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Crossdressing Porn Videos (8,856)

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Latest Live Sex Show Gigi and Dave, Shemale and Man Couple 2025-06-19Ep6
30:03
Latest Live Sex Show Gigi and Dave, Shemale and Man Couple 2025-06-19Ep6

Pornhub 1 year ago

A baseball l
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6:36
A baseball l

XVideos 6 years ago

Hannah Marie (transgender) Takes a Huge Dildo
91%
3:41
Hannah Marie (transgender) Takes a Huge Dildo

Pornhub 6 years ago

Skyler Storm Sissy Chastity while Sliding Pink Dildo in my Pussy
100%
2:37
Skyler Storm Sissy Chastity while Sliding Pink Dildo in my Pussy

Pornhub 2 years ago

変態ゆりか
54%
13:56
変態ゆりか

XNXX 7 years ago

変態ゆりか
54%
13:56
変態ゆりか

XNXX 7 years ago

Showing Boobs in Bra - Pornhub Gay
100%
0:29
Showing Boobs in Bra - Pornhub Gay

Pornhub 1 year ago

I love getting all dolled up in womens clothes
33%
14:56
I love getting all dolled up in womens clothes

XVideos 7 years ago

Mature married bear fucked raw in lingerie (Part 1)
1:05
Mature married bear fucked raw in lingerie (Part 1)

ThisVid 2 months ago

Petticoat Swish 2
82%
1:01
Petticoat Swish 2

XNXX 8 years ago

Cute Bear Panties - Pornhub Gay
100%
4:55
Cute Bear Panties - Pornhub Gay

Pornhub 2 years ago

Caught Wearing Pantyhose
74%
1:19
Caught Wearing Pantyhose

XVideos 10 years ago

Crossdressing And Gay Sissy Boy Vids
47%
14:55
Crossdressing And Gay Sissy Boy Vids

XNXX 7 years ago

Crossdressing And Gay Sissy Boy Vids
67%
14:50
Crossdressing And Gay Sissy Boy Vids

XNXX 7 years ago

A Good Sissy Crawls, a Bad Sissy Bends
83%
0:34
A Good Sissy Crawls, a Bad Sissy Bends

Pornhub 4 years ago

crossdressing sissy drinks his own piss and swollows the lot
79%
1:19
crossdressing sissy drinks his own piss and swollows the lot

XVideos 8 years ago

Candid Public Upskirt - Pornhub Gay
100%
8:13
Candid Public Upskirt - Pornhub Gay

Pornhub 2 years ago

Walk to the Gym Candid - Pornhub Gay
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23:28
Walk to the Gym Candid - Pornhub Gay

Pornhub 1 year ago

Draven Navarro & Tony Orlando in Humiliated by Draven and Tony - ManUpFilms
5:59
Draven Navarro & Tony Orlando in Humiliated by Draven and Tony - ManUpFilms

TXXX 5 years ago

You are a sissy slut who needs to be humiliated
37%
6:41
You are a sissy slut who needs to be humiliated

XVideos 8 years ago

Sissification and Crossdressing Porn
65%
8:18
Sissification and Crossdressing Porn

XNXX 7 years ago

Fun with Gigi and Dave Archive, Tranny Girlfriend and Man Lovemaking, Story Number 6
100%
15:09
Fun with Gigi and Dave Archive, Tranny Girlfriend and Man Lovemaking, Story Number 6

Pornhub 1 year ago

You can be my personal sissy dress up doll
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9:30
You can be my personal sissy dress up doll

XVideos 8 years ago

piss drinking crossdresser
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1:51
piss drinking crossdresser

XNXX 7 years ago

Trans Anal Training
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5:07
Trans Anal Training

Pornhub 2 years ago

We are going to find you your first cock no matter what
48%
8:14
We are going to find you your first cock no matter what

XVideos 9 years ago

Obliged ferminization to a sissy
96%
6:20
Obliged ferminization to a sissy

SpankBang 7 years ago

Public Crossdressing and wanking on the beach
1:05
Public Crossdressing and wanking on the beach

Love4Porn 2 years ago

Lovely pantyhose and heels
100%
0:41
Lovely pantyhose and heels

xHamster 5 years ago

Gio and Mario was filmed making dirty sex...
83%
4:31
Gio and Mario was filmed making dirty sex...

XVideos 8 years ago

We are going to turn you into a sissy princess
63%
6:25
We are going to turn you into a sissy princess

XVideos 9 years ago

You are such a cute little man slut
55%
8:54
You are such a cute little man slut

XVideos 9 years ago

[her Good Girl 3] Mommy Love to see Ya do that my Darling ❤️! Aww 🤭🥰 I Came, Mommy... it was so Good 😍! Aww 🥰 That’s Lovely my Beloved Slave!
9:03
[her Good Girl 3] Mommy Love to see Ya do that my Darling ❤️! Aww 🤭🥰 I Came, Mommy... it was so Good 😍! Aww 🥰 That’s Lovely my Beloved Slave!

Pornhub 3 months ago

Vídeo de verificação
100%
0:41
Vídeo de verificação

XNXX 2 years ago

Would you Fuck Me? Crossdresser Craves Dick
100%
2:24
Would you Fuck Me? Crossdresser Craves Dick

Pornhub 2 years ago

Crossdressing And Gay Sissy Boy Vids
69%
12:55
Crossdressing And Gay Sissy Boy Vids

XNXX 8 years ago

You want to Fuck me - Pornhub Gay
100%
0:33
You want to Fuck me - Pornhub Gay

Pornhub 2 years ago

Slut Crossdresser Train his Hole
83%
3:36
Slut Crossdresser Train his Hole

Pornhub 2 years ago

Astonishing xxx video homo Solo crazy , it's amazing
41:32
Astonishing xxx video homo Solo crazy , it's amazing

TXXX 6 years ago

Amateur Crossdresser Removes her Skirt
83%
29:51
Amateur Crossdresser Removes her Skirt

Pornhub 1 year ago

Dick wanking with cumshot
100%
15:23
Dick wanking with cumshot

XNXX 5 years ago

I want to see you dressed as a sissy bitch
51%
7:59
I want to see you dressed as a sissy bitch

XNXX 9 years ago

Crossdressing And Gay Sissy Boy Vids
72%
12:48
Crossdressing And Gay Sissy Boy Vids

XNXX 7 years ago

Beautiful Crossdressing - Pornhub Gay
100%
3:05
Beautiful Crossdressing - Pornhub Gay

Pornhub 2 years ago

kim polizzi cremosa eyaculacion en cam
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7:50
kim polizzi cremosa eyaculacion en cam

XNXX 8 years ago

kim polizzi cremosa eyaculacion en cam
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7:50
kim polizzi cremosa eyaculacion en cam

XNXX 8 years ago

I will help you become a sissy girl
79%
6:59
I will help you become a sissy girl

XVideos 9 years ago

Tranny Takes it Hard from Fuck Machine
100%
5:38
Tranny Takes it Hard from Fuck Machine

Pornhub 2 years ago

Me in Black Lingerie Showing my Pretty Cock
100%
0:42
Me in Black Lingerie Showing my Pretty Cock

Pornhub 3 years ago

Candid Public Upskirt
83%
6:48
Candid Public Upskirt

Pornhub 2 years ago

Teasing you with my Sissy Long Legs
100%
3:58
Teasing you with my Sissy Long Legs

Pornhub 1 year ago

Crossdresser
100%
0:39
Crossdresser

XNXX 4 years ago

This big fat dildo is going all the way up your ass
43%
8:20
This big fat dildo is going all the way up your ass

XVideos 9 years ago

Crossdressing juniper beri
10:00
Crossdressing juniper beri

Love4Porn 3 years ago

Sissy Gets a Wedgie on a Post at the Park - Pornhub Gay
100%
2:17
Sissy Gets a Wedgie on a Post at the Park - Pornhub Gay

Pornhub 1 year ago

You have to wear only womens panties from now on
60%
7:46
You have to wear only womens panties from now on

XVideos 9 years ago

(Fetish Dating Sim) - Trainer Route
50%
37:23
(Fetish Dating Sim) - Trainer Route

XNXX 4 years ago

Crossdresser Transvestite Debuts her Sex Machine. SEX MACHINE AMATEUR
92%
9:56
Crossdresser Transvestite Debuts her Sex Machine. SEX MACHINE AMATEUR

Pornhub 5 years ago

Sissy Jerking off her Big Cock in Mommys Panties
100%
8:07
Sissy Jerking off her Big Cock in Mommys Panties

Pornhub 2 years ago

My Younger Years Smoking Crossdresser Sexy Big Lips Lipstick Heavy Makeup Trans
100%
2:24
My Younger Years Smoking Crossdresser Sexy Big Lips Lipstick Heavy Makeup Trans

Pornhub 2 years ago

Sexy clothes
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1:12
Sexy clothes

XVideos 8 years ago

Suck my strapon you little bitch
80%
8:02
Suck my strapon you little bitch

XVideos 8 years ago

Blowjob Training - Pornhub Gay
100%
0:44
Blowjob Training - Pornhub Gay

Pornhub 3 years ago

Sexy sissy in blue
75%
1:40
Sexy sissy in blue

XVideos 7 years ago

Dante Colle & Michael Delray in Spiderman VS Dante Colle 2 - ManUpFilms
5:59
Dante Colle & Michael Delray in Spiderman VS Dante Colle 2 - ManUpFilms

TXXX 5 years ago

This sexy little lingerie set is for you
47%
10:02
This sexy little lingerie set is for you

XVideos 8 years ago

Butt Plug Sissy Walks in the Forest
100%
5:25
Butt Plug Sissy Walks in the Forest

Pornhub 3 years ago

CD Anal Play with new Gravity Toy 🥴
1:13
CD Anal Play with new Gravity Toy 🥴

Pornhub 1 year ago

Sissy Training - Pornhub Gay
92%
3:05
Sissy Training - Pornhub Gay

Pornhub 4 years ago

Men with Taste - Hey
89%
5:54
Men with Taste - Hey

Pornhub 4 years ago

I know you envy sexy babes like me
50%
7:12
I know you envy sexy babes like me

XVideos 7 years ago

Crossdressing And Gay Sissy Boy Vids
45%
17:04
Crossdressing And Gay Sissy Boy Vids

XNXX 7 years ago

I will take you out in public dressed like a sissy girl
39%
5:18
I will take you out in public dressed like a sissy girl

XVideos 10 years ago

out9
82%
2:00
out9

XVideos 9 years ago

Put on this matching bra and panties set
72%
6:23
Put on this matching bra and panties set

XVideos 9 years ago

Fun with Gigi and Dave Archive, Tranny Girlfriend and Man Lovemaking, Story Number 7
30:04
Fun with Gigi and Dave Archive, Tranny Girlfriend and Man Lovemaking, Story Number 7

Pornhub 1 year ago

Sissy self Facial with a Huge Load
100%
1:53
Sissy self Facial with a Huge Load

Pornhub 1 year ago

Travesti Vestida Muy Zorrita Se Empina y Enseña La Tanga
100%
3:45
Travesti Vestida Muy Zorrita Se Empina y Enseña La Tanga

Pornhub 2 years ago

You are my sexy new sissy dress up doll
45%
6:55
You are my sexy new sissy dress up doll

XVideos 8 years ago

Two Crossdressers
24:19
Two Crossdressers

TXXX 4 years ago

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Mark Wright Tony Orlando Draven Navarro Dante Colle Michael Delray
Related categories:
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