Bachelors Matchmaker

Hook up 10 of Hollywood's hottest guys, including Brad, Orlando and Colin

01 of 10

BRAD PITT, 41

BRAD PITT, 41
Celebrity Photo(2); Colin Knight/jpi; Erik C. Pendzich/Rex

What more could PEOPLE's two-time Sexiest Man Alive want? To be a dad – and end world hunger.

Whom should he date?
Angelina Jolie, 30: The screen spouses could save the world – and have gorgeous kids
Denise Richards, 34: The mom of two comes complete with a ready-made family
Marisa Tomei, 40: She's an Oscar winner like Angelina, but with a much lower profile

02 of 10

ORLANDO BLOOM, 28

ORLANDO BLOOM, 28
(CW): JEN LOWERY/LFI; Landov (2); Walter McBride/Retna

He likes his relationships low-key and long-term (he was with Kate Bosworth for nearly three years).

Whom should he date?
Naomi Watts, 36: An older woman might truly understand him
Kirsten Dunst, 25: The Elizabethtown costars already have chemistry
Mandy Moore, 21: She's down-to-earth – she shops at Target

03 of 10

JESSE METCALFE, 26

JESSE METCALFE, 26
Wireimage; Retna; Rex; Wireimage

The Desperate Housewives hottie, a self-proclaimed foodie and neat freak, needs a tidy girl with taste.

Whom should he date?
Lindsay Lohan, 18: A Passions vet, he can trade soap stories with the Another World alum
Pamela Anderson, 37: The Stacked star could be his real-life older woman
Ashley Olsen, 18: NYU grad Metcalfe can help her pick the best profs

04 of 10

COLIN FARRELL, 29

COLIN FARRELL, 29
J.Kopaloff/FilmMagic;Berliner;J.Kopaloff/FilmMagic;G.Pimentel/WireImage

Even though he's a dad to 21-month-old James, this ladies' man has kept the party going.

Whom should he date?
Tara Reid, 29: The Wild On! host can keep up with his late-night carousing
Angelina Jolie, 30: The Alexander costars can make play dates for their sons
Jennifer Aniston, 36: He knows a good time – and she deserves one

05 of 10

HAYDEN CHRISTENSEN, 24

HAYDEN CHRISTENSEN, 24
D.Herrick-KPA/ZUMA;D.VanStory/Abaca; P.Kramer/Getty;C.Delmas/VISUALPress

The introspective Vancouver native says he hasn't had time for a girlfriend. But after Star Wars ...

Whom should he date?
Chloe Sevigny, 30: The scenester could bring her Shattered Glass costar out of his shell
Erika Christensen, 22: The Upside of Anger actress shares his name, why not more?
Natalie Portman, 23: Like Hayden, the Garden State star gravitates toward daring roles

06 of 10

Usher, 26

Usher, 26
F.Allende/Celebrity; L.Farr/ZUMA; J.Gough/Celebrity; C.Valdes / Retna

The singer – who says he doesn't use pickup lines – has been linked with dancers and models.

Whom should he date?
Michelle Williams, 24: The Destiny's Child singer shares his love of gospel
Ciara, 19: The hitmaker can show off her "goodies" just as well as he can
Mariah Carey, 35: Like Usher, she revels in fame

07 of 10

CARSON DALY, 32

CARSON DALY, 32
M.V.Holden/DMI;G.Alexander/Retna; AXELLE/BAUER-GRIFFIN;J.Kravitz/FilmMagic

The talk-show host and former MTV veejay has slowed down his lifestyle and lost 30 lbs.

Whom should he date?
Carrie Underwood, 22: A "normal girl," like the American Idol winner, is just his speed
Amanda Peet, 33: Self-reflection turns the actress on, and these days he's about balance
Jessica Alba, 24: Like him, the Sin City star enjoys hitting the links

08 of 10

JAKE GYLLENHAAL, 24

JAKE GYLLENHAAL, 24
L.Cavanaugh/Landov;J. Kopaloff/FilmMagic(2);J.Merritt/FilmMagic

The Brokeback Mountain star can mend his broken heart with a sexy, sensitive girl – like his ex, Kirsten Dunst.

Whom should he date?
Scarlett Johansson, 20: They're both former child actors – and staunch Democrats
Alexis Bledel, 23: The NYU dropout can do crosswords with Gyllenhaal, who quit Columbia
Winona Ryder, 33: The Heathers star shares his taste for indie films

09 of 10

JOHN STAMOS, 41

JOHN STAMOS, 41
Steph/Visual/ZUMA; Getty; Filmmagic(2)

The Jake in Progress star and amateur chef says he's happier when he's in a relationship.

Whom should he date?
Eva Longoria, 30 The Desperate Housewives vixen can impress him with her tortilla soup
Kate Bosworth, 21: Orlando's ex likes older men, and prefers wine country over bar-hopping
Lauren Graham, 38: The fast-talking Gilmore Girl can keep up with his flirty wit

10 of 10

WILMER VALDERRAMA, 25

WILMER VALDERRAMA, 25
M.V.Holden/DMI; F.Allende/Celebrity;J.Wong/AdMedia; J.Merritt/FilmMagic

The That '70s Show star – who's a club-circuit fixture – likes someone with a sense of humor and goals.

Whom should he date?
Laura Prepon, 25: There's a natural comfort between the costars
Amber Tamblyn, 22: A former break-dancer, she can trade moves with him on the dance floor
Ashlee Simpson, 20: The singer was caught smooching Lindsay Lohan's ex recently

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