Dominatrix caning useless slave
3 years ago
6:03

TrannyOne

Dominatrix caning useless slave

Tags: big tits, caning, dick, fetish, toys

Very hard caning
4 years ago
4:25

aShemaleTube

Very hard caning

Tags: bitch, caning, crossdressing, hd

Caning my titties during the time that masturbating
14 days ago
10:42

ShemaleSin

Caning my titties during the time that masturbating

Tags: amateur, big tits, caning, corset, fetish

Feminized Pain Toy
3 years ago
2:58

TrannyOne

Feminized Pain Toy

Tags: blonde, caning, hd, toys, whip

Tinasback caning
4 years ago
2:23

KeekAss

Tinasback caning

Tags: anal, caning, crossdressing, stockings, toys

Sir caning me as I inhale his weenie
4 years ago
4:12

KeekAss

Sir caning me as I inhale his weenie

Tags: brunette, caning, dick, masturbation, stockings

outdoor ejaculation with flogging caning
2 years ago
3:13

ShemaleSin

outdoor ejaculation with flogging caning

Tags: caning, cum, cumshot, german, lingerie

Crossdresser caning
4 years ago
6:08

aShemaleTube

Crossdresser caning

Tags: caning, crossdressing, hd

severe caning for nicole
4 years ago
2:20

aShemaleTube

severe caning for nicole

Tags: anal, caning, hd, spandex, toys

sissy candy cane stuffer part 2
3 years ago
2:44

TrannyOne

sissy candy cane stuffer part 2

Tags: anal, ass, caning, crossdressing, hd

sissy caning
9 years ago
2:03

xHamster

sissy caning

Tags: bdsm, caning, sissy

CD Sissy ass caned hard
6 years ago
6:28

aShemaleTube

CD Sissy ass caned hard

Tags: ass, caning, crossdressing, sissy, spanking

Big-Titted trans honeys pummel in insane three-way after caning
3 years ago
8:00

KeekAss

Big-Titted trans honeys pummel in insane three-way after caning

Tags: anal, blowjob, brunette, hd, transsexual

Discipline Day For Joanne  1  The Pre Caning Warm Up
3 years ago
9:14

TrannyOne

Discipline Day For Joanne 1 The Pre Caning Warm Up

Tags: blowjob, caning, hd, masturbation, spanking

Ebony lesbian master teaching this little slut for good behaviour
2 years ago
30:21

TrannyOne

Ebony lesbian master teaching this little slut for good behaviour

Tags: bdsm, black, caning, ebony, hd

Blonde sissy Charlotte punished with intense spanking and caning by master Mike
2 years ago
37:46

ShemaleTaxi

Blonde sissy Charlotte punished with intense spanking and caning by master Mike

Tags: bdsm, blonde, caning, crossdressing, domination

Mandy and Kimberly Caning and Oral Servitude
10 years ago
12:03

FetishPapa

Mandy and Kimberly Caning and Oral Servitude

Tags: bdsm, bondage, caning, domination, oral

Sub stuffs ginger in rectal hole, so the figged anus will burn, and canes undressed butt red whilst masturbating twat
2 years ago
0:51

ShemaleSin

Sub stuffs ginger in rectal hole, so the figged anus will burn, and canes undressed butt red whilst masturbating twat

Tags: anus, ass, bdsm, booty, caning

Dom trans babe blown before fucking sub butt then cums over his face
4 years ago
6:15

aShemaleTube

Dom trans babe blown before fucking sub butt then cums over his face

Tags: ass, babe, blowjob, caning, cum

The Thrashing Ritual: baring my large booty
1 day ago
14:07

ShemaleSin

The Thrashing Ritual: baring my large booty

Tags: amateur, big ass, booty, caning, domination

Skinny trans Ning does what her cock and mouths best at
14 days ago
6:00

FetishPapa

Skinny trans Ning does what her cock and mouths best at

Tags: anal, big cock, blowjob, caning, dick

Wow that enormous paddle was so severe,so painful it felt like punishment,I ended up very bruised. Got despairing for him to cum near the end,I just c
2 years ago
16:47

ShemaleSin

Wow that enormous paddle was so severe,so painful it felt like punishment,I ended up very bruised. Got despairing for him to cum near the end,I just c

Tags: anal, bdsm, bondage, caning, cum

Shemale caning
4 years ago
2:23

ShemaleSin

Shemale caning

Tags: bdsm, domination, mature, stockings, transsexual

Trans Nubile Jizzes Firm After Caning His Meatpipe
2 years ago
11:07

KeekAss

Trans Nubile Jizzes Firm After Caning His Meatpipe

Tags: caning, fetish, hd, masturbation, teen (18+)

Teaching my bitch wife to a giant dildo... Funny, your cunt is mature but still tight! )) Come on slut, you can do it
2 years ago
10:17

TrannyOne

Teaching my bitch wife to a giant dildo... Funny, your cunt is mature but still tight! )) Come on slut, you can do it

Tags: big tits, bitch, brutal, couple, cowgirl

self caning was ok but I missed a dong in my bum
3 years ago
5:06

ShemaleSin

self caning was ok but I missed a dong in my bum

Tags: cumshot, german, lingerie, masturbation, mature

t-girl caning thrashing jerking off spunk fountain
3 years ago
3:32

ShemaleSin

t-girl caning thrashing jerking off spunk fountain

Tags: ass, bdsm, cumshot, german, jerking

CANING and SMACKING my cool horny MARIONETTE - SADISM & MASOCHISM
2 years ago
13:13

KeekAss

CANING and SMACKING my cool horny MARIONETTE - SADISM & MASOCHISM

Tags: ass, brunette, hd, transsexual, webcam

Misty Cane upskirt lingerie ass tease
3 years ago
4:30

TrannyOne

Misty Cane upskirt lingerie ass tease

Tags: ass, big cock, booty, crossdressing, dick

Sissy thrall T-Girl Danni punished and drilled by her Slavemaster. Wax play, caning ramrod, foot worship, and banging.
4 years ago
10:46

ShemaleSin

Sissy thrall T-Girl Danni punished and drilled by her Slavemaster. Wax play, caning ramrod, foot worship, and banging.

Tags: anal, banging, barebacking, bdsm, domination

Cute sub shows off her wand, toys and switch~
39 days ago
10:54

ShemaleSin

Cute sub shows off her wand, toys and switch~

Tags: amateur, anal, caning, cute, dildo

Now I can only watch fucking! I want this slut too!
3 years ago
24:31

TrannyOne

Now I can only watch fucking! I want this slut too!

Tags: bdsm, big cock, blowjob, close up, cowgirl

Beauty Slaves Dominated by a Heartless Tranny
4 years ago
19:02

ShemaleSin

Beauty Slaves Dominated by a Heartless Tranny

Tags: beauty, bondage, domination, dominatrix, femdom

t-girl waking flogging ejaculation in different stylings
2 years ago
8:29

ShemaleSin

t-girl waking flogging ejaculation in different stylings

Tags: bdsm, compilation, cumshot, european, german

stroking transsexual in nylon nylons and skirt, hard self caning mandatory
2 years ago
3:45

ShemaleSin

stroking transsexual in nylon nylons and skirt, hard self caning mandatory

Tags: bdsm, bisexual, compilation, cum, cumshot

outdoor ejaculation in soaked sheer gown and nylon nylons
2 years ago
5:01

ShemaleSin

outdoor ejaculation in soaked sheer gown and nylon nylons

Tags: bdsm, cumshot, european, german, lingerie

pointed nipples stretch greedily in the air while a tranny can be fucked horny by her boyfriend in the ass
2 years ago
22:39

TrannyOne

pointed nipples stretch greedily in the air while a tranny can be fucked horny by her boyfriend in the ass

Tags: anal, ass, assfucking, boyfriend, hd

Buttfuck firm railing and self caning concludes in humungous stream after 1 week of edging
3 years ago
10:45

KeekAss

Buttfuck firm railing and self caning concludes in humungous stream after 1 week of edging

Tags: anal, masturbation, solo, transsexual, webcam

If you lick my feet you can fuck me
2 years ago
17:04

TrannyOne

If you lick my feet you can fuck me

Tags: american, anal, big tits, blowjob, deep throat

Randomizer Pang Game - Birthday Spanks
3 years ago
13:06

ShemaleSin

Randomizer Pang Game - Birthday Spanks

Tags: big clit, birthday, caning, game, spanking

Randomizer Ache Game - Birthday Spanks
2 years ago
6:40

ShemaleSin

Randomizer Ache Game - Birthday Spanks

Tags: big clit, fetish, game, homevideo, spanking

Black TGirls - Chyna & Cane
3 years ago
15:06

TrannyOne

Black TGirls - Chyna & Cane

Tags: anal, anus, ass, bed sex, bedroom

Caning, gonzo
3 months ago
5:15

ShemaleMovie

Caning, gonzo

Tags: anal, ass, bdsm, bondage, caning

Caning, marionette
3 months ago
5:39

ShemaleMovie

Caning, marionette

Tags: anal, ass, bdsm, bondage, caning

Headmistress left Sissy Maid in recent str8 jacket to struggle as that babe got willing for a night of whipping /spanking /caning and teasing /torment
1 year ago
6:37

ShemaleSin

Headmistress left Sissy Maid in recent str8 jacket to struggle as that babe got willing for a night of whipping /spanking /caning and teasing /torment

Tags: babe, bdsm, beauty, bondage, caning

Caning, kinkysmut
3 months ago
5:40

ShemaleMovie

Caning, kinkysmut

Tags: anal, ass, bdsm, bondage, caning

Tgirl slave Cassidy Quinn pleasures herself as she endures caning
5 months ago
9:40

ShemaleTaxi

Tgirl slave Cassidy Quinn pleasures herself as she endures caning

Tags: bondage, caning, cumshot, masturbation, pornstar

Caning and anal invasion for Canadian trans girl with punk style and tattoos
10 months ago
5:42

ShemaleTaxi

Caning and anal invasion for Canadian trans girl with punk style and tattoos

Tags: anal, ass, big cock, goth, punk

Cock Caning and Anal Beads Ky BadWolf
1 year ago
3:06

ShemaleSin

Cock Caning and Anal Beads Ky BadWolf

Tags: anal, beads, big clit, dick, masturbation

Teasing and caning myself in a retro suit, purple stockings and heels
10 months ago
6:31

XXXDan

Teasing and caning myself in a retro suit, purple stockings and heels

Tags: amateur, beauty, big ass, crossdressing, high heels

just preparing with flogging, caning, masturbation and anal play
2 years ago
5:08

ShemaleSin

just preparing with flogging, caning, masturbation and anal play

Tags: anal, bdsm, caning, european, german

Tranny slave bound and feet caned
2 years ago
5:19

TrannyOne

Tranny slave bound and feet caned

Tags: anal, anus, ass, bdsm, blowjob

Cropping my GIGANTIC Clittie - Twat Absorption + Using a Lash on my engorged MEATY Bud
1 year ago
15:23

KeekAss

Cropping my GIGANTIC Clittie - Twat Absorption + Using a Lash on my engorged MEATY Bud

Tags: bdsm, boy, caning, clit, cunt

Nicole is securely belted to the screw bench and has electrics applied to her chastity cage. This Babe is then given a priceless caning and screwing.
4 years ago
5:47

ShemaleSin

Nicole is securely belted to the screw bench and has electrics applied to her chastity cage. This Babe is then given a priceless caning and screwing.

Tags: anal, babe, bdsm, blowjob, british

transsexual jerking off drubbing caning
4 years ago
2:51

ShemaleSin

transsexual jerking off drubbing caning

Tags: bdsm, bisexual, jerking, lingerie, masturbation

Twat Plugged, Teats Clamped, for a self Caning and Haunch and Cunt Cropping Session
4 years ago
11:54

ShemaleSin

Twat Plugged, Teats Clamped, for a self Caning and Haunch and Cunt Cropping Session

Tags: clamp, cunt, domination, spanking, submissive

A skoolie awaiting to cane somebody
2 years ago
2:22

ShemaleSin

A skoolie awaiting to cane somebody

Tags: british, european, fetish, mature, solo

Crossdresser caning
1 year ago
23:48

aShemaleTube

Crossdresser caning

Tags: barebacking, caning, crossdressing, domination, fetish

Sissy hard spanking long version
1 year ago
2:05

aShemaleTube

Sissy hard spanking long version

Tags: caning, hd, sissy, spanking

caning my rump SADISM & MASOCHISM
2 years ago
2:23

KeekAss

caning my rump SADISM & MASOCHISM

Tags: bdsm, big ass, caning, crossdressing, lingerie

Oct 15th 2022
2 years ago
13:49

ShemaleSin

Oct 15th 2022

Tags: big clit, birthday, caning, fetish, game

tgirl caning jerking off spunk fountain high heels nylon silk
3 years ago
4:06

ShemaleSin

tgirl caning jerking off spunk fountain high heels nylon silk

Tags: caning, cumshot, doctor, european, german

Fashion Show With Caning And Double Spunk Flow
1 year ago
9:00

ShemaleSin

Fashion Show With Caning And Double Spunk Flow

Tags: caning, cumshot, german, high heels, lingerie