Chace Crawford (photo courtesy | chaceconline.com)
Chace Crawford (photo courtesy | chaceconline.com)

When I hear the name Chace Crawford, I think to myself ‘Oh My God! He is the epitome of drool-worthiness‘! He’s even been on our series of MissMalini’s Hottie of the Day! I’m sure you know by now that everyone from Team MissMalini is obsessed with Gossip Girl. Today we are making a list of Nate Archibald‘s (his character name in GG) Top 10 Flings from Gossip Girl for the Golden Boy who turns 27.

1. Blair Waldorf

Nate + Blair (photo courtesy | crushable.com)
Nate + Blair (photo courtesy | crushable.com)

Nate has been with Blair since kindergarten. In Season 2 at her prom, she tells Nate that he was her ‘high school boyfriend’ and they should remain good friends.

2. Serena van der Woodsen

Nate + Serena (photo courtesy | fanpop.com)
Nate + Serena (photo courtesy | fanpop.com)

Ever since childhood he secretly has feelings for Blair’s best friend, Serena, who is stunning but insecure. He shares a one night stand with Serena before she leaves for boarding school. They will always remain my favourite couple from Gossip Girl.

3. Jenny Humphrey

Nate + Jenny (photo courtesy | topzine.cz)
Nate + Jenny (photo courtesy | topzine.cz)

Nate mistakes Jenny for Serena at a masquerade ball and reveals his feelings for the latter. This leads to the end of his relationship with Blair.

4. Duchess Catherine Beaton

Nate + Catherine
Nate + Catherine

In Season 2, Nate and Serena pretend to be together only to hide the fact that Nate is having an affair with a much older, married woman Catherine Beaton.

5. Vanessa Abrams

Nate + Vanessa (photo courtesy | fanforum.com)
Nate + Vanessa (photo courtesy | fanforum.com)

Nate asked Vanessa to the Snowflake Ball where they shared a kiss and this caused a rage on Gossip Girl.

6. Bree Buckley

Nate + Bree (photo courtesy | tvfanatic.com)
Nate + Bree (photo courtesy | tvfanatic.com)

Nate goes on a European backpacking trip with Vanessa and returns with Bree.

7. Juliet Sharp

Nate + Juliet (photo courtesy | dailyfill.com)
Nate + Juliet (photo courtesy | dailyfill.com)

Juliet Sharp is a very curious woman that Nate meets at a bar while he’s on a date with one of the girls from Chuck’s little black book.

8. Diana Payne

Nate + Diana
Nate + Diana

Elizabeth Hurley played the role of Diana Payne who is a smart and sexy lady who meets Nate in Los Angeles at a party and they end up in bed together.

9. Ivy Dickens

Nate + Ivy
Nate + Ivy (photo courtesy | tumblr)

Ivy comes to New York pretending to be Serena’s cousin, Charlotte Rhodes, and starts working at The Spectator with Diana. Nate is fed-up of having a secret relationship with Diana, so he uses Charlie (Ivy) to make Diana jealous.

10. Charlotte Rhodes

Nate + Charlotte (photo courtesy | fanforum.com)
Nate + Charlotte (photo courtesy | fanforum.com)

In the last episode of Gossip Girl, Nate asks Charlotte a.k.a. Lola to move in with him and they seem to have a steady relationship going on. Can’t wait till Season 6 begins.

I hope you enjoyed reading about Nate Archibald’s various flings from Gossip Girl. Team MissMalini wishes him a very Happy Birthday! xoxo