Hot Crossdresser Pegged with HUGE Strapon 2 min

2 minBailey Wilde - 1.1k Views - 1 month ago -

Crossdressing Prom Queen Dildo Fucked 2 min

2 minBailey Wilde - 5.1k Views - 2 months ago -

Crossdresser Barebacked Dildo While in Chastity 83 sec

83 secBailey Wilde - 1.2k Views - 2 months ago -

Messed Up Lipstick After Kissing Hot Guy 4 sec

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

Hot Trans Cheerleader Pegged 3 min

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

Hot Trans Woman Pegged by Dominatrix 13 min

13 minBailey Wilde - 4.6k Views - 2 months ago -

Mistress Cassidy Paddles Sissy Then Fucks Her 2 min

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

Crossdressing on Halloween in Public 90 sec

90 secBailey Wilde - 1.2k Views - 2 months ago -

Gorgeous Blonde Transgender Woman 28 sec

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

Jade Madison Fucks Bailey Wilde Doggystyle 73 sec

73 secBailey Wilde - 802 Views - 2 months ago -

Cheerleader Fucks Goth Girl 52 sec

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

Crossdresser Jerks Off in Hotel Room 2 min

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

Prom Queen Crossdresser Jerks to Completion 90 sec

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

Man to Woman Feminization Transformation 2 min

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

Pegged and Sissy Training 3 min

3 minBailey Wilde - 1.5k Views - 2 weeks ago -

Crossdressing Fingering Herself in Hotel Room 56 sec

56 secBailey Wilde - 1.2k Views - 2 months ago -

Hot Blonde TS Fucks Emo TS 61 sec

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

Emo Girl Fucked by Rich Bitch 59 sec

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

Sexy Blonde Trans Woman Fucks Alternative Trans Woman Missionary 46 sec

46 secBailey Wilde - 2.9k Views - 2 months ago -

Dominatrix SMACKS Hot Crossdresser's Ass 2 min

2 minBailey Wilde - 1.4k Views - 2 months ago -

Mistress Cassidy Makes Sissy Get Fucked 4 min

4 minBailey Wilde - 2.3k Views - 2 months ago -

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

2 minBailey Wilde - 2.1k Views - 1 month ago -

Femboy Pegged Cowgirl 3 min

3 minBailey Wilde - 1.2k Views - 2 months ago -

Hot Trans Woman Reverse Cowgirl Pegged 4 min

4 minBailey Wilde - 3.9k Views - 1 month ago -

Hot Crossdressing Babe Pegged with HUGE Strapon 6 min

6 minBailey Wilde - 4.9k Views - 2 months ago -

Mistress Pegs Emo Crossdresser and Makes Her Swallow Cum 25 sec

25 secBailey Wilde - 1k Views - 3 weeks ago -

Hot Sissy in Chastity Strapon Fucked by Dominatrix 4 min

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