Filling my sissy cunt
02:46
My small dildo just wasn't enough , so I had to break out my big toy. I would always prefer cock but I luv how it stretches my cunt wide as it goes deep inside my sissy cunt. - SecretSissy816
Sissy crossdressing slut having an orgasm. Lots of cum
01:01
Me dressed as a slut with a dildo up my ass makes me cum hard with lots of sperm - ACab2309
Training my sissy ass pussy while in chastity cage
00:18
Wearing my chastity cage and training my sissy ass pussy with dildo - CherylsSissyBitch
Sissy chastity dildo playtime 1
00:34
Horny sissy alone time in chastity with my 7 inch friend - Buxtonleek
Sissy Fuckingmachine Anal
02:52
My sissyass got fucked ballsdeep by a Fuckingmachine! - ballstretcher78
Sissy boypussy loves anal dildo, gaping
06:40
My ass is in love with this dildo, 5 cm diameter, anal fingering, love loosening my hole - Dubbln
Crossdresser Rides Dildo on Table
07:34
What's sexier than dancing on a table? Riding on one. - sierratsuki
Sissy is unable to jerk and is forced to use black dildo rel
05:00
Sissy must use the dildo when the cock is in chastity, don't like to use the dildo but must try before the cock is unlocked. To stretch the asshole, he used a butt plug that he liked a lot. - cd_Jennifer85
Riding a Horse Cock
00:41
I slide down this massive horse cock, impaling my sissy pussy. - Bob_Wils
Sissy Claudia - Back Again
00:28
Claudia back, and stuffing her hole with a big dildo. - bigbullyx
Sissy Briella riding thick dildo
00:42
A little sample of me riding my thick 13.5 inch king cock dildo ?? - Sissy Briella - SissyBriella
Sissy riding
02:55
Sissy rides in suspenders and heels on a black dildo - diavolo06
Andrea with Banana, Cucumber and Black Dildo
02:41
Sissy Andrea takes a banana and cucumber up the ass, then masturbates onto a big black dildo. - showandtell4you
Standup fucking Sissy
01:27
horny heels Sissy fucks herself with a big dildo while standing - diavolo06
Sissy Crossdresser Dildo Play in chastity
02:39
sucking and riding dildos, using a kind of homemade chastity device - Sandracduk
Sissy bouncing on dildo with limp clitty
00:37
Bouncing on my dildo and playing with my tits while my limp clitty flops around uselessly - Sissysami90
Sissy Belle Anal Dildo Play
12:14
Sissy Belle play with an Dildo and fucks herself in the aSss - Sissy_Belle
MY CUM IN MY ASS
03:49
Madame Lilac cums on her favourite dildo and rides it... - 2tip777
Monster Anal Dildo
00:51
horny big 22cm dildo fuck in pantyhose, have fun watching - Ichzeigemich - ichzeigemich
Sissy rides dildo
00:58
My first video of my anal training for big cock - Southyorkslut6969
Huge black dildo  Anal penetration
01:00
Check out me and my brand new giant black dildo. Dressed up like a slut as always. - ACab2309
Sissy dildo training
06:28
Every sissy has to train her pussy day and night... - Showboy95
Dildo Fick
00:47
ich schiebe mir für euch schnell mail einen Glas Dildo das ihr seht wie schön es flutscht - Ichzeigemich - ichzeigemich
CROSSDRESSER MILKING
01:35
BIG DILDO FOR MY BOYPUSSY...I CAN'T WAIT FOR A REAL DICK.. :p - 2tip777
crossdresser sissy sounding urethral in garter belt and stoc
11:48
crossdresser transvestite sissy anal sounding urethral straight dildo toys female lingerie down ladyboy amateur garter belt mature - dumontserge
CUMPILATION - GAPING - EXTREME ANAL DILDO - SISSY - BIGGEST
18:04
CUMPILATION - GAPING - EXTREME ANAL DILDO - SISSY - BIGGEST PYRAMIDE EVER ANAL - DGB - DIRTY GARDENBOY - CAROLA_SMIT - CarolaSmit
stretching my sissy pussy
00:58
my hole looks like a pussy after stretching myself open with this pink monster! Amazingly went in easy and felt really good. too bad I shot it onto the floor. Next time I will be more careful. - OHMichelleOH
sissy deep toys
03:38
crossdresser andy87bg with a double dildo and a speculum in ass - andy87bg
Nasty Sissy Licks Anal Gape & Eats Cum
06:50
Dirty sissy slut ass to mouth anal fuck big black dildo, licks up ass goo cum cream in pink slutty top and tight black skirt. Nasty comments welcome. - SlinkyKinkySissy
Sissy crossdresser bam black dildo anal whore
06:56
Taking my big black bam dildo in my sloppy wet juicy ass feeling like a naughty slut hope ya enjoy please leave your thoughts in comments love to hear your thoughts xxxxxx - funcky213
Lil Sissy Faggot Violet
02:54
Sissy in heat , lol. Fucking my smooth cunt with a toy - SecretSissy816
Machine fuck from back in the day
07:11
One of my first videos uploaded to other site many years ago. Its boring but kinda just adding back to the collection here. Bye - hornygri1169
Gaping my ass
00:49
Fucking my ass with my Doc Johnson American Bombshell B10 Warhead - Leics
Caged sissy does ATM
00:54
Dressed up in new clothes, caged, fuck myself with the big dildo and then clean it off. - pheempheem
home made water dildo in the bath tub
00:41
closet cross dress taking 12 plus inches of her powerful water dildo deep in the ass flushing and cleaning this sissy's ass - kinkycdkrissy
XTREME NIPPLES - BIG BLACK RAMBONE DILDO DEEP ANAL- SISSY
03:50
XTREME NIPPLES - BIG BLACK RAMBONE DILDO DEEP ANAL- SISSY RIDING LIKE ANALFISTINTING - A-FIST-DGB
Lonely sissy late at night in the office
04:34
A sissy at the midnight shift needs her toys to feel entertained - Culero_De_Closet