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Crossdressing Porn Videos (8,856)

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My hard cock feels so good in these soft panties
54%
17:39
My hard cock feels so good in these soft panties

XVideos 5 years ago

Pink Maid Ruins himself for his Master - Pornhub Gay
91%
11:06
Pink Maid Ruins himself for his Master - Pornhub Gay

Pornhub 5 years ago

Teasing in my new Red PVC Corset (4k)
100%
0:28
Teasing in my new Red PVC Corset (4k)

Pornhub 10 months ago

Candid Public Upskirt Panties
90%
4:53
Candid Public Upskirt Panties

Pornhub 2 years ago

Femboy Sissy Cyndi having Anal Fun with BBC Dildo
92%
7:08
Femboy Sissy Cyndi having Anal Fun with BBC Dildo

Pornhub 2 years ago

Man to Sissy Transfomation
92%
5:41
Man to Sissy Transfomation

Pornhub 2 years ago

Horny sexy Sissy slut prostate orgasm
62%
1:34
Horny sexy Sissy slut prostate orgasm

XNXX 4 years ago

Sissy abdl public with a dildo
76%
1:38
Sissy abdl public with a dildo

XNXX 4 years ago

chinese shemale masturbate in maid uniform
76%
5:00
chinese shemale masturbate in maid uniform

XNXX 6 years ago

Epic Blowjob from Trans Bunny! Sound Up!
86%
3:05
Epic Blowjob from Trans Bunny! Sound Up!

Pornhub 1 year ago

Mature BBW MILF with a Big Bush on her Pussy and Big Saggy Tits is Changing Clothes.
88%
15:53
Mature BBW MILF with a Big Bush on her Pussy and Big Saggy Tits is Changing Clothes.

Pornhub 2 years ago

Penis riding makes mesmerizing Gina Killmer cum
68%
8:00
Penis riding makes mesmerizing Gina Killmer cum

XVideos 7 years ago

Sexy Trap Femboy redhead masturbates
71%
0:25
Sexy Trap Femboy redhead masturbates

XNXX 5 years ago

Ander Wolfe fucked by Sage Roux and Drake Von
6:15
Ander Wolfe fucked by Sage Roux and Drake Von

porndr 1 year ago

Cf 5 [anal, crossdressing, cum, dildo, femboy, penis, riding]
8:14
Cf 5 [anal, crossdressing, cum, dildo, femboy, penis, riding]

Noodlemagazine 2 years ago

Crossdressing Boy Tests The Dolphin Handmade Dildo Size L and gets 19.3 cm (7.6 inches) with Anal Fisting and Domination TWT005
76%
0:37
Crossdressing Boy Tests The Dolphin Handmade Dildo Size L and gets 19.3 cm (7.6 inches) with Anal Fisting and Domination TWT005

XNXX 5 years ago

French Amateur Crossdresser Fun
5:32
French Amateur Crossdresser Fun

TXXX 5 years ago

Sissy CD Anal Training
71%
4:32
Sissy CD Anal Training

XNXX 6 years ago

Cock Pump Penis Pump Veiny Cock Veiny Dick Tights Stockings White Cotton Panties - Pornhub Gay
83%
1:39
Cock Pump Penis Pump Veiny Cock Veiny Dick Tights Stockings White Cotton Panties - Pornhub Gay

Pornhub 2 years ago

Cute Trans Girl Desperately Wets her Booty Shorts - Pornhub Gay
88%
1:16
Cute Trans Girl Desperately Wets her Booty Shorts - Pornhub Gay

Pornhub 3 years ago

Sissy Wh0r3 Shows her Wet Hole
90%
1:51
Sissy Wh0r3 Shows her Wet Hole

Pornhub 2 years ago

I Change after the Walk.
90%
2:51
I Change after the Walk.

Pornhub 3 years ago

Фаллосы Заполняют Жопу и Рот Кросса- его Член Расправляется и Выплевывает Сперму вверх
77%
6:07
Фаллосы Заполняют Жопу и Рот Кросса- его Член Расправляется и Выплевывает Сперму вверх

XNXX 5 years ago

Sissy Denver Shoemaker, Pops her first Boner while Riding a Fat Dildo Cock!
92%
1:15
Sissy Denver Shoemaker, Pops her first Boner while Riding a Fat Dildo Cock!

Pornhub 4 years ago

Sissy Lana Pissing her Pink Panties in the Tub
89%
2:28
Sissy Lana Pissing her Pink Panties in the Tub

Pornhub 3 years ago

Camilla - Hentai JOI CBT, Crossdressing, Sissification, CEI
80%
13:31
Camilla - Hentai JOI CBT, Crossdressing, Sissification, CEI

XVideos 5 years ago

Sissy Dream Fantasy
67%
3:41
Sissy Dream Fantasy

XVideos 9 years ago

Crossdressing at work in leggings pt. 1
83%
0:31
Crossdressing at work in leggings pt. 1

XVideos 8 years ago

Afternoon Stroll In The Woods
97%
2:28
Afternoon Stroll In The Woods

xHamster 5 years ago

Crossdressing whore with fat ass in skintight jeans
100%
1:06
Crossdressing whore with fat ass in skintight jeans

XNXX 10 months ago

Crossdressing - update #DSCF1403
10:01
Crossdressing - update #DSCF1403

XNXX 1 year ago

What’s your Routine for when you get Home from Work? 🥰
93%
2:53
What’s your Routine for when you get Home from Work? 🥰

Pornhub 1 year ago

BS Atelier Silicone Cockring w Crossdresser Sissy BHS
93%
1:43
BS Atelier Silicone Cockring w Crossdresser Sissy BHS

xHamster 6 years ago

bra wearing man hot gay fuck twink shemale
75%
0:39
bra wearing man hot gay fuck twink shemale

XNXX 7 years ago

Lets start with a little makeup
50%
15:21
Lets start with a little makeup

XVideos 5 years ago

Crossdressing in Satin lingerie and black stockings
1:34
Crossdressing in Satin lingerie and black stockings

ThisVid 2 months ago

This is my first time dressing like a sissy
53%
17:09
This is my first time dressing like a sissy

XVideos 5 years ago

Teasing SISSY | Heels & Feet CD 🖤
88%
3:46
Teasing SISSY | Heels & Feet CD 🖤

Pornhub 2 years ago

crossdressing sissy worship dick
81%
2:34
crossdressing sissy worship dick

XNXX 7 years ago

Women's Wear No.11
45%
4:30
Women's Wear No.11

XNXX 1 year ago

Candid Sissy Caught in Leggings
100%
6:12
Candid Sissy Caught in Leggings

Pornhub 2 years ago

Maid to Please! Cute Sissy Astolfo Maid Sucks and Rides a Big Suction Cup Dildo
90%
7:10
Maid to Please! Cute Sissy Astolfo Maid Sucks and Rides a Big Suction Cup Dildo

Pornhub 5 years ago

Aleksa Dreams Slides in Tight Corset Cumming
100%
1:04
Aleksa Dreams Slides in Tight Corset Cumming

Pornhub 2 months ago

Crossdressing juniper beri
11:20
Crossdressing juniper beri

Love4Porn 3 years ago

Ball Grabbing Dominant Hand Job inside Stockings
2:35
Ball Grabbing Dominant Hand Job inside Stockings

Love4Porn 3 years ago

Beguiling beauty Gina Killmer fucked shitless
74%
8:00
Beguiling beauty Gina Killmer fucked shitless

XNXX 6 years ago

8 Cm Dildo Fuck my Ass - Pornhub Gay
92%
6:38
8 Cm Dildo Fuck my Ass - Pornhub Gay

Pornhub 3 years ago

Riding Dildo in the Woods
83%
3:08
Riding Dildo in the Woods

Pornhub 2 years ago

fox gets filmed showing his stud friend a good time
75%
2:10
fox gets filmed showing his stud friend a good time

XNXX 1 year ago

TRAP FEMBOY ENJOYING DILDO
90%
2:50
TRAP FEMBOY ENJOYING DILDO

Pornhub 4 years ago

You’re Gonna Watch me Tease You, in my Girly Clothes
92%
2:04
You’re Gonna Watch me Tease You, in my Girly Clothes

Pornhub 1 year ago

(full Video) B;onde Crossdresser Sissy Gasm
100%
33:55
(full Video) B;onde Crossdresser Sissy Gasm

Pornhub 1 year ago

Unattainable miss
100%
7:33
Unattainable miss

PornHat 1 year ago

Bouncy Sissy - Pornhub Gay
92%
12:22
Bouncy Sissy - Pornhub Gay

Pornhub 3 years ago

Glendale motel
73%
0:53
Glendale motel

XVideos 7 years ago

Trans Upskirt Caught while Walking
89%
12:10
Trans Upskirt Caught while Walking

Pornhub 2 years ago

Jose Castell Preto Dominates with Your Feet 1
100%
8:12
Jose Castell Preto Dominates with Your Feet 1

xHamster 1 year ago

WHERE ARE YOU? I'M WAITING FOR YOU. FOOTFETISH IN PANTYHOSE. THE MISTRESS WAITS FOR HER GUY.
100%
0:24
WHERE ARE YOU? I'M WAITING FOR YOU. FOOTFETISH IN PANTYHOSE. THE MISTRESS WAITS FOR HER GUY.

XNXX 3 years ago

Crossdresser Chubby Fuck Machine
88%
12:16
Crossdresser Chubby Fuck Machine

Pornhub 1 year ago

Busty milf with a plump figure and a juicy PAWG gets dressed at home. Fetish behind the scenes. Porn Videos
2:10
Busty milf with a plump figure and a juicy PAWG gets dressed at home. Fetish behind the scenes. Porn Videos

Tube8 3 years ago

Latest Live Sex Show on Chaturbate, Gigi and Dave, Shemale and Man Couple, POV, Webcam 2025-05-17 P3
100%
26:10
Latest Live Sex Show on Chaturbate, Gigi and Dave, Shemale and Man Couple, POV, Webcam 2025-05-17 P3

Pornhub 1 year ago

Cute Kinky Crossdresser with a Lingerie Fetish Masturbates in Bra and Garter Belt
86%
3:11
Cute Kinky Crossdresser with a Lingerie Fetish Masturbates in Bra and Garter Belt

Pornhub 11 months ago

Crossdressing And Gay Sissy Boy Vids
52%
15:38
Crossdressing And Gay Sissy Boy Vids

XNXX 5 years ago

Sissy Lexi Machine Training
100%
0:53
Sissy Lexi Machine Training

XVideos 4 years ago

Ive always wondered what its like to be a woman
54%
14:38
Ive always wondered what its like to be a woman

XVideos 5 years ago

競泳水着を着てバスルームでこっそりオナニー 新カメラテスト 別アングル
89%
6:20
競泳水着を着てバスルームでこっそりオナニー 新カメラテスト 別アングル

Pornhub 4 years ago

Anal chastity crossdressing dildo femboy sissy porn gif by draculosaur redgifs mp4
0:10
Anal chastity crossdressing dildo femboy sissy porn gif by draculosaur redgifs mp4

Noodlemagazine 3 years ago

Sexy Transmom Teach Daughter how to get Boys POV JOI Roleplay
100%
17:34
Sexy Transmom Teach Daughter how to get Boys POV JOI Roleplay

Pornhub 2 years ago

Crossdressing Sissy Amateur Lanacd Solo Posing in Sexy Lingerie - Pornhub Gay
90%
2:18
Crossdressing Sissy Amateur Lanacd Solo Posing in Sexy Lingerie - Pornhub Gay

Pornhub 3 years ago

Slut Lexi Gets Fucked by Machine
95%
0:53
Slut Lexi Gets Fucked by Machine

XNXX 4 years ago

Blonde Trap
89%
2:21
Blonde Trap

Pornhub 1 year ago

Lingerie crossdresser sucks and deepthroats dildo
69%
3:06
Lingerie crossdresser sucks and deepthroats dildo

XNXX 5 years ago

Crossdressed in shiny nylons, dress and heels driving car.
94%
0:56
Crossdressed in shiny nylons, dress and heels driving car.

xHamster 7 years ago

sissy crossdresser gapes anal
86%
4:06
sissy crossdresser gapes anal

XNXX 5 years ago

Chubby Femboy Shakes Ass (slowmo) - Pornhub Gay
89%
0:09
Chubby Femboy Shakes Ass (slowmo) - Pornhub Gay

Pornhub 3 years ago

pussy creampied while dressed like a sissy
75%
5:01
pussy creampied while dressed like a sissy

XNXX 7 years ago

WORSHIPING FEET AND SUCKLING A CROSSDRESSER
100%
21:18
WORSHIPING FEET AND SUCKLING A CROSSDRESSER

xHamster 1 year ago

Siliconekayt Masturbates her Pussy
91%
3:15
Siliconekayt Masturbates her Pussy

Pornhub 5 years ago

Marina and I will Domme You! | Erotic Audio Preview
83%
2:16
Marina and I will Domme You! | Erotic Audio Preview

Pornhub 2 years ago

Fat Ass and Panties - Caught Upskirt in Public - Pornhub Gay
83%
20:38
Fat Ass and Panties - Caught Upskirt in Public - Pornhub Gay

Pornhub 2 years ago

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