Who has Serena van der Woodsen slept with? (2024)

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Who has Serena van der Woodsen slept with?

Serena van der Woodsen
Romances:Dan Humphrey (Husband) Nate Archibald (Ex-boyfriend) Aaron Rose (Ex-boyfriend) Gabriel Edwards (Ex-boyfriend) Carter Baizen (Ex-boyfriend) Ben Donovan (Ex-boyfriend) Steven Spence (Ex-boyfriend) Tripp van der Bilt (Affair) Colin Forrester (Fling) Max Harding (Kissed)
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(Video) "Until I found out you had sex with my boyfriend"
(moonprincess1788)
Did Serena sleep with Rufus?

Not wanting to say what he did, she tells him to leave, but he decides to call Holland and ask her to come tell everyone what she told Serena. She comes, and reveals to everyone that she and Rufus slept together.

(Video) Gossip Girl 6x4-Everyone finds out that Lily slept with Serena's new boyriend Steven
(TV Shows)
Does Serena sleep with Gabriel?

It's revealed that Serena believes that she married Gabriel after they hooked up, although she finds out it didn't really happen. They enter into a relationship in Seder Anything. After dating briefly, Serena admits to Blair that Gabriel is hard to make plans with and he just disappears during dates.

(Video) Gossip Girl - Nate Tells Blair About Serena - "Pilot" (1x01)
(HBO's Gossip Girl)
What episode does Dan cheat on Serena?

Desperately Seeking Serena
"Desperately Seeking Serena"
Gossip Girl episode
Episode no.Season 1 Episode 15
Directed byMichael Fields
Written byFelicia D. Henderson
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(Video) 5x24 : Blair/Chuck/Dan #5
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Who does Serena van der Woodsen 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.

(Video) 6x05 : Blair/Dan/Serena #5
(windizeful2)
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.

(Video) Gossip Girl - Serena's Confession Scene - 1x16
(always eternity)
Who Has Blair Waldorf slept with?

In Pilot, Blair is shown to be in a relationship with Nate. Upon hearing Serena has returned, Blair attempts to have sex with Nate, but they ultimately don't. When the two girls meet for drinks, they agree to try and make amends but that ends when Blair discovers Serena and Nate slept together before she left.

(Video) Gossip Girl Series Finale 6x10 : 5 Years Later Dan and Serena Get Married (THE END)
(TV Shows)
Who slept with who Gossip Girl?

Nate's slept with Blair, Vanessa, and Serena; Vanessa's slept with Nate, Dan, and Chuck; Serena's slept with Dan and Nate; and so on and so forth, and that's not even including all of the partners the gang has banged outside of their immediate social circle.

(Video) Gossip Girl 1x17 - Old Serena is Back (Part 2\3)
(Vlad Panait)
Did Blair sleep with Dan?

After a month hiatus of our beloved CW drama opera, Blair and Dan finally had the chance to do what they've been waiting for so long to do — have sex. But of course, the big event didn't live up to their expectations. The two finally got it on in Dan's Brooklyn loft (classy B) and quickly left in disappointment.

(Video) Gossip Girl 6x08 - Serena/Dan "You couldn't say these things about me if you loved me"
(TV Shows)
Why did Serena break up with Aaron?

We can see as he puts up an art installation he meets Serena van der Woodsen. They begin to see each other, but unbeknownst to Serena, Aaron is also dating other girls. Aaron, finally decides to be just with Serena but this creates a rift between Dan and Serena. In the end, they break up.

(Video) My Top Ten Dan and Serena
(Top Ten Moments)

Does Jenny sleep with Chuck?

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.

(Video) Rufus/Lily 5.16 Clip 02 {Read Description}
(ParadiseofCouples)
What episode does Serena sleep with Dan?

However, Dan assures her that he only has feelings for her and he's still learning how to be a good boyfriend. As a result, they have sex for the first time in Victor Victrola. During Thanksgiving in Blair Waldorf Must Pie, Dan and Serena learn that their parents used to date very seriously when they were young.

Who has Serena van der Woodsen slept with? (2024)
What secret does Georgina have on Serena?

It is revealed that after Serena had sex with Nate at a wedding, Serena went to join Georgina and a boy named Pete Fairman at a hotel, who hid a video camera in the room to tape him and Serena having sex.

Does Serena find out Dan slept with Rachel?

Serena finds that she has a dinner date that evening and plans to intercept her to return the planner. Once she arrives, she finds that Rachel is having an intimate dinner with Dan and she takes photos of the two hugging and him pushing a lock of her hair out of her face.

Who is Blair's baby daddy?

In the fifth season, Blair is revealed to be pregnant with Prince of Monaco, Louis Grimaldi's child. However the child later dies before birth after a car crash Blair and Chuck were in.

Did Serena take Nates virginity?

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.

Who did Blair lose her virginity too?

Blair and Chuck grew up together on the Upper East Side, along with their respective best friends Serena Van Der Woodsen and Nate Archibald. Blair loses her virginity to Chuck in Victor Victrola, and they officially enter into a relationship in The Goodbye Gossip Girl.

Does Jenny sleep with Nate?

However, Nate is uninterested and rejects her advances. Consequently, Jenny sleeps with Nate's best friend, Chuck Bass before being banished from Manhattan by Blair Waldorf.

What is the saddest episode of Gossip Girl?

Top 10 Saddest Gossip Girl Moments
  • #8: Dan & Serena Finally Talk. ...
  • #7: Jenny Leaves The Upper East Side. ...
  • #6: Chuck Stands Too Close to the Edge. ...
  • #5: Blair's Royal Wedding. ...
  • #4: Chuck Couldn't Make Blair Happy. ...
  • #3: Blair's Miscarriage. ...
  • #2: Blair's Letter to Serena. ...
  • #1: Blair Tells Chuck How Much He Hurt Her.
Nov 16, 2021

Why did Chuck sleep with Jenny?

2 She Was Assaulted By Chuck

In the pilot episode, Chuck tried to hook up with Jenny, even though she was just fourteen years old at a time. He lured her to somewhere private so "they could talk." She actually thought he really just wanted to talk and was visibly uncomfortable with him kissing her.

How much was Blair's dowry?

Based on the costs of royal dowries in real life, one can assume that Blair's dowry cost between $15 million and $50 million.

Does Dan cheat on Serena?

6 Dan Slept With Georgina

Georgina wasn't even a frenemy of Serena's; she was a full-blown enemy. After yet another breakup between Dan and Serena, Dan was conned into a relationship with Georgina, even sleeping with her.

Did Blair ever love Dan?

Dan Humphrey and Blair Waldorf do not have a friendship or romantic relationship in the Gossip Girl novels, although some tension is portrayed.

Who is the best character on Gossip Girl?

Blair Waldorf is the most loved character from the original series based on our data. Leighton Meester's fashionable character had the highest number of articles written about her in the past two years (54) and the second highest percent of character Facebook love reactions.

Does Serena sleep with Dan?

Serena and Dan sleep together for the first time. Finally, Blair is once again devastated by Nate's actions after Jenny reveals that Nate kissed her by accident thinking she was Serena. Blair has sex with Chuck, Nate's best friend.

Does Nate love Serena or Blair?

This causes Nate to become jealous of their relationship because of his lingering feelings for Blair. Eventually, Nate professes to Blair that he loves her more than he ever loved Serena. However, he ends up with neither Serena or Blair as he leaves to travel on a boat to avoid becoming in between the two.

How many people did Serena get with?

Serena Van der Woodsen's dating history is complicated, to say the very least. Since the dissolution of her relationship with Dan in season one, she dated two former teachers, two con artists, a married politician, three of her friends' exes, and a handful of fairly normal guys (relative to Gossip Girl).

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.

Is Blair's baby chucks in Gossip Girl?

On the Oct. 10th episode of Gossip Girl, Blair Waldorf (Leighton Meester) revealed the father of her baby is her fiance Prince Louis (Hugo Becker). Many Chair supporters -- including myself -- were hopeful the father would be Chuck Bass (Ed Westwick). But to our surprise, the baby is Blair's husband-to-be.

Did Serena sleep with Aaron?

Blair discovers Serena and Aaron haven't slept together yet and says that while it's okay to wait, Dan and Lexi will have sex regardless.

Who did Serena date after Ben?

Season Five

In Portrait of a Lady Alexander, Serena lies to her new boyfriend Steven Spence about Ben being the last person she slept with.

Who gave Aaron a rose?

And Becca gives her rose to Aaron. He compares her to a dolphin that's jumping in the water because (1) she's doing what she is made to be doing (handing out roses), and (2) she's beautiful (like a dolphin).

Who did Vanessa end up with in Gossip Girl?

Vanessa is horrified when Dan announces he is gay but remains a great friend to him, and it is her who realizes he isn't when they have sex again. By the end of the series, Vanessa and Dan are still together.

Who does Rufus end up with in Gossip Girl?

In the series finale New York, I Love You XOXO time jump, Rufus is dating Lisa Loeb and is friendly with Lily. He is present when Dan marries Serena.

Did Chuck cheat on Blair with Jenny?

6 CHUCK: HE SLEPT WITH BLAIR'S ENEMY TO GET REVENGE ON HER

In fact, it's fair to say that they have always had it out for each other. When Chuck got the impression that Blair no longer loved him, he ended up crawling into bed with Jenny where he stole her virginity.

Do Dan and Serena get divorced?

Dan Humphrey

After his divorce from Serena, Dan moved back to Brooklyn to live with Rufus while writing his next book, a thinly-veiled autobiographical novel about being married to the golden girl of the Upper East Side — AKA the same book and story Dan's been writing his whole life.

Did Serena and Dan date in real life?

Diehard Gossip Girl fans know that Penn Badgley (Dan) and Blake Lively (Serena) dated both on screen and off in 2007. Yes, at one point they were a real-life couple, but things fizzled after only a few years.

How did Jenny know Dan was Gossip Girl?

In the series finale New York, I Love You XOXO, Jenny appears at Dan and Serena's wedding. It's revealed that she has a line with Waldorf Designs called J for Waldorf and that she knew for a long time that Dan was Gossip Girl.

How many people did Serena get with?

Serena Van der Woodsen's dating history is complicated, to say the very least. Since the dissolution of her relationship with Dan in season one, she dated two former teachers, two con artists, a married politician, three of her friends' exes, and a handful of fairly normal guys (relative to Gossip Girl).

Who Has Blair Waldorf slept with?

In Pilot, Blair is shown to be in a relationship with Nate. Upon hearing Serena has returned, Blair attempts to have sex with Nate, but they ultimately don't. When the two girls meet for drinks, they agree to try and make amends but that ends when Blair discovers Serena and Nate slept together before she left.

What did Tripp do to Serena?

What's worse: when Tripp and Serena get into a car accident together, Tripp puts Serena's unconscious body in the driver's seat to make it look like she was driving so he can avoid scandal.

Why did Serena break up with Aaron?

We can see as he puts up an art installation he meets Serena van der Woodsen. They begin to see each other, but unbeknownst to Serena, Aaron is also dating other girls. Aaron, finally decides to be just with Serena but this creates a rift between Dan and Serena. In the end, they break up.

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