SHEMALE • CROSSDRESSER BONDAGE 1,149 videos

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07:35 58%

Sissy Elf ladyboy In A bondage & discipline Feminization teaching

1 month ago

HDSex

beauty, train, bondage, BDSM, ladyboy, crossdresser, babe
02:34

No Break Away Magic Wand Belt Suspending Ejaculation

1 week ago

TrannyGem

amateur, teen (18+), shemale, orgasm, bondage, BDSM, crossdresser
58:53 76%

Fledgling TGirl fucky-fucky Part 1 with four Girls and 2 Guys.

4 years ago

ShemaleTaxi

latex, party, bondage, crossdresser, british, group, heels
02:15 70%

Tied to the BIG BLACK COCK breeding simulator [recommended training]

4 months ago

TrannyGem

train, prostate, teen anal (18+), orgasm, bondage, 18, tied
28:06 61%

SADISM & MASOCHISM Sissy fellate instructing with clyster!

3 months ago

TrannyGem

amateur, stockings, shemale, blowjob, train, instruction, fetish
26:38 85%

SISSY IN HIGH STILETTOS HUMUNGOUS BELT DICK IN THE BOOTY Pegging Extraordinary Rectal Opening Up FEMALE DOMINANCE CULO GOING KNUCKLE DEEP

4 years ago

TrannyGem

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04:35 64%

Japanese ladyboy Pleasure Gel Qiao hard-core bondage & discipline

4 years ago

TrannyGem

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16:10 56%

Step-Mom's Secret Surrender

10 months ago

xHamster

mature, mom, pantyhose, MILF, bondage, crossdresser, stepmom
07:20 81%

Sissy Lucy and Lisa get roped together and bum banged by TGirl Dominatrix Jodie May

7 months ago

TrannyGem

mature, femdom, mature anal, couple, bondage, dildo, crossdresser
02:30 46%

Sissy Motel Self Restrain Bondage Joy

2 years ago

KeekAss

mature, public, fetish, outdoor, bondage, BDSM, hotel
18:28 80%

GOOD-SIZED Belt Dick Pegging for V-Card Sissy Victim Demolishing her Trampy Crevice by Domina Mercer

4 years ago

TrannyGem

femdom, strapon, lesbian, train, bondage, dildo, crossdresser
07:35 88%

Bound Sissy Gets trunk jerked Then Fed Her Own Load of Cum - Jessica Bloom and Polieana

1 month ago

ShemaleTaxi

latex, train, orgasm, bondage, crossdresser, cumshot, jerking
24:18 79%

Weird German Basement Transvestite rosy pucker penetrate In Prison

4 years ago

TrannyGem

german, mature anal, bondage, BDSM, uniform, crossdresser, group
23:53 92%

Spandex Catsuit Sissy with 2 Super-Hot Spandex Dominas in Restrain Bondage

6 years ago

TrannyGem

femdom, latex, fetish, bondage, BDSM, crossdresser, british
10:19 82%

Master transforms blonde TGirl slave Suzie into cock-sucking cum slut after butt discipline

10 months ago

XXXVogue

crossdresser, cum in mouth, bondage
50:08 56%

Feminization of a Bad roomie (Full Movie)

7 months ago

ShemaleTaxi

amateur, beauty, anal, bondage, lingerie, BDSM, ladyboy
11:24 57%

The rosy Maid Used as a cock cockblower. Caught Playing the Whore. Vanessabitchx

2 months ago

ShemaleTaxi

french, blowjob, train, doctor, nurse, couple, bondage
20:01 61%

Edging Torture

4 months ago

TrannyGem

handjob, feet, femdom, orgasm, bondage, BDSM, crossdresser
08:00 56%

Sissy Academy

3 years ago

GetTranny

bondage, crossdresser, sissy, latex
08:22 61%

Trixy goes to the Neighbors palace to Get Salt. Will She Get It?

3 months ago

ShemaleTaxi

amateur, beauty, bondage, BDSM, crossdresser, swallow, cumshot
13:12 84%

FUCK MOUTH

1 year ago

XXXDan

mature, beauty, latex, blowjob, mature anal, fetish, bondage
06:22 67%

Handcuffs on japanese she-creature teen and sir used her for pure pleasure

1 month ago

ShemaleTaxi

thai, bondage, japanese, BDSM, taxi, sissy
08:34 85%

Such a Sleazy Chastised Sissy. used as the Slut she is

5 years ago

TrannyGem

femdom, public, strapon, fetish, bondage, BDSM, slut
24:23

SMM021: nectar collector doggie bondaged sissy

1 month ago

ShemaleTaxi

crossdresser, sissy, bondage, stockings, nylon
07:45 62%

All tied up and total control given to others

2 years ago

xHamster

bondage, crossdresser, tied
05:15 67%

Adorable Trans nymph gets Corded and Stroked Dry

4 months ago

TrannyGem

amateur, cute, gagging, bondage, BDSM, crossdresser, babe
23:35

Satin-clad sissy maid Sissy Candy Sparkle gets dominated by her nymph in bondage and loses her virginity

6 days ago

XXXVogue

bondage, crossdresser, shemale, maid, domination, sissy
21:04

Webcam session of trans femboy bondage & discipline Sissy fuckslut Alina old stuff

3 weeks ago

ShemaleMovie

train, bondage, dildo, BDSM, deepthroat, webcam, sissy
08:11 75%

Horny TGirl slut Dannie tied up anal pummeled with thick strap on dildo for nylon handjob happy ending

7 months ago

ShemaleTaxi

handjob, strapon, bondage, dildo, BDSM, crossdresser, tied
08:47 78%

Mind-blowing mummy and TGirl get bound up and face fucked by Mistress Jodie May

2 years ago

ShemaleTaxi

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11:53 78%

Domina toying with her sissy femboy

1 year ago

TrannyGem

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41:25 79%

SIssy Distress

5 years ago

TrannyGem

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03:08 80%

Giant Arse Trans Girl Pounded in Purity

3 weeks ago

TrannyGem

ass, sissy, femboy, crossdresser, bondage, amateur
07:59

Sissy Fuckdoll Delivery

1 week ago

GetTranny

threesome, bondage, BDSM, crossdresser, bikini, skinny, small tits
31:35 66%

Trixy is cuffed, gagged, and leashed by her mistress, then her ass is smacked and abjected.

6 months ago

ShemaleMovie

amateur, beauty, femdom, gagging, anal, big ass, bondage
25:50 65%

Dad Edging Subjugated Smoking Sissy Gimp Hanging a Ciggy in Restrain Bondage

6 years ago

TrannyGem

smoking, bondage, slut
08:51 94%

Jean Bardot In Crossdresser Bondage With And Sybil Minnelli

2 years ago

TXXX

latex, bondage, BDSM, jeans, crossdresser, domination
04:24 79%

I jizm from snatch porking

7 months ago

TrannyGem

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07:18 80%

Trans sissy was strapped up and porked

1 year ago

TrannyGem

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20:59 50%

White Sissy Virginity Instructing (Smash Machine)

1 month ago

TrannyGem

femdom, teen (18+), POV, instruction, fetish, teen anal (18+), bondage
03:46 66%

Sissy Jizzes with Emasculation Dog Collar on -Elastrator Have Fun

2 years ago

TrannyGem

bondage
01:40 73%

AI bondage

1 month ago

AShemaleTube

shemale, fetish, bondage, solo, uniform, crossdresser, cartoon
02:36 45%

No Escape Vibrator Belt Hanging Orgasm

2 years ago

xHamster

orgasm, bondage, crossdresser, vibrator
04:42 48%

Enormous, long, beefstick in my appetizing booty

5 months ago

TrannyGem

cute, femdom, strapon, train, fetish, fisting, bondage
12:28 90%

Corded up, Ball-Gagged and Fapped - Femboy stuck in Masturbating Machine

1 year ago

TrannyGem

gagging, orgasm, bondage, BDSM, milk, tied, machine
06:11 56%

Self blow

7 months ago

TrannyGem

small cock, bondage, crossdresser, 69, selfsuck, cum in mouth, cum in ass
14:12 82%

Marina is chained up, being teased and pleased in a hot trio with Mirjam and Samantha

11 months ago

xHamster

mature, couple, tease, bondage, lingerie, crossdresser, dutch
10:09 69%

Master Turns Tranny Slave into Cock Sucking Cum Slut after Ass Punishment

6 years ago

TrannyGem

bondage, BDSM, crossdresser, spanking, cum in mouth, slut, cum in ass
33:24 66%

Sissys Wooden Pony Ballet Boot Torment

2 years ago

xHamster

latex, fetish, bondage, boots, lingerie, BDSM, chastity
08:57

Punk gal instructs her femboy brother to become a superb mega-bitch (Female Domination 3 DIMENSIONAL cartoon)

1 month ago

TrannyGem

stockings, femdom, strapon, train, instruction, bondage, crossdresser
07:59 70%

Vintage Crossdresser 3

2 years ago

GetTranny

bondage, vintage, BDSM
15:56 82%

RUSSIAN FEMBOY TEARS UP WITH DOMME FOR THE VERY FIRST TIME WITH a YAM-SIZED BELT DICK, STRAPPED WITH a INNOCENCE

4 years ago

TrannyGem

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15:39 94%

Whife *

6 years ago

TrannyGem

train, anal, bondage, ladyboy, crossdresser, cumshot, babe
18:27 85%

Bound Chinese Shemale Hanged and Vibrated

1 year ago

JizzBunker

asian, orgasm, bondage, BDSM, vintage, chinese, vibrator
06:59 89%

Sissy Crossdresser Slave is Throatfucked, Spanked and Fucked Hard Bareback

6 years ago

TrannyGem

homemade, bondage, boots, spanking, danish, deepthroat, sissy
11:46 79%

Crossdresser Bondage

2 years ago

TXXX

bondage, crossdresser
22:28 92%

Predicament Bondage

1 year ago

xHamster

latex, couple, fetish, bondage, BDSM, crossdresser, domination
13:26 85%

Belt Dick Penalty Forchristabel ?

5 years ago

TrannyGem

femdom, strapon, bondage, BDSM, crossdresser
18:30 60%

Just because I can..

2 months ago

ShemaleTaxi

latex, shemale, bondage, BDSM, crossdresser, heels, sissy
16:46 53%

Crossdresser bound at bus stop

3 years ago

xHamster

mature, stockings, public, german, mature anal, outdoor, bondage
13:29 70%

Day six in v-card: Unboxing brand fresh iron purity cell by myinside.es and edging me with wand

3 years ago

TrannyGem

femdom, tease, bondage, clit, chastity, sissy
06:27 79%

AmberSis - from Boy to Sissy Doll

6 years ago

TrannyGem

doll, train, bondage, sissy, compilation
27:46 88%

Crossdresser bondage 40

5 years ago

Upornia

bondage, BDSM, crossdresser
04:56

Helga Photo Medley Part #01 - [2014To2017] - [Bondage+Mouth Locker] - [Crossdresser]

1 week ago

AShemaleTube

crossdresser, pantyhose, bondage, amateur, shemale
05:24 70%

Blowjob Bondage Sexy Nikke Cosplay Sex, Jackal Asian Hentai Femboy Trans Ladyboy Crossdresser shemale 15

1 year ago

xHamster

cosplay, femboy, crossdresser, bondage
02:20

Trans Nymph Porked in Virginity

2 weeks ago

TrannyGem

ass, crossdresser, bondage, fetish, BDSM
08:35 82%

The boss fucks the little trans maid

1 year ago

JizzBunker

french, bondage, maid, crossdresser, boss, solo
08:17 71%

Trans maid after cleaning gets the key to the castle and pummels herself

1 month ago

TrannyGem

cute, orgasm, fisting, bondage, japanese, maid, BDSM
07:41

Whorish Trans Lady in Restrain Bondage and Leash Predominated and Nailed

2 weeks ago

TrannyGem

chastity, sissy, bondage, femboy, bareback
14:20 66%

Crossdresser took hold of And Dominated By 3 dommes

2 years ago

ShemaleMovie

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05:59 56%

Kellystar518 in LOCKED UP paramour

2 months ago

ShemaleMovie

small cock, bondage, boots, lingerie, crossdresser, heels, sissy
03:54

This is how I wait for parent to come home after a long day of ROCK-HARD work

4 months ago

TrannyGem

cute, teen (18+), gagging, fetish, teen anal (18+), bondage, latina
04:13 68%

Trans fuck-fest

2 years ago

TrannyGem

handjob, fetish, fisting, bondage, japanese, BDSM, crossdresser
12:42 76%

Sexy Trans Girl Sophie Struggles Helplessly in Bondage and Chastity

6 years ago

TrannyGem

bondage, BDSM, chastity, sissy
05:30

Dizzy tied and takes lecturers wood

1 month ago

ShemaleTaxi

stockings, blowjob, bondage, lingerie, BDSM, crossdresser, tied
08:05 80%

Criminal Predominates and Humps Scorching Ash-Blonde Trans Stunner

1 month ago

TrannyGem

fetish, bondage, cheating, BDSM, crossdresser, reality, femboy
08:37 60%

Story of Kt. Part trio

2 months ago

ShemaleTaxi

kissing, latex, fisting, bondage, BDSM, crossdresser, leather
20:31 88%

おちんぽ奴隷 2回目

7 months ago

TrannyGem

bondage, japanese, ass, deepthroat, toys, cosplay
09:39 61%

Sissy Candy in black lingerie and chastity is locked and impaled on her dildo stand

1 year ago

xHamster

fetish, bondage, dildo, lingerie, crossdresser, sissy, chastity
07:49

Ultra-Cute Sissys Gams Commence Shuddering As Humungous Beefstick Packs Her Cootchie While Her Lil Clitty Is In Virginity

4 years ago

TrannyGem

femdom, bondage, BDSM, chastity, crossdresser
03:07

My homie toyed with me with a bang-out plaything

1 month ago

TrannyGem

cute, femdom, lesbian, train, fetish, orgasm, fisting
11:07

Sissy Lucy Loced down in iron chastity and chains

1 month ago

ShemaleTaxi

latex, shemale, bondage, BDSM, crossdresser, taxi, sissy
04:37 80%

Trans Sounding Lots of man-cream

2 years ago

TrannyGem

fisting, bondage, japanese, BDSM, pegging, cumshot
11:16 81%

Crossdresser bondage 78

5 years ago

ShemaleZ

bondage
14:04 60%

Premature Cum-Shot Compilation - Wrecked Sissygasm March 2024

1 year ago

TrannyGem

bondage, cumshot compilation, orgasm compilation, hands free, cosplay, chastity
29:47 83%

SISSY SUPERSLUT WILL RECALL THIS DAY FOREVER Fat Belt Cock SPREADING ARSE FUCKHOLE Pegging Donk Going Knuckle Deep

4 years ago

TrannyGem

femdom, fat, strapon, fetish, fisting, bondage, BDSM
23:00 76%

Japanese CD with Hump Acquaintance

6 years ago

TrannyGem

bondage, japanese, chinese, crossdresser, homemade
03:30 91%

Crossdresser Bondage

5 years ago

ShemaleZ

bondage, crossdresser, solo, BDSM
10:40 83%

Sissy in Restrain Bondage Made to Jizm in Virginity

1 year ago

TrannyGem

amateur, fetish, orgasm, bondage, crossdresser, chastity, femboy
08:00 74%

Sissygasm In Chastity For A Fucked Crossdressed Slave. Spanking Session With Mistress

3 years ago

GetTranny

femdom, bondage, chastity, crossdresser
05:55

Tied up sissy in chastity cage with anal invasion buttplug prepared for fuck

3 months ago

ShemaleMovie

shemale, bondage, BDSM, crossdresser, tied, prostitute, ass
02:06 76%

That's why we don't have carpets

2 years ago

xHamster

pissing, latex, bondage, czech, BDSM, heels, domination
17:29 78%

Cd Ts fun

3 years ago

JizzBunker

handjob, shemale, fetish, funny, bondage, crossdresser, 18
07:53 75%

Crossdresser bondage 30

5 years ago

ShemaleZ

bondage, crossdresser
07:28 75%

Crossdresser Bondage

5 years ago

ShemaleZ

bondage, crossdresser
08:00 77%

Domina gives super-sexy latex shemale maid a good ass spanking and boob sucking

4 years ago

ShemaleTaxi

femdom, latex, bondage, maid, crossdresser, spanking
07:37 88%

Corded Sissy Gets fuck-stick drained Then Fed Her Own Load of Cum - Jessica Bloom and Polieana

2 months ago

VideoSection

handjob, beauty, shemale, bondage, BDSM, crossdresser, cum in mouth
34:40 77%

Fun with Yoga Blocks

2 years ago

xHamster

latex, bondage, czech, BDSM, crossdresser, heels, domination
11:08 85%

Crossdresser bondage 77

5 years ago

TXXX

bondage, crossdresser
01:13 60%

Exhibitionists bondage walk in the park at night. Enduring sexual pleasure. Hold back and never make a sound.

1 year ago

xHamster

anal, asian, bondage, japanese
09:40 84%

FUCK-FEST MACHINE TEARS UP ASSFUCK Sissy Supersluts. ASS FUCKING DRILLING HOOKUP MACHINE. Fantastic Shemale Screwed

2 years ago

TrannyGem

huge dildo, bondage, dildo, machine, pegging, sissy, femboy
07:15 79%

Jasmine Wong - Crossdresser In Bondage

2 years ago

TXXX

bondage
05:12 91%

Ochani struggles with anal invasion Hook restrain bondage

2 years ago

ShemaleMovie

bondage, tied, secretary, gape
16:35

Femboy gets edged by remote managed plaything and decorates herself in jism!

10 months ago

TrannyGem

sissy, shemale, goth, femdom, bondage
10:47 67%

Glowing fake penis nailing My arse DEEP!

1 year ago

ShemaleTaxi

BDSM, bondage, machine, dildo, crossdresser, lingerie
21:29 53%

Femboy with Restrain Bondage was Screwed in Butt Total

4 years ago

TrannyGem

bondage, skinny, femboy, FTM, sissy
23:28 59%

Latex catsuit sissy with two hot latex mistresses in bondage

6 years ago

ShemaleZ

femdom, latex, fetish, bondage, BDSM, group
16:47 86%

Skitty&Leah in Playing with the other Kitten

2 years ago

xHamster

latex, german, bondage, crossdresser, sissy, fetish
06:24 56%

Dizzy tortured By domina!

5 years ago

ShemaleTaxi

femdom, gagging, bondage, sissy
06:09 67%

Crossdresser bondage

2 years ago

TrannyOne

bondage
06:41 75%

Crossdresser bondage 66

5 years ago

ShemaleZ

bondage, BDSM
07:46

Sissy Femboy restrain bondage Feminization training

3 months ago

ShemaleTaxi

anal, BDSM, femboy, beauty, sissy, futanari
10:27 67%

Sexy MILF Lisa gets, lashed, slapped and torn up by TGirl Mistress Jenny

5 months ago

ShemaleMovie

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10:20 70%

Nasty TGirl maids get bondage and spanking punishment after being caught playing together

1 year ago

ShemaleTaxi

stockings, latex, bondage, maid, lingerie, BDSM, crossdresser
09:39 20%

Crossdresser Tranny Bondage Fun

2 years ago

xHamster

german, bondage
02:15 63%

My Adventures at Local Adult Cinemas Hump Bedrooms and Dungeons - BlackCat_Ts69

5 months ago

TrannyGem

BDSM, crossdresser, bondage, boots, cinema, gloryhole
25:04 86%

Dizzy In demeaning Sissy Maid teaching!

9 months ago

ShemaleMovie

strapon, train, bondage, maid, dildo, BDSM, domination
08:12 80%

Compilation of Lena Moon in stockings, submissive sissy roles, and chastity cage getting dominated

10 months ago

XXXVogue

chastity, bondage, compilation
15:26

Sissy Candy Tries to Hide Her Dildos!

11 months ago

xHamster

bondage, maid, dildo, uniform, crossdresser, sissy
03:53 73%

Dumb Sissy Doll

2 years ago

xHamster

fetish, bondage, dildo, crossdresser, sissy, chastity

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