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

2 minBailey Wilde - 1.2k Views - 2 weeks ago -

Guy Feminized and Strapon Fucked for First Time 45 sec

45 secBailey Wilde - 1.9k Views - 4 weeks ago -

Mistress Cassidy Fucks Hot Goth Crossdresser 2 min

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

Mistress Cassidy Fucks Sissy Doggystyle 2 min

2 minBailey Wilde - 884 Views - 2 weeks ago -

Mistress Cassidy Fucks Sissy Missionary 2 min

2 minBailey Wilde - 595 Views - 2 weeks ago -

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

68 secBailey Wilde - 477 Views - 1 week ago -

Feminized Femboy Dildo Fucked 43 sec

43 secBailey Wilde - 1.2k Views - 4 weeks ago -

Hot Crossdresser Pegged with HUGE Strapon 2 min

2 minBailey Wilde - 557 Views - 1 week ago -

Hot Crossdresser Pegged Cowgirl 60 sec

60 secBailey Wilde - 11 Views - 10 hours ago -

Sissy Training Strapon Fucking 8 min

8 minBailey Wilde - 2.4k Views - 1 week ago -

Mistress Pixie Fucks Crossdresser with HUGE Strapon 2 min

2 minBailey Wilde - 1.1k Views - 3 weeks ago -

Hot Crossdresser Reverse Cowgirl Pegged 2 min

2 minBailey Wilde - 1.2k Views - 2 weeks ago -

Mistress Cassidy Fucks Feminized Guy 71 sec

71 secBailey Wilde - 420 Views - 1 week ago -

Mistress Cassidy Makes Crossdresser Suck Strap On 2 min

2 minBailey Wilde - 1.1k Views - 2 weeks ago -

Mistress Pegs Emo Crossdresser and Makes Her Swallow Cum 25 sec

25 secBailey Wilde - 327 Views - 3 days ago -

Dominatrix Feminized Roommate Sucks Her Strap On 53 sec

53 secBailey Wilde - 375 Views - 1 week ago -

Domme Fucks Feminized Femboy 76 sec

76 secBailey Wilde - 458 Views - 2 weeks ago -

Man Made into Woman by Roommate as Punishment 76 sec

76 secBailey Wilde - 368 Views - 1 week ago -

Blonde Crossdresser Strapon Fucked 61 sec

61 secBailey Wilde - 893 Views - 1 week ago -

Mistress Pixie Ready to Strapon Fuck Bailey Wilde 36 sec

36 secBailey Wilde - 184 Views - 3 days ago -

Bailey Wilde Rides Mistress Pixie's Huge Strapon 4 min

4 minBailey Wilde - 855 Views - 3 weeks ago -

Hot Sissy Slut Pegged 3 min

3 minBailey Wilde - 743 Views - 3 weeks ago -

Hot Femboy Pegged Cowgirl 2 min

2 minBailey Wilde - 877 Views - 2 weeks ago -

Dominatrix Fucks Sexy Sissy Hardcore 2 min

2 minBailey Wilde - 689 Views - 2 weeks ago -

MISTRESS PEGGING SISSY SLUT COMPILATION 10 min

10 minKiraFri - 5.5k Views - 3 days ago -

Mistress Cassidy Cowgirl Fucks Hot Blonde Crossdresser 93 sec

93 secBailey Wilde - 601 Views - 6 days ago -

Sissy in Chastity Fucked by Female Roommate 2 min

2 minBailey Wilde - 1.1k Views - 2 weeks ago -