Training Videos - Trans (124,117)

Lime squats on his big horsecock and can't hold sissygasm

Lime squats on his big horsecock and can't hold sissygasm

Clips4sale 6 months ago

Princess Donna Snatches Good Girls Up In Cages (1 HR NO PEE)

Premium HD 59:16

Princess Donna Snatches Good Girls Up In Cages (1 HR NO PEE)

XVideosRed 2 years ago

The Demon You Called Has a Cock and a Contract

HD 0:55 / 12:53

The Demon You Called Has a Cock and a Contract

Clips4sale 1 month ago

EP 2 My New Sissy Sucks My Locked Husband... Who Thinks It’s Me - Mistress Julia

EP 2 My New Sissy Sucks My Locked Husband... Who Thinks It’s Me - Mistress Julia

Clips4sale 10 months ago

Fuck your mind become a sissy faggot

Fuck your mind become a sissy faggot

Fapcat 4 years ago

Sissy Slut Adventures Volume 2

Sissy Slut Adventures Volume 2

JuicyVid 8 months ago

Lily Wow Private Show

4K 2:00 / 11:23

Lily Wow Private Show

Flirt4Free 4 months ago

You will now get your first task from me, my Sissi. 'Cause I love it when you become a DWT and wear women's lingerie, it's going to be great

You will now get your first task from me, my Sissi. 'Cause I love it when you become a DWT and wear women's lingerie, it's going to be great

XHamster 8 months ago

Compilation of sissy cuckold training - Real session with two partners - BBC - Trans woman - Sissy Chastity

HD 0:59 / 32:38

Compilation of sissy cuckold training - Real session with two partners - BBC - Trans woman - Sissy Chastity

Clips4sale 7 months ago

Teacher Gets Top

HD 0:30 / 31:17

Teacher Gets Top

Clips4sale 2 years ago

Hitachi toy on my pussy till I SQRT + DEEPTHROAT huge 26cm toy!!!

Hitachi toy on my pussy till I SQRT + DEEPTHROAT huge 26cm toy!!!

Flirt4Free 10 years ago

Self-Training No19 Exposure Home from the Park

Self-Training No19 Exposure Home from the Park

XHamster 9 months ago

Sissy Dani Stiff Rectal Instructing PT 2 (Humid Audio) (HD)

Sissy Dani Stiff Rectal Instructing PT 2 (Humid Audio) (HD)

Transvids.tv 1 year ago

Indian Gay Crossdresser Bottom Gaurisissy Real XXX Nude Video Call in Red Saree

Indian Gay Crossdresser Bottom Gaurisissy Real XXX Nude Video Call in Red Saree

XHamster 3 months ago

イヤァ〰❗そこダメぇ〰❗マシンに犯さてつつもお潮を吹いて喜ぶ制服女子

イヤァ〰❗そこダメぇ〰❗マシンに犯さてつつもお潮を吹いて喜ぶ制服女子

TrannyGem 3 years ago

Gay porn addiction programming mov

63% 0:11 / 6:07

Gay porn addiction programming mov

Clips4sale 2 years ago

Stepdaddy's princess does what she is told

64% HD 1:01 / 25:50

Stepdaddy's princess does what she is told

FapHouse 3 years ago

Amber Burnt Private Show

Amber Burnt Private Show

Flirt4Free 2 years ago

Porn Star Influencer

Porn Star Influencer

XHamster 2 months ago

Sissy Leaks in Chastity Cage While Riding Cock, Denied Orgasm

Sissy Leaks in Chastity Cage While Riding Cock, Denied Orgasm

FapHouse 1 month ago

Tugging and CEI with my Faggot Sissy Grizzly

Tugging and CEI with my Faggot Sissy Grizzly

GayCK 2 years ago

Her Place Is Wherever He Wants Her to Be

56% 1:01 / 28:02

Her Place Is Wherever He Wants Her to Be

FapHouse 7 months ago

Elix & Elias & Paulo Private Show

63% HD 2:00 / 7:41

Elix & Elias & Paulo Private Show

Flirt4Free 1 year ago

Nastya Blue Private Show

HD 2:00 / 22:10

Nastya Blue Private Show

Flirt4Free 2 years ago

Sabrina Smiith Private Show

4K 2:00 / 1:10:10

Sabrina Smiith Private Show

Camster 8 months ago

Truth or Dare

61% HD 0:11 / 38:27

Clips4sale 4 years ago

Insatiable bony trap railing hefty fuck stick and nutting handsfree

Insatiable bony trap railing hefty fuck stick and nutting handsfree

TrannyGem 4 years ago

Training my sissys clitty and urethra! Exceedingly unfathomable urethral 50cm/nineteen.68 all the way with ejaculation!

Training my sissys clitty and urethra! Exceedingly unfathomable urethral 50cm/nineteen.68 all the way with ejaculation!

ShemaleSin 2 years ago

”Coach Jeremiah Jones trains Zacc Andrews how to endure anal”

”Coach Jeremiah Jones trains Zacc Andrews how to endure anal”

TransHero 9 months ago

Kitty Cat with Rainbow Tail Part 2 of 2

Kitty Cat with Rainbow Tail Part 2 of 2

XHamster 1 month ago

The Mistress's Punishment for the Cross-dressing Masochistic Man Is Strapon Deepthroating, Hot Wax, and Whipping

The Mistress's Punishment for the Cross-dressing Masochistic Man Is Strapon Deepthroating, Hot Wax, and Whipping

XHamster 7 months ago

Adorable Trap, Strips, Plugs Her Fat Ass and Jerks off for You

Adorable Trap, Strips, Plugs Her Fat Ass and Jerks off for You

AShemaleTube 1 year ago

Tatiana & Owen Private Show

61% HD 2:00 / 11:20

Tatiana & Owen Private Show

Camster 1 month ago

Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 15

Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 15

XHamster 4 months ago

Sasha Fucked Rough by Goddess Tangent

Sasha Fucked Rough by Goddess Tangent

AShemaleTube 8 years ago

Lush Trans Damsel, Rectal Sensitivity Teaching with Wag Vibro

Lush Trans Damsel, Rectal Sensitivity Teaching with Wag Vibro

TrannyGem 3 years ago

Milas Carteros Private Show

61% HD 2:00 / 18:00

Milas Carteros Private Show

Camster 1 month ago

Stocking Purity Sissy gets Pegged Thru Torn Nylons with Massive Bad Dragon Strap On Dildo by Domme

Stocking Purity Sissy gets Pegged Thru Torn Nylons with Massive Bad Dragon Strap On Dildo by Domme

TrannyGem 10 months ago

Crossdresser upskirt in the forest

Crossdresser upskirt in the forest

Gayhub 1 year ago

Sissy Bi-atch Pegged by Domina

Sissy Bi-atch Pegged by Domina

TransTube.tv 2 years ago

Amy Eden Private Show

Amy Eden Private Show

Flirt4Free 2 years ago

Role Play Session DID

45% HD 0:11 / 24:05

Role Play Session DID

Clips4sale 3 years ago

Slave Missy bound for new girl blowjob training

Slave Missy bound for new girl blowjob training

XVideos 6 years ago

Cute teen with braces gets anal creampie after hard pounding

Cute teen with braces gets anal creampie after hard pounding

Fapcat 6 months ago

Basketball Stars - Young took 24cm of cock in virgin ass

Basketball Stars - Young took 24cm of cock in virgin ass

XHamster 2 years ago

i spunk three times sans forearms and i don't stop, sissygasm burst pt four

i spunk three times sans forearms and i don't stop, sissygasm burst pt four

TrannyGem 1 year ago

Femboy Gets DRILLED Sensually

Femboy Gets DRILLED Sensually

ShemaleSin 1 year ago

Extended Cut: Cute Elastic Trans Girl Moaning Like a Slut After Fucking Her Fat Ass an Anal Creampie

Extended Cut: Cute Elastic Trans Girl Moaning Like a Slut After Fucking Her Fat Ass an Anal Creampie

XHamster 1 day ago

Dani M Love Tied, Hogtied and Tickled in Her Japanese School Uniform

69% 0:29 / 6:41

Dani M Love Tied, Hogtied and Tickled in Her Japanese School Uniform

Clips4sale 3 years ago

Three tops and two subs on a wicked anal orgy (1080 EN-sub)

HD 0:26 / 21:19

Three tops and two subs on a wicked anal orgy (1080 EN-sub)

Clips4sale 3 years ago

Transformation of the Sissy Gimp (HD)

63% HD 0:30 / 25:25

Transformation of the Sissy Gimp (HD)

Clips4sale 9 months ago

Deepslutpuppy 06 TRAINER

Deepslutpuppy 06 TRAINER

TrannyGem 6 years ago

Depth training with TGirl Gigi and an 18 inch double ender

Depth training with TGirl Gigi and an 18 inch double ender

XHamster 5 years ago

Becky punishes her Sissy Slut Michelle for not proper kitchen cleaning

HD 1:00 / 50:49

Becky punishes her Sissy Slut Michelle for not proper kitchen cleaning

Clips4sale 2 years ago

OILED tgirl with HUGE COCK fucks herself with BBC and CUMS

OILED tgirl with HUGE COCK fucks herself with BBC and CUMS

Clips4sale 4 months ago

The Newlyweds: First Time Feminization - Audio

The Newlyweds: First Time Feminization - Audio

Clips4sale 1 year ago

Open Mouth Gag Blowjob Handjob Training 916

Open Mouth Gag Blowjob Handjob Training 916

XHamster 2 weeks ago

INFLATABLE GAG BREATHPLAY WITH SPANDEX MASK

INFLATABLE GAG BREATHPLAY WITH SPANDEX MASK

TrannyGem 11 months ago

Anabel Fiofilova Private Show

4K 2:00 / 11:22

Anabel Fiofilova Private Show

Camster 2 weeks ago

Troy Khalil Private Show

HD 2:00 / 14:53

Troy Khalil Private Show

Flirt4Free 2 years ago

Sandra Palmer Private Show

4K 2:00 / 13:59

Sandra Palmer Private Show

Flirt4Free 1 day ago

Big Butt Trans Girl in Miniskirt Anal Mating Press with Dildo

Big Butt Trans Girl in Miniskirt Anal Mating Press with Dildo

XHamster 8 months ago

Tranny puts a huge dildo in her ass and anal cumshot

Tranny puts a huge dildo in her ass and anal cumshot

XHamster 1 year ago

Atlanta Domme Fuck-A-Palooza (MP4 HD)

66% HD 0:30 / 9:03

Atlanta Domme Fuck-A-Palooza (MP4 HD)

Clips4sale 1 year ago

Large Butt Trans Ebony Widow Anal Screwed and Giant Creampie after Groaning Noisy Like a Wench

Large Butt Trans Ebony Widow Anal Screwed and Giant Creampie after Groaning Noisy Like a Wench

ShemaleSin 5 months ago

Japanese crossdresser madzmoto sun police bondage training

Japanese crossdresser madzmoto sun police bondage training

SexTubeSpot 2 years ago

Sissy Anal Training 1

Sissy Anal Training 1

AShemaleTube 1 month ago

Liam Jacobson Private Show

Liam Jacobson Private Show

Flirt4Free 5 years ago

Sophia Loreen Private Show

4K 2:00 / 21:55

Sophia Loreen Private Show

Camster 1 month ago

Trans Ria Bentley Trains Stepdaughter Eden Espi For Anal Sex 7 Min

Trans Ria Bentley Trains Stepdaughter Eden Espi For Anal Sex 7 Min

AbTranny 10 months ago

I'm gonna fuck you right here in the gym!

I'm gonna fuck you right here in the gym!

Fapcat 1 year ago

Sis-k on Pink Chinese Dress Try on Three Size of Anal Plug Ep1: Small and Medium Size Anal Plugs

Sis-k on Pink Chinese Dress Try on Three Size of Anal Plug Ep1: Small and Medium Size Anal Plugs

XHamster 2 years ago

Cleao Patra Private Show

4K 2:00 / 20:58

Cleao Patra Private Show

Flirt4Free 1 year ago

Sissy Boyfriend Play - I Suck His Cock Rim His Hole and Finger Fuck While Stroking Him

Sissy Boyfriend Play - I Suck His Cock Rim His Hole and Finger Fuck While Stroking Him

XHamster 5 months ago

Alexxa A Private Show

Alexxa A Private Show

Camster 4 weeks ago

Casey Kisses & Kylie Le Beau's Spring Fling: Shemale Fucks Girl

Casey Kisses & Kylie Le Beau's Spring Fling: Shemale Fucks Girl

BallsNBoobs 4 months ago

My futa dick is bigger than yours !- SPH

63% HD 0:13 / 10:48

My futa dick is bigger than yours !- SPH

Clips4sale 4 years ago

Full Version of Nasty Fat Ass Shemale Samus Cosplay Creampie and Huge Dildo

55% HD 1:01 / 13:12

Full Version of Nasty Fat Ass Shemale Samus Cosplay Creampie and Huge Dildo

FapHouse 1 year ago

Crystal Blues Private Show

HD 2:00 / 13:38

Crystal Blues Private Show

Flirt4Free 1 year ago

Sissy Training For the Holidays

Sissy Training For the Holidays

ShemaleSin 8 months ago

”Abella Danger Discreetly Presents Buttocks to Man”

”Abella Danger Discreetly Presents Buttocks to Man”

ThePornstar 1 year ago

The Sissy Latex Fuckdoll Oral and Anal by Mistress

The Sissy Latex Fuckdoll Oral and Anal by Mistress

XHamster 9 months ago

Closet Sissy, gets Caged & Tag Teamed With My Trans BFF (480 MP4)

56% HD 0:29 / 10:38

Closet Sissy, gets Caged & Tag Teamed With My Trans BFF (480 MP4)

Clips4sale 3 years ago

Hanna Ven Private Show

63% HD 2:00 / 40:40

Hanna Ven Private Show

Flirt4Free 2 years ago

Ass to Mouth - Trans MILF Fucked Deep and Made to Taste Her Ass

HD 1:01 / 23:14

Ass to Mouth - Trans MILF Fucked Deep and Made to Taste Her Ass

FapHouse 1 month ago

Bedtime for Sissy Taylor

Bedtime for Sissy Taylor

XHamster 7 months ago

You Have a Wish Your Dreamgirl Becomes a Transgender princess and She Trains You How to Give Head Jerk Off Instructions

You Have a Wish Your Dreamgirl Becomes a Transgender princess and She Trains You How to Give Head Jerk Off Instructions

PornDR 1 month ago

IN THE SHADOWS OF THE GALLOWS - SHIVA AND THE BOY

IN THE SHADOWS OF THE GALLOWS - SHIVA AND THE BOY

Clips4sale 4 months ago

Training Of A Street Whore

Training Of A Street Whore

Clips4sale 9 months ago

She Caught You Jerking to Cock – Now Her New Man Is Coming to Break You Forever

63% HD 0:30 / 39:17

She Caught You Jerking to Cock – Now Her New Man Is Coming to Break You Forever

Clips4sale 8 months ago

Sandy Lee Private Show

HD 2:00 / 11:29

Sandy Lee Private Show

Flirt4Free 11 years ago

Cute pink haired trans woman masturbating in chastity

Cute pink haired trans woman masturbating in chastity

XHamster 4 years ago

Secret Sissy Winter Challenge

Secret Sissy Winter Challenge

IWantClips 1 year ago

”Hot Redhead T-girl Babe Gets Assfucking Training Rachael Belle”

”Hot Redhead T-girl Babe Gets Assfucking Training Rachael Belle”

429Men 8 months ago

Friends Having a Shower Party

HD 2:00 / 27:55

Friends Having a Shower Party

Flirt4Free 8 years ago

PREDOMINANCE & SUBORDINATION dominatrix plays with her sissy gal

PREDOMINANCE & SUBORDINATION dominatrix plays with her sissy gal

TransTube.tv 2 years ago

Training for the fisting olympics

Training for the fisting olympics

XHamster 3 years ago

young 18 shemale experiments with you learning to domme joi cei

HD 0:30 / 13:34

young 18 shemale experiments with you learning to domme joi cei

PornBox 4 years ago

Open Throat Gag Oral job / Tugjob Training 916

Open Throat Gag Oral job / Tugjob Training 916

ShemaleSin 1 month ago

SISSY gurlfriend PEES her pants and pleases me until I CUM

SISSY gurlfriend PEES her pants and pleases me until I CUM

XHamster 1 year ago

Carmen Masterz & Patravontesse tag team Jock bottom in hot BBW threesome

Carmen Masterz & Patravontesse tag team Jock bottom in hot BBW threesome

TrannyMovs 11 months ago

Compilation Sissy Training Super Huge!

Compilation Sissy Training Super Huge!

XHamster 2 years ago

Serge3dx Training Tsunade Legendary Episode Creampie Inside the Sweet and Tight Pussy Dripping Cum Intense Pleasure, Buttocks

Serge3dx Training Tsunade Legendary Episode Creampie Inside the Sweet and Tight Pussy Dripping Cum Intense Pleasure, Buttocks

XHamster 2 years ago

At Her Mercy: Hot Trans Domme Trains You

47% HD 1:01 / 52:40

At Her Mercy: Hot Trans Domme Trains You

FapHouse 1 year ago

BDSM Punishment Sissy Blaire_18 Spanking Bare Ass. Sissy in chastity belt

BDSM Punishment Sissy Blaire_18 Spanking Bare Ass. Sissy in chastity belt

XHamster 1 year ago

Maya Spring Private Show

4K 2:00 / 14:40

Maya Spring Private Show

Flirt4Free 1 week ago

baylee takes tail buttplug in boipussy live FULL CHATURBATE LIVESTREAM

baylee takes tail buttplug in boipussy live FULL CHATURBATE LIVESTREAM

ShemaleSin 3 years ago

POV: Sissy Bussy Training mp4

57% 0:08 / 7:21

POV: Sissy Bussy Training mp4

Clips4sale 1 year ago

Zara Clark Private Show

55% 4K 2:00 / 9:44

Zara Clark Private Show

Camster 9 months ago

Sissy Foot Slave Trampled in High Heel Then Licks Up Cum Jessica Bloom & Polieana

Sissy Foot Slave Trampled in High Heel Then Licks Up Cum Jessica Bloom & Polieana

XHamster 2 years ago

Wife Makes You Her Mtf Sissy Slut Camwhore & Lesbian Lover

HD 1:01 / 17:35

Wife Makes You Her Mtf Sissy Slut Camwhore & Lesbian Lover

FapHouse 7 months ago

Anal beads training 🖤⚫⚫⚫⚫

Anal beads training 🖤⚫⚫⚫⚫

AShemaleTube 1 year ago

Salorein Sabrina Doll Hand Edging Realistic Sucking Cum Clip 1

Salorein Sabrina Doll Hand Edging Realistic Sucking Cum Clip 1

XHamster 1 month ago

More depth training with Dick Rambone dildo

More depth training with Dick Rambone dildo

XHamster 4 years ago

Getting My Sissy Ready For Cock

Getting My Sissy Ready For Cock

Clips4sale 3 years ago

Assfucked by a Sissy

Assfucked by a Sissy

XHamster 9 months ago

A Sissy in the New Black Cock Order

66% 4K 0:30 / 15:10

A Sissy in the New Black Cock Order

Clips4sale 1 year ago

First-Ever Time Railing Her Faux-Cock In A FuFu Clamp

First-Ever Time Railing Her Faux-Cock In A FuFu Clamp

TrannyGem 2 years ago

Teenager fucks butt toy

Teenager fucks butt toy

ManPorn 3 years ago

Adorable TGirl Plays With Her Clitty Until She Jizzes

Adorable TGirl Plays With Her Clitty Until She Jizzes

TrannyGem 3 years ago

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