Question: Who did Chuck Bass lose his virginity to?

Chuck lost his heart to Blair Waldorf but who did he lose his virginity to? In the season one episode Woman on the Verge, Chuck mentions that he lost his virginity to troublemaker Georgina Chapman in the sixth grade.

Did Chuck and Jenny sleep together?

Meanwhile, Jenny goes to Chucks hotel to hang out with Nate but instead finds a sad Chuck drowning his sorrows by getting drunk and Jenny joins him as she is also depressed and has hit rock bottom. Eventually, the two have sex and Jenny finally loses her virginity.

Then I sense this appealing counter note of sincerity. This is the story of a young girl who is enjoying her first taste of the spoils of dirty oil. However, the two were never friends but each admire the other's scheming abilities and sometimes work together to attain the same goal. The two begin a relationship and she invites him to her country house. During a party there, Chuck and Georgina get drunk and decide to go sledding naked, along with. After Serena is abandoned by the two, they end up being arrested for public indecency.

Chuck's parents bail them out of jail and as a thank you present, Georgina's family gifts Chuck a monkey, which he names Sweetie. Chuck learns that Georgina is dating a prince in Switzerland and isn't coming after all.

However, he is proven wrong when she shows up anyway and begins to coarse Serena back to her Who did Chuck Bass lose his virginity to?

Is Diana Payne Chuck Bass mother?

party girl ways. After an argument ensues between the two girls and Serena is reminded of the real reason she left the city, she goes on a drunken binge alone. Once found byshe, Chuck, and Nate discover that Serena and Georgina were present when their mutual friend, Pete Fairman, overdosed on cocaine and Serena feels it is her fault he died, since she told him to take the line that killed him.

Chuck suggests they find Georgina and exact revenge, also noting that he lost his virginity to her in the sixth grade and believes she's a psycho. Serena insists that they leave the situation alone, but he teams up with Blair to banish Georgina once and for all. Their plan to have her parents intervene works and she is sent to a boot camp targeted towards troubled women. She inadvertently reveals to Blair that Gabriel claimed to have met her on a night she was out drinking with Georgina.

However, Blair is suspicious of this story, as she knows the restaurant he claims to have met her at was shut down that night. Who did Chuck Bass lose his virginity to? fills Chuck in on her suspicions and they work together to try and figure out why Gabriel is lying. When their plan to out him fails, they realize the only way to prove the truth is to find Georgina and get her side of the Who did Chuck Bass lose his virginity to?. Chuck tracks her down at a Bible camp in Connecticut and he and Blair depart to find her.

After they arrive, they spend the night in his limo while they wait for visiting hours to begin the next day. However, Blair realizes Chuck used this as a way to lure her away fromand she steals his limo to go home when he goes into the camp.

Inside, Chuck is able to find Georgina and he asks her about the alleged night she was with Serena. She confirms that Gabriel was lying and agrees to travel back to Manhattan with Chuck. Meanwhile, Chuck is surprised at how Georgina's personality has changed into a nice, happy go lucky, innocent soul who loves Jesus and is willing to help. After Chuck and Georgina return to Manhattan, they learn that Gabriel was a con artist, who was working with Poppy to steal money from Serena's family and the residents of her apartment building.

They hatch a plan to get Poppy on tape talking money, which would result in evidence they could blackmail her with to return the money.

Who did Chuck Bass lose his virginity to?

Blair sets to work on making over Georgina Who did Chuck Bass lose his virginity to? a naive girl who Poppy could feel she could easily manipulate, and Chuck has the police on standby for Poppy in case things go wrong.

Once at the restaurant, Georgina gives money to Poppy and their plan is a success until the rest of the group gets sidetracked after Serena is arrested for theft. Poppy is then able to slip out of the restaurant and Georgina reverts to her old personality, calling Blair to inform her, Chuck, and Nate that she's off to do what they couldn't in punishing Poppy. She heads to Chuck's newly acquired hotel, The Empire, to ask for his help, claiming to be in trouble, but he refuses her.

It is later revealed that she is pregnant and has a Russian mafia after her. She initially goes to see if Chuck will work with her to ruin the event, but decides a plan involving the scheming Father Cavalia is a better idea.

However, Father Cavalia proves to be useless and she then involves her husband,to assist her instead. She attempts to seduce Blair's fianceé,but is caught by andwho intend on having her thrown out of the wedding. Before they can, she escapes into an adjoining room and captures Blair on video admitting her love of Chuck and that she will never stop caring for him. After Blair leaves the room, Georgina leaves Chuck the video camera and encourages him to win Blair back by ruining the wedding by showing everyone that she does not truly love Louis.

The video later plays during the ceremony, but Chuck denies sending the video. However, the wedding proceeds and Blair goes through with marrying Louis.

But during the reception, Louis reveals to Blair that he no longer loves her and will only stay married to her for public appearances until he decides to end it. At the end of the episode, Georgina is revealed to be Gossip Girl.

Who did Chuck Bass lose his virginity to?

Afterwards, Blair flees the reception with 's help. When Georgina learns she has gone missing, she sets out to find Blair and tricks Serena, Chuck, Nate, and their new friend,into coming to The Empire.

Once they realize it was a trap, they kick Georgina out but she ends up tailing them to the airport hotel where Blair is hiding with Dan.

She surprises them all and realizes Serena dropped her video camera, noting that she sent the video that ruined the wedding.

On Valentine's Day, Georgina captures Dan and Blair kissing in Chuck's bedroom, and shows the photo proof to him. Soon after, she sends him proof that Dan was the Who did Chuck Bass lose his virginity to? who sent the video that ruined Blair's wedding. He accidentally outs Dan as the video sender, which Georgina uses to her advantage to manipulate Chuck into sending the photo of Dan and Blair kissing to Gossip Girl via Dan's stolen phone to ruin a deal Blair made to get out of Who did Chuck Bass lose his virginity to?

marriage. Init's revealed that Chuck paid Blair's dowry at Georgina's suggestion. They eventually team with Chuck, Nate, and Blair, and they find Serena happy and in love in Poughkeepsie. InBlair recruits Georgina, Serena,and to take down and save Chuck. During the series finaleGeorgina meets Chuck's uncle,and they appear to be in a relationship in the five year time jump.

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