Gossip Girl Sneak Previews: "The Sixteen Year Old Virgin"

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Below are a couple of sneak preview clips from Monday's upcoming episode of Gossip Girl, "The Sixteen Year Old Virgin." The first one deals with the title character and subject.

Jenny confides in Serena that tonight is gonna be the night she becomes a woman ... or something like that. She says Damien is the right guy, and S reluctantly supports her.

Not sure if Serena is the best confidant for J on this issue, but she did at least try to stress the importance of making sure she's ready. Nate's reaction is pretty priceless too ...

[video url="http://www.tvfanatic.com/videos/the-sixteen-year-old-virgin-sneak-preview-1/" title="The Sixteen Year Old Virgin Sneak Preview #1"] [/video]

Follow the jump for a second sneak peek from the much-anticipated episode, in which Vanessa makes a startling admission to Dan. Wow, V. We didn't know you had that in you ...

[video url="http://www.tvfanatic.com/videos/the-sixteen-year-old-virgin-sneak-preview-2/" title="The Sixteen Year Old Virgin Sneak Preview #2"] [/video]

Steve Marsi is the Managing Editor of TV Fanatic. Follow him on Google+ or email him here.

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    You people are hating! this website is really full of haters its bad! Vanessa looks pretty, Dan and her are perfect together!

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    love chuck and blair they are the best of gossip girl and nate and serena too. jenny is disgusting and vanessa should not be on the show i hate those parts it's like losing gossip girl time

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    Watch J & D sneak peak here! :D http://www.youtube.com/watch?v...

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    I don't like who Jenny has become and Nate has to stop being so protective of her thats Dan's job.

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    One word to describe Vanessa:
    Awkward!
    Nate and Serena are really cute and I love their storyline.
    Little J has been evil ever since season 2 can't stand her, but she does make things interesting. I miss the scenes at school. Does she even go anymore? How about Eric?
    Blair and Chuck truly are the best thing about Gossip Girl. I want them to let Blair loose a little bit though. Like the beginning of Season 2 or the best part of Season 1 Victor/Victrola, High Society. At least let her wear her hair down and put on a hot pair of jeans occasionally.
    Dan- Haircut!!!!!
    Vanessa - can they please get rid of her. I get embarrassed watching almost every scene she is in and she has slept with every major guy on the show and it has not been hot with ANY of them

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    ""J: Dirty Dancing?
    S: You should download it some time!
    :)) super real, because a 16 years old wouldn't know the movie" Or not? I'm 17 and I first saw Dirty Dancing when i was like 10.
    It's still popular. " Yeah, thanks, I'm 17 it's one of my favourite movies. Psh. Jenny doesn't know it, 'cause she is an idot.

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    you guys are impossibly dumb. have any of you ever been to the hipster neighborhood dan and vanessa are supposedly from? vanessa may not be a ues trust fund baby, but she's nowhere near poor. besides, there's no mention of the designer of the dress which looks like it can pretty much be picked up at any little shop in nyc without costing a kidney.

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    LOL nate's "wtf??" facial expression thrown at serena is priceless

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    "J: Dirty Dancing?
    S: You should download it some time!
    :)) super real, because a 16 years old wouldn't know the movie" Or not? I'm 17 and I first saw Dirty Dancing when i was like 10.
    It's still popular.

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    Jenny isn't going to sleep with Damien that is why he will be out of the picture and she'll set her sights on Nate. I'm sure him being protective and taking her to lunch with make her think about what kind of guy she really wants to be with. But, I think Nate and Serena will get over whatever nonsense fight they get into during the episode. As for Chuck I'm guessing this is just one thing that causes some trouble for Chair, then Jack will cause more and then who knows what happens...but we all know it isn't going to get better until things really get bad. Oh, poor Blair. Hopefully, we'll get more of the Blair we all love.