Ranking the hot hookups of Chace Crawford

Chace Crawford dating history girlfriends

Chace Crawford image by s_bukley/Shutterstock


Chace Crawford was once named “Summer’s Hottest Bachelor” by People magazine, so how is it that we haven’t taken a look at his alleged dating history yet? Let’s fix that now. Plus when you think about it, if his sister has been so successful in the dating world (she’s married to Tony Romo), surely a good-looking guy who starred on a show that was watched by mostly women (Gossip Girl) has hooked up with his fair share of sexy starlets, right? Read on to find out.

Shauna Sand (2003)

Shauna Sand dating

Shauna Sand image by s_bukley/Shutterstock


Sand and Crawford met at a party when he was just 18 (she was 32) and carried on a “secret relationship.” That’s code.

Hookup score: 9.0
Before you judge, this was in 2003 back when Shauna was pretty freaking hot.

Katrina Bowden (2007)

Katrina Bowden dating

Katrina Bowden image by s_bukley/Shutterstock


Katrina Bowden and Chace Crawford may or may not have dated, depending on who you believe. I choose to believe those who say that they dated.

Hookup score: 9.5
Good enough? Good enough.

Carrie Underwood (2007-2008)

Carrie Underwood dating

Carrie Underwood image by Helga Esteb/Shutterstock


Funny that Crawford dated Carrie Underwood who also dated Tony Romo who ended up marrying Chace’s sister, huh?

Hookup score: 9.0
Hollyweird – so incestuous.

Ashley Greene (2007-2009)

Ashley Greene dating

Ashley Greene image by Jaguar PS/Shutterstock


This one wasn’t really as long as it appears. They mostly just dated off and on for a couple of years, but they definitely did date.

Hookup score: 9.5
Truly the best kind of relationship.

Taylor Momsen (2008)

Taylor Momsen dating

Taylor Momsen image by s_bukley/Shutterstock


Co-stars on Gossip Girl at the time, Momsen (pre-WTF) and Crawford reportedly took their making out on set to places off the set.

Hookup score: 9.0
As they should have.

Alison Mosshart (2009)

Alison Mosshart dating

Alison Mosshart image by Featureflash/Shutterstock


Alison Mosshart, for those unfamiliar, is the lead vocalist for the indie rock band The Kills. She and Chace reportedly dated.

Hookup score: 8.5
Moving on.

Esti Ginzburg (2009)


Israeli supermodel Esti Ginzburg was reportedly spotted texting Crawford all night at a party then left to go meet up with him.

Hookup score: 10.0
That’s a hookup right there, folks.

Bar Refaeli (2009)

Bar Refaeli dating

Bar Refaeli image by Joe Seer/Shutterstock


Israeli supermodel number two, Bar Refaeli, dated Chace after her breakup from Leonardo DiCaprio. Sadly it didn’t last.

Hookup score: 10.0
Man, would they have had some good-looking kids.

Leona Lewis (2010)

Leona Lewis dating

Leona Lewis image by Jaguar PS/Shutterstock


Lewis cast Crawford in her music video for he single “I Will Be.” She also said about Chace, “He’s so beautiful, I mean, look at him – he could be a girl.” But she wouldn’t kiss him in her video because she had a boyfriend. Later on she broke up with her boyfriend and then the rumors flew.

Hookup score: 9.0
We’re buying those rumors.

Lauren Conrad (2011)

Lauren Conrad dating

Lauren Conrad image by s_bukley/Shutterstock


Reportedly dated for about a month, and were once spotted on a double date with Julianne Hough and Ryan Seacrest.

Hookup score: 9.0
That date alone might have been enough cause to end the relationship.

Emma Roberts (2011)

Emma Roberts dating

Emma Roberts image by s_bukley/Shutterstock


Roberts and Crawford were photographed together at Vanity Fair’s annual post-Oscar party leading to rumors they were dating.

Hookup score: 8.5
Eh, we’ll count it.

Erin Andrews (2012)

Erin Andrews dating

Erin Andrews image by s_bukley/Shutterstock


Erin and Chase were reported to have been dating in after being seen out together in New York City. It was later revealed that wasn’t the only occurrence of this happening.

Hookup score: 9.0
And yet another short-term relationship for Chase. Gotta love his style.

Rachelle Goulding (2013)


Model Rachelle Goulding and Crawford began dating in the spring of this year. We know they were together for several months, but are unclear if it’s still a thing.

Hookup score: 9.5
Knowing him, probably not.

Other less-substantiated alleged flings: Alexandra Burman, Amanda Laine, Tess Montgomery

Final Tally

Chace Crawford’s Hookup Score: 119.5 points

And we have a new entrant into top top five. Looks like the one-time “Summer’s Hottest Bachelor” is good to go in any season. And he’s just 28 so look out Leo.

1. Leonardo DiCaprio – 187 points
2. Jack Nicholson – 163
3. Charlie Sheen – 136
4. Bruce Willis – 120
5. Chace Crawford – 119.5
6. Tommy Lee – 111
7. Sean ‘Diddy’ Combs – 110
8. Stephen Dorff – 109.5
9. Jamie Foxx – 108.5
10. Jared Leto – 108
11. Vin Diesel – 100.5
12. Cristiano Ronaldo – 99.5
13. Russell Brand – 99
14. Seth MacFarlane – 98
15. Tiger Woods – 93.5
16. George Clooney – 93
17. Tom Cruise – 92.5
18t. Benicio Del Toro – 91
18t. Josh Hartnett – 91
20. Drake – 88
21. Jonathan Rhys Meyers – 84.5
22. Chris Evans – 83.5
23t. Justin Timberlake – 82
23t. Ryan Phillippe – 82
23t. Tyson Beckford – 82
26t. Ben Affleck – 81
26t. Orlando Bloom – 81
28t. Josh Hutcherson – 80
28t. Tyrese Gibson – 80
28t. Derek Jeter – 80
31t. David Duchovny – 78.5
31t. Marilyn Manson – 78.5
33t. Jim Carrey – 77.5
33t. Owen Wilson – 77.5
35. Joe Jonas – 77
36. Ryan Reynolds – 75
37. Ashton Kutcher – 73
38t. Harry Styles – 72.5
38t. Jeremy Piven – 72.5
40. Ryan Gosling – 72
41t. Kanye West – 71
41t. Brad Pitt – 71
41t. Jude Law – 71
44t. Colin Farrell – 70
44t. Adam Levine – 70
46t. Usher – 69

46t. Sean Penn – 69
48t. Taylor Lautner – 67
48t. Johnny Depp – 67
50t. Ian Somerhalder – 66.0
50t. Jake Gyllenhaal – 66
52. Andy Roddick – 64.5
53t. Tom Brady – 64

53t. Mark Sanchez – 64
53t. Joseph Gordon-Levitt – 63
56t. Zac Efron – 63
56t. Adrien Brody – 63
56t. Adam Brody – 63
56t. Kevin Connolly – 63
60. Chris Pine – 62.5
61t. Michael Phelps – 62
61t. Adam Duritz – 62
61t. Alexander Skarsgard – 62
61t. Wilmer Valderrama – 62
61t. Gerard Butler – 62
66. Liam Neeson – 61.5
67. Criss Angel – 61
68. John Mayer – 60
69. Bradley Cooper – 57
70. Shia LaBeouf – 56.5
71t. James Franco – 53
71t. Alex Rodriguez – 53
73. Will Smith – 52
74. Robert Downey, Jr. – 51.5
75. Edward Norton – 51
76. Paul Walker – 48.5
77. Matthew Morrison – 47