Who did Jenny sleep with?

Consequently, Jenny sleeps with Nate's best friend, Chuck Bass before being banished from Manhattan by Blair Waldorf.

Who does Jenny sleep with in Gossip Girl?

Jenny reaches the hospital and has an emotional breakdown and is comforted by Eric who asks her what the problem is and she confesses that she slept with Chuck. Meanwhile Chuck and Blair are happier than ever and just as Chuck is about to ask her to marry him Dan comes and punches him.

Did Nate and Jenny sleep together?

In I Will Always Love You, Jenny eventually reunites with and loses her virginity to Nate, and they date seriously for a while until Jenny pursues Blair's younger brother, Tyler Waldorf. At the end of the series, Nate tries to confess his love for either Blair or Serena.

Who did Chuck lose his virginity to?

Serena discovers that the culprit was actually Georgina Sparks, a past classmate of both Serena and Chuck. It is later revealed that Chuck lost his virginity to Georgina in the sixth grade. Chuck and Blair join together to prevent Georgina from further harming and embarrassing Serena.

Who did Serena lose her virginity to in Gossip Girl?

Serena goes to Yale at the end of the series. Similar to the television adaptation, she dates a variety of different boys, including Nate, whom she lost her virginity to. Through the books, she realize that she truly loves Nate, but he is still Blair's boyfriend.

Micah Slept with Lenny's Girl (Jenny Kirk) / Hidden Dialogue / Dead Redemption 2

Did Serena have an STD?

Meanwhile, Serena, Vanessa, Dan, and Nate receive a Gossip Girl blast informing everyone that Serena has an STD. At Hamilton House, Serena complains about the blast to Blair. She tells her that Chuck is hanging around school, and she's planning to become Martha Chamberlain's assistant to protect herself from him.

Does Blair forgive Chuck for sleeping with Jenny?

Blair says she can't forgive Chuck for sleeping with Jenny, but Serena points out that she never needs to talk to him after today. "I know you'll regret it if you do nothing and let him disappear," she adds.

Did Jenny lose her virginity to Nate?

In I Will Always Love You, Jenny and Nate reunite and she loses her virginity to him. This relationship lasts until she begins to pursue Blair's younger brother, Tyler Waldorf. At the end of the series, Nate leaves to sail around the world to avoid ruining Blair and Serena's friendship.

Do Nate and Blair ever sleep together?

Dan explains that even though Chuck is a jerk, he deserves to know about what's going on. Serena later visits Chuck at his hotel room, who informs her that Nate and Blair have already slept together. She confronts Blair over her dishonesty. Making a point by saying she took a public bullet getting the test for her.

Did Blair sleep with Jack?

In the finale The Goodbye Gossip Girl, Chuck finds out Blair slept with Jack from the exposing Gossip Girl blast.

Do Serena and Dan sleep together?

Wanting to hurt Blair after what she did, Serena seduces Dan at the Shepherd Divorce party and the two have sex.

Does Dan cheat on Serena?

Serena discovers that Dan, her boyfriend is cheating on her with the same teacher Blair is trying to take down, Rachel. Serena informs Blair of the shocking revelation and Blair thinks she may have found her proof for taking Rachel down.

Who does Nate end up with?

At the end of the series he sails around the world with a friend of his father's, Captain Charles "Chips" White to avoid getting in between Blair and Serena again. In I Will Aways Love You, on break from Deep Springs College, Nate chooses Blair in part I and then Serena in part II.

Does Serena sleep with Chuck?

Novel Series. In the books, Serena and Chuck hook up for 3 weeks until gossip girl finds out and creates an eblast and Nate finds out.

Is Georgina's baby really Dan's?

Milo is briefly shown in several episodes, mainly with Philip and sometimes Georgina. It's mentioned that he has a nanny. It was confirmed that he is not Dan's real son.

Did Nate lose his virginity to Serena?

Before Serena leaves for boarding school, Nate lost his virginity to her; despite the fact that Nate is dating her best friend, Blair Waldorf. Nate chooses Blair at first, but then Serena. In the end, he ends up with neither as he doesn't want to get in between the two girls.

What mental illness does Serena van der Woodsen have?

Serena shows symptoms of OCD (obsessive compulsive disorder).

Why was Serena van der Woodsen the worst?

3 Ways Serena Van Der Woodsen Is The Worst:

“She ruined several of Blair's relationships,” he says. “And let's not forget in episode one, we found out Serena slept with Blair's boyfriend. And then left town in the middle of the night because she felt too guilty to tell Blair what she did.” Tsk tsk.

Who took Nate's virginity?

Nate lost his virginity to Serena shortly prior to the show beginning, at the Sheppard Wedding, shown in the series premiere. Throughout the series, they continue being best friends. In Season 3 they enter a romantic relationship, but break up in the season finale, "Last Tango, Then Paris".

How old was Jenny Humphrey when she lost her virginity?

The expected loss of 16-year-old Jenny Humphrey's virginity was the centerpiece of last night's episode of Gossip Girl. As with most small, inbred cultures, the deflowering of this Upper East Sider –cum–Brooklynite became something of a community affair.

Who did Nate Archibald marry?

Nate wishes to break free from the life his family planned, which includes an Ivy League College, law school, marrying Blair (although he still wants to be with her on his own terms), and all the superficialities of the Upper East Side.

Who took Blair's virginity in Gossip Girl?

“Victor/Victrola,” Season 1, Episode 7

While he's there, Blair gets over her breakup with Nate by letting it all go on the burlesque stage–and Chuck's into it. Then Blair is very into Chuck being into it. So into it that she loses her virginity to him in the back of his limo.

Why did Chuck cheat on Blair with Jenny?

Chuck Slept With Blair's Enemy To Get Revenge On Her

When Chuck got the impression that Blair no longer loved him, he ended up crawling into bed with Jenny. This was after already knowing that Jenny and Blair had been competing for the Queen B title.

Does Blair ever cheat on Chuck?

At Nate's graduation party that night, they end up in a room alone together and are about to admit their feelings when a Gossip Girl blast reveals that Chuck slept with Vanessa and Blair slept with Jack on New Year's. As a result, Chuck loses any interest in being with Blair, even though she tells him she loves him.