Becoming Femme Loading...
Loading...

fantasy football loser

Unlock this Scene
You must be a member to view this scene!
0:00 / 26:53
Added:

June 14, 2024

Runtime:

180 Photos, 26:53

Featuring:

Description

After the fantasy football season ended, he was in last place and had to do what the winner wanted. He thought it was strange to meet in a random hotel room and even stranger that he was supposed to put on a maid uniform and purple wig. All was revealed when the winner told him that he always fantasized about feminizing him and turning him into a sissy maid sextoy. He is now Jossilyn Swallows, a good gurl, and who loves taking his big dick in her tight hole. She might come in last EVERY year if this is the punishment!

4.7
Rate this video

updated you might like

summertime sissy maid

  • 160 Photos, 26:10
  • Aug 16, 2024
  • 5.0

fantasy football loser

  • 180 Photos, 26:53
  • Jun 14, 2024
  • 4.7

learning how to be a good sissy

Featuring: Peebles
  • 163 Photos, 32:28
  • Nov 27, 2022
  • 4.9

Starting HRT isn't gonna be easy

Featuring: Stacie Delight
  • 210 Photos, 29:56
  • Apr 13, 2020
  • 4.9

mature CD gets done up so she can get down

Featuring: Jacquelyn James
  • 171 Photos, 28:03
  • May 30, 2019
  • 4.8

she knows her place

Featuring: Mandi Cum Laude
  • 214 Photos, 25:18
  • Aug 22, 2025
  • 4.8

Andrea Ann Scarlett is back and wants more cock

  • 154 Photos, 28:19
  • Dec 21, 2019
  • 4.6

mindless submissive crossdresser

Featuring: Allie North
  • 160 Photos, 23:32
  • Dec 19, 2025
  • 4.9
TSPOV
Pure-TS