Ranking the hot hookups of Harry Styles

Harry Styles image by Featureflash/Shutterstock

We have looked at 60 ladies men over the past year or so and most of them have been older gentlemen. But what about the new breed? Let’s take a look at 19 year-old One Direction member Harry Styles’ alleged dating history and see if he has what it takes. Will he be able to keep up his nice little pace and eventually make to the top of the heap? Read on to find out.

Caroline Flack (2011-2012)

Caroline Flack image by Featureflash/Shutterstock

Caroline Flack is a TV presenter in England. She and Harry dated for several months before calling it quits.

Hookup score: 9.0
She’s 33. He’s 19…now. Half a bonus point.

Cara Delevingne (2012)

Cara Delevingne image by Featureflash/Shutterstock

Cara Delevingne, the 20 year-old model who allegedly shot down our Leo, and Styles have a on-and-off thing going on.

Hookup score: 10.0
Currently it’s off, but hey they’re just 20 and 19 years-old. They’ll hook up again.

Lily Halpern (2012)


Big Time Rush star Lily Halpern and Harry dated for a little bit and she seemed more smitten with him than he was with her.

Hookup score: 8.5
I am loving this kid’s style.

Caggie Dunlop (2012)

Caggie Dunlop image by Featureflash/Shutterstock

Made In Chelsea star Caggie Dunlop and Styles appear to have been an item once, but he denied it.

Hookup score: 8.5
Why?

Emily Atack (2012)

Emily Atack image by Featureflash/Shutterstock

Inbetweeners star Emily Atack and Harry dated briefly. Very briefly.

Hookup score: 9.5
Love and leave ’em, Harry.

Taylor Swift (2012-2013)

Taylor Swift image by Featureflash/Shutterstock

We know ALL about this one, don’t we? Yet more lyrical inspiration for Taylor.

Hookup score: 9.5
The real question here is who put another notch on his/her bedpost here? Taylor or Harry?

Kimberly Stewart (2013)

Kimberly Stewart image by s_bukley/Shutterstock

Kimberly Stewart (Rod’s daughter) and Styles dated for a couple of months. Pretty much his M.O. Oh yeah, she’s 33 years-old too.

Hookup score: 9.0
Did I mention I like this kid’s style? Half a bonus point.

Kara Rose Marshall (2013)

Kara Rose Marshall, Instagram

Kara Rose Marshall is an up-and-coming model who has been linked to Harry this year.

Hookup score: 8.5
Hopefully they won’t have broken up by the time you read this.

Other less-substantiated alleged flings: Billie JD Porter, Jillian Harris, Pixie Geldof

Final Tally

Harry Styles’ Hookup Score: 72.5 points

This kid is already in the top 30 of the 61 guys we’ve chronicled. Look out Leonardo DiCaprio. Harry is a-comin’ for you!

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
20t. David Duchovny – 78.5
20t. Marilyn Manson – 78.5
22. Owen Wilson – 77.5
23. Joe Jonas – 77
24. Ryan Reynolds – 75
25. Ashton Kutcher – 73
26t. Harry Styles – 72.5
26t. Jeremy Piven – 72.5
28. Ryan Gosling – 72
29t. Kanye West – 71
29t. Brad Pitt – 71
29t. Jude Law – 71
32t. Colin Farrell – 70
32t. Adam Levine – 70
34. Sean Penn – 69
35t. Taylor Lautner – 67
35t. Johnny Depp – 67
37. Jake Gyllenhaal – 66
38. Andy Roddick – 64.5
39t. Tom Brady – 64
39t. Mark Sanchez – 64
41t. Zac Efron – 63
41t. Adrien Brody – 63
41t. Adam Brody – 63
41t. Kevin Connolly – 63
45. Chris Pine – 62.5
46t. Michael Phelps – 62
46t. Adam Duritz – 62
48t. Alexander Skarsgard – 62
48t. Wilmer Valderrama – 62
48t. Gerard Butler – 62
51. Criss Angel – 61
52. John Mayer – 60
53. Bradley Cooper – 57
54. Shia LaBeouf – 56.5
55t. James Franco – 53
55t. Alex Rodriguez – 53
57. Will Smith – 52
58. Robert Downey, Jr. – 51.5
59. Edward Norton – 51
60. Paul Walker – 48.5
61. Matthew Morrison – 47