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Who are you going to date in the Upper East Side this year? The answer is about to break more than a few hearts! XOXO, Gossip Girl

Create Your Perfect Valentine's Day Date To Reveal Which "Gossip Girl" Guy Will Take You On It

Quiz: Which "Gossip Girl" Guy Will Be Your Valentine This Year Based On The Date You Plan?

Plan A Valentine's Day Dinner And We'll Reveal Which "Gossip Girl" Guy Would Be Your Date

What are you going to wear?

Order a drink 

Pick a starter 

Choose your main course 

What about a dessert?

Finally, who's paying? 

Looks like C said these three words to a new girl in town who isn't B. Rumor has it our favorite bachelor could be falling for a mysterious girl! A dozen roses in one hand, french macarons in the other and a little red card... Chuck Bass a romantic? Who knew? Be careful C, you're about to drop your heart. XOXO, Gossip Girl

Chuck Bass

Sometimes the stars align for two new friends to get together. Turned out Nate is a good friend and an even better lover! Watch out mysterious girl, the golden boy of the Upper East Side is known to chase after girls... especially blond ones with dirty secrets. You may have won N's heart for now but I think you're hiding a secret. And a big one. XOXO, Gossip Girl

Nate Archibald

Spotted: Lonely Boy kissing a new lady friend. They say the heart is a precious gift you can only gave to one person... Turned out that's not what his lips are saying. Can't believe the love of his life is not Serena. Poor S, looks like he wasted no time crying over her. People will be in shock but I saw it coming. Lonely Boy isn't so lonely for Valentine's day after all. XOXO, Gossip Girl

Dan Humphrey

They say every girl is waiting for a prince charming to rescue her. Who doesn't love a fairy tale? But be careful girl, even if Louis showed his family you come first, I know all your dirty secrets! I doubt the Grimaldis are going to welcome you in the family after what you did last spring.... Lift your head up, new girl, looks like your crown's about to fall! XOXO, Gossip Girl

Louis Grimaldi

We hear Mr Humphrey's new popular record is about a new girl. It just takes one person to connect with your art... and your heart to launch a new successful tour! 
After everything he and Lily've been through together, I think it's safe to say they won't end up married forever. Welcome to the Upper East Side new girl... or to Brooklyn! XOXO, Gossip Girl

Rufus Humphrey

Looks like Eleanor Waldorf isn't Cyrus Rose's match after all. Rumor has it Cyrus isn't married to Eleanor anymore. Who knew? Did Blair's step dad fall for that younger girl? What is so attractive about him? His funny jokes, his big heart... or his wallet? Maybe B's isn't going to have her happy ending after all, at least not with him since he's now taken. XOXO, Gossip Girl

Cyrus Rose

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Create Your Perfect Valentine's Day Date To Reveal Which "Gossip Girl" Guy Will Take You On It

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