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
Crossdresser Fuck 13
57%
11:36
Crossdresser Fuck 13

TXXX 9 years ago

¡¡my_erotic_side Ama Usar Bombachas y Bailar!! - Pornhub Gay
88%
0:30
¡¡my_erotic_side Ama Usar Bombachas y Bailar!! - Pornhub Gay

Pornhub 4 years ago

Latest Live Sex Show Online Recordings, Gigi and Dave, Shemale and Man Couple, 2025-06-17 6
28:54
Latest Live Sex Show Online Recordings, Gigi and Dave, Shemale and Man Couple, 2025-06-17 6

Pornhub 1 year ago

My Sissy Dream 2
87%
15:08
My Sissy Dream 2

TXXX 9 years ago

Nice Kimberly Cumshot
86%
11:20
Nice Kimberly Cumshot

XNXX 8 years ago

Riding my Dildo so Hard the Camera's Shaking! - Femboy Jessi Sparxx - Pornhub Gay
86%
0:31
Riding my Dildo so Hard the Camera's Shaking! - Femboy Jessi Sparxx - Pornhub Gay

Pornhub 1 year ago

I want to see if you have what it takes to be a sissy girl
62%
8:21
I want to see if you have what it takes to be a sissy girl

XNXX 9 years ago

crossdressing sissy takes electro cock t. on full power
100%
0:08
crossdressing sissy takes electro cock t. on full power

XVideos 8 years ago

Jeff Fucks Me - Crossdresser
3:15
Jeff Fucks Me - Crossdresser

Love4Porn 1 year ago

Fucked in the Ass in Public
86%
1:31
Fucked in the Ass in Public

Pornhub 1 year ago

Blonde tgirl huge cock on Cam
76%
6:27
Blonde tgirl huge cock on Cam

XNXX 8 years ago

Crossdresser showing some ass
50%
1:53
Crossdresser showing some ass

XVideos 7 years ago

Made To Crossdress Humiliation Femdom
50%
8:21
Made To Crossdress Humiliation Femdom

XNXX 7 years ago

Bathroom Tease and some cock stroking
100%
0:40
Bathroom Tease and some cock stroking

xHamster 5 years ago

Pegging crossdresser bisexual cuckold bi husband with cum swap and cumkiss
9:45
Pegging crossdresser bisexual cuckold bi husband with cum swap and cumkiss

TXXX 6 years ago

Crossdressing
100%
0:15
Crossdressing

xHamster 6 years ago

Amateur crossdressers 2
62%
19:54
Amateur crossdressers 2

TXXX 9 years ago

You are my sexy new sissy dress up doll
66%
6:55
You are my sexy new sissy dress up doll

XNXX 8 years ago

Stacey Sinmore loves cock up her ass
60%
1:09
Stacey Sinmore loves cock up her ass

XNXX 5 years ago

Sissy tries to Escape Bindings
4:57
Sissy tries to Escape Bindings

Pornhub 2 years ago

Time for me to turn you in to a sissy girl
54%
10:05
Time for me to turn you in to a sissy girl

XVideos 8 years ago

You have to wear only womens panties from now on
57%
7:46
You have to wear only womens panties from now on

XNXX 9 years ago

Candy
72%
5:55
Candy

TXXX 8 years ago

Mon mec me baise - Partouze gay amateur à trois
2:35
Mon mec me baise - Partouze gay amateur à trois

Love4Porn 1 year ago

You will look so much better as a sissy girl
49%
7:34
You will look so much better as a sissy girl

XVideos 9 years ago

Self pleasuring myself
17%
0:20
Self pleasuring myself

XVideos 8 years ago

Link anal crossdressing femboy r34 (fugtrup) [legend of zelda]
0:03
Link anal crossdressing femboy r34 (fugtrup) [legend of zelda]

Noodlemagazine 5 years ago

Bikini Femboy Gets Sunscreen Rubdown And Hot Fucking, Scene #01
6:15
Bikini Femboy Gets Sunscreen Rubdown And Hot Fucking, Scene #01

TXXX 1 year ago

Crossdresser gets fucked with strapon
99%
1:56
Crossdresser gets fucked with strapon

xHamster 11 years ago

Collin Simpson & Lance Hart in Lance Edges and Milks Collin - ManUpFilms
6:00
Collin Simpson & Lance Hart in Lance Edges and Milks Collin - ManUpFilms

TXXX 5 years ago

Just messing around
86%
2:21
Just messing around

XNXX 5 years ago

Sexy Lipstick Smoking Buy me a new Chair
100%
1:02
Sexy Lipstick Smoking Buy me a new Chair

Pornhub 3 years ago

Candid Upskirt
100%
14:31
Candid Upskirt

Pornhub 2 years ago

097.MOV
81%
3:59
097.MOV

XVideos 11 years ago

Time to turn you into a sissy girl
50%
7:55
Time to turn you into a sissy girl

XNXX 9 years ago

Crossdressing And Gay Sissy Boy Vids
80%
14:30
Crossdressing And Gay Sissy Boy Vids

XNXX 7 years ago

High Heels and Big Girl Cock
100%
1:24
High Heels and Big Girl Cock

Pornhub 1 year ago

You are the prettiest sissy girl I have ever seen
51%
4:43
You are the prettiest sissy girl I have ever seen

XVideos 9 years ago

Lets get your virgin ass ready for a real cock
59%
7:35
Lets get your virgin ass ready for a real cock

XVideos 10 years ago

Latest Live Sex Show on Chaturbate, Gigi and Dave, Shemale and Man Couple, POV, Webcam 2025-05-17 P3
30:02
Latest Live Sex Show on Chaturbate, Gigi and Dave, Shemale and Man Couple, POV, Webcam 2025-05-17 P3

Pornhub 1 year ago

Franck
4:35
Franck

Love4Porn 1 year ago

Candid Upskirt, Fat Ass - Pornhub Gay
100%
10:05
Candid Upskirt, Fat Ass - Pornhub Gay

Pornhub 2 years ago

Time for you to unleash your sissy side
51%
8:38
Time for you to unleash your sissy side

XVideos 9 years ago

You need training before you really become a sissy
50%
8:36
You need training before you really become a sissy

XVideos 8 years ago

CD Slut Dressed In PVC Being Used
12:24
CD Slut Dressed In PVC Being Used

TXXX 6 years ago

Front Faced Sucking for Daddy :3 - Pornhub Gay
88%
5:11
Front Faced Sucking for Daddy :3 - Pornhub Gay

Pornhub 4 years ago

Sissy Fucks her Ass
2:25
Sissy Fucks her Ass

Pornhub 2 years ago

Transsexual Model Spits on her Tits and Fingers her Ass
100%
3:18
Transsexual Model Spits on her Tits and Fingers her Ass

Pornhub 2 years ago

Wife fucks her sissy husband with huge strapon
53%
10:15
Wife fucks her sissy husband with huge strapon

TXXX 9 years ago

Crossdressers sex games
47%
1:11:43
Crossdressers sex games

TXXX 8 years ago

Sissy toying
1:21
Sissy toying

XVideos 7 years ago

Collin Simpson & Lance Hart in Collin Edges and Milks Lance - ManUpFilms
6:00
Collin Simpson & Lance Hart in Collin Edges and Milks Lance - ManUpFilms

TXXX 5 years ago

Beautiful junior crossdresser with sexy ass
40%
15:17
Beautiful junior crossdresser with sexy ass

TXXX 8 years ago

You have to wear panties all the time now
62%
7:43
You have to wear panties all the time now

XNXX 8 years ago

I iion na snow prisoners
36%
1:17:34
I iion na snow prisoners

TXXX 8 years ago

TRAP SISSY FEMME BOI SLUT SERVES 2 Step daddies
51%
7:32
TRAP SISSY FEMME BOI SLUT SERVES 2 Step daddies

TXXX 9 years ago

Rubber Bitch Transformation
9:53
Rubber Bitch Transformation

YouJizz 6 years ago

Skyler Storm Anal Masturbation Stroking Wet Cock till Cum - Pornhub Gay
100%
4:54
Skyler Storm Anal Masturbation Stroking Wet Cock till Cum - Pornhub Gay

Pornhub 2 years ago

I am going to make a sissy girl out of you
50%
10:07
I am going to make a sissy girl out of you

XNXX 9 years ago

Celeste & Slut Nicola having more kinky fun
56%
16:19
Celeste & Slut Nicola having more kinky fun

TXXX 9 years ago

Sissy Walks the Woods in a Bikini - Pornhub Gay
100%
3:25
Sissy Walks the Woods in a Bikini - Pornhub Gay

Pornhub 3 years ago

I love crossdressing like a sissy slut
60%
10:30
I love crossdressing like a sissy slut

XNXX 10 years ago

Tulip Auto Stroker Crossdressing Fantasy POV01 with Cumshot ending - Pornhub Gay
9:30
Tulip Auto Stroker Crossdressing Fantasy POV01 with Cumshot ending - Pornhub Gay

Pornhub 1 year ago

Sborra Zenica Cum
0:48
Sborra Zenica Cum

Pornhub 4 years ago

Me being me
100%
0:32
Me being me

XVideos 8 years ago

I can make you look like a real sissy girl
54%
6:34
I can make you look like a real sissy girl

XNXX 9 years ago

Sissy masturbating with large dildo
75%
1:44
Sissy masturbating with large dildo

XNXX 8 years ago

Fun With Crossdresser
8:02
Fun With Crossdresser

TXXX 3 years ago

Frilly Crossdressing Handjob
98%
6:04
Frilly Crossdressing Handjob

xHamster 12 years ago

Put on these sexy clothes before I fuck your ass
57%
10:32
Put on these sexy clothes before I fuck your ass

XVideos 11 years ago

Crossdressing Batgirl fucked by fucking machine
100%
0:17
Crossdressing Batgirl fucked by fucking machine

XVideos 5 years ago

Make Me A Sissy CD Then Fuck Me
57%
1:24:23
Make Me A Sissy CD Then Fuck Me

TXXX 11 years ago

Horny Crossdresser Riding 12in BBC Dildo - Pornhub Gay
86%
4:32
Horny Crossdresser Riding 12in BBC Dildo - Pornhub Gay

Pornhub 3 years ago

I want you to put on this lingerie
44%
7:04
I want you to put on this lingerie

XVideos 8 years ago

Sweetsexyass anal fun
100%
1:02
Sweetsexyass anal fun

XVideos 8 years ago

Training by Ass for BBC
100%
6:50
Training by Ass for BBC

Pornhub 1 year ago

Sissification and Crossdressing Porn
60%
8:02
Sissification and Crossdressing Porn

XNXX 8 years ago

This lingerie will make you look super sexy
58%
5:28
This lingerie will make you look super sexy

XNXX 11 years ago

Horny Sissy Serah Masturbating Preview
100%
2:09
Horny Sissy Serah Masturbating Preview

Pornhub 2 years ago

You are such a naughty little sissy slut
58%
8:54
You are such a naughty little sissy slut

XVideos 8 years ago

Related stars:
Lance Hart Collin Simpson Mark Wright Alex Sarai Tony Genius Foxy Alex
Related categories:
Crossdresser Sissy Fetish Femdom Amateur Verified Amateurs Hd Porn Humiliation Bdsm Domination Anal Slave Crossdressers Transgender Feminization Blowjob Exclusive Masturbation