Gossip Girl (2007) Rewatch- S 5 Pt 4

Happy #GGThursday!! We’re finishing up season 5 today! Only one more season to go before we’ve officially reviewed every single episode of Gossip Girl! 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 19- It-Girl Interrupted

“My whole life I wanted to be a princess. When I met Louis, it was this whole whirlwind of royalty and tiaras and it seemed like my dream was coming true. I mean, I may have married a prince but I never really got to be a princess.”


Random thoughts

  • Seeing Chuck in an all red sweatsuit is equal parts jarring and hilarious.
  • Dan starts to turn into Joe Goldberg when he finds out that Chuck paid Blair’s dowry.


After all these years, you would think that Serena would be a better communicator. Blair has grown up a lot; she values her relationship with Serena and has made a valiant effort to be honest with her. However, Serena didn’t tell B about being GG at all. She had to know that was something she would want to be made privy to.

Speaking of, Serena is only upset that Lola played her because she didn’t think she was capable of it, even though she was pushing her “It Girl” agenda for her own selfish motives. Now she’s jealous that she’s getting all of the attention? Grow up.

Rufus is a child. He’s upset with Lily for going behind his back when he did the same thing to her first? He had to know she’d never agree to letting Ivy run off with her mother’s money, and it was silly of him to expect her to. He should just stay in Brooklyn at this point.

Episode 20- Salon of the Dead

“When Lily and I first got married, I threw myself into her world. I became a plus one for her galas—and in life. But in the process, I lost myself and what’s important to me. We never managed to build a life together that included both of us. And I’m tired of it.”


Random thoughts

  • Lily and Rufus are married now. Why is she timidly creeping into his loft using food as an excuse to talk to him?
  • We all know that Blair and Dan aren’t going to end up together, so their entire subplot feels cheap.


Really, Serena? She was once adamant on avoiding joining leagues with GG because she didn’t want to hurt people the way she’d been, now she’s playing right into her hand because… it’s “all she has”? Really? She’s proving to become the most poorly developed character over the course of this show, and that’s saying a lot.

Remember when Rufus had a hissy fit in the last episode about Lily lying to him? Under what category does posting Ivy up in a hotel room behind Lily’s back fall?

I’m going to have to forgive these characters for constantly leaving their phones unattended; mobile phones as small as the palm of your hand was still quite a novel idea in the mid-2000s. But my goodness. Half of this show’s plots revolves around a stolen phone. With no passcode, might I add.

Episode 21- Despicable B

“Are you saying you’d like a divorce? ‘Cause where exactly are you gonna find some other Upper East Side woman to take care of you the way I have?”


Random thoughts

  • You see that quote up there? Lily is a savage in this episode, and I am 100% here for it!
  • Do you really expect me to believe that photo of Jack and Elizabeth wasn’t photoshopped? Do better, Props Department.


Serena can’t expect for her father to suddenly become honest and trustworthy. What has he done to prove that he’s an upstanding man to the daughter he abandoned when she was four years old?

Dan should know by now how important status and reputation is to Blair. Him getting a bunch of young girls to take a photo with her a few episodes ago isn’t going to cut it.

Lily has always cared more about her image than her family. Why is Serena shocked about this? However, I admire Lily here when she outs Carol for all of her wrongdoings. I thought that she wasn’t going to believe Serena about William being Lola’s father, but the way she handles the situation, while maybe not the most practical in real life, is dramatic gold.

Episode 22- Raiders of the Lost Art

“I think, that once everyone is gone, and it’s quiet, you need to go back into that house.”


Random thoughts

  • Blair not knowing who Ray J is baffles me.
  • Blair calling Lola Serena Lite, on the other hand? Hysterical.


Lola got sucked into the world of Gossip Girl much too quickly to be believable. When Ivy was playing as Charlie, it made sense that she’d become influenced by the lives of the rich and semi-famous, both to play up appearances and for the chance of having a real family. But what’s Lola’s excuse?

Blair really shines in this episode: she cracks the code in Diana’s book, is genuinely happy for Dan’s invitation to spend the summer at a writer’s retreat in Rome, and was mature enough to tell Dan the truth about who she was spending her afternoon with, knowing how infamous their prior history is. Dan’s jealousy and insecurity is making him overthink, and potentially pass up an amazing opportunity to further his career. Besides, it’s not like Blair couldn’t visit him in Italy, her entire family is in France, for crying out loud.

Episode 23- The Fugitives

“I mean, the most important thing in a relationship is trust. After sex. And hygiene. And earning potential.”


Random thoughts

  • Where has Ivy been living since Lily kicked her out of the hotel and she ripped up her check?


I get that Dan would feel threatened by Chuck and Blair together, but what he just learned about his father, in addition to Blair being the only person who’s seen him in his most vulnerable state, makes for the kind of bond you can’t ignore, no matter how hard you try.

I feel bad for Serena in this episode. Don’t get me wrong, her going behind her friends’ backs for months and hiding the fact that she’s been Gossip Girl all the time was uncalled for, not to mention the vendetta she had against her quarter-sister. But her desperation to cling onto the notoriety that came with being GG just goes to show that even those who look like they have it all on the outside face deep insecurities.

Episode 24- The Return of the Ring

“I can’t believe how much more grown up you are at this age than I was. I suppose it’s the divorce… and all the other mistakes you’ve made.”


Random thoughts


Are any of us really shocked about who Blair loves? Dan moved into his relationship with Blair way too quickly, and didn’t give her any time to develop genuine romantic feelings for him. He’s already proven to fall hard and fast (remember how head over heels he was for Serena?), but he was asking for too much by expecting Blair to jump straight into a serious relationship with him.

Serena and Rufus are something else. They both used their jealousies to manipulate the person they loved, and they made decisions for that person without their consent.

It almost seems as if this season finale was slated to be a potential series finale. Consider how episode serves as a fitting bookend to the pilot; the first episode featured the Shepard wedding, this one is set at the Shepard divorce party. Additionally, Serena is seen looking off into the distance on a train in both episodes, burdened with her transgressions and desperately longing to put it behind her. There are just enough cliffhangers to justify a sixth and final season, which is what we’re going to dive into next week!

What are your favorite season 5 moments? Also, what are you most looking forward to in the last season? Let us know in the comments!


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