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1. When Humphrey Met Waldorf by RoseAlenko

   Fandoms: Gossip Girl (TV 2007)  

   • Mature
   • No Archive Warnings Apply
   • F/M
   • Work in Progress

   21 Mar 2021

   Tags

   • No Archive Warnings Apply
   • Dan Humphrey/Blair Waldorf
   • Dan Humphrey
   • Blair Waldorf
   • Serena van der Woodsen
   • Chuck Bass
   • Basically a When Harry Met Sally AU
   • Planned as a Series of Meetings Across Their Separate but Colliding Lives in the City
   • Dan is a Grad School Dropout Writer
   • Blair is Just Trying to Figure Herself Out
   • Chair is a Thing (At First)
   • enemies to best friends to lovers
   • Angst with a Happy Ending

   Summary

   The ill-begotten Brooklynite offspring of Rufus Humphrey doesn’t exactly match the description of Blair’s ideal travel companion. And if Rufus’s other child, Jenny, is anything to go by, Blair doubts she’s going to get along very well with Rufus’s son. Jenny Humphrey was a persistent thorn in Blair’s side all throughout her senior year of Constance, and she doesn’t relish the idea of spending any amount of time with another Humphrey. But she’s out of options and out of energy to argue with Serena.

   She takes a breath, scanning the over-crowded airport full of harried travelers, frantic families, crying babies.

   “Fine,” she relents. “But if this guy murders me I’m going to haunt you worse than that haircut you got freshman year.”

   Language:

   English

   Words:

   4,977

   Chapters:

   1/?

   Comments:

   23

   Kudos:

   107

   Bookmarks:

   11

   Hits:

   1,074