Who does Serena sleep with?

Serena and Dan slept together because Dan thought Blair was cheating on him with Chuck. When Dan realises Serena just used him, he gets angry and confronts her. At the end of the season we see Serena in the same way she was when she left the Upper East Side five years ago.

Did Serena actually sleep with someone else?

At the brunch, Blair informs Dan that Serena slept with her boyfriend, Nate Archibald, before she ran away to boarding school. Upset that Serena isn't as perfect as he always thought she was, Dan decides not to pursue a relationship with her anymore.

Did Chuck and Serena ever sleep together?

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.

Did Serena sleep with Blair's boyfriend?

Season One. Serena returns to Manhattan in Pilot, a fact that both surprises and annoys Blair, who has taken over being Queen of Constance, the private school they both attend. Shortly after her return, Blair's boyfriend, Nate Archibald, reveals that he slept with Serena prior to her leaving town.

Who did Serena lose her virginity to?

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.

Who does Serena end up with?

Who Blair lost virginity with?

“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.

When did Chuck lose his virginity?

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 does Vanessa sleep with in Gossip Girl?

Meanwhile, Nate has begun a friendship with Juliet Sharp, who tries to end the love triangle between Nate, Dan, and Serena. She lies to Vanessa that Dan told Nate he still has feelings for her, and Vanessa and Dan end up having sex.

When did Serena sleep with Nate?

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.

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.

Did Nate and Serena lose their virginity to each other?

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".

Did Dan cheat on Serena with Rachel?

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 did Serena sleep with to get pregnant?

How did Serena get pregnant on Handmaids Tale? Their sex life hasn't been particularly active, so the child was presumably conceived in The Handmaid's Tale season 3, episode 11, "Liars," when Serena and Fred had intercourse while staying at a bed and breakfast.

Does Blair forgive Serena for sleeping with Nate?

In Only In Your Dreams, Blair forgives Serena and Nate for sleeping together, as she has found a new boyfriend, Lord Marcus Beaton.

Did Jenny sleep with Chuck?

Jenny is the second main character to lose her virginity to Chuck, the first being Blair.

Who gets pregnant in Gossip Girl?

In the fifth season, Blair is revealed to be pregnant with Prince of Monaco, Louis Grimaldi's child.

Does Dan cheat on Serena with Vanessa?

She has had a huge crush on Dan ever since they met on a fire escape when they were both locked out of a party, but Dan had always been too in love with Serena van der Woodsen to realize it. Dan and Vanessa finally get together in the second book, but break up when Dan cheats on her with a writer named Mystery.

Does Blair 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.

Does Chuck get Blair pregnant?

After sleeping with Chuck (The Wrong Goodbye) and Louis (multiple times over the summer), Blair isn't sure who the father of the baby is. After encouragement from Dan and Dorota, she gets a paternity test done and finds out it is Louis' baby (The Jewel of Denial).

Do Nate and Jenny ever 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.

Does Sarah get pregnant in Chuck?

Now, when he says "you," he specifically means me, right?! And so it is decided: Sarah got her memory back just before conceiving a baby Bartowski right on that beach and running off to sign escrow papers on their dream home and living happily ever after. Done, done and done!

Did Serena cheat on Blair?

Serena To Blair: Cheated With Nate

At the very beginning of Gossip Girl, Serena returns after having vanished. Part of why she left was because she hooked up with Nate Archibald, who was dating her best friend, Blair.

Does Dan sleep with Blair?

After they both get drunk, they hook up in the elevator in the VDW building and decide that they connect "sexually" as well as intellectually (Con Heir). Blair receives her divorce papers, but doesn't sign them.

Who does Dan cheat on Blair with?

Dan cheats on Blair with Serena around the same time Blair decides she'd like to leave Dan for Chuck. Dan doesn't give up right away, instead trying to guilt and worm his way back into Blair's life.

Who did Mrs Waterford cheat with?

She is the Wife of Commander Fred Waterford who is using June Osborne as Offred to try and obtain a child, supposedly being unable herself to conceive.