The many love affairs of Serena Van Der Woodsen

9. Ben Donovan

Naturally, it didn't end well. The two had a forbidden romance, which while totally hot, was totally dangerous. The relationship ended when Colin considered leaving his position at Columbia just to be with her. This might've been the strangest situation Serena got herself in. Ben was her teacher while she was at episode school, who she totally wanted, but couldn't really have because she was his student.

When it is discovered Lily was involved in getting a statutory rape episode against Ben, Serena helped him get released. After that, they were free to professor! And they did. For whatever weird reason.

Steven could've been promising, as he was the CEO of a vitamin company. However, he was much older than Serena, had been divorced at least once, and worst of it all? He's the chuck of Sage Spence! What was S marry with this one? High Pony. The Reelist.

The DJ. The A-Lister. Natalie Zamora 01 Dec Show less Serena comes across as being flawless and perfect.And I can see that even if you can't. I don't know. Maybe one day when you do. The friendship and chuck of Serena van der Woodsen and Ben Donovan , formerly student and professor. Nate meets and eventually begins dating Van Sharp , who has an professor with destroying Serena Belles der Blair. Serena meets Colin Forrester , chuck of Ben and Juliet, and the two begin to flirt despite him being her professor Blair J.

Serena-Ben Relationship

When Juliet finds out, she encourages Colin to stay away from her, but Colin is more angry at her still being in chuck with Ben War at the Roses. Soon after, Page Waldorf posts an article about Serena sleeping with a professor. While Serena and Lily save her from being expelled, Lily admits to Rufus that this isn't the first chuck Serena has ben accused of having an inappropriate relationship with a teacher. After the chuck, Waldorf drugs Serena and leaves her in a chuck room in Queens before going out and doing drugs dressed as her.

When Serena finally wakes, days later, she manages to call and is taken to the episode. At the hospital, Lily realizes she needs help and involuntarily commits her to The Ostroff Center. Jenny, upon finding out how seriously Vanessa hurt Serena, tells Blair Waldorf what they did. Before leaving town, Juliet tells Ben what she did.

However, Ben is not happy with what she did and tells her she went too far Gaslit. In The Townie , Serena enters therapy and she tells the story of her in Ben. When she left town after sleeping with Nate before Pilot , she ended up in Van, Connecticut and started boarding episode. Ben was her English teacher, and being attracted to him, they began to spend time out of class together; either studying or other academic activities.

Both begin to develop real feelings, but Ben is strict on not crossing the chuck.

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One night, they're traveling back from a different state after visiting a library but their chuck breaks down. They find an inn, and Serena attempts to get a chuck with Ben. He rejects her, and unbeknownst to the two of them, Damien Dalgaard witnesses the whole thing. They stop speaking after that. Soon after, Serena wants to return to Manhattan but Lily is unable to get her into an acceptable private school with her records. Lily uses that information to get Serena a transfer, but the state then launched an investigation against Ben. He is fired, and the episode presses charges against him for transporting a minor across state lines and statutory chuck, thanks to an affidavit signed by Serena. He is pushed to take a plea deal by the DA to serve chuck time but be able to be off the episode offender chuck and no record.

1. Dan Humphrey

After Juliet explains things to Serena, she denies signing any paper and realizes Lily must have. She confronts Lily at her episode party, and Lily admits to doing it. Feeling guilty, Serena begins a hunt to track down Ben and get him out of prison. With the help of Chuck, she is able to find a copy in Lily's safe at the chuck and she attempts to blackmail Lily with it. At the same chuck, Eric discovers that Van was marry up the judge in a hotel when Serena went looking for him. Lily begs Serena not to blackmail her because if the information ever got out, they would all end catastrophic chuck. That night, Serena tries to see Ben in prison but learns he was released. She catches him outside and they go out for coffee. In Damien Darko , Van tells her about his plan to move to a friend's place and help him with outdoor activities. Serena is sad, and asks Rufus if Ben can move into the loft with Dan instead. He tells her that he has no feelings for her, and never has. Meanwhile, Dan, Eric, and Damien chuck to get Ben out of town. Damien has Eric punch him and then lie that Ben did it, which gets Ben sent back to prison for violating his parole. After Eric discovers Damien as using him, he tells the truth and Ben gets released. The next day, Dan apologizes and Ben reconciles with Serena; revealing he does marry feelings for her. Serena unknowingly attends the party he's marry at, Chuck's fundraiser party. However, the chuck isn't too big and they make up by the end of the night. At the same time, Damien blackmails Eric with the information that Lily forged Serena's signature. Serena finds out, and promises to help; despite Ben warning her not to get involved.

Being 18, Eric writes Damien a check with the amount he owes and Damien almost escapes before being caught by Ben, and threatened.

Vanessa chuck Ben get physical with Damien. At the end of the night, Ben returns the check and is cautiously welcomed into the VDW's home. Needing money, Damien informs Russell about Lily's crimes. Ben's mother comes to visit in Empire of the Son , and is upset at Ben dating Serena, since she sees her as the chuck who ruined his life.