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Sissy Updates

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never too late to be a sissy princess

Featuring: Cheryl Summers
  • 183 Photos, 27:35
  • May 30, 2025
  • 3.0

blonde babygirl

Featuring: Riley Wraith
  • 221 Photos, 24:02
  • May 23, 2025
  • 4.5

training the new maid

Featuring: Sexi Sami
  • 202 Photos, 23:50
  • May 16, 2025
  • 5.0

cute crossdressing kitty

Featuring: Magister Ludi
  • 239 Photos, 25:48
  • May 9, 2025
  • 5.0

from manly to girly

Featuring: Riley Jay
  • 264 Photos, 25:52
  • May 2, 2025
  • 4.9

adopted into the sissy lifestyle

Featuring: Maddi Mojave
  • 202 Photos, 24:09
  • Apr 25, 2025
  • 3.4

the shock of his life

Featuring: Lucy
  • 213 Photos, 28:02
  • Apr 18, 2025
  • 5.0

the bigger they are

Featuring: Gwen
  • 226 Photos, 24:05
  • Apr 4, 2025
  • 5.0

dedicated sissy maid

Featuring: Druslan
  • 149 Photos, 22:16
  • Mar 28, 2025
  • 5.0

a date with her future

Featuring: Sophie Bee
  • 217 Photos, 31:59
  • Mar 21, 2025
  • 5.0

turned into a slutty femcow

Featuring: Squid Raven
  • 164 Photos, 27:36
  • Mar 14, 2025
  • 4.9

the good girl lifestyle

Featuring: Riley Wraith
  • 211 Photos, 28:34
  • Mar 7, 2025
  • 5.0

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