The Waitress

The Waitress

11.5K Reads 91 Votes 4 Part Story
🖤shininglips💋 By shininglips Updated Feb 14, 2018

Charlie works as a waiter at the retro-style diner at the corner of Green Street and Winter Road. He never thought much of it. 

Charlie was a daring 16-year-old boy, too. He took on any dare his friends threw at him when losing a bet-which happened quite often. He never thought much of that either. 

But one day, Charlie takes on a dare that no man could top. He proves to his friends that he can do anything, by dressing up and acting as a girl for a full twenty-four hours. He didn't think much of it, until something happened at the diner during his shift that changed everything.

  • boy
  • bxb
  • crossdresser
  • crossdressing
  • cute
  • dare
  • date
  • diner
  • gay
  • mtf
  • nosmut
  • pure
  • retro
  • romance
  • teen
  • teens