SHEMALE • CROSSDRESSER BONDAGE 266 videos

Popular Latest Top rated

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
26:38 86%

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

femdom, strapon, fisting, bondage, double anal, crossdresser, heels
28:06 59%

SADISM & MASOCHISM Sissy fellate instructing with clyster!

3 months ago

TrannyGem

amateur, stockings, shemale, blowjob, train, instruction, fetish
16:10 56%

Step-Mom's Secret Surrender

10 months ago

xHamster

mature, mom, pantyhose, MILF, bondage, crossdresser, stepmom
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
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
50:08 56%

Feminization of a Bad roomie (Full Movie)

7 months ago

ShemaleTaxi

amateur, beauty, anal, bondage, lingerie, BDSM, ladyboy
20:01 63%

Edging Torture

4 months ago

TrannyGem

handjob, feet, femdom, orgasm, bondage, BDSM, crossdresser
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
24:23

SMM021: nectar collector doggie bondaged sissy

1 month ago

ShemaleTaxi

crossdresser, sissy, bondage, stockings, nylon
41:25 79%

SIssy Distress

5 years ago

TrannyGem

femdom, MILF, bondage, lingerie, crossdresser, british, spanking
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
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
25:50 65%

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

6 years ago

TrannyGem

smoking, bondage, slut
20:59 50%

White Sissy Virginity Instructing (Smash Machine)

1 month ago

TrannyGem

femdom, teen (18+), POV, instruction, fetish, teen anal (18+), bondage
33:24 66%

Sissys Wooden Pony Ballet Boot Torment

2 years ago

xHamster

latex, fetish, bondage, boots, lingerie, BDSM, chastity
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

femdom, strapon, mature anal, russian, fisting, bondage, pegging
18:27 85%

Bound Chinese Shemale Hanged and Vibrated

1 year ago

JizzBunker

asian, orgasm, bondage, BDSM, vintage, chinese, vibrator
22:28 92%

Predicament Bondage

1 year ago

xHamster

latex, couple, fetish, bondage, BDSM, crossdresser, domination
16:46 53%

Crossdresser bound at bus stop

3 years ago

xHamster

mature, stockings, public, german, mature anal, outdoor, bondage
15:39 94%

Whife *

6 years ago

TrannyGem

train, anal, bondage, ladyboy, crossdresser, cumshot, babe
18:30 60%

Just because I can..

2 months ago

ShemaleTaxi

latex, shemale, bondage, BDSM, crossdresser, heels, sissy
20:31 88%

おちんぽ奴隷 2回目

7 months ago

TrannyGem

bondage, japanese, ass, deepthroat, toys, cosplay
27:46 88%

Crossdresser bondage 40

5 years ago

Upornia

bondage, BDSM, crossdresser
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
34:40 77%

Fun with Yoga Blocks

2 years ago

xHamster

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

Cd Ts fun

3 years ago

JizzBunker

handjob, shemale, fetish, funny, bondage, crossdresser, 18
16:35

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

10 months ago

TrannyGem

sissy, shemale, goth, femdom, bondage
36:57 84%

SISSY CROSSDRESSER tantalized dominated BY HER beau. BDSM, ANAL, SPANKING, FACEFUCK

3 years ago

ShemaleTaxi

bondage, BDSM, crossdresser, spanking, heels, taxi, sissy
21:29 53%

Femboy with Restrain Bondage was Screwed in Butt Total

4 years ago

TrannyGem

bondage, skinny, femboy, FTM, sissy
15:26

Sissy Candy Tries to Hide Her Dildos!

11 months ago

xHamster

bondage, maid, dildo, uniform, crossdresser, sissy
15:04 40%

CROSSDRESSER PLAYS WITH MAN-MEAT IN V-CARD BELT AND PANTYHOSE AND HIGH STILETTOS

4 years ago

TrannyGem

pantyhose, bondage, cuckold, chastity, crossdresser
23:28 59%

Latex catsuit sissy with two hot latex mistresses in bondage

6 years ago

ShemaleZ

femdom, latex, fetish, bondage, BDSM, group
25:04 86%

Dizzy In demeaning Sissy Maid teaching!

9 months ago

ShemaleMovie

strapon, train, bondage, maid, dildo, BDSM, domination
16:47 86%

Skitty&Leah in Playing with the other Kitten

2 years ago

xHamster

latex, german, bondage, crossdresser, sissy, fetish
58:49 43%

Amateur TGirl intercourse Part 1 with 4 ladies and 2 folks.

8 months ago

ShemaleMovie

stockings, latex, party, bondage, crossdresser, british, blonde
16:20 93%

Crossdresser bondage 97

5 years ago

Upornia

bondage, BDSM, crossdresser
23:32

Domina M and Sissy2

3 months ago

ShemaleMovie

femdom, latex, chubby, bondage, BBW, BDSM, crossdresser
15:15 80%

Sissy in hog-tie, domme plays with electro-hitachi on innocence box

1 year ago

TrannyGem

femdom, bondage, BDSM, tied, electro, chastity
20:44 60%

DOMINATRIX DOMINAS SISSY two

3 years ago

TrannyGem

femdom, bondage, BDSM, spanking, handjob
25:13 17%

Sissy maid in self restrain bondage locked to her fuck-fest nymph

1 month ago

ShemaleTaxi

stockings, shemale, bondage, maid, crossdresser, selfsuck, toys
24:27 67%

Guys Feminized By SheMales Compilation

1 year ago

JizzBunker

shemale, blowjob, fetish, bondage, crossdresser, compilation
24:50 65%

Trixy Is Caught, tethered and banged in Full movie

7 months ago

VideoSection

beauty, bondage, lingerie, BDSM, crossdresser, caught, full movie
25:40

Blunts and Restrain Bondage(made to jizz two times)

1 month ago

TrannyGem

amateur, crossdresser, smoking, femboy, mature
31:28 70%

Japanese Crossdresser Restrain Bondage

6 years ago

TrannyGem

teen (18+), gagging, bondage, japanese, spanking, tied, chinese
25:00

Lucy in latex does voluptuous truss and taunt with sexy MILF Lisa

2 months ago

ShemaleTaxi

latex, couple, tease, MILF, orgasm, bondage, BDSM
15:05 60%

Heather cording Brandi up on the forehanded stool again

4 years ago

TrannyGem

mature, bondage, heels
33:47 60%

Chinese Shemale Bondage

1 year ago

JizzBunker

asian, bondage, BDSM, chinese, toys
22:29 60%

Bondage Predicament

1 year ago

XXXDan

femdom, latex, strapon, couple, bondage, BDSM, spanking
18:18 86%

Domme Eva Spandex Penetrate Transgender Tramp T-Girl Ekaterina Krieg Female Domination Hard-Core BONDAGE & DISCIPLINE Fetish Cougar vinyl

2 years ago

KeekAss

handjob, latex, bondage, shemale and girl, spandex, cougar, domination
36:47 80%

SISSY CROSSDRESSER TORMENTED PREDOMINATED BY HER BF. BONDAGE & DISCIPLINE, RECTAL, SMACKING, FACEFUCK

4 years ago

KeekAss

mature anal, bondage, mature, crossdresser
19:48

Trampy emo in Cute clothing, Masturbates for you. Cums Twice and Rubs it on Feet!

3 months ago

ShemaleMovie

feet, cute, emo, crossdresser, footjob, clothed
18:29 86%

Just because I can..

2 years ago

xHamster

latex, fetish, bondage, czech, BDSM, domination, sissy
37:46 64%

Sissy Charlotte gets a superb spanking and caning from tormentor Mike

2 years ago

ShemaleTaxi

homemade, bondage, BDSM, sissy, spanking, crossdresser
19:03 71%

Sissy Lucy being locked up in iron V-Card for Locktober

3 years ago

TrannyGem

femdom, bondage, BDSM, glasses, shaving, shemale and girl
57:54

Crossdresser bondage

7 years ago

xHamster

latex, bondage, BDSM
18:43 75%

Booty Nymph Tiffany Ciskiss Pinkish Assfuck Sissy Restrain Bondage Mega-Bitch Cords Beautiful Femboy Bum

2 years ago

TrannyGem

huge dildo, teen anal (18+), dildo, bondage, teen (18+), crossdresser
20:25 62%

Gagged Crossdresser In Uniform Rope Tied Bondage

2 years ago

HClips

gagging, fetish, asian, bondage, BDSM, uniform, crossdresser
24:53

2b is screwed by futa commander to guzzle boner and ridden

8 months ago

ShemaleMovie

amateur, BDSM, 3D, japanese, futanari
17:02 83%

Surviving 24 Hours as a Sex Slave

11 months ago

XXXDan

cute, teen (18+), creampie, couple, teen anal (18+), bondage, BDSM
37:49 40%

Sissy Charlotte gets a great slapping and flagellating from Master Mike

1 year ago

ShemaleMovie

small cock, bondage, BDSM, tattoo, spanking, sissy
15:04

Lonely Punk Introvert comes Home alone after Concert. Faps while showcasing Monstrous Arse and Pretty Soles

2 years ago

TrannyGem

goth, sissy, feet, fat
19:11

Latex Slave Takes Fuck Machine

2 years ago

BeMyHole

feet, latex, fetish, bondage, boots, BDSM, jerking
31:11 67%

Bondage Crossdresser

1 year ago

JizzBunker

crossdresser, japanese, shemale, bondage
20:06

Sissy in Self Bondage Making an accident in her diapers

1 year ago

xHamster

pissing, bondage, BDSM, diaper, accident
19:46

Gothic crossdresser dominates petite trans woman in BDSM

1 year ago

JizzBunker

beauty, shemale, fetish, bondage, big tits, BDSM, crossdresser
28:56

(P.five-five) Athena 50 Shades of BONED UP TAT BONDAGE & DISCIPLINE HARDCORE 666

3 years ago

KeekAss

mature anal, bondage, BDSM, hardcore
27:42 40%

Self Restrain Bondage

5 years ago

KeekAss

bondage, BDSM
19:48

Promiscuous Emo in Ultra-Cute Garment, Jacks for you. Jizzes Two Times and Massages it on Soles!

1 month ago

TrannyGem

massage, crossdresser, bondage, femboy, cumshot
35:13

Marina smacked and taunted

2 months ago

ShemaleTaxi

crossdresser, BDSM
25:35 71%

Trixy in gold on leash fucked FULL video smashing Trixyi in many postures and ends up nutting on her face.

3 months ago

ShemaleTaxi

beauty, bondage, BDSM, crossdresser, big cock, babe, taxi
17:10 17%

Man Masturbates Off with Trans Lady in Purity

7 months ago

TrannyGem

handjob, bondage, BDSM, crossdresser, babe, chastity, femboy
31:42 40%

Sissy Maid rides Her Sex damsel and Gets chained Onto It

10 months ago

ShemaleMovie

train, anal, bondage, maid, dildo, crossdresser, riding
32:59

Sissy in red lingerie locked onto her dildo stand with big black dildo

1 year ago

xHamster

black, fetish, bondage, dildo, sissy, chastity
16:18

Natasha Rotten urinate have fun With Daddy

1 year ago

ShemaleTaxi

pissing, creampie, bondage, panties, ass, heels, cum in mouth
37:46 78%

Sissy Charlotte gets a good spanking and cropping from sir Mike

3 years ago

ShemaleTaxi

bondage, BDSM, british, spanking, small tits, taxi, sissy
30:03

Dizzy Miss Sizzy In Her Sufferings...!

3 years ago

ShemaleTaxi

gagging, bondage
23:09

Rigidly Bundled Femboy Blows A Load sans Fondling

4 years ago

TrannyGem

prostate, bondage, anal orgasm
30:57 90%

Nurse intimate attention to Patient

6 years ago

KeekAss

homemade, nurse, outdoor, bondage, uniform, crossdresser
16:54 73%

Crossdresser bondage two

5 years ago

HDSex

bondage, crossdresser
16:44 63%

Crossdresser Bondage 2

5 years ago

xHamster

bondage, BDSM
18:27

Dominant Crossdresser and British MILF on the Fucking Machine

1 month ago

$$ FapHouse

couple, anal, shemale, bondage, MILF
20:43

Zero 2 lovingly binds up her good guy Bondage petplay hentai Oral & Anal JOI/ (Commission)

5 months ago

ShemaleMovie

big ass, bondage, crossdresser
16:39

Sexy Crossdresser Using Vibrator on Trans Woman

9 months ago

JizzBunker

BDSM, crossdresser, shemale, bondage, vibrator
24:42

Sissy Maid COCK AND BALL TORTURE Self Restrain Bondage Torment

2 years ago

KeekAss

bondage, maid, BDSM
21:51

Self Suspension Restrain Bondage - Sissy Maid

2 years ago

KeekAss

bondage, maid, latex
19:13

Pink restrain bondage gloves & electro-hitachi (cd selfbondage)

2 years ago

ShemaleMovie

bondage, electro
16:45

Crossdressing hubby getting Pegged by warm wifey

2 years ago

ShemaleMovie

wife, bondage, BDSM, pegging
30:13

Sissy Maids Self Bondage Fiddle and Ballet Boots

3 years ago

xHamster

bondage, boots, maid, chastity
24:02

Crossdresser in bodystocking smacked and fisted by domme, nutted two times

4 years ago

TrannyGem

femdom, fisting, bondage, spanking, chinese
20:25

Gagged crossdresser in uniform string trussed restrain bondage, guess whats next

4 years ago

TrannyGem

pantyhose, gagging, bondage, uniform, BDSM
16:35

Crossdressing Hubby getting Pegged by Warm Wifey

4 years ago

TrannyGem

mom, femdom, wife, bondage, pegging
15:04 42%

CROSSDRESSER PLAYS WITH MAN MEAT IN VIRGINITY BELT AND PANTYHOSE AND HIGH HIGH-HEELED SHOES

4 years ago

TrannyGem

pantyhose, stockings, bondage, cuckold, crossdresser, heels, shoes
20:29

Crossdresser in selfbondage 2 and some duct tape bondage.

6 years ago

xHamster

bondage, BDSM
16:35 71%

Many Bondage Enemas To Japanese Shemale Fujiko

7 years ago

ShemaleZ

bondage, asian, train
33:51

Sissy Makoto Niijima Edges for you

1 month ago

ShemaleTaxi

pantyhose, cosplay, sissy
18:29 29%

Just because I can

10 months ago

JizzBunker

latex, shemale, couple, fetish, bondage, czech, BDSM
15:05 40%

Only way Sissy beotches get muff - cooter Toy Masturbator BDSM

11 months ago

ShemaleTaxi

latex, gagging, bondage, BDSM, cuckold, masturbation, toys
38:36 33%

The white silk maid s paw with PP upturned from the hanging basket

11 months ago

XXXDan

asian, japanese, crossdresser, shemale, bondage, maid
15:36 60%

Gagged sissy flashing in a popular park peeing in panties and vibrating to orgasm

1 year ago

XXXDan

pissing, public, outdoor, orgasm, bondage, flashing, uniform
23:50

Unlocking my sissy bitch to sound her like the poke fuck-hole she is!

1 year ago

TrannyGem

cute, femdom, bondage, BDSM, chastity
25:24

Sissy fucked by a BBC machine, and the guy fucks me very well

1 year ago

XXXDan

bondage, machine, cosplay, BBC
19:15

Slutty Halloween succubus sucks and fucks like a witch!

1 year ago

XXXDan

latex, arab, bondage, gloves, dildo, heels, cosplay
34:40 89%

Have fun with yoga blocks

1 year ago

XXXDan

latex, couple, fetish, funny, bondage, czech, BDSM
22:36

Sissy in Red Leather Corset Dress Edges

1 year ago

xHamster

latex, bondage, BDSM, leather, dress
21:26

Sissy Tifa Lockhart edges and masturbates for you 2

2 years ago

xHamster

bondage, sissy
29:04

Steaming Dom-How a fetish image shoot gets made

2 years ago

ShemaleTaxi

shemale, bondage, BDSM
20:03

Sissy Mya Freya Rectal Web Webcam Onanism Jan 15 2023

2 years ago

TrannyGem

bondage, machine, vibrator
17:30

Domme edges trussed CD gimp then takes her orgasms

2 years ago

ShemaleTaxi

handjob, orgasm, bondage, toys, vibrator, taxi
16:47 33%

Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)

3 years ago

xHamster

couple, bondage, BDSM, spanking
15:54 70%

A flick of orgasm by dressing up as a dame in a public restroom and doing rectal getting off.

3 years ago

TrannyGem

public, orgasm, bondage, piercing, dress, chastity
17:13

Femboy kneads a rigid beefstick and bum and blows a load with sheer pleasure ( sissy trap )

4 years ago

TrannyGem

train, prostate, massage, bondage
17:13

Bondage & discipline virgin pt.1+2 - Who wants to be my Master Daddy Dom? (Sissy marionette Dog Italia Trav)

1 month ago

ShemaleTaxi

crossdresser, bondage
25:42

Blunts and Bondage(made to jism twice)

3 months ago

ShemaleMovie

smoking, bondage, crossdresser, vibrator, femboy
38:35

Sissy Maids douche restrain bondage

3 months ago

ShemaleMovie

shemale, BDSM, maid
26:51

Spiked purity cell Self Bondage

5 months ago

ShemaleMovie

BDSM, crossdresser, shemale, latex, boots, sissy
32:34

Pink Sissy in Self Bondage Gets Locked to Her Doll and Fucked Hard by Machine

5 months ago

JizzBunker

doll, anal, bondage, dildo, BDSM, toys, machine
25:14

Sissy Maid in Self Bondage Plays with Her Sex Doll

6 months ago

JizzBunker

bondage, amateur

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