Training (7,736)

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (1440p)

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (1440p)

Clips4sale 6 months ago

Be Wendy Summers's Cockslut

69% 0:11 / 12:54

Be Wendy Summers's Cockslut

Clips4sale 2 years ago

transforming you into a bimbo sissy slut

51% 0:11 / 20:09

transforming you into a bimbo sissy slut

Clips4sale 3 years ago

TRANS SHEMALE FANTASY (ITA)

53% HD 0:10 / 12:24

TRANS SHEMALE FANTASY (ITA)

LoyalFans 1 year ago

Tempted in Damazonia's Garden: Bound & Gaped for a Pegnic feat. TS Jasmine Lotus

70% 0:30 / 19:48

Tempted in Damazonia's Garden: Bound & Gaped for a Pegnic feat. TS Jasmine Lotus

Clips4sale 7 months ago

Rub Your Sissy Clitty for Mistress

63% 0:11 / 7:44

Rub Your Sissy Clitty for Mistress

Clips4sale 2 years ago

Evil SheMale Makes You Cum

48% HD 0:15 / 5:12

Evil SheMale Makes You Cum

Clips4sale 2 years ago

Submissive Training III

Submissive Training III

Clips4sale 10 months ago

slutty trans teen goes balls deep with BBC and cums in cage

58% 4K 0:15 / 11:49

slutty trans teen goes balls deep with BBC and cums in cage

Clips4sale 1 year ago

RubberMask FUR FUCKING MACHINE

61% 0:30 / 12:36

RubberMask FUR FUCKING MACHINE

Clips4sale 1 year ago

Fucking TS Sammy Valentine (MP4)

53% 0:13 / 13:03

Fucking TS Sammy Valentine (MP4)

Clips4sale 1 year ago

Our Perfect Match Nympho Futa + Sissy Slut: FemDomme Taboo Breeding

HD 0:10 / 41:24

Our Perfect Match Nympho Futa + Sissy Slut: FemDomme Taboo Breeding

LoyalFans 3 weeks ago

Diversity Drive (SD MP4)

4K 0:30 / 15:26

Diversity Drive (SD MP4)

Clips4sale 1 year ago

SISSYBOY TIED UP ALONE AT HOME

SISSYBOY TIED UP ALONE AT HOME

Clips4sale 1 month ago

Cage of Cum

Clips4sale 5 months ago

My Step-Sister Made Me A Whore: Anal Rough Sex Petite British Slut Blowjob Training Fucking and Oiled Ass Tease

67% HD 0:55 / 24:48

My Step-Sister Made Me A Whore: Anal Rough Sex Petite British Slut Blowjob Training Fucking and Oiled Ass Tease

Clips4sale 11 months ago

Sissified blowjob training MP4

HD 0:25 / 13:15

Sissified blowjob training MP4

Clips4sale 2 weeks ago

Sissy CEI Suck your Panties Clean SLUT

52% HD 0:28 / 8:48

Sissy CEI Suck your Panties Clean SLUT

Clips4sale 2 years ago

4K - Lusty Shower Vol 24 ~Ichigo x Strawberry Festival~

4K 0:19 / 33:03

4K - Lusty Shower Vol 24 ~Ichigo x Strawberry Festival~

Clips4sale 3 weeks ago

Pretty In Pink (720p)

76% HD 0:30 / 7:43

Pretty In Pink (720p)

Clips4sale 10 months ago

AB023 Beautiful femboy training by sexy Mistress 艾爷被女王调教用粗黑屌抽插爽翻

AB023 Beautiful femboy training by sexy Mistress 艾爷被女王调教用粗黑屌抽插爽翻

aShemaleTube 5 years ago

PLAYING WITH OUR SISSY

HD 0:54 / 19:14

PLAYING WITH OUR SISSY

Clips4sale 4 days ago

Sugarplum Fairy Makes You Gay MP4

64% HD 0:11 / 8:02

Sugarplum Fairy Makes You Gay MP4

Clips4sale 4 years ago

AB006 Sexy fox Mistress training with Kigurumi mask sissy - 高顏值女王调教戴着面具的骚伪娘

AB006 Sexy fox Mistress training with Kigurumi mask sissy - 高顏值女王调教戴着面具的骚伪娘

aShemaleTube 6 years ago

oiled braceface BBC anal ballbusting and chastity cum

61% 4K 0:12 / 11:12

oiled braceface BBC anal ballbusting and chastity cum

Clips4sale 11 months ago

Sissy Spitroasted and filled with cum by BBC & Muscle Mommy

65% 0:34 / 24:39

Sissy Spitroasted and filled with cum by BBC & Muscle Mommy

Clips4sale 11 months ago

It’s Just Curiosity, Right? Confused? Not Anymore

It’s Just Curiosity, Right? Confused? Not Anymore

Clips4sale 2 months ago

Becoming Candy: Permanent Sissy Identity Imprint

HD 0:30 / 42:17

Becoming Candy: Permanent Sissy Identity Imprint

Clips4sale 1 month ago

Romantic BDSM Lesbians Date Night Pussy Worship ft River Enza - 720p MP4

61% 4K 0:32 / 12:12

Romantic BDSM Lesbians Date Night Pussy Worship ft River Enza - 720p MP4

Clips4sale 1 year ago

Sissy, Mistress Will Make You Buy Lingerie

58% 0:11 / 11:07

Sissy, Mistress Will Make You Buy Lingerie

Clips4sale 3 years ago

Pantied Sissy JOI

70% HD 0:10 / 11:55

Pantied Sissy JOI

LoyalFans 9 months ago

Made to Cross Dress by Step-Aunt

HD 0:10 / 10:20

Made to Cross Dress by Step-Aunt

LoyalFans 2 years ago

My New Maid

Clips4sale 3 years ago

Filthy Piggy Butthole - Queer Bunny Babe and Sinn Sage WMV

67% HD 0:19 / 20:25

Filthy Piggy Butthole - Queer Bunny Babe and Sinn Sage WMV

Clips4sale 4 years ago

You Will Dress As A Slutty Maid & Clean The House

HD 0:15 / 19:00

You Will Dress As A Slutty Maid & Clean The House

Clips4sale 6 months ago

Instructional Sissy Slut Training On How To Find and SuckMore Guys

64% 4K 0:27 / 21:54

Instructional Sissy Slut Training On How To Find and SuckMore Guys

Clips4sale 1 year ago

Outmatched

57% 0:28 / 12:58

Clips4sale 3 years ago

Her Slave Uncaged - Chelsea Poe and Sinn Sage Trans Lesbian Domination With BDSM and Strapon Fucking MOBILE

55% HD 0:19 / 32:41

Her Slave Uncaged - Chelsea Poe and Sinn Sage Trans Lesbian Domination With BDSM and Strapon Fucking MOBILE

Clips4sale 4 months ago

Pegging gangbang for naughty students

62% 0:21 / 12:59

Pegging gangbang for naughty students

Clips4sale 3 years ago

Sissy Humiliation Cum Countdown with TS Ria Bentley

66% 4K 0:26 / 8:47

Sissy Humiliation Cum Countdown with TS Ria Bentley

Clips4sale 2 years ago

??X??X??? Halter neck x pleated skirt x stockings

63% 0:30 / 31:52

??X??X??? Halter neck x pleated skirt x stockings

Clips4sale 7 months ago

Pegged and Edged w Giselle Driller Ava Venom

72% 0:20 / 16:07

Pegged and Edged w Giselle Driller Ava Venom

Clips4sale 11 months ago

Shortalls Catgirl Cutie Cosplay Cumming

70% 0:11 / 13:13

Shortalls Catgirl Cutie Cosplay Cumming

Clips4sale 3 years ago

NA055 Two mistress , training slave and riding on his face -双女王-调教奴隶,拘束,剃毛,颜面骑乘,虐屌,惨叫

NA055 Two mistress , training slave and riding on his face -双女王-调教奴隶,拘束,剃毛,颜面骑乘,虐屌,惨叫

aShemaleTube 6 years ago

Sub sucking feet with anal hook in

Sub sucking feet with anal hook in

Clips4sale 2 years ago

Sissy Slut Training with Helena Price pt 1

HD 0:10 / 29:34

Sissy Slut Training with Helena Price pt 1

LoyalFans 2 months ago

Breaking Bunni - Goth FemDom trans Gangbang | OverlordJupiter, Lady Vi, Mistress Celene, Dusti Bunni

Premium HD 30:10

Breaking Bunni - Goth FemDom trans Gangbang | OverlordJupiter, Lady Vi, Mistress Celene, Dusti Bunni

Clips4sale 1 year ago

Goon To Me With A Cock | JOI Worship

58% 0:42 / 8:20

Goon To Me With A Cock | JOI Worship

Clips4sale 7 months ago

Duda Leal and Nara start TS Maid in ballbusting (720 EN-sub)

71% HD 0:46 / 18:36

Duda Leal and Nara start TS Maid in ballbusting (720 EN-sub)

Clips4sale 1 year ago

Dominating My Fuck Doll TS Nikki Lilith - 1080 MP4

59% HD 0:30 / 25:22

Dominating My Fuck Doll TS Nikki Lilith - 1080 MP4

Clips4sale 3 years ago

PANTIES MAKE YOU LEAK

55% 0:09 / 9:58

PANTIES MAKE YOU LEAK

Clips4sale 2 years ago

Sissy Trained w Girl Cock ft Ava Venom

67% HD 0:10 / 20:20

Sissy Trained w Girl Cock ft Ava Venom

LoyalFans 10 months ago

You're a Failure as a Man, Be a Sissy

You're a Failure as a Man, Be a Sissy

Clips4sale 1 year ago

Sissy School Vlog Ballet Class

67% HD 0:26 / 10:49

Sissy School Vlog Ballet Class

Clips4sale 2 years ago

Trans Slut Gets Fucked By Mistress Until She Squirts Cum Into Own Mouth

Trans Slut Gets Fucked By Mistress Until She Squirts Cum Into Own Mouth

xHamster 4 months ago

POV Fuck Machine Anal: Big Booty Trans FtM Takes Three Monster Cocks in a Row - 4k

4K 0:29 / 14:44

POV Fuck Machine Anal: Big Booty Trans FtM Takes Three Monster Cocks in a Row - 4k

Clips4sale 2 years ago

Ryley Rails Cum Compilation Vol 8

65% HD 0:29 / 16:04

Ryley Rails Cum Compilation Vol 8

Clips4sale 4 years ago

The Reluctant Foot Slave (HD)

63% HD 0:30 / 20:50

The Reluctant Foot Slave (HD)

Clips4sale 10 months ago

PLAYTIME WITH LADY LIA

PLAYTIME WITH LADY LIA

Clips4sale 3 years ago

Ts Daniela Marks turns Hex into her Sissy Slut (720p ENG-sub) Trans Woman - Sissy Slut - Sissy Fucking - Trans Blowjob - Trans Cock

62% HD 0:22 / 18:08

Ts Daniela Marks turns Hex into her Sissy Slut (720p ENG-sub) Trans Woman - Sissy Slut - Sissy Fucking - Trans Blowjob - Trans Cock

Clips4sale 8 months ago

GAY TEST. exe Final Stroke Protocol

GAY TEST. exe Final Stroke Protocol

Clips4sale 4 months ago

Gym Sissy Teased by Bella and Lucy

Gym Sissy Teased by Bella and Lucy

Clips4sale 2 years ago

Chastity and Anal Training

72% 0:30 / 20:51

Chastity and Anal Training

Clips4sale 1 year ago

Wife Sissifies You - Sissy Training with Rebelle Hart

50% 0:25 / 16:59

Wife Sissifies You - Sissy Training with Rebelle Hart

Clips4sale 1 year ago

I'll Make You My Perfect Sissy Girlfriend

I'll Make You My Perfect Sissy Girlfriend

Clips4sale 2 years ago

Double Domme SPH JOI Femdom POV Humiliation w Trans Mistress

Double Domme SPH JOI Femdom POV Humiliation w Trans Mistress

Clips4sale 8 months ago

Satin Crossdresser Milked By Zara (WMV)

Satin Crossdresser Milked By Zara (WMV)

Clips4sale 1 year ago

You love my Dirty Cock

51% HD 0:29 / 6:36

You love my Dirty Cock

Clips4sale 1 year ago

FRENCH-AMERICAN BAREBACK ORGY: TRIPLE BLOWJOB, DEEP FISTING AND MESSY CUMSHOT IN DUNGEON

50% 0:30 / 49:55

FRENCH-AMERICAN BAREBACK ORGY: TRIPLE BLOWJOB, DEEP FISTING AND MESSY CUMSHOT IN DUNGEON

Clips4sale 8 months ago

Cum for NO, Loser

Cum for NO, Loser

Clips4sale 5 months ago

CLEANING MISTRESS'S FRIENDS COCK

62% 4K 1:00 / 40:19

CLEANING MISTRESS'S FRIENDS COCK

Clips4sale 1 year ago

FROM DENIAL TO DICK-ADDICTED MESMEWHORE

55% 0:30 / 38:03

FROM DENIAL TO DICK-ADDICTED MESMEWHORE

Clips4sale 2 months ago

The Contract Fucker Part 1 (WMV HD)

70% HD 0:30 / 8:18

The Contract Fucker Part 1 (WMV HD)

Clips4sale 8 months ago

hot trans in fishnets takes multiple BBC creampies and cums

58% HD 0:14 / 8:07

hot trans in fishnets takes multiple BBC creampies and cums

Clips4sale 1 year ago

Dress Up and Get Fucked

Dress Up and Get Fucked

Clips4sale 3 weeks ago

Lina Roselina Teases Sissy Joyce in the Jacuzzi

Lina Roselina Teases Sissy Joyce in the Jacuzzi

Clips4sale 9 months ago

You Won't Cum if You're Not GAY

4K 0:30 / 15:16

You Won't Cum if You're Not GAY

Clips4sale 1 month ago

Take My Girl Cock Fucked By Your Futa Mistress

66% 4K 0:30 / 11:46

Take My Girl Cock Fucked By Your Futa Mistress

Clips4sale 2 months ago

Alexxa Von Hell converts her boytoy into a cum eating slut

64% HD 0:34 / 12:34

Alexxa Von Hell converts her boytoy into a cum eating slut

Clips4sale 2 years ago

Sissy bitch dressed up, wearing a wig and pegged hardcore in his tight hole

Sissy bitch dressed up, wearing a wig and pegged hardcore in his tight hole

xHamster 2 years ago

Dick Drone Reborn: Total Identity Wipe

Dick Drone Reborn: Total Identity Wipe

Clips4sale 2 months ago

practicing my pole dancing skills

practicing my pole dancing skills

Clips4sale 2 years ago

oiled trans in flat chastity fucked with BBC and squirts cum

oiled trans in flat chastity fucked with BBC and squirts cum

Clips4sale 1 year ago

Wear My Panties and Rub, Sissy Slut!

53% 0:10 / 10:15

Wear My Panties and Rub, Sissy Slut!

Clips4sale 1 year ago

The Latex Shining 4

The Latex Shining 4

Clips4sale 1 year ago

TS Sissy Anal Training & Creampie for Pup Sasha De Sade

66% 0:30 / 18:03

TS Sissy Anal Training & Creampie for Pup Sasha De Sade

Clips4sale 1 year ago

Your Wife's Best Friend Dresses You Up As a Sissy

Your Wife's Best Friend Dresses You Up As a Sissy

Clips4sale 2 years ago

Its NOT GAY if its SHEMALES

43% HD 0:15 / 32:34

Its NOT GAY if its SHEMALES

Clips4sale 1 year ago

Bizarre Bi Sluts (MP4)

51% 0:30 / 21:40

Bizarre Bi Sluts (MP4)

Clips4sale 9 months ago

The Gay Awakening Podcast Episode #58 - Sissy Asshole Completely Owned

41% HD 0:20 / 29:43

The Gay Awakening Podcast Episode #58 - Sissy Asshole Completely Owned

Clips4sale 1 year ago

Big Cocked Tinder Date: Anal Fuck POV - Gwen Adora BBW Futanari Anal Training - sd wmv

HD 0:30 / 12:23

Big Cocked Tinder Date: Anal Fuck POV - Gwen Adora BBW Futanari Anal Training - sd wmv

Clips4sale 2 years ago

magical cockher place is wherever he wants her to be

54% 0:30 / 27:56

magical cockher place is wherever he wants her to be

Clips4sale 1 year ago

First Time Crossdressing: Lingerie Shopping to Hotel Room JOI CEI No Humiliation Gentle Femdom Jerk Off Instructions Butt Plug Prostate Play

51% 0:30 / 17:59

First Time Crossdressing: Lingerie Shopping to Hotel Room JOI CEI No Humiliation Gentle Femdom Jerk Off Instructions Butt Plug Prostate Play

Clips4sale 1 year ago

Blonde Trans Bimbo TS Natasha Magenta Blowjob and Facial

59% HD 0:27 / 9:25

Blonde Trans Bimbo TS Natasha Magenta Blowjob and Facial

Clips4sale 2 years ago

Sissy Shopping Spree Part 4 Cum Countdown

Sissy Shopping Spree Part 4 Cum Countdown

Clips4sale 3 years ago

Gloryhole Bitch *FULL-HD*

45% HD 0:03 / 3:59

Gloryhole Bitch *FULL-HD*

Clips4sale 4 years ago

Trans Twink in Fishnets Sucks and Fucks his Baddragon Rex - Jaq Quicksilver - FtM masturbates while sucking knotted dildo, then knots it and gets creampied - knot, knotting, werewolf, sucking, fantasy, cumlube, big clit - 720p, mp4

HD 0:24 / 12:50

Trans Twink in Fishnets Sucks and Fucks his Baddragon Rex - Jaq Quicksilver - FtM masturbates while sucking knotted dildo, then knots it and gets creampied - knot, knotting, werewolf, sucking, fantasy, cumlube, big clit - 720p, mp4

Clips4sale 1 year ago

Lucky Sissy

Clips4sale 2 years ago

You're a faggot whore of trans whores ITA

You're a faggot whore of trans whores ITA

Clips4sale 2 months ago

Good Girl Sissy Pegging WMV

66% HD 0:29 / 10:11

Good Girl Sissy Pegging WMV

Clips4sale 3 years ago

SHEMALES MADE YOU A PAYPIG

53% HD 0:10 / 3:22

SHEMALES MADE YOU A PAYPIG

LoyalFans 8 months ago

Faggot Test- Ebony Femdom Goddess Rosie Reed Tranny Faggot Mind Fuck Tease And Humiliation- standard definition

HD 0:24 / 14:29

Faggot Test- Ebony Femdom Goddess Rosie Reed Tranny Faggot Mind Fuck Tease And Humiliation- standard definition

Clips4sale 4 months ago

Latex Sissy Maid Training

69% 0:30 / 21:33

Latex Sissy Maid Training

Clips4sale 10 months ago

sexy oiled big dick tgirl cums from bad dragon tentacle anal

64% 4K 0:15 / 8:45

sexy oiled big dick tgirl cums from bad dragon tentacle anal

Clips4sale 10 months ago

P12: Live for the world to see—one stunning trans dom, two restrained, cocked-up subs, throats stuffed, holes filled, dripping with spit and praise until they explode in cum-soaked obedience under her gaze

HD 0:20 / 11:06

P12: Live for the world to see—one stunning trans dom, two restrained, cocked-up subs, throats stuffed, holes filled, dripping with spit and praise until they explode in cum-soaked obedience under her gaze

Clips4sale 10 months ago

Permanent Feminization: Encouraged Estrogen

Permanent Feminization: Encouraged Estrogen

LoyalFans 6 months ago

FD-001 Mamasang training Sissy Vein

FD-001 Mamasang training Sissy Vein

aShemaleTube 1 year ago

The Sissy slut getting fisted and double too - Part 1

The Sissy slut getting fisted and double too - Part 1

Clips4sale 2 years ago

Trans New World Order

HD 0:19 / 10:38

Trans New World Order

Clips4sale 4 days ago

DESTINED TO BE A SISSY

4K 0:28 / 11:58

DESTINED TO BE A SISSY

Clips4sale 1 year ago

BNWO Sissy Girlfriend Amnesia

57% 4K 0:28 / 10:26

BNWO Sissy Girlfriend Amnesia

Clips4sale 9 months ago

So... You Want My Dick?

So... You Want My Dick?

Clips4sale 4 months ago

Trans-Dimensional Super Girl Is At It Again FULL - Lil Mizz Unique, Autumn Bodell And Sinn Sage 4k

4K 0:10 / 41:20

Trans-Dimensional Super Girl Is At It Again FULL - Lil Mizz Unique, Autumn Bodell And Sinn Sage 4k

LoyalFans 2 months ago

ABH054 Sweet girl in chastity riding dildo and play vibrator until cum

67% HD 0:29 / 35:43

ABH054 Sweet girl in chastity riding dildo and play vibrator until cum

Clips4sale 4 years ago

A sissy slut's journey (HD)

4K 0:20 / 14:58

A sissy slut's journey (HD)

Clips4sale 2 years ago

Feminization Fashion Show Training Part 1

69% HD 0:15 / 18:07

Feminization Fashion Show Training Part 1

Clips4sale 4 years ago

We Are Going to Have Fun Sissy

55% HD 0:29 / 38:06

We Are Going to Have Fun Sissy

Clips4sale 2 years ago

Good Kitty Gets Spanked - Jade Nyx And Sinn Sage Trans Pet Play, Spankings And Foot Worship MP4

65% 0:16 / 12:14

Good Kitty Gets Spanked - Jade Nyx And Sinn Sage Trans Pet Play, Spankings And Foot Worship MP4

Clips4sale 2 years ago

Anal Pleasure With Thick Dildo Stretching Lose & Cumming On Asshole

Anal Pleasure With Thick Dildo Stretching Lose & Cumming On Asshole

xHamster 1 year ago

Sissy to Cock Sucker Pipeline

50% HD 0:25 / 10:14

Sissy to Cock Sucker Pipeline

Clips4sale 1 year ago

2 3 4 5 6

7,736 results found

Narrow your search

sissy training anal training slave training dildo training slut training training anal sissy anal training femboy training 18+ blowjob training bbc training training slave chastity training gay training faggot training throat training deepthroat training cum training corporate training bi training shemale training

Models

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.