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Sissy Updates

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sissy slave Kylie always does his bidding

Featuring: Kylie Benz
  • 149 Photos, 23:38
  • Jan 31, 2021
  • 4.5

sissy student makes her dream come true

Featuring: Alexis Chan
  • 189 Photos, 24:35
  • Oct 28, 2021
  • 4.9

sissy student meets with her fave professor

Featuring: Natty
  • 131 Photos, 26:54
  • Mar 29, 2024
  • 5.0

sissy student pleases her professor

Featuring: Alice Crystal
  • 141 Photos, 26:47
  • Apr 19, 2021
  • 4.5

skipping a dinner date to fuck instead

Featuring: Jeanne
  • 170 Photos, 28:07
  • Apr 16, 2019
  • 4.6

skipping the trans pride parade for some sex

Featuring: Kylie Kottonmouth
  • 214 Photos, 27:41
  • Jul 11, 2019
  • 4.9

specific type of maid

Featuring: Jennifer Lunden
  • 181 Photos, 25:44
  • Jan 24, 2025
  • 5.0

star fucking inc

Featuring: Hurricane Barbie
  • 230 Photos, 26:54
  • Mar 13, 2022
  • 4.8

student crossdresses to fool his professor

Featuring: Jenna Jaden
  • 146 Photos, 26:21
  • Aug 4, 2019
  • 4.9

stunning sissy maid looks so feminine and sexy

Featuring: Valerie Olivia
  • 238 Photos, 25:30
  • Aug 21, 2022
  • 4.9

submissive and compliant sissy maid

Featuring: Bailey Wilde
  • 207 Photos, 27:51
  • Apr 14, 2023
  • 4.8

submissive and super sexy

Featuring: Kris Kat
  • 157 Photos, 28:27
  • May 25, 2021
  • 4.9

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