Before We Talk Too Much About Rebooting Gossip Girl, Let’s Revisit the Original Couples

The CW isn’t “there yet” when it comes to a Gossip Girl reboot, and honestly, after thinking about it…neither are we.

Why reboot when we’ve got six seasons still to obsess over, a whole bunch of couples to argue about, and seven years of post-Gossip Girl careers to follow? Maybe in a couple years, we’ll be fully ready for a Gossip Girl who’s fluent in Instagram filters with the entire world at their fingertips on their way to Fyre Fest, but for now, we’re here to look back upon the couples we’ll never forget, reboot or no reboot, even if we’ve already made ourselves forget how it all ended the first time.  

(Dan as Gossip Girl? Dan?! We’re still trying to wrap our head around that one.) 

Back in 2015, we went through and ranked the show’s 30-some significant couples, and it’s clearly time to revisit them once again. 

If you don’t agree, well, we didn’t ask you. XOXO, The TV Team

The CW

Nope. Gross. Need bleach for our brains, please and thank you. 

Gossip Girl Couples, Leighton Meester, Hugo Becker

The CW

Like a Lifetime movie gone horribly wrong.

Gossip Girl Couples, Robert John Burke, Kelly Rutherwod

The CW

Who knew two robots could fall in love? And make each other even more intolerable?

Gossip Girl Couples, Matthew Settle, Kailee DeFer

The CW

Shudders. Still not recovered from this. PTGGD is real, y’all.

Gossip Girl Couples, Chace Crawford, Taylor Momsen

The CW

This just felt so wrong. So, so wrong.

Gossip Girl Couples, Penn Badgley, Michelle Tratchenberg

The CW

Remember when she convinced him they had a child together? HAHAHA.

Gossip Girl Couples, Penn Badgley, Hilary Duff

The CW

Never forget their threesome with Vanessa. (Before she ran off to continue being a movie star. Totally relatable.)

Gossip Girl Couples, Aaron Tveit, Blake Lively

The CW

We won’t lie, we were into Serena hooking up with Nate’s married politician cousin at first…before he left her at the scene of a car accident. And tried to pin it on her. BY MOVING HER UNCONSCIOUS BODY. Way harsh!

Gossip Girl Couples, Chace Crawford, Kailee DeFer, Ella Rae Peck, Katie Cassidy, Tika Sumpter

The CW

Can anyone really distinguish any of these relationships? No? That’s what we thought. (You can add Sage, Bree and Diane in here, too!)

Gossip Girl Couples, Jessica Szohr, Chace Crawford

The CW

Snooze City, population: everyone.

Gossip Girl Couples, Penn Badgley, Jessica Szohr

The CW

Of all Vanessa’s relationships, this was the least awful. So that’s something?

Gossip Girl Couples, Patrick Heusinger, Leighton Meester

The CW

Total catch…until it was revealed he was banging his step-mother. Don’t you hate it when that happens?

Gossip Girl Couples, Matthew Settle, Lisa Loeb

The CW

Still LOL-ing over these two ending up together. Sure, why not?!

Gossip Girl Couples, Blake Lively, David Call, John Patrick Amedori, Barry Watson, Sam Page

The CW

Like, can you even tell which guy is which? Exactly. 

Gossip Girl Couples, Michelle Tratchenberg, Desmond Harrington

The CW

Hey, if any two people were tailor-made for each other, it’s this gruesome twosome.

Gossip Girl Couples, Chace Crawford, Leighton Meester

The CW

Ah, first love. These two were cute (if you forget the cheating and all), but not in an epic way. 

Gossip Girl Couples, Zuzanna Szadkowski, Aaron Schwartz

The CW

So cute, but so peripheral. A web series about their home-life probably would’ve been pretty funny. 

Gossip Girl Couples, Chace Crawford, Blake Lively

The CW

We’ll always have that gorgeously lit steamy flashback bar romp, right? Still, they were a little bland, with their romance being much more central and epic in the book series. (But they were so, so pretty, right?)

Gossip Girl Couples, Connor Paolo, Matt Doyle

The CW

A sidelined romance that didn’t get enough screen-time, in our opinion! (Ditto Eric as a character, in general.) Still, they felt like a real couple. 

Gossip Girl Couples, Penn Badgley, Blake Lively

The CW

Serena. Married. Gossip Girl. WHAT?! Sigh…while they were kind of ruined by the end, season one Derena was kind of epic, right? And hey, in the end, Lonely Boy landed the Golden Girl…even though he tried to destroy her life through an anonymous blog for six years.

Gossip Girl Couples, Matthew Settle, Kelly Rutherford

The CW

We are still SO mad at the writers for screwing this one up. They had such a rich history and star-crossed (or crosstown, to be more precise) romance that was not paid its proper respect in the end. 

Gossip Girl Couples, Wallace Shawn, Margaret Colin

The CW

“Not enough” of these two! We aspire to have a marriage like theirs, TBH. 

Gossip Girl OMG Moments Gallery

Giovanni Rufino / The CW

Yes, we dared to Dair. BYE HATERS. Seriously, these two, out of all the main characters, were the most well-suited for each other. In real-life, they would’ve been endgame. However…

Gossip Girl

Giovanni Rufino/The CW

From that first show-changing hookup in the limo, Chair became one of TV’s most iconic couples, right up there with Ross and Rachel, Seth and Summer, etc. Sure, they had their ups (Chuck finally saying “I love you”) and downs (Chuck sold her for a hotel), but these two were made for each other. They were inevitable. 

So what couple could possibly beat Chair for the throne?

Gossip Girl


Boys may come and go, but friends are forever. And, despite the arguments over the years over guys, college, jealousy issues and what not, Blair and Serena did besties better than anyone. 

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