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00:18

Training my sissy ass pussy while in chastity cage

Wearing my chastity cage and training my sissy ass pussy with dildo - CherylsSissyBitch

00:18

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cwbys70

07:59

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04:28

Sissy Bridget really enjoys anal toy in sexy black lingerie

Just enjoying myself... Hope you do as well :) - CDBridget94

05:51

Pull out the bullet to enjoy my self.

Sissyboy_Limburg

02:52

Sissy Fuckingmachine Anal

My sissyass got fucked ballsdeep by a Fuckingmachine! - ballstretcher78

01:41

I prepare my ass with a pumpkin for a big cock (too big)

too big to take it all - livia_ro

01:23

Selfpleasure dildo

Cd selffuck in ass getting redy - mostaracd

05:25

Sissyboy Have Fun With GFs Vibrator

As i was home alone i took my ex GFs VIbrator and had some fun & she don't know about it! - Shiiba Akita - ZephyrCerberus

03:21

Bianca-the-Bitch biggest dildo

Bianca playing with her biggest bbc dildo - Bianca-the-Bitch

01:01

Sissy crossdressing slut having an orgasm. Lots of cum

Me dressed as a slut with a dildo up my ass makes me cum hard with lots of sperm - ACab2309

00:47

Precum sissy

Ass orgazam sissy precum - mostaracd

01:43

Sissy Faggot Life (7)

Sissbeq

12:18

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00:14

Sissy pussy 2

Fucking my bigger dildo - Michguy685

02:49

Sissy faggot Daniel Rodriguez abuses self with dildo

exmoor

08:40

Big toys

This thing hurts SO GOOD! My cock - sexyxdresser

02:37

Taking my monster dildo for a ride

LeahBtm09

00:38

Chastity cage sissy takes huge rubber dick

Dressed up in pink dress dicking myself - kyzabobo

10:37

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00:32

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Wet and dripping, like a pussy should be :) - smoothbottm4u

08:37

Daniel Rodriguez sissy gay slut in lace

exmoor

05:47

Crossdressing showing cock, ass and riding dildo

Come and get me - claudiacd

01:01

Crossdressing waiting to be pegged by a sexy women..

Crossdressing waiting to be pegged by a sexy women.. - SCALIFLATINO

04:38

Trade-Off

CdMichelle50

01:05

Cd riding monster dildo wearing garter belt

Sissy CD slut and new horse dildo - kyzabobo

16:02

Sissy CD first time caged, in a dress, heels, anal chair

my first time in chastity cage, first time in a dress and high heels and also first time doggy with the chair in the ass. Still missing a wig to complete it all :) - Dubbln

00:27

Sissy Slut

Coolkinkydude

01:47

Sissy CD rides and cums

Sissy crossdresser rides dildo and cums pov - firestuble

12:22

Red dildo owning my analpuss

Krax

01:17

Plugging asshole

Sissy Renata plugging her tight ass - asspussylips5

02:45

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sensual anal fisting with fist plug in heels and nylons - psydreamhot

10:29

Beautiful Sissy Slut Pia attempting to ride huge BBC Dildo

PiaDWT

00:06

Looking sexy

Siisyboibiboi

00:41

Riding a Horse Cock

I slide down this massive horse cock, impaling my sissy pussy. - Bob_Wils

01:18

My asshole is made to be dicked

kyzabobo

02:13

Sissy chastity playtime dildo 2

2nd part when dripping like crazy and horny as hell - Buxtonleek

08:25

Gay Sissy Bitch Loves To Play Like A Horny Fag

YesorNoSwansong

00:52

Playing Dress Up

me having a little saturday night fun - meatstick690

05:34

Sexxxyvenus Crossdresser riding her favourite dildo

Sexy redhead sissy slut fucking ass with huge sex toy!! - sexxxyvenus

03:37

Riding my new toy in chastity

Being a sissy in the store - carlycdxo

00:54

Sissy Faggot Life (5)

Sissbeq

01:44

Sissy bottom loves vegetables

SissySally97

38:30

CD Toy fun 2

2nd of many recent toy play sessions, abit long again so feel free to skip through for some good bits or watch the whole vid, hope you enjoy Recorded 29th July 2020 (no audio) - NudeGamer

03:30

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Hi!! - Jessytravesti

28:08

Playtime

Jen316

00:09

Sissy self play part #1

Sissy crossdresser play with her self! - kosf

03:49

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german faggot crossdresser, masturbates with bounded cock ,fingers his ass cunt and cums handfree ( ruined orgasm ) - devotemaulfotze

05:45

Sissy Anal Masturbation

chrissy0520

05:20

Horny Sissy Fucks Dildo Doggystyle

I was extra horny one night, so I took out one of my favorite dildos and went to business... - sierratsuki

00:48

Posing

Posing and playing - kriedo

08:43

Hot sissy ass fuck and pantie piss

She fucks her ass cunt so hard, she pissed her panties - Terror1977

02:19

Can you cum during my slideshow? Try it!

ballstretcher78

02:10

NETSTOCKINGS - FEMDOM ANALFISTING - CAROLASMIT DEEP ANAL FF

NETSTOCKINGS - FEMDOM ANALFISTING - CAROLASMIT DEEP ANAL FISTING GAY SISSY - CarolaSmit

03:41

Caged Fuck Machine Cumshot

Getting boned by the fuck machine with my little sissy cock cage on - fulhamrudy

00:36

sissygasm

small sissygasm - langleyboy

02:56

Sissy hole POV rides huge dildo in stockings

Bacyntho

09:08

Single Ilona need's a man

horscht76

04:01

Fucking the wall

Video Store fun, awkward angle sorry - carlycdxo

01:54

Caged Slut riding a big dildo

Caged Sissy Slut riding my big dildo - fulhamrudy

01:50

Crossdresser shake it ass and fingering

anal plug and fingering my amateure ass in black thigh high stockings - Ichzeigemich - ichzeigemich

02:54

Lil Sissy Faggot Violet

Sissy in heat , lol. Fucking my smooth cunt with a toy - SecretSissy816

02:12

Playing in panties, fishnets part 2

Dressing like a sissy and playing with my clitty for your viewing pleasure XXX - borofskypanties

01:09

Tweaking like a sissy fag

bjgayboy

08:54

ruining my orgasm for master

This is the first video I've ever made :O - samblue92

00:49

Gaping my ass

Fucking my ass with my Doc Johnson American Bombshell B10 Warhead - Leics

00:53

Sissy gasm

christinaha

08:04

ToyBox Sissy Faggot Sex Slave pt 3 Transformed

Sissy Pussyboy has been fully transformed into a submissive cocksucking sex slave pig cunt boitoy fuckpig faggot slut whore fucktoy to entertain his Master - ssspspb

00:41

Bounce on that massive cock sissy

kyzabobo

07:34

Crossdresser Rides Dildo on Table

What's sexier than dancing on a table? Riding on one. - sierratsuki

01:45

Anal slut training

PasLence25

16:11

sissy faggot

exmoor

00:51

Violet Needs Hard Cock

My little white clit is caged and my sissy cunt is hungry for man cock - SecretSissy816

05:11

Sissy training Musclesissy88

TheMuscleSissy - secretcd88

01:00

Huge black dildo Anal penetration

Check out me and my brand new giant black dildo. Dressed up like a slut as always. - ACab2309

00:57

My butt plug

My round ass sissy butt - Twokisses

02:31

Anal Play

Self insertion dildo play - bihubby75

03:59

Desperate sissygasm

Locked my clit up so I’d stop abusing it. Two weeks and 4 minutes with a dildo later the desperate clitty leaked some Sissy juice. - blah4686

04:31

Extreme big ass lips pantie play

Sissy plays whit her big ass - Terror1977

02:15

Riding my dildo

Monster5153

04:19

Playing with anal beads

PetSissy

04:34

Lonely sissy late at night in the office

A sissy at the midnight shift needs her toys to feel entertained - Culero_De_Closet

02:07

Schoolgirl sissy tries 3 different buttplug

My little schoolgirl sissy ass tries 3 different kinds of buttplug - with a gem, a long one and a wide one. It was not easy, so I moaned - omtyler

01:39

LesleyCD Loves cock

Lesley CD wanted to ride a cock and be a sissy boy - bjgayboy

02:52

buttfucker

buttfucker - kyzabobo

00:43

Sissy CD at it again

kyzabobo

00:44

Kiki sitting on cock

Yesss love my toy up inside of me - Hottkiki

00:14

Horny Sissy Cumshot

A little treat for my girl - CFC07

06:19

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00:41

Sissy reaming his boypussy

kyzabobo

08:32

Crossdressing and anal play prt.4 of 7 (Dildo)

Time to break out the big guns! - Amaneatis

03:00

Faggot Fuck Hole

Love how my gaping hole glistens! - SissyNdaCity

00:37

Crossdresser

Crossdresser - Continue123456789

03:03

First sissy gasm in 2 YEARS

Wheelchair Switch - Wheelchairsissy

01:43

Sissy chastity

Marjse29

01:38

Deep in my nice asspussy

Sissy Renata toying her delicious asspussy with a big dildo, it's delicious - asspussylips5

08:04

Sissy Crossdresser Has Some Fun in a Hotel

A room all to myself? Time to be naughty... - sierratsuki

01:27

Standup fucking Sissy

horny heels Sissy fucks herself with a big dildo while standing - diavolo06

00:47

Dildo Fick

ich schiebe mir für euch schnell mail einen Glas Dildo das ihr seht wie schön es flutscht - Ichzeigemich - ichzeigemich

00:56

Crossdresser Anal play 1

I like Anal deep and hard - livia_ro

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