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Loads of goodness for Chuck and Blair fans, and how long he'll stay on the show. And to grow up on the show and to go through that together, you know you're going to have a very strong So is Ed a bad boy in real life?. "Chuck in Real Life " Season 2, Episode 7 Air date October 20, Written by At the Humphrey loft, Dan sees Vanessa gathering her fliers to save a bar in The next day, Blair and Serena have brunch together while they wait for Eric to. In Chuck In Real Life, Vanessa attempts to save a historic bar in Brooklyn from At Jenny's party, Chuck and Vanessa arrive together, much to the surprise of.
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Meanwhile, Vanessa's friend and owner of the bar, Horace Rogers, is impressed at the turnout. Chuck arrives then and brings Vanessa one of her fliers. She refuses to hear out his plan and accuses him of wanting to turn the bar into a yuppie fashion bar. He says that he would restore the place to it's former glory but she says she knows him. He asks if she really does or only thinks she does before he gets hit with a slushy. He gets back into his limo and leaves. Lily says that Serena could benefit from a little structure and Serena retorts that she should have pushed for that several husbands ago.
Hurt, Lily says that was unkind to say and Serena says she isn't coming to the family party that night.
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Meanwhile, Dan arrives at Nate's house and finds a bunch of notices from the state establishing the home as seized and under federal investigation. However, he finds a way into the house and discovers that it's completely empty except for a sleeping bag and several garment bags of dry cleaning. At the Waldorf's, Chuck arrives to see Blair and tells her that their deal is off. She begs him to reconsider but he says that it isn't worth the effort if the payout isn't worth it.
She offers to make it worth it and alludes to letting him have sex with her if she succeeds. Chuck mulls it over and decides to try again at succeeding. She says that his lawyer brought by his official proposal, which did indeed include keeping the bar as is and petitioning for landmark status. He asks why she came to the apartment and she says Horace wants to officially meet him to feel comfortable with signing his support over.
He agrees to go get dressed. Meanwhile, Serena goes to the Waldorf's and vents her complaints to Blair as she gets dressed for the party. They reminisce about Lily's many boyfriends and husbands and the toll it took on Serena and Eric. Serena compliments how gorgeous Blair looks and asks where she got her dress.
Blair admits that Chuck gave it to her when they were supposed to go to Europe. At the park, Nate and Dan have wrapped their soccer game and Nate asks if Dan is going to the housewarming party. Dan says no, and Nate says he isn't going to go either.
He also says that he would invite Dan over but the house is a mess since the housekeeper has the week off. Dan asks where his mother is, and Nate says she is still in the Hamptons and thinks he's staying with Chuck. He excuses himself to get a drink. At the bar, Chuck is impressed and meets Horace, who compliments him and welcomes him warmly.
At the loft, Jenny gets a call from Dan, who explains to her what he saw. She explains that Nate is probably embarrassed to admit his situation. She suggests he invite Nate for dinner to have Rufus' chili and then they can convince him to stay. Dan agrees and asks her not to say anything to Rufus. They hang up and he extends the invitation to Nate, who accepts.
She asks if he's there for Eric and he explains that Eric isn't home, he was just dropping off some books. Confused, she asks if that means he's not coming to the party and Jonathan explains that Bart told Eric the party was family only. Back at the bar, Vanessa asks Chuck if he's serious about saving the place. He says yes, and she apologizes for misjudging him.
As he's about to say something else, he gets a text from Blair, who is wondering how it's going. He ignores it and invites Vanessa to come to the housewarming party. At the party, Lily notices Serena and Bart goes to handle it.
He compliments how the suit looks on her and says they're glad she came to the party after all. She says she's waiting on some friends, then asks if it's okay for friends to come. He says yes and she asks him if Lily knows he told Eric he couldn't bring Jonathan. Bart explains that he didn't tell Eric that, and that they had a talk which led to Eric coming to the decision all on his own.
Meanwhile, Blair approaches Chuck and asks for a progress report on the plan. He tells her that he is going to really buy it, and she tries to ask him if he's still going to humiliate Vanessa. He distractedly says yes and excuses himself to greet Vanessa, who just arrived.
Blair notices the two together and Bart asks for a moment to speak with Chuck alone. At the loft, Dan, Jenny, Nate, and Rufus finish dinner.
Rufus asks Nate how his home life is, and Nate admits that he's staying alone while his mom is away but that he's fine with it because it's his childhood home. Back at the party, Bart confronts Chuck about buying a bar behind his back. Chuck says it wasn't supposed to be a secret and that it's a great business deal for all involved.
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Bart accuses him of betraying his trust and wasting his time. Back at the loft, Nate helps clean up and then tells Dan that he should probably go home. Before he leaves, Dan admits that he saw his living situation and that he wants to help. Angry, Nate tells Dan that just because they've hung out a couple times doesn't mean he needs to involve himself in the situation.
He orders him to stay out of it and leaves. Back at the party, Vanessa finds Chuck sitting alone in Serena's room and says she overheard his conversation with Bart.
She says she's sorry and that he deserves a better dad. He replies that she still doesn't really know him and Bart made some good points about him. She goes to leave but Chuck takes her hand and asks her to stay. Blair walks in on this and is hurt by what she sees.
In the main room, Eric tells Serena that Bart told him he could bring Jonathan but that he should be sure that he wants to come out as gay in front of all the press that will be at the party. Serena says he is only worried about his deal, but Eric admits that he really doesn't think so. While they talk, a couple reporters come up and ask for a quick interview. Lily notices this and asks to borrow Serena before she says something wrong.
Lily offers to talk about a family trip to Mystique that they took but Serena takes the opportunity to mention that Lily put her boyfriends before her own kids, even the ones that do drugs.
She then tells Lily that she was wrong to accuse Bart of being controlling and out of place, and that it's really been her doing all along. Meanwhile, Blair tells Chuck that their deal is off because she's bored with the game.
She explains that Vanessa isn't worth either of their time since she's so beneath the both of them. Chuck suspects that she's worried he'll succeed and she assures him that it's not that. He asks what it is then and she hesitates before telling him to forget it.
Elsewhere, Lily vents about what Serena did to Eric. She asks him if what Serena said is true, and Eric says that while her timing was bad, she was absolutely right.
Eric finishes by saying that they need to become a family by bonding and not just by telling everyone they are. At the loft, Dan and Rufus sit together and Rufus notices Dan is still upset about what happened. Once both realize she was filming, they demand that she hand over the tape but she decides to keep it.
The next day, Blair tries to manipulate Vanessa into giving her the tape but fails. Later that day, Vanessa gives the real tape to Blair, explaining that the tape she gave Chuck was a blank one. As a result, Blair pays Vanessa's rent for a month and Vanessa tells her that she used the money from Chuck to create a medical grant for teens with genital herpes in his name. She realizes that her only real chance is to blackmail Blair into helping her, by threatening to expose that her ex, Marcus Beatonwas two timing her with his stepmother, Catherine.
Not wanting to be bested by Vanessa, Blair makes a deal with Chuck for him to seduce and humiliate her as revenge. Chuck initially agrees, bribed by Blair offering herself in exchange, but becomes serious about saving the bar once he visits it and meets the owner, a kind elderly man named Horace Rogers. Vanessa is impressed when she realizes that Chuck's business proposal includes keeping the bar as is, and accepts when he invites her to a housewarming party at the Van der Woodsen penthouse that night.
At the party, Chuck is told by his father, Bart Bassthat he will not approve Chuck's purchase and that he's disappointed but not surprised at his letting people down.
Vanessa overhears the conversation and later tries to comfort Chuck, but he agrees that he is exactly what Bart said he was. Meanwhile, Blair notices that Chuck and Vanessa are getting closer and calls off their deal, citing boredom.
She is also able to delete Vanessa's blackmail off her phone, freeing her from any potential problems in the future. Before the end of the night, she confronts Vanessa to reveal her deal with Chuck, saying that the real estate deal was foreplay and humiliating her was the real goal.
Chuck doesn't deny it, and Vanessa realizes she was used.