This is an adult website

This website contains age-restricted materials including nudity and explicit depictions of sexual activity. By entering, you confirm that you are at least 18 years of age or older.

Crossdressing Porn Videos (8,856)

Chat with AI
Crossdressing and shoeplay with female shoes
88%
5:45
Crossdressing and shoeplay with female shoes

XNXX 3 years ago

Sissy Boy Discipline And Bisexual Femdom Porn Porn Videos
8:09
Sissy Boy Discipline And Bisexual Femdom Porn Porn Videos

Tube8 4 years ago

I can teach you how to be a real sissy girl
60%
15:18
I can teach you how to be a real sissy girl

XNXX 9 years ago

Smoking Stoned Makeup Tranny Crossdresser Chill with me
92%
1:03
Smoking Stoned Makeup Tranny Crossdresser Chill with me

Pornhub 3 years ago

男の娘と男
3:17
男の娘と男

SpankBang 2 years ago

两根假屌同时插进亚洲伪娘的屁股
91%
7:15
两根假屌同时插进亚洲伪娘的屁股

XNXX 5 years ago

Sissyclit Flowing and Deep Penetration 8x2
92%
1:26
Sissyclit Flowing and Deep Penetration 8x2

Pornhub 2 years ago

Kellycd2022
92%
16:23
Kellycd2022

Pornhub 1 year ago

Sweet Cheeks tries out Haydee
91%
2:35:33
Sweet Cheeks tries out Haydee

Pornhub 8 years ago

Compilation Crossdresser Sissy Brunette Big Cock
90%
11:16
Compilation Crossdresser Sissy Brunette Big Cock

Pornhub 1 year ago

Jessica's Anal Training Series Episode 5
90%
0:29
Jessica's Anal Training Series Episode 5

Pornhub 2 months ago

Crossdressex Twink Fucked Rawby Staigth Boy Dominant Discret - FrenchFuckerXxl
6:00
Crossdressex Twink Fucked Rawby Staigth Boy Dominant Discret - FrenchFuckerXxl

TXXX 2 years ago

Sissy Maid Anal Training Show for Master and Mistress
92%
14:25
Sissy Maid Anal Training Show for Master and Mistress

Pornhub 4 years ago

Amateur brazilian Exhibitionist walks around the street naked
75%
3:14
Amateur brazilian Exhibitionist walks around the street naked

XNXX 1 year ago

Sissy wants go to School
89%
1:06
Sissy wants go to School

Pornhub 1 year ago

Crossdresser! Fake Boobs.
91%
1:08
Crossdresser! Fake Boobs.

Pornhub 4 years ago

New puffy tits
100%
1:43
New puffy tits

XVideos 1 year ago

Sissy Assignment get Laid Femboy
83%
4:13
Sissy Assignment get Laid Femboy

Pornhub 1 year ago

Digging the Red Heart
100%
4:06
Digging the Red Heart

Pornhub 4 months ago

两根假屌同时插进亚洲伪娘的屁股
91%
7:15
两根假屌同时插进亚洲伪娘的屁股

XNXX 5 years ago

LemonCatboy999 Wears A Wig and Shows Off His Ass
95%
1:05
LemonCatboy999 Wears A Wig and Shows Off His Ass

XNXX 3 years ago

Sissy Crossdresser Before-After
99%
0:18
Sissy Crossdresser Before-After

xHamster 6 years ago

Jose Castell Preto Apresenta Lives E Shows 1
67%
8:12
Jose Castell Preto Apresenta Lives E Shows 1

xHamster 1 year ago

First Time in Heels an Sitting on a Dildo 🥴💁‍♀️ - Pornhub Gay
91%
0:43
First Time in Heels an Sitting on a Dildo 🥴💁‍♀️ - Pornhub Gay

Pornhub 2 years ago

Trying on New Underwear
77%
16:38
Trying on New Underwear

XVideos 7 years ago

Sissy Femboy on a Skirt Fucking his Ass
92%
2:29
Sissy Femboy on a Skirt Fucking his Ass

Pornhub 3 years ago

Femboy
100%
5:00
Femboy

XVideos 11 months ago

White silk fake girl fake cock footjob
78%
0:31
White silk fake girl fake cock footjob

XVideos 7 years ago

Masturbating Wearing my Girlfriend's Panties - Pornhub Gay
91%
7:04
Masturbating Wearing my Girlfriend's Panties - Pornhub Gay

Pornhub 6 years ago

Beautiful Kimberly cums thick load and tastes it
84%
7:37
Beautiful Kimberly cums thick load and tastes it

XNXX 8 years ago

Video 2 - Fotowettbewerb: Die zweiten 25 keuschen Loser von Schlüsselherrin Domina Lady Julina
68%
18:41
Video 2 - Fotowettbewerb: Die zweiten 25 keuschen Loser von Schlüsselherrin Domina Lady Julina

XNXX 6 years ago

Wife and Crossdressing Hubby in Gangbang
97%
10:54
Wife and Crossdressing Hubby in Gangbang

xHamster 9 years ago

Fat Ass Crossdresser
90%
1:47
Fat Ass Crossdresser

Pornhub 1 year ago

Humiliating Wedgie in the Forest - Pornhub Gay
88%
2:31
Humiliating Wedgie in the Forest - Pornhub Gay

Pornhub 2 years ago

Diaper Sissy Fucks a Pillow and Jerks off in her Tutu Dress - Pornhub Gay
88%
5:55
Diaper Sissy Fucks a Pillow and Jerks off in her Tutu Dress - Pornhub Gay

Pornhub 2 years ago

Foot Fetish Femdom Worship - Sissy Must Kiss Every Toe
73%
6:35
Foot Fetish Femdom Worship - Sissy Must Kiss Every Toe

XNXX 7 years ago

I Beat Tf out of my Cock and make the Tiniest Girlcum
100%
0:19
I Beat Tf out of my Cock and make the Tiniest Girlcum

Pornhub 1 year ago

Big Butt Trans CD Sissy Maid Feminization Sissification Training
86%
15:13
Big Butt Trans CD Sissy Maid Feminization Sissification Training

Pornhub 3 years ago

Nudist Beach Chaturbate Sex Show Gigindave Shemale Girlfriend Public Encounter Mobile 4K 20250519 P3
25:51
Nudist Beach Chaturbate Sex Show Gigindave Shemale Girlfriend Public Encounter Mobile 4K 20250519 P3

Pornhub 1 year ago

Iranische Femboy Im Party / ترنس ایرانی تو سکس پلرتی - Pornhub Gay
100%
8:25
Iranische Femboy Im Party / ترنس ایرانی تو سکس پلرتی - Pornhub Gay

Pornhub 1 year ago

Oh, there's Cum on my Braces Headgear!
100%
1:05
Oh, there's Cum on my Braces Headgear!

Pornhub 2 years ago

A Crossdresser Poses and Smokes in a Dress.
89%
3:21
A Crossdresser Poses and Smokes in a Dress.

Pornhub 4 months ago

darkroom crossdresser
55%
0:33
darkroom crossdresser

XVideos 5 years ago

HOT Crossdresser Seductively Plays with her Boi Clit
90%
2:11
HOT Crossdresser Seductively Plays with her Boi Clit

Pornhub 1 year ago

PISSY SISSY PORSCHA
72%
7:16
PISSY SISSY PORSCHA

XVideos 7 years ago

Plugged Trap Moans while Playing with Wet Fuck-Hole (Wet Sounds) - Pornhub Gay
91%
16:09
Plugged Trap Moans while Playing with Wet Fuck-Hole (Wet Sounds) - Pornhub Gay

Pornhub 6 years ago

Femboy Leo tries out different sized dildos and squeals from the biggest one~
100%
0:32
Femboy Leo tries out different sized dildos and squeals from the biggest one~

XNXX 5 months ago

Crossdressed Twink Fucked By Shis 2 Friends - FrenchFuckers
5:59
Crossdressed Twink Fucked By Shis 2 Friends - FrenchFuckers

TXXX 2 years ago

Candid Upskirt in Public
100%
25:28
Candid Upskirt in Public

Pornhub 2 years ago

Bodycon Dress in Garden - Legs & Heels
67%
0:49
Bodycon Dress in Garden - Legs & Heels

XNXX 6 years ago

crossdressing and in striptease mode
100%
7:35
crossdressing and in striptease mode

XVideos 4 years ago

Crossdressing Blonde
100%
12:08
Crossdressing Blonde

Pornhub 1 year ago

Japanese phimosis Masturbation with toys like MTF 4
66%
6:25
Japanese phimosis Masturbation with toys like MTF 4

XVideos 7 years ago

crossdresser fucked
98%
3:00
crossdresser fucked

xHamster 6 years ago

Cross Dress Sissy Fucks Tight Asshole Skinny Girl Toy
89%
1:21
Cross Dress Sissy Fucks Tight Asshole Skinny Girl Toy

Pornhub 3 years ago

Realistic Mask Black Lingerie Cum in Bathtub - Pornhub Gay
89%
8:46
Realistic Mask Black Lingerie Cum in Bathtub - Pornhub Gay

Pornhub 3 years ago

Tanya 015 - Savannah's Sex Doll Becky
86%
16:22
Tanya 015 - Savannah's Sex Doll Becky

Pornhub 2 years ago

Sissy Cums in her own Mouth
86%
2:29
Sissy Cums in her own Mouth

Pornhub 2 years ago

Wedgie Humiliation
86%
1:20
Wedgie Humiliation

Pornhub 2 years ago

Humiliation Upskirt - we can see Panties
89%
12:54
Humiliation Upskirt - we can see Panties

Pornhub 2 years ago

crossdresser in leather
63%
1:56
crossdresser in leather

XVideos 3 years ago

Slut For Chrissy Daniels w Lance Hart STRAPON PEGGING SISSY
80%
15:17
Slut For Chrissy Daniels w Lance Hart STRAPON PEGGING SISSY

XNXX 8 years ago

GKD gets his sweet ass fingered
73%
14:25
GKD gets his sweet ass fingered

XNXX 3 years ago

Sissyfication - Bring out your feminine side for German Lover Lady Julina
13:50
Sissyfication - Bring out your feminine side for German Lover Lady Julina

Love4Porn 4 years ago

Sissy ASMR Goddess’s Eyeline Approval
9:22
Sissy ASMR Goddess’s Eyeline Approval

XNXX 9 months ago

Your New Life - Trainer Alexis
80%
37:23
Your New Life - Trainer Alexis

XVideos 4 years ago

crossdresser in leather
71%
1:56
crossdresser in leather

XVideos 3 years ago

TanitaCros: CDzinho from Paraná calling me to fuck her.
68%
2:11
TanitaCros: CDzinho from Paraná calling me to fuck her.

XVideos 7 years ago

Archer the Femboy wears skirt and fucks his own ass
100%
3:09
Archer the Femboy wears skirt and fucks his own ass

XNXX 5 years ago

Crossdressing And Gay Sissy Boy Vids
61%
14:04
Crossdressing And Gay Sissy Boy Vids

XNXX 6 years ago

Stripping nude public
50%
0:56
Stripping nude public

XNXX 4 years ago

Incredible adult scene gay Solo unbelievable exclusive version
69%
10:24
Incredible adult scene gay Solo unbelievable exclusive version

TXXX 6 years ago

Crossdresser bound, gagged, and struggling
75%
8:37
Crossdresser bound, gagged, and struggling

XVideos 6 years ago

Sissy Lexi Anal Training
100%
0:49
Sissy Lexi Anal Training

XVideos 4 years ago

His foot in my sissy ass
0:37
His foot in my sissy ass

ThisVid 2 months ago

Cute Short Sissy Boy Teases himself for You. - Pornhub Gay
93%
5:18
Cute Short Sissy Boy Teases himself for You. - Pornhub Gay

Pornhub 1 year ago

A Mature BBW MILF with Big Saggy Tits and a Hairy Pussy Gets Dressed.
91%
7:54
A Mature BBW MILF with Big Saggy Tits and a Hairy Pussy Gets Dressed.

Pornhub 2 years ago

Crossdresser Cumming for you
93%
4:54
Crossdresser Cumming for you

Pornhub 1 year ago

I just Love Dressing up in Women's Clothes - Pornhub Gay
91%
5:31
I just Love Dressing up in Women's Clothes - Pornhub Gay

Pornhub 3 years ago

Sissy Assignment go Big or Give it up
83%
4:13
Sissy Assignment go Big or Give it up

Pornhub 2 years ago

Related stars:
Tomcatos Candyred31lolas36 Niceshaft Michelle Flowers Sissylexi13
Related categories:
Amateur Hd Porn Verified Amateurs Sissy Crossdresser Anal Transgender Fetish Exclusive Masturbation Femboy Big Ass Gay Solo Male Vertical Video Toys Feminization Sissy Training