Bondage Spitroast Caning Pt3
4 years ago
9:20

ShemaleZ

Bondage Spitroast Caning Pt3

Tags: 3some, caning, fetish, stockings, toys

Dominatrix caning useless slave
3 years ago
6:03

TrannyOne

Dominatrix caning useless slave

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

Tgirl slave Cassidy Quinn pleasures herself as she endures caning
27 days ago
9:40

ShemaleTaxi

Tgirl slave Cassidy Quinn pleasures herself as she endures caning

Tags: bondage, caning, cumshot, masturbation, pornstar

Oct 15th 2022
2 years ago
13:49

ShemaleSin

Oct 15th 2022

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

Very hard caning
3 years ago
4:25

aShemaleTube

Very hard caning

Tags: bitch, caning, crossdressing, hd

Feminized Pain Toy
3 years ago
2:58

TrannyOne

Feminized Pain Toy

Tags: blonde, caning, hd, toys, whip

Tinasback caning
3 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

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

ShemaleSin

tgirl caning jerking off spunk fountain high heels nylon silk

Tags: caning, cumshot, doctor, european, german

Daddy's sissy attends stern Mistress for discipline caning
5 years ago
3:29

ShemaleZ

Daddy's sissy attends stern Mistress for discipline caning

Tags: caning, daddies, mistress, sissy

outdoor ejaculation with flogging caning
2 years ago
3:13

ShemaleSin

outdoor ejaculation with flogging caning

Tags: caning, cum, cumshot, german, lingerie

Crossdresser caning
3 years ago
6:08

aShemaleTube

Crossdresser caning

Tags: caning, crossdressing, hd

Strap On Caning For Candi Cumdump - Stella Liberty - Femdom Female Domination Pegging Sissy Training
4 years ago
20:50

ShemaleZ

Strap On Caning For Candi Cumdump - Stella Liberty - Femdom Female Domination Pegging Sissy Training

Tags: caning, domination, fetish, hd, sissy

Bondage Spitroast Caning Pt2
4 years ago
4:27

ShemaleZ

Bondage Spitroast Caning Pt2

Tags: 3some, bondage, caning, fetish, stockings

severe caning for nicole
4 years ago
2:20

aShemaleTube

severe caning for nicole

Tags: anal, caning, hd, spandex, toys

Fashion Show With Caning And Double Spunk Flow
11 months ago
9:00

ShemaleSin

Fashion Show With Caning And Double Spunk Flow

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

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
8 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
1 year ago
37:46

ShemaleTaxi

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

Tags: bdsm, blonde, caning, crossdressing, domination

Sub stuffs ginger in rectal hole, so the figged anus will burn, and canes undressed butt red whilst masturbating twat
1 year 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
3 years ago
6:15

aShemaleTube

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

Tags: ass, babe, blowjob, caning, cum

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

Twunk marionette flogged by Latin Ladyboy Transwoman Mistress Michelly Ximenez numerous whips & cropping
2 years ago
39:49

KeekAss

Twunk marionette flogged by Latin Ladyboy Transwoman Mistress Michelly Ximenez numerous whips & cropping

Tags: ass, fetish, hd, transsexual, whip

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+)

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

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
2 years ago
3:32

ShemaleSin

t-girl caning thrashing jerking off spunk fountain

Tags: ass, bdsm, cumshot, german, jerking

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

Bondage Electro Spitroast Caning Pt1
4 years ago
5:47

ShemaleZ

Bondage Electro Spitroast Caning Pt1

Tags: bdsm, caning, domination, latex, toys

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.
3 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

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
2 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, birthday, fetish, game, homevideo

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

TrannyOne

Black TGirls - Chyna & Cane

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

Caning and anal invasion for Canadian trans girl with punk style and tattoos
6 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
9 months 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
5 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

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

TrannyOne

Tranny slave bound and feet caned

Tags: anal, anus, ass, bdsm, blowjob

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
3 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

Caning My Giant Clit - Pussy Suction + Using A Cane On My Swollen Huge Clit
1 year ago
14:58

ShemaleZ

Caning My Giant Clit - Pussy Suction + Using A Cane On My Swollen Huge Clit

Tags: caning, clit, fetish, hd, pussy

Sissy hard spanking long version
1 year ago
2:05

aShemaleTube

Sissy hard spanking long version

Tags: caning, hd, sissy, spanking

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

caning my rump SADISM & MASOCHISM
1 year ago
2:23

KeekAss

caning my rump SADISM & MASOCHISM

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