Dominatrix Makes Feminized Roommate Dress as Goth Girl 2 min

2 minBailey Wilde - 2k Views - 2 months ago -

Dominatrix Dresses Guy as Goth Girl 2 min

2 minBailey Wilde - 1.6k Views - 2 months ago -

Milking in sissy mouth and pegging training 16 min

16 minRiders on the Floor - 14k Views - 2 months ago -

Mistress Cassidy Makes Hot Blonde Crossdresser Give Foot Job 2 min

2 minBailey Wilde - 2.7k Views - 2 months ago -

Naughty Easter ball painting for chastity slave 11 min

11 minRiders on the Floor - 741 Views - 2 weeks ago -

Teasing his Butt Hole and Dick & balls 10 min

10 minRiders on the Floor - 3.6k Views - 3 weeks ago -

Guy Transformed into Hot Babe as Punishment by Female Roommate 68 sec

68 secBailey Wilde - 1.6k Views - 2 months ago -

Friend Transforms Male Into Woman as Punishment 73 sec

73 secBailey Wilde - 2k Views - 2 months ago -

Man Dressed as Woman in Chastity and Strapon Fucked by Dominatrix 2 min

2 minBailey Wilde - 3.5k Views - 2 months ago -

Mistress is Grooming her sissy slut 11 min

11 minRiders on the Floor - 3k Views - 4 weeks ago -

Double dom with Lady Valeska: Horny sissy being sucked in the latex bag 16 sec

16 secMistressAe - 4.1k Views - 2 months ago -

Mistress Cassidy Turns Guy into Sissy Slut 2 min

2 minBailey Wilde - 2.2k Views - 2 months ago -

Mistress Cassidy Fucks Feminized Guy 71 sec

71 secBailey Wilde - 1.7k Views - 2 months ago -

Guy Transformed into Hot Woman as Punishment by Roommate 69 sec

69 secBailey Wilde - 1.9k Views - 2 months ago -

Mistress Cassidy Makes Guy Turn into Woman 2 min

2 minBailey Wilde - 2.6k Views - 2 months ago -

New Years Edging 8 min

8 minRiders on the Floor - 2.6k Views - 1 month ago -

Mistress Cassidy Fucks Sissy Doggystyle 2 min

2 minBailey Wilde - 2.2k Views - 2 months ago -

Domme Tgirl Face Fucks Her Rimming Free Use Fleshlight Sub Tgirl in Chastity 68 sec

68 secStefanispecial - 3.1k Views - 2 months ago -

Guy Caught Wearing Roommate's Wig 64 sec

64 secBailey Wilde - 1.5k Views - 2 months ago -

Mistress Cassidy Cowgirl Fucks Hot Blonde Crossdresser 93 sec

93 secBailey Wilde - 2.2k Views - 2 months ago -

Sissy in Chastity Fucked by Female Roommate 2 min

2 minBailey Wilde - 2.4k Views - 2 months ago -

Mistress Cassidy Fucks Sissy Missionary 2 min

2 minBailey Wilde - 1.5k Views - 2 months ago -

Guy Transformed Into Woman as Payback by Roommate 92 sec

92 secBailey Wilde - 2.4k Views - 2 months ago -

Mistress Cassidy Makes Sissy Slut Suck Cock 57 sec

57 secBailey Wilde - 1.4k Views - 2 months ago -

Mistress Cassidy Makes Crossdresser Suck Strap On 2 min

2 minBailey Wilde - 1.9k Views - 2 months ago -

Mistress Cassidy Fucks Hot Goth Crossdresser 2 min

2 minBailey Wilde - 2k Views - 2 months ago -

Guy Tries on Female Wig 22 sec

22 secBailey Wilde - 989 Views - 2 months ago -