Man in Drag in Chastity Fucked by Dominatrix 3 min

3 minBailey Wilde - 1.6k Views - 1 month ago -

Friend Transforms Male Into Woman as Punishment 73 sec

73 secBailey Wilde - 688 Views - 2 weeks ago -

Mistress Cassidy Turns Guy into Sissy Slut 2 min

2 minBailey Wilde - 856 Views - 2 weeks ago -

Dominatrix Makes Feminized Roommate Dress as Goth Girl 2 min

2 minBailey Wilde - 1k Views - 2 weeks ago -

Guy Transformed into Hot Woman as Punishment by Roommate 69 sec

69 secBailey Wilde - 603 Views - 1 week ago -

Guy Feminized into Goth Girl Gets Fucked by Dominatrix 4 min

4 minBailey Wilde - 5.9k Views - 2 months ago -

Mistress Cassidy Makes Crossdresser Wear Chastity and Corset 3 min

3 minBailey Wilde - 2.4k Views - 1 month ago -

Mistress Cassidy Makes Guy Turn into Woman 2 min

2 minBailey Wilde - 698 Views - 1 week ago -

Mistress Cassidy Fucks Feminized Guy 71 sec

71 secBailey Wilde - 377 Views - 6 days ago -

Mistress Cassidy Fucks Hot Blonde Crossdresser 3 min

3 minBailey Wilde - 2.3k Views - 1 month ago -

Mistress Cassidy Makes Crossdresser Wear Maid Dress 5 min

5 minBailey Wilde - 4k Views - 2 months ago -

Dominatrix Fucked Hot Crossdresser Doggystyle 4 min

4 minBailey Wilde - 6.1k Views - 2 months ago -

Man Feminized by Roommate as Discipline 10 min

10 minBailey Wilde - 13.3k Views - 2 months ago -

Guy Caught Wearing Roommate's Wig 64 sec

64 secBailey Wilde - 512 Views - 1 week ago -

Mistress Cassidy Makes Crossdresser Suck Strap On 2 min

2 minBailey Wilde - 1k Views - 2 weeks ago -

Guy Feminized and Fucked for First Time 3 min

3 minBailey Wilde - 2.6k Views - 1 month ago -

Dominatrix Fucks Goth Sissy Doggystyle 92 sec

92 secBailey Wilde - 2.3k Views - 2 months ago -

Sissy in Chastity Fucked by Female Roommate 2 min

2 minBailey Wilde - 1k Views - 2 weeks ago -

Dominatrix Makes Feminized Roommate Wear Handcuffs 45 sec

45 secBailey Wilde - 226 Views - 4 days ago -

Crossdressing Cat Maid Pegged 34 sec

34 secBailey Wilde - 6.8k Views - 2 months ago -

Dominatrix Makes Hot Blonde Sissy Fucked Cowgirl 91 sec

91 secBailey Wilde - 773 Views - 2 weeks ago -

Dominatrix Strapon Fucked Crossdresser in Chastity 3 min

3 minBailey Wilde - 5.9k Views - 1 month ago -

Dominatrix Feminized Roommate Sucks Her Strap On 53 sec

53 secBailey Wilde - 359 Views - 1 week ago -

Mistress Cassidy Cowgirl Fucks Hot Blonde Crossdresser 93 sec

93 secBailey Wilde - 541 Views - 5 days ago -

Feminized Goth Girl Gets Fucked by Dominatrix 2 min

2 minBailey Wilde - 1.7k Views - 1 month ago -

Guy First Time Dressed as Woman and Strapon Fucked by Dominatrix 5 min

5 minBailey Wilde - 4.1k Views - 2 months ago -

Dominatrix Puts Corset on Sissy Maid and Fucks Her 10 min

10 minBailey Wilde - 1.4k Views - 3 weeks ago -