Crossdresser Makeover Transformation Into Woman by Girlfriend 27 sec

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

Crossdresser Fucked By Dildo on Bed 71 sec

71 secBailey Wilde - 1.1k Views - 2 months ago -

Crossdressing Gamer Jerks Off 8 min

8 minBailey Wilde - 1k Views - 2 months ago -

Guy Transformed into Hot Woman as Punishment by Roommate 69 sec

69 secBailey Wilde - 1.3k Views - 1 month ago -

Sexy Blonde Trans Woman 21 sec

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

Friend Transforms Male Into Woman as Punishment 73 sec

73 secBailey Wilde - 1.4k Views - 1 month ago -

Mistress Cassidy Turns Guy into Sissy Slut 2 min

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

Sissy Training - Dominatrix Pegs Sissy Maid 7 min

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

REALLY HOT Crossdresser Fucked with HUGE Strapon 8 min

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

Sissy Rides Huge Strapon 8 min

8 minBailey Wilde - 1.1k Views - 4 weeks ago -

TS Slut Autumn Rain Gets Her Ass Wrecked Raw By Hunk Kai Bailey! 10 min

10 minTranserotica - 3.9k Views - 1 month ago -

Dominatrix Makes Feminized Roommate Wear Maid Dress and Suck Strap On 2 min

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

Blonde Crossdresser Pegged 4 min

4 minBailey Wilde - 2.5k Views - 2 months ago -

Hot Crossdresser Strapon Fucked by Mistress Pixie 2 min

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

Dominatrix Makes Feminized Roommate Dress as Goth Girl 2 min

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

Crossdresser Failed at Removing Chastity Cage 15 sec

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

Hot Blonde Trans Woman Fucked by Long Dildo 78 sec

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

Crossdresser Jerking Off on Online Video Chat 2 min

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

Crossdresser Dressing Up for Prom Sex 3 min

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

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2 minBailey Wilde - 1.8k Views - 1 month ago -

Crossdresser Fixing Messy Wig 8 min

8 minBailey Wilde - 1k Views - 2 months ago -

Trans Woman Touches Herself on Piano 3 min

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

Dominatrix Makes Feminized Roommate Get Fucked Doggystyle 2 min

2 minBailey Wilde - 2.9k Views - 2 months ago -

Gorgeous Blonde Trans Woman 15 sec

15 secBailey Wilde - 1.8k Views - 2 months ago -

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

REALLY HOT Crossdresser Pegged by Mistress Pixie 2 min

2 minBailey Wilde - 1.5k Views - 1 month ago -

Hot Feminization Transformation 7 min

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