SHEMALE • CROSSDRESSER BONDAGE 266 videos

Popular Latest Top rated

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
25:15

Sissy Maid in Self restrain bondage Plays with Her bang-out damsel

6 months ago

ShemaleMovie

maid, crossdresser, sissy, bondage, stockings
37:16 20%

Inescapable Self restrain bondage Steel Fiddle Sissy Maid in Chasity gagged and Ballet Boots

6 months ago

ShemaleMovie

beauty, stockings, gagging, bondage, boots, maid, dildo
18:45

Very Ms Jyosouko Fujiko and ultra-kinky bondage professor

7 months ago

ShemaleMovie

BDSM, bondage, shemale, crossdresser
17:41

Icy super-hot Wooden pony Self bondage Torture

8 months ago

ShemaleMovie

latex, bondage, boots, maid, BDSM, 18, tied
15:19

Penniless a Padlock during Self restrain bondage

8 months ago

ShemaleMovie

huge dildo, anal, bondage, dildo, BDSM, 18, toys
29:44

Sissy Maids rest room restrain bondage predicament bondage

9 months ago

ShemaleMovie

beauty, amateur, japanese, latex, toys
15:28

Sissy Maid pops in purity and in restrain bondage and Swallows Her Sissy Cum

9 months ago

ShemaleMovie

train, bondage, maid, dildo, uniform, swallow, heels
22:55 71%

Alison black rubber and mild bondage in a hotel room

10 months ago

JizzBunker

mature, latex, rubber, gagging, MILF, bondage, boots
15:26

Sissy Maid Cums in Chastity and in Bondage and Swallows Her Sissy Cum

10 months ago

xHamster

sissy, crossdresser, hands free, bondage, chastity, swallow
21:42

Crossdresser in intense anal and bondage session with fucking machine!

10 months ago

XXXVogue

bondage
21:42

Bondage latexdoll masturbation 2

11 months ago

JizzBunker

asian, fetish
22:38

[Request] Crossdressed selfbondage in sports top, tummy, gagged and toe roped

1 year ago

VideoSection

crossdresser, shemale, bondage, amateur, feet, tied
21:56

Stretched & shocked Sissy Maid Self bondage

1 year ago

ShemaleTaxi

maid, huge dildo, shemale, dildo, crossdresser
27:41

Self Suspension restrain bondage - Sissy Maid

1 year ago

ShemaleMovie

sissy, crossdresser, boots, bondage, latex, BDSM
23:43

Crossdresser hardcore spank

1 year ago

xHamster

crossdresser
28:30

Sissy Maid Self restrain bondage Armbinder, Anklecuffs in Balletboots

1 year ago

ShemaleMovie

maid, BDSM, bondage, sissy, latex, crossdresser
27:31

Self Suspension Bondage - Sissy Maid

1 year ago

xHamster

latex, chastity, crossdresser, sissy, bondage
20:17

Sissy Maids shower bondage, Locked to rest room

1 year ago

ShemaleTaxi

latex, sissy, bondage
30:23

Sissy Maids Self bondage Fiddle and Ballet boots

1 year ago

ShemaleMovie

shemale, bondage, boots, sissy
16:10

College Girl crossdresser despairingly attempts to jism having a v-card cell (jizm replay in slow-movability)

1 year ago

TrannyGem

chastity, cum in ass, crossdresser
18:39

Spiky Innocence Cell Torture - Sissy Maids Self Restrain Bondage

2 years ago

KeekAss

latex, bondage, maid, BDSM
18:24

Sissy Maids Spiky Virginity Box Self Restrain Bondage in Fresh Shoes

2 years ago

KeekAss

bondage, maid, sissy
37:08

Sissy Maid Self Restrain Bondage Gas Mask Armbinder in Purity and Ballet Footwear

2 years ago

KeekAss

bondage, maid, mask, sissy, homemade
15:55

Sissy Maid Self Restrain Bondage Predicament Bondage

2 years ago

KeekAss

latex, bondage, maid
16:11

Sissy attempts restrain bondage :)

2 years ago

TrannyGem

train, bondage, maid, ass, chastity
17:10

Sissy Maids Self Restrain Bondage Predicament Bondage

2 years ago

KeekAss

latex, fetish, bondage, maid
15:12

Sissy Maids Spiky Innocence Cell Self Restrain Bondage Torture

2 years ago

KeekAss

latex, fetish, bondage, maid
20:50

Zero 2 lovingly trusses up her good boy Bondage petplay hentai Oral & ass fucking JOI/ (Commission)

2 years ago

ShemaleTaxi

bondage, taxi, JOI, crossdresser
37:24

Inescapable Self restrain bondage Steel Fiddle Sissy Maid in Chasity ball-gagged and Ballet Boots

2 years ago

ShemaleTaxi

latex, gagging, bondage, boots, maid, BDSM, taxi
15:05

Sissy Maid - ache & sheer pleasure restrain bondage

2 years ago

ShemaleTaxi

latex, bondage, maid
25:47

Self Restrain Bondage in vinyl Catsuit,Shoes, Brassiere and Undies locked in purity ball-gagged

2 years ago

KeekAss

latex, gagging, bondage, shoes
15:09

Spandex Sissy self restrain bondage sesh

2 years ago

KeekAss

latex, bondage, spandex, crossdresser
37:15

Unavoidable Self Restrain Bondage Steel Fiddle Sissy Maid in Chasity Ball-Gagged and Ballet Shoes

2 years ago

KeekAss

latex, gagging, bondage, maid, shoes
30:46

Extraordinaire culo cougar tranny Restrain Bondage

3 years ago

KeekAss

mature anal, bondage, redhead, cougar, mature
18:11

Trans Sissy Scarlet Sky Sissygasms All Over Herself in Innocence and Restrain Bondage!

3 years ago

KeekAss

bondage
17:50

Icy sizzling Wooden pony Self bondage Torture

3 years ago

ShemaleTaxi

bondage
15:28

Penniless a Padlock during Self restrain bondage

3 years ago

ShemaleTaxi

huge dildo, bondage, vibrator
17:38

Self Restrain Bondage Agony Predicament Bondage - Sissy Maid Spiky Virginity Good-Sized Fake Penis Ballet Footwear

3 years ago

KeekAss

latex, bondage, maid, BDSM, penis
17:59

Spiky Innocence Cell Self Restrain Bondage Sissy Maid

3 years ago

KeekAss

latex, bondage, maid
22:00

Sissy Maid Collared to Couch Post in Armbinder Self Restrain Bondage

3 years ago

KeekAss

latex, fetish, bondage, maid, sissy
17:34

Sissy Maid Restroom Self Restrain Bondage Clyster

3 years ago

KeekAss

latex, bondage, maid, homemade
17:28

Instructing My Gorgeous Sissy With 12 Inches Of Rock Hard Weenies Gonzo Bondages Instructing

3 years ago

KeekAss

instruction, bondage, hardcore, fetish
17:40

Icy Molten Wooden Horse Self Restrain Bondage Torment

3 years ago

KeekAss

latex, bondage, BDSM
19:27

Suspension Self Restrain Bondage Sissy Maid in Innocence, Ball-Gagged and Eyes Covered

3 years ago

KeekAss

latex, gagging, bondage, maid
20:13

Sissy Self-bondage 1

3 years ago

ShemaleTaxi

bondage
16:18

Sissy Maid Stool Self Restrain Bondage

3 years ago

KeekAss

latex, fetish, bondage, maid
20:08

Sissy Maid Self Restrain Bondage in Spiky Purity Box

3 years ago

KeekAss

latex, fetish, bondage, maid, BDSM, crossdresser
27:10

Catsuit-Gimp Costume Armbinder Hog-Tie Self Restrain Bondage

3 years ago

KeekAss

latex, bondage, BDSM, tied
26:49

Spiky Virginity Box Self Restrain Bondage

3 years ago

KeekAss

latex, bondage
33:59

SADISM & MASOCHISM (part two) restrain bondage

3 years ago

KeekAss

bondage
35:39

Sissy Maids Self Restrain Bondage Sensory Abandoned

3 years ago

KeekAss

latex, bondage, maid
19:19

Sissy Maid in Self bondage Armbinder frog-tie

3 years ago

ShemaleMovie

latex, bondage, maid, tied
15:45 58%

SADISM & MASOCHISM (part 1) restrain bondage

3 years ago

KeekAss

indian, fetish, bondage, BDSM
19:50

Natasha Rotten Deep Throats And Pokes One Fortunate Boy In Beautiful Mesh Bondage Suit

3 years ago

KeekAss

bondage, deepthroat, crossdresser
21:42 33%

Restrain Bondage latexdoll getting off #2

3 years ago

KeekAss

latex, mature anal, bondage, crossdresser, toys
31:57

Put Handcuffs On Self Restrain Bondage with Breathplay

3 years ago

KeekAss

fetish, bondage
24:52

Sissy Maids Shower Armbinder Self Restrain Bondage

3 years ago

KeekAss

latex, bondage, maid, shower
19:08

Self Restrain Bondage Armbinder Frog-Tie in vinyl Catsuit and Lycra Gimp Outfit with V-Card Belt and Faux-Cock Locked in Place

3 years ago

KeekAss

latex, bondage, tied
34:41

Sissy Maid Shackled to Couch in Virginity, Ball-Gagged and Leather Restrain Bondage Palms Cuffed on

3 years ago

KeekAss

gagging, bondage, maid, leather
30:13

Sissy Maids Self Restrain Bondage Fiddle and Ballet Shoes

3 years ago

KeekAss

latex, bondage, maid, shoes
16:45 80%

Femboy gets her restrain bondage booty romped and creampied

3 years ago

TrannyGem

bondage, skinny, FTM, crossdresser
18:39

SISSIFICATION BONDAGE & DISCIPLINE TORMENT ON A SPOTTED PONY

3 years ago

KeekAss

bondage, redhead
20:15

Sissy Maids Shower Restrain Bondage, Locked to Restroom

3 years ago

KeekAss

latex, bondage, maid, shower
20:49

Sissy Maids Couch Restrain Bondage

3 years ago

KeekAss

latex, bondage, maid
21:33

Self restrain bondage at shower and went wrong

3 years ago

KeekAss

bondage, shower, hardcore
20:49

Sissy Maids Bed Bondage

3 years ago

xHamster

bondage, maid, chastity
21:33

Self restrain bondage at douche and went wrong

3 years ago

TrannyGem

bondage, shower
24:55

Selfbondage in purple bondage suit (part 1)

3 years ago

TrannyGem

gagging, bondage
38:33

Sissy Maids Shower Restrain Bondage

4 years ago

KeekAss

latex, bondage, maid, shower
38:33

Sissy Maids Bathroom Bondage

4 years ago

xHamster

latex, bondage, maid, bathroom, chastity
29:50

(P.two-five) Athena 50 Shades of SMASHED UP TAT BONDAGE & DISCIPLINE GONZO 666

4 years ago

KeekAss

bondage, mature
29:58

(P.1-five) Athena 50 Shades of HUMPED UP TAT BONDAGE & DISCIPLINE GONZO 666 23

4 years ago

KeekAss

bondage
23:29

Crossdresser restrain bondage, e-stim innocence box & ass-plug, quaking climax

4 years ago

TrannyGem

prostate, bondage, boots, leather, chastity
24:07

Sadism & masochism restrain bondage hump Slave Harley Sissy Crossdresser Slut POV

4 years ago

ShemaleTaxi

bondage, slut, sissy, crossdresser
26:42

Sissy Maid Self Bondage-cuffed To Bed

4 years ago

ShemaleZ

latex, fetish, bondage, maid
28:20

Sissy Maid Self Bondage Armbinder, Anklecuffs in Balletboots

4 years ago

xHamster

latex, bondage, maid, BDSM
26:42

Sissy Maid Self Bondage-Cuffed to Bed

4 years ago

xHamster

latex, bondage, maid, BDSM
19:09

Sissy Maid in Self Bondage Armbinder Hogtie

4 years ago

xHamster

latex, bondage, maid, BDSM
23:57

BDSM Bondage Sex Slave Harley Sissy Crossdresser Slut POV

4 years ago

xHamster

bondage, slut, domination
17:47

Nasty Rosy Femboy Drives herself to Ejaculation Petting a Firm Man Meat ( TRANSSEXUAL )

4 years ago

TrannyGem

train, bondage, BDSM, 18, panties, JOI
19:04

Pinkish restrain bondage mittens & magic vibro (cd selfbondage)

4 years ago

TrannyGem

gagging, bondage
19:04

Pinkish Restrain Bondage Mittens & Magic Hitachi (cd Selfbondage)

4 years ago

TrannyGem

gagging, bondage
16:35 71%

Crossdressing Hubby getting Pegged by Warm Wifey

4 years ago

TrannyGem

mom, femdom, wife, bondage, pegging, crossdresser
33:58

PINKISH SISSY IN RESTRAIN BONDAGE

4 years ago

KeekAss

bondage, BDSM, tattoo, domination, sissy, hardcore
21:32

Crossdresser Super Hardcore FM Anal & Bondage

4 years ago

AShemaleTube

bondage, hardcore
20:25

[Custom]Gagged crossdresser in uniform cord trussed restrain bondage, guess whats next

4 years ago

KeekAss

gagging, bondage, uniform
23:29

Crossdresser restrain bondage, e-stim purity box & ass-plug, shuddering climax

4 years ago

KeekAss

bondage, BDSM, ass
16:28

BONDAGE & DISCIPLINE Fun Bags torment part two by a masochistic transgender princess

5 years ago

KeekAss

latex, bondage
26:33

Fetish sissy self bondage with black stockings. SMM-011-szwx

6 years ago

ShemaleZ

bondage, BDSM
18:26

Crossdressing and self bondage with dick torture

6 years ago

ShemaleZ

bondage, BDSM
17:05

Many bondage enemas to japanese shemale Fujiko

7 years ago

AShemaleTube

bondage
17:35

Jyosoukofujiko become a bondage model at love hotel

8 years ago

AShemaleTube

bondage, hotel
22:37

Sissy in red Leather corset dress Edges

2 months ago

ShemaleTaxi

solo, bondage, masturbation, leather
18:04

A sissy tortures her buttocks severely with nettles, ties up her nut, dildoes herself and makes herself jizm with the electro-hitachi

3 months ago

ShemaleMovie

electro, crossdresser, ladyboy, BDSM
37:54 29%

Sissy Charlotte gets a supreme spanking and caning from tormentor Mike

5 months ago

ShemaleMovie

bondage, BDSM, tattoo, crossdresser, spanking, blonde, small tits
16:49 63%

Skitty&Leah in toying with the other kitty

5 months ago

ShemaleMovie

amateur, crossdresser, latex, sissy, bondage
34:59

Elisya in a veil and niqab full of rigid meatpipe onanism endlessly!! And tie her up with both feet And masturbate until she cumshot!!

6 months ago

VideoSection

feet, indian, beauty, arab, thai, bondage, BDSM
37:38

Sissy Charlotte gets a excellent smacking and caning from Master Mike

6 months ago

ShemaleMovie

sissy, BDSM, amateur, crossdresser, domination, bondage
28:28

Sissy Maid strict frog-tie in Steel virginity and Armbinder

6 months ago

ShemaleMovie

beauty, latex, bondage, maid, dildo, BDSM, tied
17:20

Dirty slut

7 months ago

JizzBunker

french, bondage, dildo, BDSM, heels, slut
15:37

Homemade fucky-fucky Machine (No electricity)

7 months ago

ShemaleMovie

homemade, machine
15:31

Black latexdoll masturbation 1

8 months ago

JizzBunker

crossdresser, latex, bondage, fetish, ebony, japanese
35:12

Marina Spanked and Teased

8 months ago

XXXDan

bondage, BDSM, crossdresser, mature, amateur
18:23

Sissy Maid Ballet shoe instructing

9 months ago

ShemaleMovie

sissy, boots, strapon, bondage, instruction, crossdresser
24:30

Dominant femboy in stockings dominates partner in encasement scene

10 months ago

XXXVogue

homemade, bondage, crossdresser, femboy
15:29

Pee tasting and chastity masturbation of a kinky latex doll

10 months ago

XXXDan

pissing, beauty, latex, doll, fetish, bondage, chastity
19:07

Sissy Cammy milky Edges while shackled

11 months ago

ShemaleTaxi

sissy, bondage, shemale, solo, crossdresser
20:28

Sissy Elizabeth Liones shackled

11 months ago

ShemaleMovie

bondage, BDSM, british, sissy, cosplay, femboy
15:16

I have an orgasm when this dildo massages me

11 months ago

XXXDan

crossdresser, amateur, massage
28:23

A Day in Sissys Life. Daily BDSM Sex Slave Routine with Fuckslut Denise Humain

1 year ago

JizzBunker

shemale, german, fetish, orgasm, bondage, BDSM, crossdresser
20:50

Latex bodysuit, anal fucking machine, anal spreading, ping pong, penis pump

1 year ago

XXXDan

latex, fetish, bondage, danish, machine
18:51

Very First Yr in Porno and on Pornhub! Celebrating with My Soles in Cake! Thankfulness Flick, Thank You.

2 years ago

TrannyGem

fat, chubby, goth
19:05

Sissy Cammy White Edges while Chained

2 years ago

xHamster

bondage
16:21

Sissy Tifa Lockhart

2 years ago

xHamster

bondage

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