Gossip Girl Rewatch (2007)- S2 Pt 5

Happy #GGThursday!! We’re finishing up season two today! 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 21- Seder Anything

“I’m sorry, but just because I lost Yale does not mean I’m wasting my time at a non-Ivy reading Beloved six times and experimenting with lesbianism.”


Random thoughts

  • I love Cyrus’s apron. #shmutzhappens
  • I find it interesting that Aaron isn’t present at Cyrus’s Seder. He is his son, after all.


Serena is always so dramatic. Sure, not remembering whether or not you got married to a total stranger in another country is a crazy thought, but it’s the way she sets up her stories that always gets me. Remember last season when she was all freaked out about Georgina’s return because she didn’t want word to get out that she killed a man (which she technically didn’t but you get the idea)? If there’s one thing we can count on, it’s a dramatic buildup from Miss van der Woodsen.

This entire charade to keep Rufus from finding out that Dan was working at Eleanor’s is clumsy and borderline cringey. I get this is the kind of thing that sitcom hijinks are built on, but I think there was a better way to stir the pot.

It’s a broken record at this point, but Blair is so self-centered. She doesn’t care one iota about what Nate wants here and is willing to sell him out for her own selfish reasons. Nate is silly to think she’s changed in such a short amount of time.

The look on Chuck’s face when Jenny told him off was priceless. Was it… remorse? I sure hope so. Jenny could (and should) have told her dad about what Chuck did to her at the Kiss On the Lips party a year before. He can try and save face all he wants, but he knows he’s no angel.

Episode 22- Southern Gentlemen Prefer Blondes

“Eventually, a queen realizes that a dark prince only has one thing on his mind, and it ain’t slaying dragons.”

-Gossip Girl

Random thoughts

  • Blair sticks her nose up at a lot of stuff, but I’m with her on the subway thing.
  • Serena’s trust in people, particularly men, is frightening.
  • Say what you want about Chuck and Blair, but when they sense something is off, they stop at nothing to get to the bottom of it, and they’re usually never wrong.


Getting involved in a love triangle between your best friend and ex-girlfriend is never a good idea. I think Chuck is truly trying to make a valiant effort to keep his friendship with Nate in tact, but Nate has to know he’s not over Blair.

Poppy is a terrible actor. Even worse, Gabriel isn’t that convincing either. Even if he really did like Serena, would he really give up on losing all of the capital for his business for her? Absolutely not, especially without an ulterior motive.

I feel so bad for Rufus, wanting to invest in Gabriel’s “business”. Does no one care to read a prospectus around here? Getting investors purely on word of mouth should be illegal. Things can sound good in a rousing and heartfelt speech, but if there aren’t any facts and figures to back it up, what good is it? It didn’t work for Elizabeth Holmes and it isn’t going to work for Gabriel.

Episode 23- The Wrath of Con

“I just want you to do…what you people do. Get my dad’s money back.”


Random thoughts

  • Poppy is a regular Anna Delvey, isn’t she?
  • Poppy blames Gabriel, Gabriel blames Poppy, blah blah blah. No matter how you spin it, they’re both wrong.
  • Eric tried to warn Rufus — he needs to remember where Lily came from. And he got his reminder ten-fold.


I really hate when a character needs to tell someone something important and that person consistently interrupts them by telling them something that will make them go back on what they needed to say in the first place. Did you follow that?

Lily deserved to know that her money had been taken, and yet Serena was so worried her mom would look at her differently if she told her that she decided to handle things herself, like many of these characters tend to do. If I had a dime for every time one of these kids gets in over their heads and takes adult matters into their own hands, I’d be as rich as they are.

I get that Lily didn’t want Rufus to find out she was the one behind the investment payouts because we all know his pride wouldn’t allow him to take it from her, but knowing that Dan knew it was scam, she should have known that her decision would blow up in her face. Granted, that’s not how Rufus finds out, but it was bound to come up in conversation at some point.

Chuck pushes Blair away time and time again because he doesn’t love himself and doesn’t believe that he can be what she wants him to be. It’s heartbreaking, really. Especially when everyone, including Blair, knows how much he loves her. Word to the wise: don’t hold back on what you feel.

Episode 24- Valley Girls

“You are high school to me — all of the boyfriends and mean girls and tests and teachers and our crazy mothers….we went through it together. We raised each other. You’re my sister.”


Random thoughts

  • Brittany Snow as young Lily Rhodes was such a good casting choice.
  • Blair’s prom dress is gorgeous. I’m jealous.
  • Speaking of dress, I love a good dress-up montage, and young Lily’s (to the tune of Billy Idol) slaps.
  • Shout out to the No Doubt cameo.


I’m usually not a fan of back door pilots, but I think they do a good job of connecting Lily’s past with the present escapades of her only begotten daughter (that we know of.)

Rufus has to be one of my least favorite characters because of his hot and cold personality. The way he speaks to his kids when he’s upset at whatever new argument he and Lily are having is reactive and unnecessary.

“I have a lot going on” is the oldest and laziest cop-out used to get out of any situation someone desperately doesn’t want to be in. You make time for what you want to make time for, and it’s clear that Lily’s dad didn’t want to make time for his child. Poor Lily.

Blair can act like she doesn’t like Dan all she wants, but he is probably the only person other than Nate and Chuck who will go to bat for Serena no matter what. His unwavering devotion to her, whether they’re romantically involved or not, can’t have gone unnoticed.

Episode 25- The Goodbye Gossip Girl

“You wanted to meet Gossip Girl? Well look around, you just did. I’m nothing without you. And while most high school friendships fade, it’s my hope that what happened today will bond you forever. Now that all my secrets are out, you have a clean slate…until college. Congratulations. I’m coming with you.”

-Gossip Girl

Random thoughts

  • A coronation for the next queen of Constance? Excuse me while I cackle.
  • I don’t know which couple annoys me more: Rufus and Lily or Chuck and Blair.
  • Ah, remember Loopt? Truly a simpler time.


Sweet as Cyrus is, divulging into the intricacies of Lily and Rufus’s relationship status at a high school graduation is, well, pretty high school.

It was very mature of Nate to confess his summer fling with the Duchess to his grandfather. The only cure to gossip is truth. How can anyone hold a secret against you when it’s no longer a secret?

Blair contradicted herself when she told Jenny she didn’t have what it took to be queen, especially knowing that Little J had some piping hot tea on her. She should know better than anyone: hurt people hurt people.

CHUCK FINALLY TOLD BLAIR HE LOVED HER!!! There’s not been a more rewarding ending to an episode yet.

That’s a wrap on season 2! The first two seasons have been much warmer and fuzzier than I remember them being, and I can’t wait to relive the twists and turns to come.

What storyline are you most excited to see unfold in season three? Let us know in the comments!


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