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Crossdresser Updates

sissy regression

Featuring: Cheryl Summers
  • 157 Photos, 12:32
  • Jul 6, 2025
  • 5.0

cute and cuddly sissy

Featuring: Akira Kristensen
  • 131 Photos, 16:18
  • Jun 29, 2025
  • 5.0

grateful sissy

Featuring: Sexi Sami
  • 134 Photos, 11:15
  • Jun 22, 2025
  • 5.0

mature sissy finally gets some D

Featuring: Penny Gurl
  • 106 Photos, 13:30
  • Jun 15, 2025
  • 5.0

office fantasy

Featuring: Riley Jay
  • 133 Photos, 14:47
  • Jun 8, 2025
  • 5.0

sissy bar maid ends her shift

Featuring: Aliza Breeze
  • 138 Photos, 14:03
  • Jun 1, 2025
  • 5.0

she definitely loves cock

Featuring: Maddi Mojave
  • 147 Photos, 15:50
  • May 25, 2025
  • 4.5

fucked like a super slut

Featuring: Ryne Stone
  • 140 Photos, 15:12
  • May 18, 2025
  • 5.0

making her alpha happy

Featuring: Gwen
  • 153 Photos, 14:31
  • May 11, 2025
  • 4.8

sweet sissy lover

Featuring: Kate Dinero
  • 144 Photos, 16:04
  • May 4, 2025
  • 4.3

sweet and submissive

Featuring: Squid Raven
  • 147 Photos, 15:16
  • Apr 20, 2025
  • 4.5

no time off for a sissy maid

Featuring: Nancy
  • 143 Photos, 15:21
  • Apr 6, 2025
  • 4.8

TSPOV
Becoming Femme