Crossdressing (2,478)

wife makes you her MTF sissy slut camwhore & lesbian lover

50% HD 0:10 / 17:29

wife makes you her MTF sissy slut camwhore & lesbian lover

LoyalFans 1 year ago

Over the Knee Spanks and Milking

HD 0:10 / 22:55

Over the Knee Spanks and Milking

LoyalFans 3 months ago

SISSY TRAINING ON MY BBC

50% 4K 0:28 / 26:26

SISSY TRAINING ON MY BBC

Clips4sale 1 year ago

Queen Melanin Power Pegging Returns Full Clip

Queen Melanin Power Pegging Returns Full Clip

LoyalFans 1 year ago

Step-Mommy's Naughty Sissy

HD 0:10 / 11:16

Step-Mommy's Naughty Sissy

LoyalFans 2 years ago

DESTINED TO BE A SISSY

HD 0:10 / 11:58

DESTINED TO BE A SISSY

LoyalFans 1 year ago

7 Mini Skirts

65% HD 0:10 / 8:32

LoyalFans 2 years ago

YOU’RE NOT GAY - YOU JUST LOVE DICK

YOU’RE NOT GAY - YOU JUST LOVE DICK

LoyalFans 2 years ago

Live Cam Replay N° 20 - Feminization & Pegging

HD 0:10 / 34:58

Live Cam Replay N° 20 - Feminization & Pegging

LoyalFans 1 year ago

Exploring Every Curve- A Detailed Body Tour

Exploring Every Curve- A Detailed Body Tour

LoyalFans 5 days ago

Homemade video onlyfans compilation fuck with femboy and muscle men

Homemade video onlyfans compilation fuck with femboy and muscle men

BoyFriendTV 8 months ago

You Asked For It Peaches

65% HD 0:10 / 8:55

You Asked For It Peaches

LoyalFans 2 years ago

the feminized bitch in stockings wants to cum in his panties. sissy in the chastity belt.

63% HD 0:30 / 15:32

the feminized bitch in stockings wants to cum in his panties. sissy in the chastity belt.

PornBox 3 years ago

Amuse Me Dildo Cum Slut

HD 0:10 / 13:02

Amuse Me Dildo Cum Slut

LoyalFans 2 years ago

TELL HER

62% HD 0:10 / 17:53

LoyalFans 2 years ago

We Like You Better as a Girl

Premium 52% 10:54

We Like You Better as a Girl

APClips 1 year ago

Queen Melanin Pegging Returns Part 2

Queen Melanin Pegging Returns Part 2

LoyalFans 1 year ago

THE 4 STEPS TO A SISSYGASM

THE 4 STEPS TO A SISSYGASM

LoyalFans 1 year ago

How Deep Is Your Love? 2/2

Premium 48% 11:04

How Deep Is Your Love? 2/2

APClips 1 year ago

the first pegging for a guy in a chastity belt. loss of anal virginity.

the first pegging for a guy in a chastity belt. loss of anal virginity.

SukaPorn 2 years ago

Sissy Boyfriend Found Out and Pegged

53% HD 0:10 / 18:38

Sissy Boyfriend Found Out and Pegged

LoyalFans 2 years ago

Queen Melanin Takes the Strapon to Hoodbitch

61% HD 0:10 / 10:11

Queen Melanin Takes the Strapon to Hoodbitch

LoyalFans 4 months ago

BE ASHAMED FAGGOT

65% HD 0:10 / 11:26

BE ASHAMED FAGGOT

LoyalFans 2 years ago

Sissy Body Switch

56% HD 0:10 / 14:55

Sissy Body Switch

LoyalFans 3 years ago

Hot Blonde Femboy Fucked Missionary

Hot Blonde Femboy Fucked Missionary

xHamster 1 year ago

2 new slaves ready for training part 1 - full fist ahead

Premium 70% 8:34

2 new slaves ready for training part 1 - full fist ahead

APClips 1 year ago

Losing Bets Till Ur Cucked

54% HD 0:10 / 7:30

Losing Bets Till Ur Cucked

LoyalFans 2 years ago

Asian Crossdresser Fucking Machine: school uniform Part 1

Asian Crossdresser Fucking Machine: school uniform Part 1

xHamster 3 years ago

Sick Slaves Need Cruel Nurses 3/3

Premium 50% 10:05

Sick Slaves Need Cruel Nurses 3/3

APClips 1 year ago

best extreme anal stretching. bisexual hubby in chastity belt as he gets fucked by mistress!

49% HD 0:30 / 19:20

best extreme anal stretching. bisexual hubby in chastity belt as he gets fucked by mistress!

PornBox 3 years ago

Cute Blonde Braided Femboy Dirty Talking and Playing with Ass

55% HD 0:39 / 5:56

Cute Blonde Braided Femboy Dirty Talking and Playing with Ass

FapHouse 1 year ago

If you feel like a woman, I will help you feminize and yes, my lover will fuck you in your hole too 16 min

55% 0:30 / 16:55

If you feel like a woman, I will help you feminize and yes, my lover will fuck you in your hole too 16 min

Clips4sale 1 year ago

Sissy Slut Fun With Stepmom

Premium 46% 16:10

Sissy Slut Fun With Stepmom

APClips 1 year ago

Slutty Femboy enjoys big banana from behind :3

Slutty Femboy enjoys big banana from behind :3

xHamster 3 years ago

THIS SISSY SLUT'S ANAL IS READY FOR TWO DILDO PENETRATION IN IT. Femdom Pegging Chastity

Premium HD 4:41

THIS SISSY SLUT'S ANAL IS READY FOR TWO DILDO PENETRATION IN IT. Femdom Pegging Chastity

Sheer 3 years ago

Suck Buttfuck And Crossdressing Onlyfans Compilation

Suck Buttfuck And Crossdressing Onlyfans Compilation

5Gays 10 months ago

Becoming My Sissy Slave

61% HD 0:10 / 1:01:26

Becoming My Sissy Slave

LoyalFans 1 year ago

Sticking Dildo in Open Ass

Sticking Dildo in Open Ass

FapHouse 1 month ago

Hot Goth Crossdressers Fucking

Hot Goth Crossdressers Fucking

xHamster 1 year ago

the service of the goddess. licking shoes. femdom pussy eats. lick my pussy after pissing.

the service of the goddess. licking shoes. femdom pussy eats. lick my pussy after pissing.

PissVids 3 years ago

Sissy Boyfriend Found Out and Pegged - 4k

72% 4K 0:20 / 18:37

Sissy Boyfriend Found Out and Pegged - 4k

Clips4sale 3 years ago

Your Clitty Belongs In Panties

Your Clitty Belongs In Panties

LoyalFans 3 years ago

Your Most Humiliating Orgasm Yet (FULL HD)

56% HD 1:00 / 37:33

Your Most Humiliating Orgasm Yet (FULL HD)

Clips4sale 2 years ago

LOOK YOUR ANAL HOLE CAN TAKE TWO DILDOS ALREADY. LET I STRETCH HER EVEN MORE WITH A MONSTER DILDO

Premium HD 4:11

LOOK YOUR ANAL HOLE CAN TAKE TWO DILDOS ALREADY. LET I STRETCH HER EVEN MORE WITH A MONSTER DILDO

Sheer 3 years ago

Hot Tub Domination - 720HD

67% 0:14 / 8:31

Hot Tub Domination - 720HD

Clips4sale 3 years ago

the milking of a guy cock after a hard anal fuck. let me have your sperm here

the milking of a guy cock after a hard anal fuck. let me have your sperm here

SukaPorn 2 years ago

Satin Sissy Creampie

Premium 57% 18:20

Satin Sissy Creampie

APClips 10 months ago

Mistress Jewell's Bound Hooker pt2

66% HD 0:10 / 12:50

Mistress Jewell's Bound Hooker pt2

LoyalFans 2 years ago

How Deep Is Your Love? 1/2

Premium 63% 9:04

How Deep Is Your Love? 1/2

APClips 1 year ago

SISSY PRISON Part 2 *wmv*

65% 4K 0:41 / 16:05

SISSY PRISON Part 2 *wmv*

Clips4sale 2 months ago

crazy anal fuck. fisting and pegging hubby in chastity belt

crazy anal fuck. fisting and pegging hubby in chastity belt

PornBox 3 years ago

SURPRISE. I NEED YOUR MOUTH. PISSING IN MOUTH FIRST TIME. lick my pussy.

Premium HD 11:22

SURPRISE. I NEED YOUR MOUTH. PISSING IN MOUTH FIRST TIME. lick my pussy.

Sheer 3 years ago

Submissive Husband in Panties Deepthroats and Takes Massive Black Cock (SUB ENG 1080) BBC - ANAL - DEGRADATION

HD 0:29 / 24:13

Submissive Husband in Panties Deepthroats and Takes Massive Black Cock (SUB ENG 1080) BBC - ANAL - DEGRADATION

Clips4sale 2 months ago

Panty Hose Sissy Training

59% 4K 0:30 / 12:14

Panty Hose Sissy Training

Clips4sale 8 months ago

Hose Mailed

LoyalFans 1 year ago

Sissy Slave Demands

4K 0:27 / 18:01

Sissy Slave Demands

Clips4sale 5 months ago

Double Locked Sissy - Star Nine

Premium 44% 21:59

Double Locked Sissy - Star Nine

APClips 1 year ago

The Gentle Domme-Feminized to Suck and Get Fucked-Feminization-Panties-Makeup-Cocksucking-Encouraged Bi-Crossdressing

57% 0:30 / 10:03

The Gentle Domme-Feminized to Suck and Get Fucked-Feminization-Panties-Makeup-Cocksucking-Encouraged Bi-Crossdressing

Clips4sale 1 year ago

Bound Bimbo: Full Video

HD 0:10 / 26:05

Bound Bimbo: Full Video

LoyalFans 3 years ago

The Fuck-Mare Training

Premium 39% 8:16

The Fuck-Mare Training

APClips 1 year ago

Mistress Lady Renee - Making you dress - mp4

71% 0:16 / 14:03

Mistress Lady Renee - Making you dress - mp4

Clips4sale 1 year ago

good dog. come here i will fuck your anal again. mistress training her guy

good dog. come here i will fuck your anal again. mistress training her guy

SukaPorn 2 years ago

SISSY SUBLIMINALS - COCK MESMERIZE

SISSY SUBLIMINALS - COCK MESMERIZE

Clips4sale 1 year ago

Prude Prince Magic Freeze Embarrassment - CUSTOM VIDEO - Julian Jaden - Leo Blue - Richard Lennox - Manpuppy - MP4 1080

HD 0:28 / 17:26

Prude Prince Magic Freeze Embarrassment - CUSTOM VIDEO - Julian Jaden - Leo Blue - Richard Lennox - Manpuppy - MP4 1080

Clips4sale 3 years ago

I Can't Believe I'm Babysitting a Virgin (FULL HD)

46% HD 0:55 / 18:15

I Can't Believe I'm Babysitting a Virgin (FULL HD)

Clips4sale 2 years ago

Verbal Daddy Helps me Train my hole

Verbal Daddy Helps me Train my hole

xHamster 1 year ago

Double Locked Sissy - Star Nine Mobile

35% 0:13 / 21:59

Double Locked Sissy - Star Nine Mobile

Clips4sale 2 years ago

Brianna Kelly Feet Candid #11 Oily Soles Ignore

Brianna Kelly Feet Candid #11 Oily Soles Ignore

Clips4sale 3 years ago

Double Locked Sissy - Star Nine

40% 0:13 / 21:59

Double Locked Sissy - Star Nine

Clips4sale 2 years ago

EXPOSING BBC FAGGOT CHRISTOPHER

51% HD 0:10 / 26:44

EXPOSING BBC FAGGOT CHRISTOPHER

LoyalFans 2 years ago

💖🌸April's Sissy Program - VIDEO 5 Dildo Training 🌸💖

💖🌸April's Sissy Program - VIDEO 5 Dildo Training 🌸💖

LoyalFans 1 year ago

Lost Another Bet?

Lost Another Bet?

LoyalFans 1 year ago

Chastity Twink Fingering the Pee Out of Myself!

Chastity Twink Fingering the Pee Out of Myself!

xHamster 10 months ago

Femboy to sexy sissy transformation with makeup and wig

52% HD 0:30 / 22:16

Femboy to sexy sissy transformation with makeup and wig

Clips4sale 1 year ago

Sissy Nipple Slut Gets Used STRAPON PEGGING - 4K

4K 0:25 / 16:28

Sissy Nipple Slut Gets Used STRAPON PEGGING - 4K

Clips4sale 6 months ago

Ai Salon Sucker

Ai Salon Sucker

Clips4sale 2 years ago

Closet Faggot Dirty Talk

46% HD 0:11 / 6:35

Closet Faggot Dirty Talk

Clips4sale 3 years ago

you deserve to be filled with piss. open your mouth i pee in it.

57% HD 0:29 / 9:49

you deserve to be filled with piss. open your mouth i pee in it.

PornBox 3 years ago

GAY FOR PAY

Clips4sale 2 years ago

Prude Prince Magic Control Embarrassment - CUSTOM VIDEO - Julian Jaden - Leo Blue - Richard Lennox - Manpuppy - WMV 720

65% HD 0:28 / 17:26

Prude Prince Magic Control Embarrassment - CUSTOM VIDEO - Julian Jaden - Leo Blue - Richard Lennox - Manpuppy - WMV 720

Clips4sale 2 years ago

Hooked on the Look 1/2 - Dressed like a Sissybitch, spanked like a Whore

Premium 63% 7:29

Hooked on the Look 1/2 - Dressed like a Sissybitch, spanked like a Whore

APClips 1 year ago

Witch gender transformation sissification (1080p mp4)

42% HD 0:11 / 22:37

Witch gender transformation sissification (1080p mp4)

Clips4sale 2 years ago

High Heels Shoe Fuck - Femboy having Sex with her plastic shoes wearing sissy latex clothes - Shoejob masturbation

High Heels Shoe Fuck - Femboy having Sex with her plastic shoes wearing sissy latex clothes - Shoejob masturbation

xHamster 6 months ago

More Sissy Slut Fun

Premium 66% 10:16

More Sissy Slut Fun

APClips 1 year ago

Strap On Fuck by the Mistress with the Leathergloves

Premium 60% 6:34

Strap On Fuck by the Mistress with the Leathergloves

APClips 1 year ago

anal training. dominatrix annette fucks and fisting guy s ass

anal training. dominatrix annette fucks and fisting guy s ass

SukaPorn 2 years ago

Witch gender transformation sissification (1080p wmv)

51% HD 0:11 / 22:37

Witch gender transformation sissification (1080p wmv)

Clips4sale 2 years ago

Sissy-Erziehung

65% 0:40 / 32:35

Sissy-Erziehung

Clips4sale 9 months ago

cutesyfemboy 12 inch dildo play onlyfans porn video

cutesyfemboy 12 inch dildo play onlyfans porn video

TransDoe 1 year ago

Sissy Slave For Goddess

4K 0:18 / 12:55

Sissy Slave For Goddess

Clips4sale 7 months ago

“New Year, New Girl” - 2026 Feminization Guide

HD 0:10 / 13:43

“New Year, New Girl” - 2026 Feminization Guide

LoyalFans 4 weeks ago

Serve Me By Starting HRT (REAL Feminization)

Serve Me By Starting HRT (REAL Feminization)

Clips4sale 10 months ago

Evil Step-Aunt Foot Humiliation

53% HD 0:10 / 12:10

Evil Step-Aunt Foot Humiliation

LoyalFans 10 months ago

Submissive Training III

Submissive Training III

Clips4sale 9 months ago

SISSYBRIT COLLECTION

Premium 35% 1:48:32

SISSYBRIT COLLECTION

APClips 1 year ago

Charlie Monaco in: Dorothy it ia time for your Psychiatrist session, and where are your Ruby Slippers!

4K 0:22 / 15:57

Charlie Monaco in: Dorothy it ia time for your Psychiatrist session, and where are your Ruby Slippers!

Clips4sale 1 year ago

Pantyhose Faggot-Fetish Soft Spoken Encouragement & Humiliation Audio Only

Pantyhose Faggot-Fetish Soft Spoken Encouragement & Humiliation Audio Only

Clips4sale 1 year ago

Play with micro penis

Play with micro penis

xHamster 1 year ago

STROKE FAGGOT

51% 4K 0:25 / 12:07

Clips4sale 2 years ago

Discovering My Sissy Step-Nephew 4K

63% 4K 0:30 / 11:33

Discovering My Sissy Step-Nephew 4K

Clips4sale 1 year ago

DESTINED TO BE A SISSY

4K 0:28 / 11:58

DESTINED TO BE A SISSY

Clips4sale 1 year ago

Intro To Sissification

Intro To Sissification

Clips4sale 2 years ago

College Uniform Femboy Cosplay

College Uniform Femboy Cosplay

Clips4sale 10 months ago

Sissy Cuckold Marriage Vol 1&2; Compilation

HD 0:20 / 25:11

Sissy Cuckold Marriage Vol 1&2; Compilation

Clips4sale 2 years ago

Serve Me By Starting HRT (REAL Feminization) [MOV Format]

Serve Me By Starting HRT (REAL Feminization) [MOV Format]

Clips4sale 3 weeks ago

Sissy Cuckold Marriage Vol 1 and 2 (Compilation) 480WMV

HD 0:20 / 25:11

Sissy Cuckold Marriage Vol 1 and 2 (Compilation) 480WMV

Clips4sale 1 year ago

Plapping' machine makes my Sissy squirt in her cage

60% HD 0:10 / 8:26

Plapping' machine makes my Sissy squirt in her cage

LoyalFans 7 months ago

Sissy Slut Panty Thief

50% HD 0:28 / 11:07

Sissy Slut Panty Thief

Clips4sale 10 months ago

Onlyfans Rika Rae Fox - Perfect Girl

Onlyfans Rika Rae Fox - Perfect Girl

YepTube 2 months ago

BBC All Star Gangbang Custom

BBC All Star Gangbang Custom

Clips4sale 2 years ago

Nylon Sissy Slave - Candle Boxxx HDMP4

41% 0:14 / 13:03

Nylon Sissy Slave - Candle Boxxx HDMP4

Clips4sale 2 years ago

Dirty Little Secret

66% HD 0:10 / 10:49

Dirty Little Secret

LoyalFans 2 years ago

Submissive Training II

Submissive Training II

LoyalFans 5 months ago

Miss Whitney Morgan's Closet Slave's Vacation

HD 0:10 / 11:55

Miss Whitney Morgan's Closet Slave's Vacation

LoyalFans 1 year ago

Cum While Getting Fucked

HD 0:10 / 10:30

Cum While Getting Fucked

LoyalFans 2 years ago

Cuckold Husband and His Ass and Lips Kellyaerick

55% HD 0:39 / 2:39

Cuckold Husband and His Ass and Lips Kellyaerick

FapHouse 2 years ago

Faux Fur and Leather: StepDaddy’s Hidden Desire

HD 0:10 / 13:14

Faux Fur and Leather: StepDaddy’s Hidden Desire

LoyalFans 4 months ago

crossdressing, food fetish, gas mask, handjob, blowjob cum on food

HD 0:10 / 10:15

crossdressing, food fetish, gas mask, handjob, blowjob cum on food

LoyalFans 2 years ago

how to make a bisexual cuckold out of a husband chastity belt! only anal fuck!

69% HD 0:30 / 18:18

how to make a bisexual cuckold out of a husband chastity belt! only anal fuck!

PornBox 3 years ago

She's obedient and loves to suck his cock with devotion, making her master enjoy it

She's obedient and loves to suck his cock with devotion, making her master enjoy it

xHamster 1 year ago

1 2 3 4 5

2,478 results found

Narrow your search

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

Models

Models

Legal

Terms of Service Privacy Statement Statement of Responsibility Notice and Action Policy (Link Removal) DMCA / Copyright Acceptable Content Policy Digital Services Act 2257

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.