But it's the perfect place to start

Series Metadata

Listing Series

• Jailbird was the headband... by InevitableShipper

  Fandoms: Gossip Girl Series - Cecily von Ziegesar  

  • Teen And Up Audiences
  • No Archive Warnings Apply
  • F/M
  • Complete Work

  17 Jun 2026

  Tags

  • No Archive Warnings Apply
  • Dan Humphrey/Blair Waldorf
  • Blair Waldorf
  • Dan Humphrey
  • Nate Archibald
  • Serena van der Woodsen
  • Chuck Bass
  • Jenny Humphrey
  • Vanessa Abrams
  • Alternate Universe - Different First Meeting
  • First Meetings
  • Gossip Girl book two
  • wedding party
  • Fluff
  • Fluff and Hurt/Comfort
  • First Kiss
  • what if
  • Drinking
  • Smoking
  • Poetry
  • Banter
  • dair - Freeform
  • the other characters are only mentioned
  • Jennate implied

  Summary

  When I reached the end of the second book, I was so, so sure that Dan and Blair would meet (and sooo frustrated they hadn’t) that… I made it happen here!

  From the shot:
  *
  “Well, nice to meet you, Blair Waldorf, but this doesn’t change the fact that your headband is very stupid, but I guess we can do something about it.” He suggested, their hands still shaking.

  She abruptly retrieved her hand.

  “Such as?” She found herself asking him.

  “Either you take it off… or you pay the toll, kissing me.” Dan challenged her, both with words and his gaze.

  Alcohol made Dan so much less disinhibited.
  *

  Series

  • Part 1 of But it's the perfect place to start

  Language:

  English

  Words:

  2,550

  Chapters:

  1/1

  Comments:

  2

  Kudos:

  3

  Hits:

  68