Oiled Sky's Small cock
01:19
Sissy crossdresser SkY using vibrator to play with cock - skyhigixdreser
Locked in Chastity Part 1 Small Ring
11:49
Tall Susan tries on a chastity cage with the smallest ring. - Tall_Susan
The Shemale Bitch
14:50
The shemale bitch is really needed from behind. Do you fancy hot sex with the bitch, then get in touch. - Erotik-lover
Francine Hardcore Dildo Action
05:18
Sex with dildo high heels wearing on her bed. - Francine Hardcore - Solodude1970
Shemale Prostitute Driving in Fur Coat, legs open, penis out
02:04
Me driving in a fur coat with one leg out the window and one on the dashboard, playing with my penis, windows open on 265 south of Louisville - tgshawna
Kevluvsanal
03:09
Love fucking my ass then sucking on the dildo such a fucking whore pig - Kevluvsanal
Enjoying my dildo as a slut
00:34
Just having fun as a slut and feel a lovely dildo in my ass - Thongandstorylover
It Won't Fit on the First Try
00:27
I don't know if I told y'all or not, but it do take a couple 2, 3 times for Big Blue The Plug to fit comfortably. Other than that my ass will not let him in. Now that's tight opposed to most. - DevineCaramel
Dizzy Miss Sizzy: A Damsel In Distress!
01:09
Suddenly he became violent, tied me up and forced me to suck him - and swallow! Then he left me in the hotel room helplessly tiedup and gagged for the whole weekend... - DizzyMissSizzy
Long Enough
00:38
Sometimes I keep Big Blue in for hours. As long as he's not punishing my prostate everything will be fine. It could be like this day where he wouldn't sit right, so he had to go. 4 hours, Long Enough. - DevineCaramel
My masturbation moment
02:49
Feel the buttplug in my arsehole while rubbing my cock - johann60
Training my pussy
00:58
Trying to be a good sissy and train my boy pussy - Hiddendesires90210
SissyLolaSucks
00:22
Sucking Dildo by my Mistress's instruction. - LolaSissySlave
Tgirl Scarlette Kinky Champagne
01:19
I don't drink alcohol so I have to do something useful with it - scarlettea
Diaper Sissy with Bondage Hood
12:35
Enclosed in the Sissydress, thick nappies and gagged: the Bondagehood and an enforced orgasm in the nappy - SissyMarcia
All of That Ass and its Machine
00:46
I must confess, I have a phat ass. Everybody keeps praising it, calling me Big Booty Judy, wanting to touch it, and most wanna take the place of my toys. Look at that plump ass as I ride that thang. - DevineCaramel
Cross dresser wanting a woman to peg my sexy ass
01:16
I would love a confident woman that can peg my ass and put me into place :) - SCALIFLATINO
Outdoor with dildo foxthai
02:53
Walk in the woods with a chastity cage and a fox tail - celia83
Naked Connie fucks herself
03:13
I was wearing my corset and my satin stockings when I felt the urge to undress and fuck myself hard, that's how the video was - ConnieFields
Bodysuit Estim cum part1
01:08
Here I estim my limp sissy cock while dressed in my new bodysuit with zip crotch. I’m wearing high heels. Cum in part 2 & 3 - louise7111
1995 Sissy
08:21
Older vid of Sissy Stephanie, dressed and jacking. - stephie001
DAMN!!!
02:35
The title speaks for itself. As you see practice makes perfect, and from what I see that I'm doing I don't need as much practice as I thought. I sucked that dick right up off the mirror at the end. - DevineCaramel
in LOCKDOWN 6 - silver dress
04:00
Another night alone in lockdown. Miss Lonely Kitty puts on her silver dress - and not much else - for another evening of playing with herself. - MissLonelyKitty
A few more cumshots
09:02
Stroking my cock until I cum dressed as a sissy slut - Orlandi480 - Orlandi480
Leyendecker Work Bitch Tribute
04:50
My HorseCock training on Leyendecker Work Bitch Sissy training video - Deborah95
Red Hot
02:44
in my red bathing suit. got me very horny - jag9184
MsKabuki aka Mistress Lola
00:17
Mistress Kabuki summons all sissies and masohood bois for training - LolaSissySlave
A VISIT TO THE NURSE
30:34
Nurse interviews prospective enema patient. - Mistress_Cosette
Me and the Mister
00:23
Everytime I have my man inside of me, he really stretched my soul. I love him so damn much. I can't wait until they pass the law when people can marry their favorite toy. Lmao, I'm so stupid. - DevineCaramel
Connie in withe 2
03:04
Enjoying my dildo, I feel my anus vibrate, I feel my throbbing ass - ConnieFields
Daikon kiss
00:15
Zeta plays with a daikon root and blows a pussy kiss to all her sissy sisters - Zchromosome
My dildo ride
04:47
My riding my dildo and switch to my vibrator - Bedbugtrap
Crossdresser in RoSa high heels touches her cock
01:40
Horny crossdresser with long false nails and RoSa pointed high heel pumps fucks her ass with dildo and touches her cock - everheeled
Spun SkY
01:41
Sky high Sissy Crossdresser Oiled up in lingerie Victoria secret lingerie - skyhigixdreser
Mature Solo Ladyboys Amateur Shemale Toy Amateur Ladyboy Ladyboy Sex Shemale Mature Ladyboy Anal Toy Anal Ladyboy Anal Masturbation Shemale Solo Masturbation Mature Stockings Stockings Lingerie Ladyboy Masturbation Ladyboy Stockings Solo Toy Shemale Dildo Ladyboy Lingerie Ladyboy Dildo Stockings Solo Shemale Sissy Mature Sissy Shemale Ass Sissys Shemale Masturbation Sexy Shemale Sexy Ladyboy Hot Shemale Ladyboy Ass Hot Ladyboy Ladyboy Fuck Small Shemale Sissy Lingerie Fuck Toy Small Tits Amateur Shemale Solo Shemale And Shemale Latin Amateur Sissy Small Ladyboy Shemale Sex Big Ass Shemale With Shemale Ladyboy Cum Mature Shemale Cum Bdsm Shemale Cock Shemale Love Shemale Solo Dildo Small Tits Solo Pov Ladyboy Cock Shemale Cum Ladyboy Pov Mature Masturbating Huge Toy Shemale Tits Big Cock Ladyboy Amateur Fucked Big Shemale Fuck Shemale Huge Shemale Shemale Lingerie Big Cock Hot Shemale Solo Shemale Joi American Ladyboy Toy Big Ass Ladyboy Ladyboy Blowjob Blowjob Big Tits Shemale Solo Anal Shemale Fucked Amateur Shemale Sex Shemale Pussy Sissy Masturbation Ladyboy Bdsm Big Cock Shemale Solo Outdoor Sissy Ass Shemale Fucks Shemale Dildoing Sissy Stockings Shemale Fuck Mature Fat Shemale Chubby Ladyboy Shemale On Shemale Shemale Fucks Toy Chubby Shemale 60 Fps Horny Shemale Bbw Shemale Solo Vintage Sexy Shemale Solo Ladyboy Big Tits Domination Amateur Solo Masturbation Bbw Shemale Latex Sissy Dildo Italian Black Ladyboy Big Ladyboy Ladyboy Public Shemale Public Webcam Shemale Suck