58.7K Results

Sissy Boy Outfit Porn Videos

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00:54
Priscilla in her Sissy Boy Outfit

3.7K views
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07:58
Daddy fucking sissy boy dress up like a girl with transparent lingerie
Hotbisexualvids

116.5K views
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04:15
Spun sissy boy trying on panties n dressing up.

7.6K views
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06:37
Evening ruffle jumpsuit on tranny sissy boy ready for night
Lakshmi Trans

4.2K views
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01:30
Sissy Boy Doll dresses cleaning

5.3K views
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07:14
I dress up boys to be girls and fuck them like girls
Hotbisexualvids

184.1K views
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11:00
I dress boys like girls and fuck them missionary and doggy style.
Hotbisexualvids

123.4K views

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24:54
boys are brothers and dress up like sissy girls and CUM
Nikki Ladyboys

594.7K views
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03:26
Cumming in my Sparkly Blue Leotard Dress
KelseyCobalt

123.5K views
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06:28
4K Shemale Cute Sissy Crossdresser 3 Hot Dresses White Gay Boy Slut Twink Big Butt Big Ass
Crossdresserkitty

12.8K views
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05:59
Going out with my sexy pink look part 2
LittlePonnyBoy

115.5K views
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11:59
What the FUCK is this? sissy rich boy cross-dress
Latina Tranny

153.7K views
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07:21
Daddy fuck me on the sofa dress up with lingerie when his girlfriend at work
Hotbisexualvids

15.3K views
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04:27
Sissy caught on camera using her aunt clothes
MelanieR

8.5K views
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07:29
Big White Sissy Ass Crossdresser Slut Twink Gay Fem Boy Lady Boy Emo Style Flowered Sexy Dress
Crossdresserkitty

3.3K views
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05:40
Suck mommies gorgeous clitty - good boy!
Cindy Belfast

1.4K views
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03:41
Sexy leopard coat on sexy girl with high heels boots
LittlePonnyBoy

64.9K views
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01:14
Sissy girl walking in the street in high heels
LittlePonnyBoy

52.8K views
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04:03
Sissy Motivation 5: Cum with a Dick in Your Ass
Margo-apollo

650 views
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06:22
Phat Ass Cross Dressing Fem Boy
The Bronze Adonis69

1.9K views
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02:15
Dressing and Preparing My Boi Pussy for Step Dad
Viper Fierce

8.7K views
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07:22
Fat Boy turning him into a sexy girl
Inflatable Misstress Diana Samantha Raimond

947 views
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08:08
Sissy in Purple Dress Plays with her Vibrator
Oolasbf

3.7K views
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00:43
Demonstrating a Sissy's Fear Responses
JessicaLynn15

5.2K views
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05:46
Step dad ask me to seduce him
Buddy rider

4K views
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07:25
Knotting my bad dragon taking a tall boy can and a wine bottle all the way in my ass deep. Think you could wear me out?
Unlimited Steel

3.3K views
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08:13
Party Mini Dress Sissy White Body Big Ass Big Butt Booty Crossdresser Femboy Lady boy Gay MTF LGBTQ
Crossdresserkitty

2.6K views
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02:32
Amateur Femboy masturbate in Sexy Bunny Outfit
BunBun_Femboy

2.7K views
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01:52
Pizza Delivery Boy Fucks Guy that Paid for Pizza by Dressing as Woman
Jake Grand

10.7K views
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02:14
Sissy Motivation 5: Cum with a Dick in Your Ass
Margo-apollo

913 views
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04:55
Sis-k Pinky Chinese Dress Ep1: Get Dress up
SissyKanisa

2.2K views
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05:36
Party Mini Dress Sissy White Body Big Ass Big Butt Booty Crossdresser Femboy Lady boy Gay MTF LGBTQ
Crossdresserkitty

2K views
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08:03
Big cock shemale in black latex outfit fucks a stud in
TS Latex

2K views
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02:48
Becoming a sissy Crossdressing When nobody is home (Angel Rios's First time on cam).
Angel Rios

4.6K views
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06:20
Sissy Crossdresser Sexy Dress Big Ass White Gay Boy Lady Boy Sexy Model
Crossdresserkitty

2.1K views
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06:24
Crossdressing tricks if you don't have a girl dresses don't worry you can make it from your own boy
Crossdresserkitty

3.1K views
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16:48
BIG BOOTY Femboy AMATEUR Model Sissy CROSSDRESSER Hot Outfit Big Yummy Ass Smooth Skin Shiny Feminized Boy White Slut
Crossdresserkitty

5.3K views
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06:25
Crossdressing tricks if you don't have a girl dresses don't worry you can make it from your own boy
Crossdresserkitty

5.7K views
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06:01
Big White Ass Boy Gay Slut Sissy Crossdresser Jeans Dress
Crossdresserkitty

4.1K views
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08:20
Straight boy likes to dress like a girl
Anaisfeet35

3.5K views
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06:18
Big White Ass Sissy Crossdresser Lady Boy Purple Dress
Crossdresserkitty

3.4K views
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04:01
Femboy cum with sexy dress and hairy clit
Amanda cdprincess

2K views
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05:40
Nylon Mini Dress Sissy Shemald Crossdresser Cute Ass Sexy Dance Lady Boy Big Butt
Crossdresserkitty

2.3K views
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05:12
A boy in a girl dress red extra mini dress big white ass big butt sissy booty shemale cute trans
Crossdresserkitty

3.6K views
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17:04
Captain Ladyboy White Slut Cool Model Yummy Kitty Makes Passionately Videos and Dresses Made By Herself From Boy to Girl
Crossdresserkitty

5.6K views
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05:51
Big White Sissy Ass Crossdresser Slut Twink Gay Fem Boy Lady Boy Emo Style Flowered Sexy Dress
Crossdresserkitty

1.8K views
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03:25
Shemale tricks, how to change boy t-shirt to girl sexy dress
Crossdresserkitty

4.9K views