Sissy Femboy Wets her Diaper for the 1st Time
1 year ago
14:19

ShemaleSin

Sissy Femboy Wets her Diaper for the 1st Time

Tags: asian, fetish, humiliation, pissing, sissy

Third World Media Movies: White Boys Humiliation Delight
33 days ago
9:12

ShemaleZ

Third World Media Movies: White Boys Humiliation Delight

Tags: anal, assfucking, big cock, big tits, black

Shemale domina pissing and humilates her sissy bf
8 months ago
5:15

aShemaleTube

Shemale domina pissing and humilates her sissy bf

Tags: amateur, boyfriend, domination, dominatrix, fetish

Handballing, transsexual
1 year ago
11:02

ShemaleTaxi

Handballing, transsexual

Tags: anal, anal toying, ass, brutal, compilation

Trans Angel Uses Your Penis as a Fleshlight?!
1 year ago
7:21

ShemaleSin

Trans Angel Uses Your Penis as a Fleshlight?!

Tags: amateur, dick, fetish, halloween, humiliation

Your wild ladyboy fantasy with Natalie Napoli
26 days ago
10:59

XXXVogue

Your wild ladyboy fantasy with Natalie Napoli

Tags: beauty, crossdressing, fantasy, humiliation, ladyboy

Amirah Adarah gets the strap-on treatment and a foot worship session from Tiffany Tatum
2 months ago
27:08

ShemaleTaxi

Amirah Adarah gets the strap-on treatment and a foot worship session from Tiffany Tatum

Tags: anal, bdsm, domination, feet, humiliation

Pornstars: amirah adara

Sissy pluged playing in Garage
2 months ago
11:45

aShemaleTube

Sissy pluged playing in Garage

Tags: amateur, anal, cage, cuckold, dildo

Sissy Hope Compilation 5
6 months ago
11:25

ShemaleSin

Sissy Hope Compilation 5

Tags: amateur, anal, compilation, fetish, humiliation

Let's shave our heads and talk about sexperiences, from losing innocence to first micropenis fantasies. ITA.
1 year ago
21:26

ShemaleTaxi

Let's shave our heads and talk about sexperiences, from losing innocence to first micropenis fantasies. ITA.

Tags: fantasy, humiliation, shaved, small cock, story

mistress milf dominate and fuck u with her big cock big cumshot countdown
1 year ago
3:03

aShemaleTube

mistress milf dominate and fuck u with her big cock big cumshot countdown

Tags: big cock, cumshot, domination, futanari, hd

Sissy bunny peeing in shorts
8 months ago
12:26

ShemaleSin

Sissy bunny peeing in shorts

Tags: amateur, bunny, fetish, humiliation, pissing

Pissed on ladyboys give double blowing cock
9 months ago
6:27

AnalDin

Pissed on ladyboys give double blowing cock

Tags: amateur, asian, blowjob, dick, humiliation

Valerie Parker Cums Anal Beads Ankle Cuffs
5 months ago
7:12

ShemaleSin

Valerie Parker Cums Anal Beads Ankle Cuffs

Tags: amateur, anal, beads, big cock, bondage

[metavulgar] - feminization, mocking, sissy pet, foot fetish, obedient roleplay, domination - full version on my patreon page - sissy, joi, cuckold, f
4 months ago
5:04

ShemaleSin

[metavulgar] - feminization, mocking, sissy pet, foot fetish, obedient roleplay, domination - full version on my patreon page - sissy, joi, cuckold, f

Tags: bed sex, cuckold, domination, feet, feminization

Taskmaster large penis tranny Lucy bareback screwing her chastity sub
10 months ago
18:56

ShemaleSin

Taskmaster large penis tranny Lucy bareback screwing her chastity sub

Tags: amateur, anal, barebacking, big cock, dick

Peek at TS Jesse's Dirty Bath as she Masturbates and Cums on the Tub
1 year ago
6:05

XShemale

Peek at TS Jesse's Dirty Bath as she Masturbates and Cums on the Tub

Tags: amateur, bathroom, big ass, big cock, big tits

Busty shemale dominates her blonde friend on rooftop with mouth and ass pounding
1 year ago
11:37

ShemaleTaxi

Busty shemale dominates her blonde friend on rooftop with mouth and ass pounding

Tags: american, anal, ass, big tits, blonde

U're My Fart Floozy - Rod Jaq Quicksilver Punishes U with Farting Facesitting
5 months ago
0:30

ShemaleSin

U're My Fart Floozy - Rod Jaq Quicksilver Punishes U with Farting Facesitting

Tags: blonde, blue eyed, dirty talk, domination, face sitting

Jerk off While I cum on Your Face Sissy Faggot - Jessica Bloom Humilation JoI
1 year ago
7:47

TrannyOne

Jerk off While I cum on Your Face Sissy Faggot - Jessica Bloom Humilation JoI

Tags: beauty, big cock, blonde, cum, cumshot

Playful island toys indulge in ass play with SexyGirlStephanie
11 months ago
33:49

ShemaleTaxi

Playful island toys indulge in ass play with SexyGirlStephanie

Tags: ass, big ass, fat, homevideo, humiliation

Sexy Latex Mistresse Tests Her Wench For Strength. Arya Grander
7 months ago
21:58

ShemaleSin

Sexy Latex Mistresse Tests Her Wench For Strength. Arya Grander

Tags: amateur, dirty talk, dominatrix, femdom, feminization

Busty cheating wife films herself getting fucked by a big black cock for me - Bianca Burke - TouchMyWife
11 months ago
10:36

ShemaleTaxi

Busty cheating wife films herself getting fucked by a big black cock for me - Bianca Burke - TouchMyWife

Tags: ass, big black cock, big cock, big tits, blowjob

Feminine femboy gets dominated and pounded by a powerful domina
3 months ago
5:56

ShemaleTaxi

Feminine femboy gets dominated and pounded by a powerful domina

Tags: amateur, anal, ass, bdsm, domination

MOIST SISSY GET PENIS
1 year ago
11:13

ShemaleSin

MOIST SISSY GET PENIS

Tags: anal, ass to mouth, big clit, dick, dildo

Sissy Clitty Handjob
6 months ago
1:00

aShemaleTube

Sissy Clitty Handjob

Tags: cage, clit, dick, goddess, handjob

Slim mistress orders you to be her sissy fuck toy in intoxicating JOI and CEI session
1 year ago
5:23

ShemaleTaxi

Slim mistress orders you to be her sissy fuck toy in intoxicating JOI and CEI session

Tags: bdsm, close up, cum, cumshot, domination

Norwich fag sissy drew exposed naked, erect with ball weight's exposure
14 days ago
4:55

FapCat

Norwich fag sissy drew exposed naked, erect with ball weight's exposure

Tags: balls, black, blowjob, buttplug, close up

Humiliation trainer for sissies
1 year ago
5:57

FapCat

Humiliation trainer for sissies

Tags: anal, big ass, bisexual, gaping hole, humiliation

Sissy Crossdresser Sucks young Bulls cock while being humiliated
8 months ago
1:08

aShemaleTube

Sissy Crossdresser Sucks young Bulls cock while being humiliated

Tags: amateur, big ass, bimbo, blowjob, crossdressing

Valerie Parker Dick Ring Booty Plug Jerk Off
6 months ago
8:27

ShemaleSin

Valerie Parker Dick Ring Booty Plug Jerk Off

Tags: amateur, big cock, booty, buttplug, dick

Viviana Trans Lalin girl Domination Humiliation Viviana Trans Latin chick Domination Humiliation Viviana Trans Latin chick Domination Humiliation Vivi
26 days ago
2:51

ShemaleSin

Viviana Trans Lalin girl Domination Humiliation Viviana Trans Latin chick Domination Humiliation Viviana Trans Latin chick Domination Humiliation Vivi

Tags: babe, bdsm, big cock, big tits, domination

Sissy Hope Compilation 4
6 months ago
11:05

ShemaleSin

Sissy Hope Compilation 4

Tags: anal, assfingering, big ass, booty, compilation

Shemale tranny amateur gets toy humiliation
44 days ago
9:26

YepTube

Shemale tranny amateur gets toy humiliation

Tags: amateur, hd, humiliation, masturbation, solo

FTM Indecent Little Piggy Gal Humiliation
1 year ago
19:39

ShemaleSin

FTM Indecent Little Piggy Gal Humiliation

Tags: big clit, blonde, fetish, hairy, hd

she male fucks guy hard
3 years ago
7:59

FetishPapa

she male fucks guy hard

Tags: anal, domination, humiliation, interracial

She males fuck new White slave
1 year ago
15:07

FetishPapa

She males fuck new White slave

Tags: domination, humiliation, interracial, slave, white

Kinky instructor in latex yearns for anal pounding in her stylish pink vinyl jacket
1 year ago
7:51

ShemaleTaxi

Kinky instructor in latex yearns for anal pounding in her stylish pink vinyl jacket

Tags: amateur, anal, ass, big ass, cage

You were a naughty stud! As punishment, kick yourself while you jerk off in this JOI session with TV_Helena
4 months ago
7:53

ShemaleTaxi

You were a naughty stud! As punishment, kick yourself while you jerk off in this JOI session with TV_Helena

Tags: bdsm, big tits, cum, domination, german

Provocative cougar Leonie tied up for some serious domination with Frank Gun
6 months ago
16:25

XXXVogue

Provocative cougar Leonie tied up for some serious domination with Frank Gun

Tags: ass, asslick, bdsm, blowjob, bondage

Floozy cleans baths shower with holes
1 year ago
9:03

ShemaleSin

Floozy cleans baths shower with holes

Tags: anal, bathroom, blowjob, bondage, fetish

Kinky Trans Domme Gives You Pov Humiliation. Chastity Feet Girl Dick Verbal Degradation
9 months ago
18:54

ABTranny

Kinky Trans Domme Gives You Pov Humiliation. Chastity Feet Girl Dick Verbal Degradation

Tags: amateur, brunette, dick, feet, hd

Toe-fetish, spit-on-feet
1 year ago
29:06

ShemaleTaxi

Toe-fetish, spit-on-feet

Tags: bdsm, blonde, domination, feet, fetish

Anal Recipe : Cooking with Butter
1 year ago
8:09

ShemaleSin

Anal Recipe : Cooking with Butter

Tags: anal, anal toying, food, french, hardcore

Sissy Humiliation with Thought Captions - College Boy has become Tranny Cocksucker Whore :'(
2 years ago
1:16

TrannyOne

Sissy Humiliation with Thought Captions - College Boy has become Tranny Cocksucker Whore :'(

Tags: blonde, boy, college, crossdressing, dick

Beautiful trans dominatrix Harlo Salem commands obedience in her playful domination session
3 months ago
8:14

ShemaleTaxi

Beautiful trans dominatrix Harlo Salem commands obedience in her playful domination session

Tags: bdsm, beauty, cum, domination, dominatrix

77 CUMSHOTS Compilation
8 months ago
0:27

ShemaleSin

77 CUMSHOTS Compilation

Tags: amateur, ass, beauty, compilation, creampie

Sissy femboy Paddedbunny gets off in a soaked diaper
58 days ago
8:34

ShemaleTaxi

Sissy femboy Paddedbunny gets off in a soaked diaper

Tags: crossdressing, diaper, humiliation, orgasm, pissing

POV of getting cucked by a trans girl and your girlfriend Jessica Bloom
56 days ago
8:48

ShemaleTaxi

POV of getting cucked by a trans girl and your girlfriend Jessica Bloom

Tags: big cock, big tits, blonde, blowjob, cuckold

Outdoor with doggy
1 year ago
2:28

aShemaleTube

Outdoor with doggy

Tags: crossdressing, doggystyle, domination, fetish, flashing

Submissive sissy crossdresser Angel Scarlett Black humiliated with sph and sissy transformation
1 year ago
14:50

ShemaleTaxi

Submissive sissy crossdresser Angel Scarlett Black humiliated with sph and sissy transformation

Tags: black, crossdressing, humiliation, maid, masturbation

Milf, sissy crossdresser
6 months ago
8:45

ShemaleTaxi

Milf, sissy crossdresser

Tags: anal, crossdressing, dildo, humiliation, masturbation

Big tits, solo
4 months ago
11:16

ShemaleTaxi

Big tits, solo

Tags: amateur, bdsm, big cock, big tits, crossdressing

Slim Brunette Shemale Solo
1 year ago
10:11

aShemaleTube

Slim Brunette Shemale Solo

Tags: brunette, homevideo, humiliation, masturbation, mom

YIELDING SISSY PAWG GETS DOMINATED BY CORPORALIST BBC
26 days ago
4:14

ShemaleSin

YIELDING SISSY PAWG GETS DOMINATED BY CORPORALIST BBC

Tags: aggressive, anal, big black cock, big cock, black

Corset and Nylons Jerk Off
6 months ago
0:29

ShemaleSin

Corset and Nylons Jerk Off

Tags: amateur, big cock, corset, domination, fetish

Trixy dominated by her mastix FULL movie scene
7 months ago
31:32

ShemaleSin

Trixy dominated by her mastix FULL movie scene

Tags: amateur, anal, big cock, blowjob, bondage

Young-ts, ts-squirting
8 months ago
10:27

ShemaleTaxi

Young-ts, ts-squirting

Tags: 3d, anal, anal toying, ass, cum

Anna, the busty goddess, gives an amazing blowjob
1 year ago
10:30

ShemaleTaxi

Anna, the busty goddess, gives an amazing blowjob

Tags: american, ass, big tits, blowjob, cosplay

PUSHING 25 CM INTO A HUNK VAGINA
2 months ago
10:48

ShemaleSin

PUSHING 25 CM INTO A HUNK VAGINA

Tags: amateur, anal, bdsm, beauty, blowjob

Domination futa
30 days ago
46:14

aShemaleTube

Domination futa

Tags: cum, domination, futanari, humiliation, orgy

Big balls cumshots, crossdresser humiliation
11 months ago
5:36

ShemaleTaxi

Big balls cumshots, crossdresser humiliation

Tags: amateur, balls, big cock, crossdressing, cum

Thai ladyboy Sissysimran serves up anal creampies and good times
2 months ago
10:09

ShemaleTaxi

Thai ladyboy Sissysimran serves up anal creampies and good times

Tags: amateur, anal, asian, creampie, crossdressing

That babe Craves U HOMO
1 year ago
1:13

ShemaleSin

That babe Craves U HOMO

Tags: anal, babe, gay, humiliation

Cuckold MILF Vintage session with 2 BBC bulls I hired
1 year ago
15:05

TrannyOne

Cuckold MILF Vintage session with 2 BBC bulls I hired

Tags: friend, milf, old, transsexual, vintage

T-GIRL ROOMMATE - U Can't Stop Sneaking Into Her Room - Feet, JOI, Humiliation, Dream
10 months ago
7:28

ShemaleSin

T-GIRL ROOMMATE - U Can't Stop Sneaking Into Her Room - Feet, JOI, Humiliation, Dream

Tags: amateur, big cock, brunette, cute, fantasy

Clown Gal Clamps Love Button and Humps Sextoy
1 year ago
8:18

ShemaleSin

Clown Gal Clamps Love Button and Humps Sextoy

Tags: big clit, funny, humiliation, slut, small tits

I am silly snatch I love humiliation and ache
1 year ago
1:36

ShemaleSin

I am silly snatch I love humiliation and ache

Tags: anal, big ass, bondage, feminization, fetish

Humilation, nylon
2 months ago
5:13

ShemaleTaxi

Humilation, nylon

Tags: anal, black, cum, dildo, humiliation

Cheerful Wicked Snatch
9 months ago
0:39

ShemaleSin

Cheerful Wicked Snatch

Tags: amateur, bdsm, big clit, funny, humiliation

Kelvin twat and the carrot
9 months ago
0:51

ShemaleSin

Kelvin twat and the carrot

Tags: amateur, anal, cunt, humiliation, sissy

She male Latina mistress fucks Brit slave
2 years ago
14:44

FetishPapa

She male Latina mistress fucks Brit slave

Tags: domination, humiliation, interracial, latina, mistress

Wang bitch face writing - public biffy and flashing at a mall
11 months ago
24:24

ShemaleSin

Wang bitch face writing - public biffy and flashing at a mall

Tags: amateur, bitch, buttplug, flashing, humiliation

Chocolate RHT Nylon Nylons
6 months ago
0:33

ShemaleSin

Chocolate RHT Nylon Nylons

Tags: amateur, big cock, chocolate, domination, feet

Sissy in ball gag pees in panties and vibrates to climax in a crowded park
1 year ago
15:37

ShemaleTaxi

Sissy in ball gag pees in panties and vibrates to climax in a crowded park

Tags: anal, anal toying, caught, crossdressing, cum

Scarlett Horne Stripped by Bully
6 months ago
1:00

ShemaleSin

Scarlett Horne Stripped by Bully

Tags: amateur, blowjob, domination, humiliation, sissy

SEXY CLIMAX CUMSHOTS COMPILATION
1 year ago
10:52

ShemaleSin

SEXY CLIMAX CUMSHOTS COMPILATION

Tags: anal, ass to mouth, compilation, cum, cumshot

Young sissy Denise Humain humiliated and trained in deepthroat by shemale
1 year ago
16:16

ShemaleTaxi

Young sissy Denise Humain humiliated and trained in deepthroat by shemale

Tags: amateur, bdsm, blowjob, bondage, british

Natasha Vega humiliates her cuckold boyfriend Lee Bang
1 year ago
8:21

ShemaleTaxi

Natasha Vega humiliates her cuckold boyfriend Lee Bang

Tags: big black cock, big cock, black, boyfriend, huge cock

Pornstars: natasha vega

Amateur crossdresser's rear ravaged by massive strap-on - transforming ass into pussy
1 year ago
9:43

ShemaleTaxi

Amateur crossdresser's rear ravaged by massive strap-on - transforming ass into pussy

Tags: amateur, anal, ass, brutal, crossdressing

Shemale tranny amateur gets toy humiliation
8 months ago
11:35

DrTuber

Shemale tranny amateur gets toy humiliation

Tags: amateur, humiliation, masturbation, solo, toys

Foot-loving queen dominates slave with handjob and foot worship for humiliation
1 year ago
5:41

ShemaleTaxi

Foot-loving queen dominates slave with handjob and foot worship for humiliation

Tags: black, feet, handjob, humiliation, queen

Muscular guy loves to fill the ass of trans woman Nicollysummers with a big black cock
8 months ago
5:26

ShemaleTaxi

Muscular guy loves to fill the ass of trans woman Nicollysummers with a big black cock

Tags: anal, ass, big ass, big black cock, big tits

Shemale Porn Video Trans Slut Gets Trained To Become Puppy Slapped And Humiliated Short
1 year ago
9:38

TrannyOne

Shemale Porn Video Trans Slut Gets Trained To Become Puppy Slapped And Humiliated Short

Tags: 3some, anal, ass to mouth, blowjob, bondage

Ebony large shlong trans cutie bang pliant chap
45 days ago
21:46

ShemaleSin

Ebony large shlong trans cutie bang pliant chap

Tags: amateur, anal, big cock, blowjob, cute

[metavulgar] - sissy training, exposing, sissy humiliation, panty, collar, collar and leash - full version on my patreon page - sissy, joi, cuckold, f
5 months ago
22:30

ShemaleSin

[metavulgar] - sissy training, exposing, sissy humiliation, panty, collar, collar and leash - full version on my patreon page - sissy, joi, cuckold, f

Tags: bdsm, collar, cuckold, high heels, humiliation

Clear Heels Nylon Nylons and a Hard Jock
4 months ago
0:33

ShemaleSin

Clear Heels Nylon Nylons and a Hard Jock

Tags: amateur, big cock, domination, feet, fetish

Sexy Crossdresser Doggy style Screwed by Female-dominant
6 months ago
4:24

ShemaleSin

Sexy Crossdresser Doggy style Screwed by Female-dominant

Tags: amateur, anal, ass, bdsm, crossdressing

Sasha starlet - Sissy gets caught watching porn
1 year ago
11:09

ShemaleTaxi

Sasha starlet - Sissy gets caught watching porn

Tags: caught, crossdressing, handjob, homevideo, humiliation

Recorded camshow: dominating mistress gives prostate massage with strap-on and rubber gloves
1 year ago
5:15

ShemaleTaxi

Recorded camshow: dominating mistress gives prostate massage with strap-on and rubber gloves

Tags: bdsm, humiliation, latex, massage, mistress

Sissy Bunny peeing on diaper in chastity
8 months ago
8:50

ShemaleSin

Sissy Bunny peeing on diaper in chastity

Tags: amateur, bunny, dick, fetish, humiliation

Sissy Serf Bitch Twerks with Writing on Body
8 months ago
0:20

ShemaleSin

Sissy Serf Bitch Twerks with Writing on Body

Tags: amateur, anal, bitch, humiliation, sissy

Mature dominatrix CD enjoys playing with submissive partner
1 year ago
9:46

ShemaleTaxi

Mature dominatrix CD enjoys playing with submissive partner

Tags: bdsm, crossdressing, domination, dominatrix, mature

Natalie Mars Piglet Fuckdoll Transformation PART 1 - Lesbo SADOMASOCHISM Humiliation Servitude & LARGE Toys
1 year ago
18:24

ShemaleSin

Natalie Mars Piglet Fuckdoll Transformation PART 1 - Lesbo SADOMASOCHISM Humiliation Servitude & LARGE Toys

Tags: anal, bdsm, blonde, bondage, brunette

Hd videos, anal masturbation
1 year ago
6:58

ShemaleTaxi

Hd videos, anal masturbation

Tags: amateur, anal, ass, big ass, big cock

Smell My Perspired, Curly Armpits
8 months ago
0:57

ShemaleSin

Smell My Perspired, Curly Armpits

Tags: amateur, babe, curly haired, domination, fetish

Sissy transitions from shorts to panties and uses sex toy in public staircase
1 year ago
8:01

ShemaleTaxi

Sissy transitions from shorts to panties and uses sex toy in public staircase

Tags: amateur, anal, anal toying, ass, bdsm

JOI - Trans Dominant-Bitch Mellowditz Bitch Goddess Humiliatrix
1 year ago
24:25

ShemaleSin

JOI - Trans Dominant-Bitch Mellowditz Bitch Goddess Humiliatrix

Tags: ass, bitch, collar, dick, fishnet

The sissy doxy gets cum in her mouth during deepthroating and humiliation
3 months ago
1:58

ShemaleSin

The sissy doxy gets cum in her mouth during deepthroating and humiliation

Tags: amateur, ass to mouth, asslick, blowjob, cum

Training a bastard
2 years ago
7:40

aShemaleTube

Training a bastard

Tags: abuse, domination, hd, humiliation

Sissy humiliation and training in multiple European languages
1 year ago
14:36

ShemaleTaxi

Sissy humiliation and training in multiple European languages

Tags: big black cock, black, european, humiliation, sissy

Hannah punches her useless male clitoris until that babe cries
5 months ago
0:21

ShemaleSin

Hannah punches her useless male clitoris until that babe cries

Tags: abuse, babe, clit, hardcore, humiliation

mistresse mother i'd like to fuck dominate and screw you with her large penis large ejaculation countdown
1 year ago
3:03

ShemaleSin

mistresse mother i'd like to fuck dominate and screw you with her large penis large ejaculation countdown

Tags: big cock, brunette, cumshot, dick, dirty talk

Lewd maid sissy teased her little balls
2 months ago
1:17

ShemaleSin

Lewd maid sissy teased her little balls

Tags: amateur, balls, cosplay, dildo, domination

Solo Serf Training Gone Likewise Far (Nearly)
49 days ago
2:13

ShemaleSin

Solo Serf Training Gone Likewise Far (Nearly)

Tags: amateur, babe, big cock, bitch, bondage

Vanity and Andy
1 year ago
0:37

aShemaleTube

Vanity and Andy

Tags: big black cock, cuckold, high heels, humiliation, nylon

Agnostic anal whore Linzy19 allows festive humiliation from a less-than-stellar Santa Claus in a hogtie
7 months ago
23:19

ShemaleTaxi

Agnostic anal whore Linzy19 allows festive humiliation from a less-than-stellar Santa Claus in a hogtie

Tags: american, anal, bdsm, bondage, humiliation

Every Week movie with sissy exercises of dumb sissy bitch Alina
1 year ago
2:33

ShemaleSin

Every Week movie with sissy exercises of dumb sissy bitch Alina

Tags: bdsm, bitch, fetish, humiliation, reality

Val jerks off with her stocking feet in your face
1 year ago
0:24

ShemaleSin

Val jerks off with her stocking feet in your face

Tags: feet, fetish, humiliation, jerking, nylon

I'm worthwhile sissy hotty for orders of my owner. I love be used slut for humiliation
1 year ago
1:18

ShemaleSin

I'm worthwhile sissy hotty for orders of my owner. I love be used slut for humiliation

Tags: blowjob, compilation, cum in mouth, humiliation, public

Brandon Hegsted in Drag jacking Off
9 months ago
0:55

ShemaleSin

Brandon Hegsted in Drag jacking Off

Tags: amateur, bdsm, cum, cumshot, fetish

RHT hose and pink doxy boots
6 months ago
0:33

ShemaleSin

RHT hose and pink doxy boots

Tags: amateur, big cock, boots, domination, fetish

Luxurious trans model Gigi From LA humiliates you in female domination with SPH cuck beta
55 days ago
7:11

ShemaleTaxi

Luxurious trans model Gigi From LA humiliates you in female domination with SPH cuck beta

Tags: abuse, bisexual, cuckold, femdom, humiliation

Crossdresser in nylon nylons SEX TOOL
8 months ago
0:33

ShemaleSin

Crossdresser in nylon nylons SEX TOOL

Tags: amateur, crossdressing, dildo, feet, fetish

Amateur traps, using
11 months ago
10:55

ShemaleTaxi

Amateur traps, using

Tags: amateur, anal, ass, barebacking, bathroom

Close up anal
5 months ago
10:42

ShemaleSin

Close up anal

Tags: amateur, anal, ass, big ass, brunette

Submissive Japanese babe receives public facial in humiliating display
11 months ago
5:16

ShemaleTaxi

Submissive Japanese babe receives public facial in humiliating display

Tags: babe, bdsm, bondage, domination, facial

RESIGNED SISSY PAWG GETS DOMINATED BY SLAVEMASTER BBC
8 months ago
4:14

ShemaleSin

RESIGNED SISSY PAWG GETS DOMINATED BY SLAVEMASTER BBC

Tags: anal, big black cock, big cock, black, blonde

Training and femdom session with Haruna Ikoma featuring domination and submission elements
3 months ago
10:42

XXXVogue

Training and femdom session with Haruna Ikoma featuring domination and submission elements

Tags: bdsm, bondage, domination, face sitting, femdom

Anal-slut, redheads
2 months ago
12:12

ShemaleTaxi

Anal-slut, redheads

Tags: anal, ass, big black cock, black, humiliation

Transformation into a sissy with double loads of cum
1 year ago
10:33

ShemaleTaxi

Transformation into a sissy with double loads of cum

Tags: anal, ass, ass to mouth, big cock, brutal

Rachael Belle Exposed Sissy Slut Humiliation 3
6 months ago
1:24

aShemaleTube

Rachael Belle Exposed Sissy Slut Humiliation 3

Tags: crossdressing, hd, humiliation, masturbation, sissy

#crossdresser #anal #dildo #feet #fetish #orgasm #stockings #submission #humiliation #footfetish
3 years ago
7:06

ShemaleSin

#crossdresser #anal #dildo #feet #fetish #orgasm #stockings #submission #humiliation #footfetish

Tags: anal, crossdressing, cumshot, feet, fetish

Hot mature goddess Maisa Pravo controls her cuckold while humiliating him with her big booty
2 months ago
6:06

ShemaleTaxi

Hot mature goddess Maisa Pravo controls her cuckold while humiliating him with her big booty

Tags: amateur, anal, anal toying, ass, bdsm

2 days in the WC (undressed urinate cum facial deepthroat bukkake drink)
10 months ago
2:33

ShemaleSin

2 days in the WC (undressed urinate cum facial deepthroat bukkake drink)

Tags: amateur, barebacking, big cock, bukkake, cum

Sissy exposing and humiliation public Compilation 1
1 year ago
6:29

ShemaleSin

Sissy exposing and humiliation public Compilation 1

Tags: amateur, compilation, fetish, humiliation, public

Hawt Trans Headmistress Teases and Humiliates U (custom movie)
1 year ago
8:01

ShemaleSin

Hawt Trans Headmistress Teases and Humiliates U (custom movie)

Tags: big ass, big cock, big tits, femdom, fetish

Cage loser, u stay locked up - during the time that I’m masturbating! Shemale JOI
11 months ago
1:16

ShemaleSin

Cage loser, u stay locked up - during the time that I’m masturbating! Shemale JOI

Tags: amateur, big tits, blonde, cage, clothed sex

Hot Girl Films Herself Sitting on My Face and Getting Her Toes Licked
7 months ago
10:05

FapCat

Hot Girl Films Herself Sitting on My Face and Getting Her Toes Licked

Tags: amateur, babe, bondage, domination, face sitting

Bitch Crossdresser in Stockings Strokes Her Large Knob
6 months ago
7:11

ShemaleSin

Bitch Crossdresser in Stockings Strokes Her Large Knob

Tags: amateur, big cock, bitch, crossdressing, dick

TS naughty sissy faggot floozy self humiliation slapping
28 days ago
0:30

ShemaleSin

TS naughty sissy faggot floozy self humiliation slapping

Tags: amateur, big black cock, cum, dirty, extreme

Hot Trans Bailey Wilde Fucked in Chastity
3 months ago
9:57

aShemaleTube

Hot Trans Bailey Wilde Fucked in Chastity

Tags: amateur, anal, ass, cage, feminization

Fishnet Hose Crossdresser Jerk Off
6 months ago
0:33

ShemaleSin

Fishnet Hose Crossdresser Jerk Off

Tags: amateur, big cock, crossdressing, domination, feet

Booty Shemale Huge Cock at tanny4Free
4 years ago
10:16

XShemale

Booty Shemale Huge Cock at tanny4Free

Tags: booty, car, huge cock, humiliation

Public submissive humiliation featuring hot mature alexvicious
10 months ago
5:56

ShemaleTaxi

Public submissive humiliation featuring hot mature alexvicious

Tags: bdsm, domination, humiliation, latex, mature

Trans Mamma Helps U Turn HOMOSEXUAL
1 year ago
6:35

ShemaleSin

Trans Mamma Helps U Turn HOMOSEXUAL

Tags: brunette, femdom, gay, humiliation, milf

Shemale use slave guy in the woods
4 months ago
6:41

FetishPapa

Shemale use slave guy in the woods

Tags: ass, domination, hd, humiliation, latex

HOTSHOT CLIMAX COMPILATION
8 months ago
10:02

ShemaleSin

HOTSHOT CLIMAX COMPILATION

Tags: ass, compilation, cum, cum swallowing, cumshot

feminized by headmistress
5 months ago
18:36

ShemaleSin

feminized by headmistress

Tags: amateur, big cock, big tits, blonde, hd

Feminization, beating balls, wearing a chastity strap, anal-plug, banging your booty every single day, humiliation, punishment
1 year ago
3:14

ShemaleSin

Feminization, beating balls, wearing a chastity strap, anal-plug, banging your booty every single day, humiliation, punishment

Tags: anal, balls, banging, booty, feminization

Slut Cleans the floor with tongue in baths humiliation
1 year ago
1:14

ShemaleSin

Slut Cleans the floor with tongue in baths humiliation

Tags: humiliation, public, redhead, sissy, slut

Destroy Your Pathetic Balls
1 year ago
4:13

ShemaleSin

Destroy Your Pathetic Balls

Tags: babe, balls, bdsm, big ass, blonde

Beautiful shemale in uniform pleasures herself alone
1 year ago
6:11

ShemaleMovie

Beautiful shemale in uniform pleasures herself alone

Tags: anal, anal toying, ass, bdsm, beauty

Hot trans mistress Patricksuggar plays with her heels in sexy pantyhose and gets off in a steamy humiliation
2 months ago
12:01

XXXVogue

Hot trans mistress Patricksuggar plays with her heels in sexy pantyhose and gets off in a steamy humiliation

Tags: big cock, black, cum, feet, footjob

She males fuck guy
3 years ago
5:29

FetishPapa

She males fuck guy

Tags: ass, domination, humiliation

Blonde lily phillips craves domination and gets her big ass ruined while squirting with two massive cocks
2 months ago
17:20

ShemaleTaxi

Blonde lily phillips craves domination and gets her big ass ruined while squirting with two massive cocks

Tags: anal, ass, big ass, big black cock, big tits

Sissy wench cums into her own wide open throat
1 year ago
4:15

ShemaleSin

Sissy wench cums into her own wide open throat

Tags: amateur, cum, cum in mouth, cum swallowing, cumshot

Abased, dominance
11 months ago
6:54

ShemaleTaxi

Abased, dominance

Tags: abuse, bdsm, domination, humiliation

Beautiful Black She male fucks Australian slave
3 years ago
7:59

FetishPapa

Beautiful Black She male fucks Australian slave

Tags: australian, beauty, black, domination, humiliation

All dolled up in my IPFW cheer uniform, have a fun as I take u on a trip of humiliation, teasing, telling u how when to jack off it, ending with one a
1 year ago
1:40

ShemaleSin

All dolled up in my IPFW cheer uniform, have a fun as I take u on a trip of humiliation, teasing, telling u how when to jack off it, ending with one a

Tags: blonde, doll, domination, fetish, funny

Pixie Roulette ep 1: Sissy Humiliation
1 year ago
11:02

ShemaleSin

Pixie Roulette ep 1: Sissy Humiliation

Tags: anal, anal toying, blowjob, close up, cumshot

Sissy Tutor Encouragement Crossdresser BBC Interracial Fiona Fortune
32 days ago
17:29

ShemaleSin

Sissy Tutor Encouragement Crossdresser BBC Interracial Fiona Fortune

Tags: anal, ass, ass to mouth, big black cock, creampie

Best Xxx Movie Homosexual Bbc Craziest , Take A Look
39 days ago
8:00

XShemale

Best Xxx Movie Homosexual Bbc Craziest , Take A Look

Tags: 3some, all holes, anal, assfucking, big black cock

Cute Blonde Trans Girl Jerks Off Her Big Dick While Talking Dirty
1 year ago
1:10

TrannyOne

Cute Blonde Trans Girl Jerks Off Her Big Dick While Talking Dirty

Tags: beauty, big cock, blonde, cute, dick

Brutal anal penetration and emotional breakdown
1 year ago
5:11

ShemaleTaxi

Brutal anal penetration and emotional breakdown

Tags: anal, bdsm, domination, group sex, hardcore

Sissy gets humiliated while playing with herself and drinking pee
9 months ago
6:50

ShemaleTaxi

Sissy gets humiliated while playing with herself and drinking pee

Tags: anal, anal toying, dildo, european, humiliation

Marion dominates & submits - The crimson dungeon realm (Part.1)
1 year ago
5:18

ShemaleTaxi

Marion dominates & submits - The crimson dungeon realm (Part.1)

Tags: amateur, bdsm, big cock, chained, crossdressing

Slave for mistress with a foot fetish and a taste for abasement
7 months ago
6:06

ShemaleTaxi

Slave for mistress with a foot fetish and a taste for abasement

Tags: bdsm, domination, feet, fetish, humiliation

Concupiscent Sissy Trans Gamer Beauty Humiliates Your small weenie and dominates your mind with subliminals
1 year ago
17:03

ShemaleSin

Concupiscent Sissy Trans Gamer Beauty Humiliates Your small weenie and dominates your mind with subliminals

Tags: beauty, big cock, ebony, feminization, fetish

Glamorous trans secretary humiliates herself with a wedgie and thrashing session on her plump buttocks. Large butt femboy spanked and wedged. Crossdre
37 days ago
5:37

ShemaleSin

Glamorous trans secretary humiliates herself with a wedgie and thrashing session on her plump buttocks. Large butt femboy spanked and wedged. Crossdre

Tags: abuse, ass, bbw, bdsm, blonde

Marion BDSM adventure continues at The Red Keep (part 2)
1 year ago
6:16

ShemaleTaxi

Marion BDSM adventure continues at The Red Keep (part 2)

Tags: amateur, anal, bdsm, big cock, crossdressing

From the Vault Compilation: Sestina Shay at nineteen - Ache, Humiliation, Pre-Op Transsexual Shlong, Void urine Play
33 days ago
11:09

ShemaleSin

From the Vault Compilation: Sestina Shay at nineteen - Ache, Humiliation, Pre-Op Transsexual Shlong, Void urine Play

Tags: amateur, bdsm, compilation, dress, fetish

Travesti fode a boca do viadinho e ainda humilha bastante
5 months ago
4:47

aShemaleTube

Travesti fode a boca do viadinho e ainda humilha bastante

Tags: big cock, blowjob, humiliation, outdoor, street

She male Honey Foxxx
3 years ago
5:25

FetishPapa

She male Honey Foxxx

Tags: ass, domination, face sitting, humiliation, worship

Kinky Trans Dominant-Bitch gives u POV humiliation. Chastity, Feet, Angel Weenie, Verbal Degradation.
1 year ago
19:19

ShemaleSin

Kinky Trans Dominant-Bitch gives u POV humiliation. Chastity, Feet, Angel Weenie, Verbal Degradation.

Tags: ass, bitch, feet, femdom, fetish

Feminine trans babe pegs submissive partner in intense anal domination session
1 year ago
10:11

ShemaleTaxi

Feminine trans babe pegs submissive partner in intense anal domination session

Tags: anal, babe, bdsm, compilation, cum

Cute and tiny t-girl punished with a Wedgie. Femboy red booty checks after punishing her with the suspenders of her galter strap and pull up her pink
24 days ago
10:09

ShemaleSin

Cute and tiny t-girl punished with a Wedgie. Femboy red booty checks after punishing her with the suspenders of her galter strap and pull up her pink

Tags: anal, ass, bisexual, blonde, booty

Marissa is a sissy that needs to teach her doxy aperture that babe likes sucking banging and humiliation
1 year ago
10:24

ShemaleSin

Marissa is a sissy that needs to teach her doxy aperture that babe likes sucking banging and humiliation

Tags: anal, babe, banging, bdsm, blowjob

From the Vault Compilation: Sestina Shay at nineteen - Pang, Humiliation, Pre-Op Shemale Cock, Piddle Play
1 year ago
11:09

ShemaleSin

From the Vault Compilation: Sestina Shay at nineteen - Pang, Humiliation, Pre-Op Shemale Cock, Piddle Play

Tags: amateur, bdsm, compilation, dick, dress

Alexvicious, submissive slut
8 months ago
9:11

ShemaleTaxi

Alexvicious, submissive slut

Tags: bdsm, domination, humiliation, slave, slut

Shemale Porn Video Dominant Cums In The Mouth Of The Deejay
1 year ago
18:46

TrannyOne

Shemale Porn Video Dominant Cums In The Mouth Of The Deejay

Tags: big cock, big tits, blowjob, brunette, cum

Abjected, domination
10 months ago
10:17

ShemaleTaxi

Abjected, domination

Tags: ass, asslick, bdsm, domination, humiliation

Rachael Belle Exposed Chastity Sissy Slut Humiliation 1
6 months ago
3:37

aShemaleTube

Rachael Belle Exposed Chastity Sissy Slut Humiliation 1

Tags: crossdressing, hd, humiliation, lingerie, masturbation

GOON FUEL - SISSIFICATION HUMILIATION FOR TGIRL CHASER GOONER LOSERS
5 months ago
8:14

ShemaleSin

GOON FUEL - SISSIFICATION HUMILIATION FOR TGIRL CHASER GOONER LOSERS

Tags: amateur, big cock, cumshot, fetish, hd

Rachael Belle Exposed Chastity Sissy Slut Humiliation 1-6 Compilation
6 months ago
13:19

aShemaleTube

Rachael Belle Exposed Chastity Sissy Slut Humiliation 1-6 Compilation

Tags: cage, compilation, crossdressing, fetish, hd

French Maid SADOMASOCHISM Humiliation
2 months ago
9:45

ShemaleSin

French Maid SADOMASOCHISM Humiliation

Tags: bdsm, blonde, bondage, domination, dominatrix

Sissy riding dildo outside
3 months ago
10:40

aShemaleTube

Sissy riding dildo outside

Tags: amateur, anal, cage, cuckold, dildo

Web camera Crest Crossdresses and Raw Bangs a Tiny TS Wench (free)
3 months ago
11:05

ShemaleSin

Web camera Crest Crossdresses and Raw Bangs a Tiny TS Wench (free)

Tags: anal, blowjob, crossdressing, cuckold, hardcore

The Bitch-O-Lympic Games ???? Saskia_de_Sade VS Sasha_de_Sade ???? the merely winners are u viewers ????
1 year ago
1:06

ShemaleSin

The Bitch-O-Lympic Games ???? Saskia_de_Sade VS Sasha_de_Sade ???? the merely winners are u viewers ????

Tags: anal, big cock, bitch, british, brunette

Dad's Public Void urine Play & Temperature Slavery Humiliation
6 months ago
2:18

ShemaleSin

Dad's Public Void urine Play & Temperature Slavery Humiliation

Tags: asian, bondage, feet, fetish, humiliation