Through The Years: Nate Archibald’s Girlfriends

As Gossip Girl comes to a close (sob!), it’s time to take a look back at the journeys of some of our most beloved Upper East Siders.

Today’s focus is on the handsome and charming Nate Archibald (Chace Crawford), so full of ambition and a hopeless romantic at heart. Though he’s been through his share of troubles (remember when his dad went to prison?) Nate always seems to pull out ahead – and ALWAYS has a woman by his side.

Sure, we all remember Nate’s romances with Blair Waldorf (Leighton Meester) and Serena van der Woodsen (Blake Lively), but can you name the rest of this Archibald’s lovers?

Check out the gallery below to refresh your memory on the women who’ve been taken a bite out of this delicious piece of Upper East Side arm candy.


Blair

Remember when Blair was convinced she would be the future Mrs. Archibald? Have to admit, this picture from the Pilot is pretty convincing.

"Pilot" Pictured: Leighton Meester as Blair, Chace Crawford as Nate in GOSSIP GIRL on THE CW. Photo Credit: The CW / KC Bailey© 2007 THE CW NETWORK, LLC. ALL RIGHTS RESERVED.

Catherine

Back at the start of season 2, Nate had a short-lived affair with the much older, Catherine.

"Summer, Kind of Wonderful" Pictured: Madchen Amick as Catherine, Chace Crawford as Nate PHOTO CREDIT: GIOVANNI RUFINO/THE CW ©2008 THE CW NETWORK, ALL RIGHTS RESERVED

Vanessa

At the end of Season 1, Nate started a romance with an outsider of the Upper East Side, Vanessa.

"Desperately Seeking Serena" -- Pictured (L-R) Jessica Szohr as Vanessa and Chace Crawford as Nate in GOSSIP GIRL on The CW. PHOTO: Giovanni Rufino/THE CW ©2008 THE CW NETWORK, ALL RIGHTS RESERVED.

Jenny

Season 2, Nate's whirlwind romance with Dan's little sister caused a major rift between friends.

"There Might Be Blood" Pictured: Chace Crawford as Nate and Taylor Momsen as Jenny Photo Credit: Giovanni Rufino / The CW© 2008 The CW Network, LLC. All Rights Reserved.

Blair

At the end of Season 2 came a Nair relapse when Blair, desperate to be Prom Queen, felt getting back together with Nate was her ticket to happily ever after.

"Valley Girls" Pictured: Leighton Meester as Blair, Chace Crawford as Nate Photo Credit: Giovanni Rufino / The CW© 2009 The CW Network, LLC. All Rights Reserved.

Bree

Season 3 opened up with Nate in a secretive relationship with Bree, a girl from the Archibald's rival family.

"Reversals of Fortune" Pictured: JoAnna Garcia as Bree, Chace Crawford as Nate Photo Credit: Giovanni Rufino / The CW© 2009 The CW Network, LLC. All Rights Reserved.

Serena

Dreams finally came true for Nate when he was able to call Serena van der Woodsen his girlfriend in Season 3.

"The Hurt Locket" Pictured: Chace Crawford as Nate, Blake Lively as Serena Photo Credit: Giovanni Rufino / The CW© 2009 The CW Network, LLC. All Rights Reserved.

Juliet

Unbeknownst to him, Nate dated the psychopathic and revengeful Juliet in Season 4.

"Goodbye Columbia" Gossip Girl Pictured (L-R) Katie Cassidy as Juliet and Chace Crawford as Nate PHOTO CREDIT: GIOVANNI RUFINO/ THE CW ©2010 THE CW NETWORK. ALL RIGHTS RESERVED

Raina

Later in Season 4, Nate started a relationship with another Upper East Side enemy, Raina Thorpe.

"While You Weren't Sleeping" -- Pictured (L-R) Chace Crawford as Nate Archibald and Tika Sumpter as Raina Thorpe in GOSSIP GIRL on THE CW. PHOTO CREDIT:Giovanni Rufino©2010 The CW Network, LLC. All Rights Reserved PHOTO CREDIT:Giovanni Rufino©2010 The CW Network, LLC. All Rights Reserved

Diana

Nate opened up Season 5 with a smoking hot cougar, Diana, who also became his business partner at The Spectator.

"Beauty and The Feast" -- Elizabeth Hurley as Diana Payne and Chace Crawford as Nate Archibald in Gossip Girl on the CW. Photo Credit: Giovanni Rufino / The CW © 2011 The CW Network, LLC. All Rights Reserved.

Ivy (Charlie)

If he couldn't have Serena, at least he could have her "cousin." Too bad this turned out to be con artist, Ivy.

"'I Am Number Nine" GOSSIP GIRL Pictured (L-R) Kaylee DeFer as Charlotte 'Charlie' Rhodes and Chace Crawford as Nate Archibald PHOTO CREDIT: GIOVANNI RUFINO/©2011 The CW Network, LLC. All Rights Reserved

Lola

Never fear though! By the end of Season 5, Nate had successfully fallen for another Rhodes, Serena's actual cousin Lola.

"Con Heir" Pictured Pictured (L-R) Ella Rae Peck as Lola and Chace Crawford as Nate Archibald PHOTO CREDIT: GIOVANNI RUFINO/THE CW © 2011 THE CW Network, LLC. All Rights Reserved.

Sage

This "Columbia" journalism student is Nate's latest fling, winning his heart when she came to write a paper about his newspaper. Too bad she turned out to be underage. GOSSIP GIRL-- "High Infidelity" image GO602B_0212 Pictured (:-R): Chace Crawford as Nate Archibald and Sofia Black-D’Elia as Sage Photo: Giovanni Rufino/The CW -- © 2012 The CW Network. All Rights Reserved.

COMMENTS

  1. chika Said:

    I think Bree or maybe Lola. He’s too gullible to be with someone coniving

  2. best affordable prom dresses15 Said:

    I do trust all the ideas you’ve offered in your post. They’re very convincing and can definitely work. Still, the posts are too short for newbies. Could you please extend them a bit from subsequent time? Thank you for the post.

  3. sara yun Said:

    Def Bree or Serena! Dating S’ s cousin? Ugh.

  4. Kaitlynn Carlson Said:

    I am #1 fan of you

  5. xo GOSSIP GIRL xo Said:

    Nate Archibald has a best friend that is worse than a devil no wonder ladies run away from him

  6. Arthur Said:

    I think Charly or Lola

  7. thea Said:

    nate and jenny look so good to gether, to bad it does not last.

  8. hv cm cm Said:

    i like nate

  9. ggalltheway Said:

    Whoever said bree cuz he shouldn’t be with someone conniving obviously didnt watch! brie didnt even care abt him she only dated him to get to carter bazin and broke nates heart!!

  10. scottishgirlxo Said:

    I’ve always thought him and jenny were lovely together! They were cute the way he always protected her just so cute xoxo

  11. LAURALEE Said:

    so HOT

  12. teionna Said:

    he is such a pig he needs to stay on one and not jump on another he should stay with jenny!!!!!!!!

  13. katherine Said:

    I like him

  14. Skylar Said:

    Well… Nate is pretty good looking he just associates himself with the wrong people. Plus he acts SUPER DESPERATE, the whole ” Im in love with you Serena” thing dragged on WAY to long.

  15. ciro Said:

    Hello ,I am Ciro and are a true fan of the popular series Gossip Girl , and my favorite actress is Leighton Meester togheter with the actress Blake Lively , I love them. <3

  16. leah Said:

    To everyone who said that he should’ve stayed with jenny, he couldn’t she moved !!!!

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