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« Shemale » videos (35,714 results)

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Short videos (1-3min)
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1440p

Hot Trans Woman Pegged by Mistress Pixie 3 min

3 minBailey Wilde - 3.9k Views -

1440p

Sexy Blonde Trans Woman Fucks Alternative Trans Woman Missionary 46 sec

46 secBailey Wilde - 5k Views -

1440p

Trans Gamer Jerks Off 26 sec

26 secBailey Wilde - 2.1k Views -

1440p

Sexy Trans Maid Fucks Another Trans Maid 65 sec

65 secBailey Wilde - 2.3k Views -

1440p

Trans Bailey Wilde Fucked by Fuck Machine Doggystyle 3 min

3 minBailey Wilde - 5.8k Views -

1080p

Hot Trans Woman Reverse Cowgirl Fucked by Mistress 2 min

2 minBailey Wilde - 3.4k Views -

1440p

Dominatrix SMACKS Hot Crossdresser's Ass 2 min

2 minBailey Wilde - 2.3k Views -

1440p

Dominatrix Makes Sissy Maid Suck Strap On 2 min

2 minBailey Wilde - 3.8k Views -

1440p

Mistress Cassidy Slaps Sissy's Ass Till Its Red 2 min

2 minBailey Wilde - 2.6k Views -

1440p

Jade Madison Fucks Bailey Wilde Doggystyle 73 sec

73 secBailey Wilde - 1.4k Views -

1440p

Dominatrix Makes Feminized Roommate Get Fucked Missionary 2 min

2 minBailey Wilde - 2.7k Views -

1440p

Crossdresser Jerks Off in Hotel Room 2 min

2 minBailey Wilde - 1.9k Views -

1440p

Dominatrix Fucks Crossdresser Handcuffed in Chastity 2 min

2 minBailey Wilde - 7.1k Views -

1440p

Cheerleader Fucks Goth Girl 52 sec

52 secBailey Wilde - 2.8k Views -

1440p

Prom Queen Crossdresser Jerks to Completion 90 sec

90 secBailey Wilde - 2.7k Views -

1440p

Crossdressing Fingering Herself in Hotel Room 56 sec

56 secBailey Wilde - 2k Views -

1080p

Mistress Cassidy Fucks Sissy Doggystyle 2 min

2 minBailey Wilde - 3.2k Views -

1440p

Hot Blonde TS Fucks Emo TS 61 sec

61 secBailey Wilde - 2.6k Views -

1440p

Emo Girl Fucked by Rich Bitch 59 sec

59 secBailey Wilde - 2.3k Views -

1080p

Mistress Pegs Emo Crossdresser and Makes Her Swallow Cum 25 sec

25 secBailey Wilde - 2.7k Views -

1080p

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

2 minBailey Wilde - 5.8k Views -

1080p

Man Made into Woman by Roommate as Punishment 76 sec

76 secBailey Wilde - 1.8k Views -

1440p

Hot Crossdresser Reverse Cowgirl Riding HUGE Strapon 2 min

2 minBailey Wilde - 2.2k Views -

1440p

Dominatrix Makes Hot Blonde Sissy Give Foot Job 2 min

2 minBailey Wilde - 4.5k Views -

1440p

HOT Goth Girls Fuck 51 sec

51 secBailey Wilde - 7.9k Views -

1080p

Crossdresser Makeover Transformation Into Woman by Girlfriend 27 sec

27 secBailey Wilde - 2.8k Views -

1080p

Feminized into Sissy then Fucked by Mistress 3 min

3 minBailey Wilde - 6.5k Views -