    Notable baes: Taylor Swift, Demi Lovato, AJ Michalka

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  • Bobby Brown25
    69
    144

    BirthplaceRoxbury, Boston, Massachusetts, United States of America

    Notable baes: Janet Jackson, Whitney Houston (his wife from 1992 - 2007), Superhead

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