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MILF Updates

parent teacher conference with a twist

Featuring: Cassandra Lovit
  • 167 Photos, 24:53
  • Nov 24, 2023
  • 4.6

date night with mature crossdresser

Featuring: Cassandra Lovit
  • 139 Photos, 24:51
  • Sep 8, 2023
  • 4.6

he used to be the boss but not anymore

Featuring: Jeanne
  • 158 Photos, 28:48
  • Aug 18, 2023
  • 4.7

completely giving up on ever being a man again

Featuring: Lauren Promise
  • 176 Photos, 26:37
  • May 26, 2023
  • 4.5

home from shopping so she can get fucked

Featuring: Tamara Aspe
  • 171 Photos, 24:05
  • Mar 10, 2023
  • 4.7

Acing the Feminization Academy Final Exam

Featuring: Lauren Promise
  • 158 Photos, 27:23
  • Feb 17, 2023
  • 4.9

big booty sissy maid is always ready

Featuring: Jenna Jaden
  • 200 Photos, 27:04
  • Feb 10, 2023
  • 4.9

pinup sissy adores her alpha master

Featuring: Vicky Fatale
  • 155 Photos, 26:07
  • Feb 3, 2023
  • 4.4

she would wait for him until the end of time

Featuring: Cassandra Lovit
  • 161 Photos, 24:12
  • Jan 20, 2023
  • 4.4

annoying sissy maid gets what she wants

Featuring: Jessie Spice
  • 207 Photos, 27:55
  • Nov 13, 2022
  • 4.7

mature CD enters the feminization academy

Featuring: Cassandra Lovit
  • 230 Photos, 25:57
  • Oct 30, 2022
  • 4.7

sissy maid gets out of trouble

Featuring: Jessica Dee
  • 177 Photos, 26:46
  • Sep 25, 2022
  • 4.5

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