Gossip Girl Couples, Ranked

  1. 44.
    Chuck and Jenny
    Just WHY
  2. 43.
    Nate and the Duchess
    Stop forcing him into prostitution, duchess!!!!
  3. 42.
    Nate and Sage
    Permanent eye roll 🙄
  4. 41.
    Rufus and Ivy
    WHY WAS THIS NEEDED
  5. 40.
    Dan and Vanessa and Olivia
    HA — childhood ideals crushed
  6. 39.
    Jenny and Damien
    They both suck but I do feel for her when she's finally vulnerable and he blows her off because she's a virgin
  7. 38.
    Trip and Serena
    He has a cute lil baby face but turns into such a manipulative creep
  8. 37.
    Dan and Georgina
    The dark days
  9. 36.
    Nate and Jenny
    YOU'RE NEVER GOING TO WIN JENNY
  10. 35.
    Nate and Diana
    SO PETTY SO MANIPULATIVE SO CHUCK'S MOM OH WAIT JK
  11. 34.
    Bart and Lily
    Before he CAME BACK FROM THE DEAD he was actually kinda sweet with her???? but he is the ultimate PSYCHO and eventually showed it
  12. 33.
    Nate and Juliet
    Honestly Nate just has a terrible taste in women
  13. 32.
    Serena and Aaron
    He's not even cute or fun enough to put up with his bull
  14. 31.
    Dan and Charlie
    "Will you call me Serena?" LIKE WHAT
  15. 30.
    Serena and Ben
    It was never going to work
  16. 29.
    Serena and Max
    Go away, Max
  17. 28.
    Eric and Elliott
    They're always hanging out off screen so we don't really get to know Elliott but I just get weird vibes
  18. 27.
    Blair and Lord Marcus
    He was sweet but he's no Chuck Bass
  19. 26.
    Dan and Vanessa
    Better as friends
  20. 25.
    Nate and Vanessa
    They were fine together but kinda boring
  21. 24.
    Serena and Carter
    Honestly, she's done worst
  22. 23.
    Ivy and Max
    He was too good. Too pure. (At first dun dun dun)
  23. 22.
    Vanessa and Scott
    I could never decide if I was super creeped out by him or secretly loved him??? But overall a pretty solid fling
  24. 21.
    William and Lily
    They made beautiful children and I guess they make sense together
  25. 20.
    Blair and Louis
    Proof that no one leaves the upper east side unscathed
  26. 19.
    Nate and Raina
    Fun while it lasted but like c'mon
  27. 18.
    Dan and Blair
    Their fancy British salon coming out party makes me physically sick
  28. 17.
    Chuck and Raina
    Makes sense
  29. 16.
    Serena and Stephen
    Serena gets over this dad in like .2 seconds but he seems like a good guy
  30. 15.
    Rufus and Lisa Loeb
    I mean, sure
  31. 14.
    Dan and Olivia
    Tbh she was pretty good for him
  32. 13.
    Nate and Blair
    High school sweethearts <3
  33. 12.
    Dan and Serena
    SERENA JUST EXPLAIN NOW — NOT LATER!!!! DAN GET YOUR NOSE OUT OF THE AIR YOURE NOT MORALLY ABOVE EVERYONE BECAUSE YOURE FROM BROOKLYN — yet I did tear up when they got married
  34. 11.
    William and Ivy
    they actually belong together
  35. 10.
    Serena and Colin
    The most beautiful couple!!!! Ended too soon
  36. 9.
    Nate and Lola
    Tbh kinda a great match for Nate
  37. 8.
    Georgina and Jack
    Actually so into this
  38. 7.
    Chuck and Eva
    She was so pure and sweet and made Chuck human. I miss her everyday
  39. 6.
    Eric and Jonathan
    I would want to third wheel with them
  40. 5.
    Nate and Serena
    So many secrets but HONESTLY I think they have the most chemistry
  41. 4.
    Rufus and Lily
    They unraveled a little too easily in my opinion — I felt like it wasn't earned. However when they're together they are so cute and giggly & bring out the best in each other and the scene where he impersonates her mannerisms perfectly is what I'm about
  42. 3.
    Cyrus and Eleanor
    "NOT ENOUGH!!!!"
  43. 2.
    Dorota and Vanya
    goals
  44. 1.
    Blair and Chuck
    I mean, obviously