Gossip Girl (2007) Rewatch- S4 Pt 3

Happy #GGThursday!! We have so much to get into: Blair and Dan are getting friendly, Nate and Chuck are fighting over yet another girl, and the Ben-Lily debacle is coming to a head.

Ready to rewatch with us? Grab a snack and settle in!

But first,

1. All photos are courtesy of Home of the Nutty unless otherwise specified.

2. Spoilers abound. Read at your own risk.

Episode 13- Damien Darko

“I didn’t date Serena van der Woodsen for two years to not come away knowing those are Marc Jacobs. And they’re mustard.”


Random thoughts

  • Two episodes ago, Damien is shown in the flashbacks at the boarding school to look like a mousey poindexter. Now he’s this slick talking, sneering drug dealer? How did he get there?
  • Poor Jonathan. Eric humiliated him once before only to turn around and do it again.
  • I don’t blame Dan for trying to beat Blair at her own game, especially when she’s notorious for playing dirty. Unfortunately, their mutual competitiveness cost them both their internships.


If everything Lily does is for her children, how does she cope with the fact that they rarely ever appreciate her efforts? Furthermore, why does she insist on consistently keeping secrets from her family? She wants so badly to move on, but continues to get caught with her hand in the cookie jar, this time in the form of hush money. Old habits die hard, sure, but dang Lily.

Serena’s motives for reconnecting with Ben after he was released from prison are selfish, yet she tries to mask it in the name of rehabilitation. She was blinded by her attraction to him while also trying to prove to him that he could go back to being who he was before being incarcerated, not stopping for one moment to consider if her incessant presence in his life was the best thing for him at the time. The things he got involved with while in jail, in addition to ambushing Damien at the end of the episode, shows that it’s going to take more than some restitution and a cushy Brooklyn loft to help bring back Mr. Donovan. And Serena’s reaction to his rejection at the W party is sickening. It’s as if she was expecting things to just go back to normal and that he’d be wooed by her good looks and charming personality, yet got in her feelings when that wasn’t the case. Nice going, S.

Episode 14- Panic Roommate

“When it comes to me, Blair has this nasty habit of never being wrong.”


Random thoughts

  • It’s awfully easy for Serena to say Ben isn’t a threat when she doesn’t have to LIVE WITH THE MAN.


What made Rufus think that rooming Ben and Dan together, without telling his son, mind you, was a good idea? Yes, Ben was falsely accused and went in innocent, but he didn’t leave that way. I’m all for giving second chances, but there have got to be better ways to give them than to have the man sleeping in your house. Additionally, it’s really stupid to put two men who have had some sort of relationship with Serena in the past together. It was only a matter of time before they were going to butt heads, even if Ben wasn’t dangerous.

Chuck and Eric were both very stupid in this episode. Raina had been nothing but straightforward with Chuck from the beginning, yet he tried to scheme his way into her heart to save his father’s business. He had to know that would backfire on him. Likewise, Eric knew deep down that Damien was disposable and only using him for his own motives. It’s sad, but it’s not like he didn’t do the same thing to Jonathan in the previous episode.

Episode 15- It-Girl Happened One Night

“I think you know how much family means to Raina, just as she now knows how little it means to you.”

-Russell Thorpe

Random thoughts

  • These moments where Serena and Blair reconcile after backstabbing each other are growing stale.


No matter how evolved Serena thinks she is, she’s just as oblivious as the rest of her socialite buddies. Ben is an ex-con, for an offense involving a minor, no less. There is no way he’s going to be able to get a job in teaching, tutoring, or faculty research with such a blemish on his record. And Serena should know this. However, she’s too self-absorbed to notice.

Rufus is so out of his league when it comes to Lily. Once he married her, his characterization severely suffered. When he’s not being an absent and tone deaf father, he’s in Lily’s shadow with little to offer. We knew that Lily would be the breadwinner in the relationship, but does Rufus do anything? What happened to his art gallery? His music? His entire identity has been reduced to yes man. Ick.

Episode 16- While You Weren’t Sleeping

“Well, as you can probably tell, I’m not a typical college student. I’m a self-actualized, mature beyond her years, yet still youthful and dewy working woman.”


Random thoughts


I get that Eric has been going through a tough time lately, but telling Damien about what Lily did was foolish. You would think he’d know better after what happened with Jenny.

Serena was upset with her mother, but not enough to put her behind bars. If she has to choose between a beau and her family, especially when it comes to something like jail time, she’ll always choose the latter.

This episode could have been done without adding Vanessa in. Instead of owning up to what she did to Jenny, she gets defensive and storms off. She may be an outsider by class, but she ostracized herself by being a stubborn brat.

Episode 17- Empire of the Son

“Bass Industries isn’t his legacy, Charles. You are.”


Random thoughts

  • Did no one stop to think about Damien as a potential suspect in the Bass Industries takedown?
  • It might have been a good idea to put the affidavit back in the safe deposit box.
  • Lily turning herself in is noble, but too late.


I’m not the biggest fan of shipping Blair and Dan, but their blossoming friendship is entertaining. They’re unlikely allies for sure, but it’s not that far fetched for the two of them to eventually gravitate towards one another, especially given their shared interest in the arts.

Serena is one of the most trusting people in the world, and it is her biggest flaw. When she’s got someone in her crosshairs, she rejects anything anyone else has to say against them, which makes for good tv but isn’t realistic. I don’t love Vanessa either, but why would she have any reason to lie about what happened to Nate’s dad in prison?

I like the complexity of Ben’s character. He’s not all good or all bad; he’s a former teacher who got caught up in an unfortunate situation to (almost) no fault of his own, sending him into an environment that blurred his sense of morality. It’s hard to pass judgement on someone who’s been dealt such a crappy hand.

What are your favorite moments from these episodes? Let us know in the comments!


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