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Ranking the hot hookups of Owen Wilson

By / 06.17.13
Owen Wilson dating history girlfriends

<a href="http://www.shutterstock.com/pic-141309736/stock-photo-owen-wilson-at-the-internship-los-angeles-premiere-village-theater-westwood-ca.html" target="_blank">Owen Wilson image</a> by s_bukley/Shutterstock

With Owen Wilson recently reuniting with Vince Vaughn for the film The Internship I thought this would be a good week to take a look at Owen Wilson’s alleged dating history. His buddy Vince has been married for some time now, but that’s not been a real problem for Owen as he’s hooked up with several famous women over the years. How many famous women? Read on to find out.

Photo credit: Owen Wilson image by s_bukley/Shutterstock

Angel Boris (Date unclear)

Angel Boris

<a href="http://www.shutterstock.com/pic-107436089/stock-photo-angel-boris-reed-at-national-lampoon-s-the-great-american-fantasy-playboy-mansion-holmby-hills.html" target="_blank">Angel Boris image</a> by s_bukley/Shutterstock

Angel Boris once told Howard Stern that she and Owen Wilson never dated, but did have sex. Nice.

Hookup score: 8.0
Just like you, I too had no idea she was an actress, but she is!

Photo credit: Angel Boris image by s_bukley/Shutterstock

Amber Hay (Date unclear)

Amber Hay

<a href="http://www.shutterstock.com/pic-125046035/stock-photo-amber-hay-at-the-party-launching-the-new-mtv-series-twentyfourseven-area-los-angeles.html" target="_blank">Amber Hay image</a> by s_bukley/Shutterstock

I don’t know who Amber Hay is, but she and Wilson allegedly dated. She’s pretty.

Hookup score: 8.0
Another actress I had to look up.

Photo credit: Amber Hay image by s_bukley/Shutterstock

Mei Melancon (Date unclear)

Mei Melancon

<a href="http://www.shutterstock.com/pic-100780552/stock-photo-mei-melancon-at-the-last-day-of-summer-los-angeles-screening-harmony-gold-los-angeles-ca.html" target="_blank">Mei Melancon image</a> by s_bukley/Shutterstock

Once again, I have no idea who she is, but trust me, she is an actress!

Hookup score: 8.0
Hang on, the list gets better.

Photo credit: Mei Melancon image by s_bukley/Shutterstock

Sheryl Crow (1999-2001)

Sheryl Crow

<a href="http://www.shutterstock.com/pic-134594870/stock-photo-sheryl-crow-at-the-th-annual-academy-of-country-music-awards-arrivals-mgm-grand-garden-arena.html" target="_blank">Sheryl Crow image</a> by s_bukley/Shutterstock

Finally, someone we know. Wilson and Crow began dating after they met on the set of The Minus Man. The Minus Man?

Hookup score: 8.5
They reportedly are still good friends so that’s nice.

Photo credit: Sheryl Crow image by s_bukley/Shutterstock

Gina Gershon (2000-2002)

Gina Gershon

<a href="http://www.shutterstock.com/pic-94259110/stock-photo-actress-gina-gershon-at-the-cannes-film-festival-for-the-premiere-of-about-schmidt-may.html" target="_blank">Gina Gershon image</a> by Featureflash/Shutterstock

Not much to report here as the Internet is pretty bereft of details, but I am pretty sure they were once a couple.

Hookup score: 9.0
Pretty sure.

Photo credit: Gina Gershon image by Featureflash/Shutterstock

Demi Moore (2002)

Demi Moore

<a href="http://www.shutterstock.com/pic-125049770/stock-photo-demi-moore-at-the-afi-fest-opening-night-premiere-of-bobby-grauman-s-chinese-theatre.html" target="_blank">Demi Moore image</a> by s_bukley/Shutterstock

Again, no real details, but as before I am pretty positive that they were an item at one time.

Hookup score: 9.0
His list is getting better.

Photo credit: Demi Moore image by s_bukley/Shutterstock

Kate Hudson (2006-2009)

Kate Hudson

<a href="http://www.shutterstock.com/pic-129770078/stock-photo-beverly-hills-ca-jan-kate-hudson-arrive-at-the-weinstein-company-s-golden-globes-after.html" target="_blank">Kate Hudson image</a> by CarlaVanWagoner/Shutterstock

And heeere’s the one everyone knows all about, since it was a thing not once, but twice as they broke up in 2007 only to get back together, only to break up again.

Hookup score: 9.0
The force was strong in Kate…to Owen…or something.

Photo credit: Kate Hudson image by CarlaVanWagoner/Shutterstock

Jessica Simpson (2007)

Jessica Simpson

<a href="http://www.shutterstock.com/pic-117248728/stock-photo-jessica-simpson-at-the-sony-bmg-grammy-after-party-beverly-hills-hotel-beverly-hills-ca.html" target="_blank">Jessica Simpson image</a> by s_bukley/Shutterstock

Reportedly Owen and Jessica were spotted on a date in Los Angeles where “he couldn’t keep his hands off her.”

Hookup score: 9.0
I like his style.

Photo credit: Jessica Simpson image by s_bukley/Shutterstock

Le Call (2007)

Le Call

Le Call, <a href="https://twitter.com/lecall" target="_blank">Twitter</a>

Apparently she’s a famous model…named Le Call. Did not know that. Anyway, they were seen out together several times in New York, but never confirmed anything.

Hookup score: 9.0
Le Call? And she’s American. Oh, it’s short for LeAnn. That makes a lot more sense.

Other less-substantiated alleged flings: Jennifer Aniston, Xhoana Xheneti

Photo credit: Le Call, Twitter

Final Tally

Owen Wilson’s Hookup Score: 77.5 points

Not too shabby considering that he spent the better part of four years shackled to Kate Hudson.

1. Leonardo DiCaprio – 187 points
2. Jack Nicholson – 163
3. Charlie Sheen – 136
4. Tommy Lee – 111

5. Sean ‘Diddy’ Combs – 110

6. Stephen Dorff – 109.5

7. Jamie Foxx – 108.5

8. Jared Leto – 108
9. Vin Diesel – 100.5

10. Seth MacFarlane – 98

11. Tiger Woods – 93.5

12. George Clooney – 93
13t. Benicio Del Toro – 91

14t. Josh Hartnett – 91
15. Chris Evans – 83.5
16t. Justin Timberlake – 82
16t. Ryan Phillippe – 82

18. Orlando Bloom – 81
19. Derek Jeter – 80
20. David Duchovny – 78.5
21. Owen Wilson – 77.5

22. Joe Jonas – 77
23. Ryan Reynolds – 75
24. Ashton Kutcher – 73
25. Jeremy Piven – 72.5

26. Ryan Gosling – 72
27t. Kanye West – 71
27t. Brad Pitt – 71
27t. Jude Law – 71
30t. Colin Farrell – 70
30t. Adam Levine – 70
32. Sean Penn – 69
33t. Taylor Lautner – 67

33t. Johnny Depp – 67
35. Jake Gyllenhaal – 66
36. Andy Roddick – 64.5

37t. Tom Brady – 64

37t. Mark Sanchez – 64
39t. Zac Efron – 63

39t. Adrien Brody – 63

39t. Adam Brody – 63

39t. Kevin Connolly – 63
43. Chris Pine – 62.5

44t. Michael Phelps – 62

44t. Adam Duritz – 62
46t. Alexander Skarsgard – 62
46t. Wilmer Valderrama – 62
46t. Gerard Butler – 62
49. Criss Angel – 61
50. John Mayer – 60
51. Bradley Cooper – 57
52. Shia LaBeouf – 56.5
53t. Alex Rodriguez – 53
53t. Will Smith – 52

55. Robert Downey, Jr. – 51.5
56. Edward Norton – 51
57. Paul Walker – 48.5

58. Matthew Morrison – 47

TAGSAlleged Sexual HistoryAmber HayAngel Boriscelebrity dating historiesComplete hookup historyDemi MooreGina Gershonhollywood ladies menJessica SimpsonKate HudsonLe CallMei MelanconOwen WilsonOwen Wilson dating historyOwen Wilson girlfriendsserial datersSheryl Crowwho has Owen Wilson datedwho is Owen Wilson dating
Douglas Charles
About Douglas Charles... Douglas Charles is the managing editor of Guyism.com. His experience includes operating an assortment sports and entertainment Web sites over the past decade, but his specialty is discovering sexy women from all over the world that he knows he will never have a chance with, let alone meet - a quality he shares with 99.99% of his readers.

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