Dressing (1,594)

Sissy Retreat- The Ultimate Sissy Faggot Training Exercise

HD 0:11 / 16:44

Sissy Retreat- The Ultimate Sissy Faggot Training Exercise

Clips4sale 4 years ago

Sissy Shopping Spree Part 4 Cum Countdown

Sissy Shopping Spree Part 4 Cum Countdown

Clips4sale 4 years ago

Full Gay Experience (SD MP4)

4K 0:30 / 15:50

Full Gay Experience (SD MP4)

Clips4sale 4 years ago

Stepdad Feminize stepson

Stepdad Feminize stepson

Clips4sale 3 years ago

Sissy Blowup Barbie

HD 0:15 / 10:29

Sissy Blowup Barbie

Clips4sale 3 years ago

Danny Parker's Socks and Feet Worshiped

Danny Parker's Socks and Feet Worshiped

Clips4sale 3 years ago

Stroke Your Cock for Syndey and Catboy Rai - 720 MP4

HD 0:25 / 11:26

Stroke Your Cock for Syndey and Catboy Rai - 720 MP4

Clips4sale 3 years ago

Stroke Your Cock for Syndey and Catboy Rai - 720 WMV

HD 0:25 / 11:26

Stroke Your Cock for Syndey and Catboy Rai - 720 WMV

Clips4sale 3 years ago

Nyxon & Scott Phase Two Job Interview HD 720p MP4

HD 0:11 / 11:07

Nyxon & Scott Phase Two Job Interview HD 720p MP4

Clips4sale 3 years ago

my sissy gets fucked in maid dress only fans thustin xh

my sissy gets fucked in maid dress only fans thustin xh

Yeswegays 2 years ago

Gay Latex Hooded Breather Sheath Dress Self-Bondage

Gay Latex Hooded Breather Sheath Dress Self-Bondage

Clips4sale 2 years ago

Fem Boi Training XHD (MP4)

Fem Boi Training XHD (MP4)

Clips4sale 2 years ago

You're My Fucking Property - REMASTERED - Loser Degradation Slave Induction Femdom POV by Miss Faith Rae with Make Me Bi, Exposure Fantasy, Dirty Talk and Sissification - MKV

55% 4K 0:30 / 7:45

You're My Fucking Property - REMASTERED - Loser Degradation Slave Induction Femdom POV by Miss Faith Rae with Make Me Bi, Exposure Fantasy, Dirty Talk and Sissification - MKV

Clips4sale 2 years ago

Unaware to aware giant Builder stepbro ass crush

45% HD 0:11 / 9:14

Unaware to aware giant Builder stepbro ass crush

Clips4sale 2 years ago

EDGEWORTH JOHNSTONE censored closeup cumshot crossdresser full

EDGEWORTH JOHNSTONE censored closeup cumshot crossdresser full

XHamster 2 years ago

Wear the dress and bend over for him - WMV HD 1080p

Wear the dress and bend over for him - WMV HD 1080p

Clips4sale 10 months ago

Male Whore Training

55% HD 0:10 / 13:46

Male Whore Training

LoyalFans 6 months ago

Embrace Your Sluttiness

Embrace Your Sluttiness

LoyalFans 1 year ago

She Doesn't Know You Love COCK

She Doesn't Know You Love COCK

IWantClips 1 year ago

BBC UNIVERSITY PRESENTS: WHITE BOY CHAMPION RECEIVES HIS VERY BBC BOTTOM BOY BITCH REWARDS!

HD 0:25 / 29:28

BBC UNIVERSITY PRESENTS: WHITE BOY CHAMPION RECEIVES HIS VERY BBC BOTTOM BOY BITCH REWARDS!

IWantClips 3 years ago

Guy jerks off in the dressing room in a clothing store (OnlyFans Funnyboy_Ger)

Guy jerks off in the dressing room in a clothing store (OnlyFans Funnyboy_Ger)

GayTube Unknown

Training the Rubber Gimp in Orgasm Control Pt 3 (4k)

Training the Rubber Gimp in Orgasm Control Pt 3 (4k)

XHamster 4 months ago

6 Easy Months as a Sissy for a Date - Roleplay - Sissification - Encouraged Gay

HD 0:10 / 18:50

6 Easy Months as a Sissy for a Date - Roleplay - Sissification - Encouraged Gay

LoyalFans 6 months ago

Gangbanged Sissy Whore

HD 0:10 / 16:42

Gangbanged Sissy Whore

LoyalFans 10 months ago

Miss Hannah Blake and Peggin thee stallion. Ass to mouth pegging GAYS (HD1080p)

HD 0:27 / 14:51

Miss Hannah Blake and Peggin thee stallion. Ass to mouth pegging GAYS (HD1080p)

Clips4sale 10 months ago

Sissyzoned by your crush

Sissyzoned by your crush

Clips4sale 9 months ago

Pedding male ass with lovense domi

Pedding male ass with lovense domi

Clips4sale 2 years ago

Becoming My Sissified Whore

Becoming My Sissified Whore

Clips4sale 2 years ago

Bounce That Ass (Super Slow Motion) skinny cross dressing twink with big butthole in mini skirt and thong uses water to cool down on a hot day

56% 4K 0:59 / 1:14:46

Bounce That Ass (Super Slow Motion) skinny cross dressing twink with big butthole in mini skirt and thong uses water to cool down on a hot day

Clips4sale 3 years ago

KNUCKLE DUSTER ANAL TRAINING (4K)

KNUCKLE DUSTER ANAL TRAINING (4K)

Clips4sale 1 year ago

Sissy Affirmations & Gay Mindwash

Sissy Affirmations & Gay Mindwash

Clips4sale 3 years ago

Sissy Slut Fucktoy

HD 0:16 / 11:14

Sissy Slut Fucktoy

Clips4sale 6 months ago

Sissy boy Jaden is all worked up in his diapers and little pink skirt, but will he be allowed to cum???

Sissy boy Jaden is all worked up in his diapers and little pink skirt, but will he be allowed to cum???

Clips4sale 2 years ago

Suck Cock For Charley

Suck Cock For Charley

LoyalFans 8 months ago

Pegging and humiliating a pathetic gay loser (HD1080p)

HD 0:22 / 10:52

Pegging and humiliating a pathetic gay loser (HD1080p)

Clips4sale 8 months ago

Captured Step-Daddy Foot Domination - Tristan Sweet - Richard Lennox - Manpuppy - MP4 1080 Remaster

Captured Step-Daddy Foot Domination - Tristan Sweet - Richard Lennox - Manpuppy - MP4 1080 Remaster

Clips4sale 7 months ago

The Impatient Giant - Lalo Cortez (custom clip)

HD 0:17 / 10:33

The Impatient Giant - Lalo Cortez (custom clip)

Clips4sale 8 months ago

Gay Rave Sissy Slut - Sissification - Sissy Slut - Female Domination

HD 0:10 / 10:04

Gay Rave Sissy Slut - Sissification - Sissy Slut - Female Domination

LoyalFans 8 months ago

Training You Into a BBC-Only Snowbunny

66% HD 0:30 / 30:01

Training You Into a BBC-Only Snowbunny

Clips4sale 10 months ago

Gay loser gets triple teamed [HD1080p]

HD 0:20 / 14:24

Gay loser gets triple teamed [HD1080p]

Clips4sale 4 days ago

Slut For Men- Making You Download Grindr

Slut For Men- Making You Download Grindr

IWantClips 1 year ago

Best friend came over dressed like this so I had to fuck him(full vid on only fans thustin69)

Best friend came over dressed like this so I had to fuck him(full vid on only fans thustin69)

GayTube Unknown

Maid to My Stud

HD 0:15 / 10:23

Maid to My Stud

IWantClips 6 years ago

Raging Man Servant

Raging Man Servant

IWantClips 1 year ago

Gay Rave Sissy Slut- Sissification- Sissy Slut- Female Domination

59% HD 0:35 / 10:04

Gay Rave Sissy Slut- Sissification- Sissy Slut- Female Domination

IWantClips 8 months ago

Interactive sissy makeover 2- sissification, feminisation, encouraged bi, exposure, slave task trainning, verbal humiliation

HD 0:18 / 18:49

Interactive sissy makeover 2- sissification, feminisation, encouraged bi, exposure, slave task trainning, verbal humiliation

IWantClips 1 year ago

Sissies Serve Real Men

HD 0:19 / 11:09

Sissies Serve Real Men

IWantClips 8 months ago

No Gagging, Only Gaping: ThePrincessLuxy Calibrates your mouth into a Working receptacle with femdom POV humiliation, Gay humiliation and Deep throat

HD 0:10 / 19:04

No Gagging, Only Gaping: ThePrincessLuxy Calibrates your mouth into a Working receptacle with femdom POV humiliation, Gay humiliation and Deep throat

LoyalFans 2 months ago

Crossdressing Sissy Fag Wench Desires a Dad

Crossdressing Sissy Fag Wench Desires a Dad

ShemaleSin 4 months ago

Dirty Sissy Freak

Dirty Sissy Freak

IWantClips 3 years ago

HOT WIFE all dressed up in high heels and lingerie fisting her gay hubbys juicy wet ass!! FitNaughtyCouple on Fansly

HOT WIFE all dressed up in high heels and lingerie fisting her gay hubbys juicy wet ass!! FitNaughtyCouple on Fansly

Itsrealamateurs 2 months ago

Miss Ruby's Gay Faggot Rewiring: Aroma JOI, Brain Melting & Cock Craving Training

HD 0:10 / 14:39

Miss Ruby's Gay Faggot Rewiring: Aroma JOI, Brain Melting & Cock Craving Training

LoyalFans 3 months ago

My New Sissy Pride Princess

HD 0:30 / 11:00

My New Sissy Pride Princess

Clips4sale 2 months ago

I caught you

57% HD 0:11 / 6:49

Clips4sale 4 years ago

Macrophilia - spend the day in giants underwear

Macrophilia - spend the day in giants underwear

Clips4sale 4 years ago

CousinIt

Clips4sale 3 years ago

Super Sensual Encouraged Bi Part 2

HD 0:25 / 17:28

Super Sensual Encouraged Bi Part 2

Clips4sale 4 years ago

Batman's Halloween Domination

Batman's Halloween Domination

Clips4sale 3 years ago

Clean my dress shoes, smell my socks and suck my feet after a long work day

HD 0:19 / 27:18

Clean my dress shoes, smell my socks and suck my feet after a long work day

Clips4sale 2 years ago

PAINFUL BONDAGE for BALLGAGGED ZIGFRID FHD 50fps 1080p

Premium HD 24:27

PAINFUL BONDAGE for BALLGAGGED ZIGFRID FHD 50fps 1080p

Clips4sale 2 years ago

SPA WEEKEND

54% 4K 0:30 / 9:44

Clips4sale 2 years ago

Gay Conversion Confessions (HD1080p)

HD 0:30 / 12:22

Gay Conversion Confessions (HD1080p)

Clips4sale 1 year ago

NEW BLACK PATTERNED

4K 0:30 / 17:37

NEW BLACK PATTERNED

Clips4sale 1 year ago

Sissy Cum with Dildo

Sissy Cum with Dildo

XHamster 1 year ago

Turning Sissy Boyfriend into Tiny Dick Gay Cuck

Turning Sissy Boyfriend into Tiny Dick Gay Cuck

Clips4sale 7 months ago

Will Justice; Punished By The Pigg (Part Two) "Cocksucking Crimefighter Chained & Caged!"

Will Justice; Punished By The Pigg (Part Two) "Cocksucking Crimefighter Chained & Caged!"

Clips4sale 10 months ago

Girlfriend Dresses Her Boyfriend as a Woman to Get Fucked by a Man

55% 0:30 / 15:25

Girlfriend Dresses Her Boyfriend as a Woman to Get Fucked by a Man

Clips4sale 10 months ago

Sissy Encouragement - I Know What You Are

Sissy Encouragement - I Know What You Are

Clips4sale 5 months ago

STRAIGHT JOCK 2 GAY DRONE MINDFUCK

HD 0:30 / 10:31

STRAIGHT JOCK 2 GAY DRONE MINDFUCK

Clips4sale 7 months ago

FAGSLUT 720p

HD 0:25 / 11:53

Clips4sale 8 months ago

Tea Party Picnic Pee Rin And River

HD 0:18 / 12:17

Tea Party Picnic Pee Rin And River

Clips4sale 5 months ago

Glamour Girls Humiliation 249 wmv

Glamour Girls Humiliation 249 wmv

Clips4sale 1 year ago

APOLLO : Sniff Worship Obey Muscle Addiction You Cant Escape

HD 0:20 / 15:22

APOLLO : Sniff Worship Obey Muscle Addiction You Cant Escape

Clips4sale 1 year ago

Sarcastic Praise… For Wearing Girly Things (HD MP4)

4K 0:31 / 15:40

Sarcastic Praise… For Wearing Girly Things (HD MP4)

Clips4sale 1 year ago

Slut For Men - Making You Download Grindr

Slut For Men - Making You Download Grindr

Clips4sale 1 year ago

Broadcast yourself Sissy slut and please a real dicks!

Broadcast yourself Sissy slut and please a real dicks!

Clips4sale 4 years ago

They Raised a Faggot Sissy

HD 0:11 / 10:52

They Raised a Faggot Sissy

Clips4sale 4 years ago

YOU PAY FOR YOUR STEP BRO SPERM! - CHEAP LOSER PRICE

45% 0:58 / 16:07

YOU PAY FOR YOUR STEP BRO SPERM! - CHEAP LOSER PRICE

Clips4sale 5 years ago

Sissy InTraining Program Assignment #4

Sissy InTraining Program Assignment #4

Clips4sale 5 years ago

BBC Turns Straight White Boys Into Sissy Faggots

51% HD 0:25 / 33:03

BBC Turns Straight White Boys Into Sissy Faggots

Clips4sale 3 years ago

Janette A Beautiful Display Of Supremacy WMV

HD 0:57 / 11:11

Janette A Beautiful Display Of Supremacy WMV

Clips4sale 3 years ago

Straight conversion therapy-sheer socks and bulge as tools for male intimacy

Straight conversion therapy-sheer socks and bulge as tools for male intimacy

Clips4sale 1 year ago

DR ALEXA MEGAPACK Encouraged bi Sissy Training

DR ALEXA MEGAPACK Encouraged bi Sissy Training

Clips4sale 11 months ago

Bound In Rubber Bondage For Edging And Ruined Orgasm (4K)

4K 0:20 / 14:21

Bound In Rubber Bondage For Edging And Ruined Orgasm (4K)

Clips4sale 1 year ago

The Perfect Slutty Sissy 720p wmv

The Perfect Slutty Sissy 720p wmv

Clips4sale 4 years ago

WILD FEMME

Clips4sale 5 years ago

Mistress Lady Renee - Learning to suck - wmv

Mistress Lady Renee - Learning to suck - wmv

Clips4sale 4 years ago

Fancy Faggot

Clips4sale 3 years ago

CLEO'S VALENTINE'S FEET JOI

Premium HD 10:47

CLEO'S VALENTINE'S FEET JOI

Clips4sale 4 years ago

Mandy Makes You A Gay Whore For Pay (HD1080 WMV)

HD 0:11 / 10:06

Mandy Makes You A Gay Whore For Pay (HD1080 WMV)

Clips4sale 4 years ago

Latex Doll in Maid Dress and Tight Corset

Latex Doll in Maid Dress and Tight Corset

XHamster 4 years ago

Sissy Training Graduation

HD 0:17 / 17:48

Sissy Training Graduation

Clips4sale 3 years ago

Sissy Task 3: HOLE TRAINING (mp4)

Sissy Task 3: HOLE TRAINING (mp4)

Clips4sale 3 years ago

You secretly fantasise about being dressed in panties and made to suck cock! sissy slut training!

You secretly fantasise about being dressed in panties and made to suck cock! sissy slut training!

Clips4sale 3 years ago

Sissy 249

Clips4sale 3 years ago

Deepthroat And Stroke Game

HD 0:10 / 12:31

Deepthroat And Stroke Game

LoyalFans 3 years ago

BBC Pantyhose

HD 0:10 / 10:13

LoyalFans 3 years ago

Worship Kyaa's Dick

57% HD 0:10 / 10:58

Worship Kyaa's Dick

LoyalFans 3 years ago

Boss making employee kiss and lick DRESS SHOES

Boss making employee kiss and lick DRESS SHOES

Clips4sale 3 years ago

Pantied Plugged Cumslut

Pantied Plugged Cumslut

LoyalFans 3 years ago

It's My Party, All Dicks Cum Inside You

57% 0:11 / 9:50

It's My Party, All Dicks Cum Inside You

Clips4sale 3 years ago

ZEUS LONG TIME BONDAGE AND GAGGED (FHD mp4)

57% 0:32 / 1:01:54

ZEUS LONG TIME BONDAGE AND GAGGED (FHD mp4)

Clips4sale 3 years ago

Stop pretending you like pussy - WMV SD 480p

Stop pretending you like pussy - WMV SD 480p

Clips4sale 2 years ago

Sissy Slut Discipline Training

HD 0:10 / 15:53

Sissy Slut Discipline Training

LoyalFans 1 year ago

Step Gay Dad Series - The Witness - Sinful Seduction

Step Gay Dad Series - The Witness - Sinful Seduction

Clips4sale 1 year ago

Evan's Audition

Evan's Audition

Clips4sale 2 years ago

Hairyartist-pussy Opening

Hairyartist-pussy Opening

FapHouse 1 year ago

Your Wife's New Plan

Your Wife's New Plan

Clips4sale 1 year ago

FOOTJOB AND LOAFERS

57% 4K 0:30 / 13:26

FOOTJOB AND LOAFERS

Clips4sale 1 year ago

Gay as Fuck

Clips4sale 1 year ago

Suck Cock for Your Girlfriend - make me bi, girlfriend experience, lingerie, gentle femdom, and handjob POV - 1080 MP4

Premium HD 10:59

Suck Cock for Your Girlfriend - make me bi, girlfriend experience, lingerie, gentle femdom, and handjob POV - 1080 MP4

Clips4sale 2 years ago

Needing Cuck Clips To Cum

Needing Cuck Clips To Cum

LoyalFans 2 years ago

SIssy Bitch Dream Closet

SIssy Bitch Dream Closet

Clips4sale 2 years ago

Doll yourself up and get ready for Him - WMV HD 1080p

Doll yourself up and get ready for Him - WMV HD 1080p

Clips4sale 2 years ago

I WANT INSIDE YOU mov

I WANT INSIDE YOU mov

Clips4sale 2 years ago

Gay Encouragement: Massage Story (1080p)

Premium HD 13:49

Gay Encouragement: Massage Story (1080p)

Clips4sale 2 years ago

Merry Cockmas

HD 0:15 / 10:20

Clips4sale 2 years ago

Texan Stud Receives His First Edging in Bondage

55% 0:11 / 1:06:08

Texan Stud Receives His First Edging in Bondage

Clips4sale 2 years ago

Cock Sucking and Fucking Seduction with MistressVictoria (CROSSDRESSING ENCOURAGEMENT) (BLOWJOB INSTRUCTIONS) (ANAL SEX) (STRAP ON) (SENSUAL DOMINATION)

39% 0:11 / 17:20

Cock Sucking and Fucking Seduction with MistressVictoria (CROSSDRESSING ENCOURAGEMENT) (BLOWJOB INSTRUCTIONS) (ANAL SEX) (STRAP ON) (SENSUAL DOMINATION)

Clips4sale 3 years ago

Boss Landon Worshiped - Full Video - Extended Cut

HD 0:11 / 52:42

Boss Landon Worshiped - Full Video - Extended Cut

Clips4sale 2 years ago

6 7 8 9 10

1,594 results found

Narrow your search

dressing room cross dressing dressing room voyeur japanese dressing room public dressing room dressing up dressing gown dressing room masturbation dressing room flash lesbian dressing room aletta ocean dressing gianna michaels dressing phoenix marie dressing tanner mayes dressing shay laren dressing alexis may dressing tera patrick dressing jessica lynn dressing britney beth dressing jada stevens dressing

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.