Winona Ryder hearts Tom Green and the 10 funny celebs we’d most wanna date

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Frazer Harrison/Getty Images

Frazer Harrison/Getty Images

Though she's been out of the acting spotlight for a while, Winona Ryder's dating life has maintained a pretty hectic schedule! After recently splitting from Rilo Kiley musician, Blake Sennett, Winona is now dating Tom Green. Yup, the Canadian comedian who was briefly married to Drew Barrymore. No one understood why Drew was dating him, and since he no longer has a silly show on MTV, we bet people are still scratching their heads about what his appeal is. But we have an answer: HE'S FUNNY!


Who doesn't love a guy who can make them laugh? We've compiled a list of the 10 funny celebs we'd most want to date. Take a peek and let us know who's on your list! [Perez]


Seth Rogan - After writing and starring in a slew of hit movies ("40-year-old Virgin," "Knocked Up," "Superbad," Pineapple Express), he's our new favorite.


Will Smith - Even back in his early days as the Fresh Prince, Will could charm his way in and out of situations with humor.



Jon Stewart - He basically reinvented the news and has made us more intelligent by wanting to tune in every night. Gotta love that!


Steve Carrell - He might play an irritating boss on The Office, but he still makes us laugh like crazy.



Adam Sandler - He's proven himself a worthy boyfriend so many hysterical rom-coms, he's gotta be amazing in real life.


Paul Rudd - Our crush on this "Clueless" star isn't a secret anymore.




Ben Stiller - This mega-star even survived Meet(ing) the Parents!




Sacha Baron Cohen - We loved him even despite wearing that neon green thong bathing suit as Borat.



Andy Samberg - This "Saturday Night Live" funnyman is one of few reasons to still watch the show.


Conan O'Brien - Proof that a non-traditionally attractive man can totally make us swoon five days a week.




Jeremy Piven - We have no doubts he's any less awesome than the fast-talking, hilarious, high-powered jerk of an agent he plays on "Entourage."



Steven Colbert - Funny, smart and handsome -- the triple threat!

Related: winona ryder, tom green

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From the Community…

Comments 1-10 of 174
  • sk33t3r_girl's Avatar
    Posted by sk33t3r_girl Mon Aug 25, 2008 3:51pm PDT

    I'd do Seth Rogan, even though hes kinda goofy looking, he's so funny and he comes off as a pretty sweet guy.

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  • sk33t3r_girl's Avatar
    Posted by sk33t3r_girl Mon Aug 25, 2008 3:52pm PDT

    oh hey and don't forget about Dane Cook!! Hes totally doable LOL Hes sexy!!

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  • April's Avatar
    Posted by April Mon Aug 25, 2008 6:05pm PDT

    Conan!!!! Ugh! I can't stand him, not even slightly funny, just stupid and arrogant.

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  • BethS's Avatar
    Posted by BethS Mon Aug 25, 2008 9:53pm PDT

    OMG...I totally love me some Steve Carell...he's so so so funny and sexy...I'm so excited he's on the list if for no other reason then to give me the opportunity to look at him more...I'd so do him all night long...thats what she said...hahahaha

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  • WilliamM's Avatar
    Posted by WilliamM Tue Aug 26, 2008 12:52am PDT

    Yeah...Tom Green is not funny. In fact, he's so not funny that he's rather sad. ( Not to mention creepy. )

    Please, Tom, someone else is waiting for his 15 minutes of fame. Please yield them.

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  • Lola's Avatar
    Posted by Lola Tue Aug 26, 2008 6:58am PDT

    I have another one for the list...Dane Cook. OMG.

    Report Abuse
  • oohay's Avatar
    Posted by oohay Tue Aug 26, 2008 6:59am PDT

    these other people are funny but not Tom Green. Tom green is just stupid, how is jerking off a cow funny?

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  • Disgruntled's Avatar
    Posted by Disgruntled Tue Aug 26, 2008 7:20am PDT

    Personally I've never found Tom Green all that funny but I definitely find funny men attractive. I've had a little crush on Jon Stewart for years. I'm also kind of attracted to Paul Rudd, Steve Carrell, and Adam Sandler although with Adam Sandler I'm not even sure why. Maybe because he was so cute in The Wedding Singer!

    There is definitely something about a funny guy. I should know, I'm married to one.

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  • jen's Avatar
    Posted by jen Tue Aug 26, 2008 8:57am PDT

    Uhhh.. Why isn't Will Ferrell on the list???

    Adam Sandler, Ben Stiller and Paul Rudd are cuties, but the funniest and therefore, most adorable is DEFINITELY Will Ferrell.

    Also, what about Vince Vaughn?

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  • Addicted 2 HiM*'s Avatar
    Posted by Addicted 2 HiM* Tue Aug 26, 2008 9:17am PDT

    I am with you I'd do Seth. He is so funny. I fail for him in "Knocked up". And I love Adam Sandler. He would be next up. (o_0)

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