Crossdressing (5,595)

Santa Fucking Mature Crossdresser

Premium 4K 13:49

Santa Fucking Mature Crossdresser

Clips4sale 3 months ago

Versatile Action – Cassandra LoveLox and Jake Grand

Premium HD 43:22

Versatile Action – Cassandra LoveLox and Jake Grand

Clips4sale 3 months ago

Crossdresser Bailey Wilde Sucking Femboy Jasmyne Jaye - Compilation 2

HD 0:10 / 20:01

Crossdresser Bailey Wilde Sucking Femboy Jasmyne Jaye - Compilation 2

LoyalFans 2 months ago

Crossdresser Bailey Wilde Sucking Femboy Jasmyne Jaye - Compilation 3

HD 0:10 / 20:00

Crossdresser Bailey Wilde Sucking Femboy Jasmyne Jaye - Compilation 3

LoyalFans 2 months ago

Petite Trans Woman Fucked and Sucking by Bailey Wilde - Compilation 16

HD 0:10 / 20:03

Petite Trans Woman Fucked and Sucking by Bailey Wilde - Compilation 16

LoyalFans 2 months ago

Petite Trans Woman Blowjob - Compilation 2

HD 0:10 / 20:01

Petite Trans Woman Blowjob - Compilation 2

LoyalFans 2 months ago

Femboy Fucking Petite Trans Woman - Compilation 8

HD 0:10 / 20:21

Femboy Fucking Petite Trans Woman - Compilation 8

LoyalFans 2 months ago

Crossdresser BDSM Dominating Petite Trans Woman - Compilation 4

HD 0:10 / 20:00

Crossdresser BDSM Dominating Petite Trans Woman - Compilation 4

LoyalFans 2 months ago

Very Hot Sissy Fucked - Compilation 5

HD 0:10 / 20:00

Very Hot Sissy Fucked - Compilation 5

LoyalFans 2 months ago

Mistress Pixie Pegging Sissy Bailey Wilde - Compilation 19

HD 0:10 / 20:00

Mistress Pixie Pegging Sissy Bailey Wilde - Compilation 19

LoyalFans 2 months ago

Mistress Pegging Crossdresser Bailey Wilde - Compilation 4

HD 0:10 / 20:02

Mistress Pegging Crossdresser Bailey Wilde - Compilation 4

LoyalFans 2 months ago

Sissy Daisy Gives TS Bailey Wilde Blowjob

Sissy Daisy Gives TS Bailey Wilde Blowjob

LoyalFans 2 months ago

Trans Cassandra LoveLox Fucking and Getting Fucked

HD 0:10 / 43:23

Trans Cassandra LoveLox Fucking and Getting Fucked

LoyalFans 3 months ago

TS Kelly Quell, TS Valorie Valentina & Jake Grand Threeway

HD 0:10 / 23:12

TS Kelly Quell, TS Valorie Valentina & Jake Grand Threeway

LoyalFans 3 months ago

My feet are made for your pleasure

HD 0:10 / 12:32

My feet are made for your pleasure

LoyalFans 2 months ago

HOT Blonde Crossdresser in Pink Chastity Fucked

HOT Blonde Crossdresser in Pink Chastity Fucked

Clips4sale 5 months ago

720P Halloween Maid Dress Up And Pegging: Crossdressing Encouragement and POV-Strapon

HD 0:59 / 11:33

720P Halloween Maid Dress Up And Pegging: Crossdressing Encouragement and POV-Strapon

Clips4sale 11 months ago

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 33

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 33

APClips 3 months ago

Sissy Maid Service Training Made To Crossdress Men Following Orders Sissification of my House Slave

Sissy Maid Service Training Made To Crossdress Men Following Orders Sissification of my House Slave

LoyalFans 3 months ago

Getting in the mood

Getting in the mood

XHamster 9 months ago

4K - Meow Girl's Thick Dose of Horny Girl Cock Milk

4K 0:08 / 28:36

4K - Meow Girl's Thick Dose of Horny Girl Cock Milk

Clips4sale 8 months ago

Dress My Dolly

Clips4sale 2 years ago

ADVANCED SISSY DOLL MIND MELT - Sissy Training [Doll] [Sissy Doll] [Sissification] [Human Doll] [Sissy Bimbo] [Doll Training] [Sissification] [Doll Transformation]

ADVANCED SISSY DOLL MIND MELT - Sissy Training [Doll] [Sissy Doll] [Sissification] [Human Doll] [Sissy Bimbo] [Doll Training] [Sissification] [Doll Transformation]

Clips4sale 2 years ago

SILLY VOYEUR PEEPING TOM SISSIFIED - Femdom Brat Turned You Into A Sissy For Peeping Her Wearing Pantyhose And In The Shower

SILLY VOYEUR PEEPING TOM SISSIFIED - Femdom Brat Turned You Into A Sissy For Peeping Her Wearing Pantyhose And In The Shower

Clips4sale 1 year ago

Sensual Sissy Worship mp4

Sensual Sissy Worship mp4

Clips4sale 2 years ago

LOST INSIDE A HORNY GIANTESS - Erotic Giantess Mesmerize

LOST INSIDE A HORNY GIANTESS - Erotic Giantess Mesmerize

Clips4sale 2 years ago

TRAPPED IN DENIAL WITH ANAL ORGASM - Anal Masturbation Training [Tease] [Denial] [Anal] [Butt Play]

TRAPPED IN DENIAL WITH ANAL ORGASM - Anal Masturbation Training [Tease] [Denial] [Anal] [Butt Play]

Clips4sale 2 years ago

CLOSET SISSY TRAINING - Sissification Mesmerize [Sissies] [Sissified] [Closet] [Closet Sissy] [Starting Out Your Sissification Training From The Closet]

CLOSET SISSY TRAINING - Sissification Mesmerize [Sissies] [Sissified] [Closet] [Closet Sissy] [Starting Out Your Sissification Training From The Closet]

Clips4sale 2 years ago

CAUGHT WEARING THONG - Exposed Sissy Fantasy, Sissification Mind Fuck

CAUGHT WEARING THONG - Exposed Sissy Fantasy, Sissification Mind Fuck

Clips4sale 2 years ago

CUM SLUT TRAINING MIND FUCK - Sissy Slut Training

CUM SLUT TRAINING MIND FUCK - Sissy Slut Training

Clips4sale 1 year ago

Mature Crossdresser Deepthroating Dick - Compilation 3

Mature Crossdresser Deepthroating Dick - Compilation 3

XHamster 1 year ago

Spider Seductress Swallows You Whole - Extreme Erotic Vore Mind Melt

Spider Seductress Swallows You Whole - Extreme Erotic Vore Mind Melt

Clips4sale 2 years ago

QUEENING IN DIAPERS - Diapered Facesitting, Mean Stepmom Sits On Your face Smothering You With Diapers

QUEENING IN DIAPERS - Diapered Facesitting, Mean Stepmom Sits On Your face Smothering You With Diapers

Clips4sale 2 years ago

INTENSE EROTIC FUTANARI TRANSFORMATION - Futa Fantasy, Futanari Fantasy, Futanari Cumshots

INTENSE EROTIC FUTANARI TRANSFORMATION - Futa Fantasy, Futanari Fantasy, Futanari Cumshots

Clips4sale 1 year ago

Beta Bitch Training -Lesson 4

Beta Bitch Training -Lesson 4

Clips4sale 1 year ago

pink carpark and ride sissy. sissy is left tied up in the car on a carpark and left while mistress goes shopping then he gets to cum

pink carpark and ride sissy. sissy is left tied up in the car on a carpark and left while mistress goes shopping then he gets to cum

Clips4sale 1 year ago

HOTWIFE ULTIMATUM, BE A SISSY MAID OR DIVORCE - Sissy Maid Training [Programmed To Be A Sissymaid] [Sissy] [French Maids] [Maid Training] [Sissymaid] [Sissy Training] [Maid] [Sissy Servants] [Divorce] [Husband] [Sissy Husband] [Hotwife]

HOTWIFE ULTIMATUM, BE A SISSY MAID OR DIVORCE - Sissy Maid Training [Programmed To Be A Sissymaid] [Sissy] [French Maids] [Maid Training] [Sissymaid] [Sissy Training] [Maid] [Sissy Servants] [Divorce] [Husband] [Sissy Husband] [Hotwife]

Clips4sale 2 years ago

8K - Ichigo Femboy Pervert Panties Sucking + Cum Swallowing Play ~Ichigo x Strawberry Festival~

4K 0:20 / 36:02

8K - Ichigo Femboy Pervert Panties Sucking + Cum Swallowing Play ~Ichigo x Strawberry Festival~

Clips4sale 8 months ago

Femboy Simulator 2

Femboy Simulator 2

Clips4sale 10 months ago

BIG ASS Trans Latina Sucking and Getting Fucked Compilation 3

Premium 4K 20:01

BIG ASS Trans Latina Sucking and Getting Fucked Compilation 3

Clips4sale 3 months ago

REALLY SEXY Crossdresser Riding Strap On *EXCLUSIVE*

REALLY SEXY Crossdresser Riding Strap On *EXCLUSIVE*

LoyalFans 2 months ago

Trans Becki Bottomz Fucks Sucks Jake Grand

Premium HD 18:38

Trans Becki Bottomz Fucks Sucks Jake Grand

Clips4sale 3 months ago

Sissification in Order to Be Hired (Full Movie)

66% HD 0:10 / 43:31

Sissification in Order to Be Hired (Full Movie)

LoyalFans 2 months ago

Crossdresser Fucked by Long Dildo *EXCLUSIVE*

HD 0:10 / 17:54

Crossdresser Fucked by Long Dildo *EXCLUSIVE*

LoyalFans 2 months ago

Influence Indiansissychubby Ready to Explore Her Kink

Influence Indiansissychubby Ready to Explore Her Kink

XHamster 2 months ago

Sissy Chastity Anal Compilation *EXCLUSIVE*

HD 0:10 / 25:35

Sissy Chastity Anal Compilation *EXCLUSIVE*

LoyalFans 2 months ago

Mistress Pegging Crossdresser Bailey Wilde - Compilation 15

HD 0:10 / 20:02

Mistress Pegging Crossdresser Bailey Wilde - Compilation 15

LoyalFans 2 months ago

Mistress Pegging Crossdresser Bailey Wilde - Compilation 3

HD 0:10 / 20:00

Mistress Pegging Crossdresser Bailey Wilde - Compilation 3

LoyalFans 2 months ago

Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 1

HD 0:10 / 20:00

Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 1

LoyalFans 2 months ago

Black Rubberdoll ins ready

Black Rubberdoll ins ready

Clips4sale 6 months ago

Sign The Bimbo Doll Contract – Permanent Transformation

Sign The Bimbo Doll Contract – Permanent Transformation

Clips4sale 5 months ago

Sissy Mila CBT FULL MOV

Sissy Mila CBT FULL MOV

Clips4sale 5 months ago

Current Events: What is Bimbofication?

HD 0:10 / 14:18

Current Events: What is Bimbofication?

LoyalFans 6 months ago

Mature Crossdresser Deepthroating Dick - Compilation 6

Mature Crossdresser Deepthroating Dick - Compilation 6

XHamster 6 months ago

Sissy Store Sales Girl

HD 0:12 / 15:13

Sissy Store Sales Girl

IWantClips 2 years ago

I customize my sissy

I customize my sissy

Clips4sale 5 months ago

CD Double Cum after Gaping with Bam & Great American Challenge

CD Double Cum after Gaping with Bam & Great American Challenge

Clips4sale 5 months ago

Threesome but You Are the Girl!

Threesome but You Are the Girl!

XHamster 7 months ago

Femboy Self bondage in the unfinished corridor full of dust on the floor

Femboy Self bondage in the unfinished corridor full of dust on the floor

Clips4sale 5 months ago

Jaz Grace fucks herself with toy

Jaz Grace fucks herself with toy

AShemaleTube 5 months ago

Carnival of Kinks - Slut Tammy's turn, Pegged and A2M (SD)

Carnival of Kinks - Slut Tammy's turn, Pegged and A2M (SD)

Clips4sale 5 months ago

Diapers and Debts

Diapers and Debts

Clips4sale 8 months ago

Panty Modeling - Femdom Goddess Crossdressing Humiliation

Premium HD 10:37

Panty Modeling - Femdom Goddess Crossdressing Humiliation

Clips4sale 3 months ago

Playing with my lady dick

Playing with my lady dick

XHamster 8 months ago

ADVANCED SISSY TRAINING BETA - Sissy Programming, Sissification

ADVANCED SISSY TRAINING BETA - Sissy Programming, Sissification

Clips4sale 2 years ago

DIAPER AS BONDAGE - Diaper And Bondage, ABDL Sissy Mind Fuck

57% 0:30 / 30:33

DIAPER AS BONDAGE - Diaper And Bondage, ABDL Sissy Mind Fuck

Clips4sale 2 years ago

I can handle 2 at once

I can handle 2 at once

XHamster 8 months ago

FEMININE FACE MAGICAL TRANSFORMATION - Male To Female Transformation [Sissy Training] [Feminine Face] [Sissy Face] [MTF] [Male To Female] [Femme] [Feminine Training]

FEMININE FACE MAGICAL TRANSFORMATION - Male To Female Transformation [Sissy Training] [Feminine Face] [Sissy Face] [MTF] [Male To Female] [Femme] [Feminine Training]

Clips4sale 2 years ago

Heteroflexible K solo V127: thin fit muscular vascular hung older afternoon masturbation

Heteroflexible K solo V127: thin fit muscular vascular hung older afternoon masturbation

Clips4sale 4 years ago

Heteroflexible K solo V114: thin fit muscular hung older kitchen kink potato chip bag clip cbt

Heteroflexible K solo V114: thin fit muscular hung older kitchen kink potato chip bag clip cbt

Clips4sale 4 years ago

Bratty Sub Shaved & Feminised AUDIO ONLY

Bratty Sub Shaved & Feminised AUDIO ONLY

Clips4sale 4 years ago

Lacy Lottery Life (1080 HD)

Lacy Lottery Life (1080 HD)

Clips4sale 3 years ago

Heteroflexible K solo V199: thin slim fit muscular vascular hung older jerking to magazine porn

Heteroflexible K solo V199: thin slim fit muscular vascular hung older jerking to magazine porn

Clips4sale 3 years ago

TURBANA SHOWS HOW TO DO A HANDJOB - PART 2

TURBANA SHOWS HOW TO DO A HANDJOB - PART 2

Clips4sale 3 years ago

Sissy Stroke Along

Sissy Stroke Along

Clips4sale 3 years ago

Trans-Woman Valerie Romps Herself with a 7 Inch Plaything - Total Movie on OnlyFans

Trans-Woman Valerie Romps Herself with a 7 Inch Plaything - Total Movie on OnlyFans

KeekAss 3 years ago

12 DAYS OF GAY-MAS! DAY 7

12 DAYS OF GAY-MAS! DAY 7

Clips4sale 3 years ago

POINT OF VIEW Femboy Yelling And Edging Her Humungous Beef Whistle In Underpants To A Huge Pop-Shot

POINT OF VIEW Femboy Yelling And Edging Her Humungous Beef Whistle In Underpants To A Huge Pop-Shot

TrannyGem 3 years ago

12 DAYS OF GAY-MAS! DAY 10

4K 0:25 / 13:01

12 DAYS OF GAY-MAS! DAY 10

Clips4sale 3 years ago

Torn Up Santa Chick Hu-tao Genshin Influence, Deep Throat cowgirl part.six

Torn Up Santa Chick Hu-tao Genshin Influence, Deep Throat cowgirl part.six

KeekAss 3 years ago

Cum with me

XHamster 3 years ago

Heteroflexible K solo V80: thin fit muscular hung older twunk fucking vibrator

Heteroflexible K solo V80: thin fit muscular hung older twunk fucking vibrator

Clips4sale 4 years ago

Heteroflexible K crossdressing 64: slender fit older hung transvestite cute shorts and top

Heteroflexible K crossdressing 64: slender fit older hung transvestite cute shorts and top

Clips4sale 4 years ago

Heteroflexible K crossdressing 63: slender fit older hung transvestite man in panties moment

Heteroflexible K crossdressing 63: slender fit older hung transvestite man in panties moment

Clips4sale 4 years ago

Heteroflexible K crossdressing 80: slender fit older hung transvestite ride black dildo in skirt

Heteroflexible K crossdressing 80: slender fit older hung transvestite ride black dildo in skirt

Clips4sale 4 years ago

Heteroflexible K crossdressing 98: slender fit older hung transvestite boots and skirt

Heteroflexible K crossdressing 98: slender fit older hung transvestite boots and skirt

Clips4sale 4 years ago

Heteroflexible K solo V138: thin slim fit muscular vascular hung older fan request top no bottom masturbation

HD 0:11 / 11:14

Heteroflexible K solo V138: thin slim fit muscular vascular hung older fan request top no bottom masturbation

Clips4sale 4 years ago

Heteroflexible K solo V162: thin slim fit muscular vascular hung older citrus juicer odd anal insertion

Heteroflexible K solo V162: thin slim fit muscular vascular hung older citrus juicer odd anal insertion

Clips4sale 4 years ago

Heteroflexible K solo V182: thin slim fit muscular vascular hung older in the car before the library opens

Heteroflexible K solo V182: thin slim fit muscular vascular hung older in the car before the library opens

Clips4sale 3 years ago

Sissy Task Of The Day #4

Sissy Task Of The Day #4

Clips4sale 4 years ago

Juggsy X Cup Doll Collection #2

Juggsy X Cup Doll Collection #2

XHamster 3 years ago

Playful sissy fox Annarios

Playful sissy fox Annarios

XHamster 3 years ago

SELF ASS SPANKING Hot Blonde Housewife Ladyboy Kitty Crossdresser Sissy Shemale Cosplayer Influencer model

SELF ASS SPANKING Hot Blonde Housewife Ladyboy Kitty Crossdresser Sissy Shemale Cosplayer Influencer model

XHamster 3 years ago

A drill after workout in the morning

A drill after workout in the morning

TrannyGem 3 years ago

Double Masked Doll Cums

HD 0:21 / 10:28

Double Masked Doll Cums

Clips4sale 3 years ago

Hot CD PMV

Clips4sale 3 years ago

Fucking Hot Trans Woman in Bathroom

Fucking Hot Trans Woman in Bathroom

XHamster 3 years ago

Solo CD Mindfuck PMV

Solo CD Mindfuck PMV

Clips4sale 3 years ago

Crossdresser Looking In Mirror (Loop)

Crossdresser Looking In Mirror (Loop)

XHamster 5 years ago

Lets see if you can pleasure my crossdresser friend - Miss Honour May - MP4 SD

Premium HD 11:00

Lets see if you can pleasure my crossdresser friend - Miss Honour May - MP4 SD

Clips4sale 4 years ago

Heteroflexible K solo anal 14: slim fit older muscular twunk odd glass anal insertion Galelio thermometer

Heteroflexible K solo anal 14: slim fit older muscular twunk odd glass anal insertion Galelio thermometer

Clips4sale 4 years ago

solo cbt 16 - hung solo amateur cbt unlock my cum shot 4

60% 0:11 / 14:57

solo cbt 16 - hung solo amateur cbt unlock my cum shot 4

Clips4sale 4 years ago

Pink Dreams - Face Only (1080 HD)

HD 0:11 / 22:03

Pink Dreams - Face Only (1080 HD)

Clips4sale 4 years ago

Heteroflexible K naked outside 17: public nudity outdoor naked outside expose flashing

Heteroflexible K naked outside 17: public nudity outdoor naked outside expose flashing

Clips4sale 4 years ago

Heteroflexible K crossdressing 50: slender fit older hung twunk transvestite dress salt shaker anal

Heteroflexible K crossdressing 50: slender fit older hung twunk transvestite dress salt shaker anal

Clips4sale 4 years ago

Big Cock in Little Hands Doing Orgasm

Big Cock in Little Hands Doing Orgasm

XHamster 4 years ago

Heteroflexible K solo V96: thin fit muscular hung older twunk hotel vending area masturbation

Heteroflexible K solo V96: thin fit muscular hung older twunk hotel vending area masturbation

Clips4sale 4 years ago

I_LOVE_ME 37-27 CD Hardcore Anal Sex Pt 1 FM & Dildo Riding

4K 0:29 / 53:23

I_LOVE_ME 37-27 CD Hardcore Anal Sex Pt 1 FM & Dildo Riding

Clips4sale 4 years ago

Heteroflexible K solo V95: thin fit muscular hung older twunk the view from the bottom

Heteroflexible K solo V95: thin fit muscular hung older twunk the view from the bottom

Clips4sale 4 years ago

Heteroflexible K solo V98: thin fit muscular hung older twunk POV masturbation

HD 0:11 / 11:22

Heteroflexible K solo V98: thin fit muscular hung older twunk POV masturbation

Clips4sale 4 years ago

Heteroflexible K solo V117: thin fit muscular hung older twunk whack a hole anal play

Heteroflexible K solo V117: thin fit muscular hung older twunk whack a hole anal play

Clips4sale 4 years ago

scar fetish - fourth post surgery masturbation withOUT bandages

scar fetish - fourth post surgery masturbation withOUT bandages

Clips4sale 4 years ago

Be a bimbo

61% 0:15 / 7:16

Clips4sale 4 years ago

GOOD LIL DICKSUCKER"

GOOD LIL DICKSUCKER"

XHamster 4 years ago

12 DAYS OF GAY-MAS! DAY 9

4K 0:25 / 12:27

12 DAYS OF GAY-MAS! DAY 9

Clips4sale 3 years ago

Let see if you can pleasure my crossdresser friend - Miss Honour May - MP4 SD

Let see if you can pleasure my crossdresser friend - Miss Honour May - MP4 SD

Clips4sale 3 years ago

12 DAYS OF GAY-MAS! DAY 2

4K 0:25 / 10:21

12 DAYS OF GAY-MAS! DAY 2

Clips4sale 3 years ago

Sissy Slut Skills

Sissy Slut Skills

Clips4sale 3 years ago

Post-Work Relaxation Must Be Properly Exhausted.

Post-Work Relaxation Must Be Properly Exhausted.

XHamster 4 years ago

So Excited to Create

So Excited to Create

XHamster 4 years ago

29 30 31 32 33

5,595 results found

Related searches

Narrow your search

crossdressing bbc crossdressing mature crossdressing gangbang crossdressing compilation crossdressing orgy crossdressing creampie crossdressing asian caught crossdressing crossdressing teen 18+ crossdressing threesome crossdressing solo crossdressing husband crossdressing blowjob amateur crossdressing crossdressing outdoor crossdressing webcam

Models

Model Galore - The biggest XXX collection of the newest and the best porn videos of your favorite models. The #1 place for fans of adult content creators!

Parents

Modelgalore.com uses the “Restricted To Adults” (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2026 Modelgalore.com. All rights reserved.

© 2026 Modelgalore.com. All rights reserved.