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The Most Famous Womanizers Of All Time  was originally published on

1. Stevie J

Stevie J

Have you seen ‘Love & Hip Hop Atlanta’?

2. Ray J

Ray J

He’s come a long way since he was Brandy’s little brother. A bevy of women plus two seasons of ‘For The Love Of Ray J’ a super famous relationship with Kim Kardashian and now another show on VH1 where yet more women are fighting for his affection.

3. Colin Farrell

Colin Farrell

Lindsay Lohan, Angelina Jolie, Paris Hilton, Demi Moore, Britney Spears and a rumored Taylor Swift. Not to mention two different kids by two different women and a sex tape floating around.

4. Tiger Woods

Tiger Woods

Tiger’s squeaky clean image was quickly halted after a number of mistresses surfaced while he was still married to now ex wife Elin Nordegren.

5. Hugh Hefner

Hugh Hefner

He’s the founder of Playboy. Enough said.

6. Michael Jordan

Michael Jordan

After 13 years of marriage, Michael had a few relationships with different women but ultimately married a younger woman. The two just welcomed twins earlier this year.

7. Yung Berg

Yung Berg

We’ll just mention ‘Love & Hip Hop: Hollywood’ and I’m sure you’ll get the point.

8. Richard Pryor

Richard Pryor

The funny man was married seven times to five different women and fathered six children.

9. Shawty Lo

Shawty Lo

The Atlanta rapper has 11 children by 10 different women.

10. Lil Wayne

Lil Wayne

The rapper famously had three babies by three different women in 13 months.