Sissy amanda carrol in blue satin
00:44
In keeping with Lady Colleen's instructions to post everything I send her here on xhamster. - amandacarrol
HoodedLolaKitty
05:55
Sissy Lola Kitty Hoods Herself after a curtsy and strip down... - LolaSissySlave
Feathery Angora
03:05
Dressing up time in a pale green angora cardie, with fabulous feathery trim. So soft. And of course my tiny cage and a big black toy - kayskinks
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
Daddy wants trap Chrsee to be a shemale HuCow. She obeys.
00:53
Daddy wants his new sissy slave to lactate. He's put her on a regimen of herbs and on a breast pump, twice a day for 20 minutes each. She's an obedient ladyboy bitch and wants to please her new owner. - newgirlnyc
MsKabuki aka Mistress Lola
00:17
Mistress Kabuki summons all sissies and masohood bois for training - LolaSissySlave
Sarah Lyn is such a filthy slut
00:42
Newly appointed Domestic & Cock holster Sissy Sarah making her Wisley debut! - Brixtonian
Trying with some help to get my sissy clit hard
00:27
No cock around, I use some help. But not always works, cock works best,pussy zero. Pussy turns me down sexually. I think, I might be a little faggot, my wife thinks I am a total faggot. Do you - pussyboy67
Training my pussy
00:58
Trying to be a good sissy and train my boy pussy - Hiddendesires90210
Violet's Smooth Sissy Bits
03:46
From my pathetic limp white clit to my always ready smooth sissy cunt. - SecretSissy816
1995 Sissy
08:21
Older vid of Sissy Stephanie, dressed and jacking. - stephie001
facefucked sissy  pig
00:51
what as this slave is told to suck a stranger ! SOPHIE IS ONE HOT COCKSUCKIN PIG! - azblkm52
Crossdresser sissy olivia plays with a big dildo in her as
04:51
i'm sissy olivia and in this video i tried to see if this big realistic dildo could fit in my crossdresser's ass. - sissyolivia069
Pre cumm
01:18
Sissy Crossdresser Sky pre cumm and play with it. - skyhigixdreser
lovedildos pump & pump
13:30
I was pumping my nipple and my sissy/pussy oh did it feel so wonderful! - lovedildos
Leyendecker Work Bitch Tribute
04:50
My HorseCock training on Leyendecker Work Bitch Sissy training video - Deborah95
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
Devine's Day to be The Sissy Bitch Part 1
00:42
Sometimes you gotta let your 2nd in Command take total control for a day to keep their skills sharp, so when they get their own slaves they'll have minimal questions. You will not see this shit often. - DevineCaramel
Sissy masturbating like a girly - what sissies should do
02:45
Rubbing my clitty through my girly nylon panties with pink and purple flowers on them (ooooooooh they feel so silky and soft and I feel sooo girly) sometimes they get a bit creamy of a little squirty - pussyboy67
Dizzy Miss Sizzy Plays With herself!
01:56
At the end of the day when my sissy household chores are done I play with myself in the kitchen to make daddy hard for me... - DizzyMissSizzy
Filling up my sissy pussy with Junior part 3
02:47
I have successfully stuffed Junior in my pussy ass and you can tell by my breathing that I want more. - babeBrea
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
Showing Outside
00:20
Me today on a quiet place enjoying sissy walk outside - radmilasissy
Spun SkY
01:41
Sky high Sissy Crossdresser Oiled up in lingerie Victoria secret lingerie - skyhigixdreser
SELFIE - CAROLA SMIT - EXTREME HORSE DILDO  SISSY - DGB
04:43
SELFIE - CAROLA SMIT - EXTREME HORSE DILDO SISSY - DIRTY GARDENBOY - DEEP ANAL - CarolaSmit
Bodysuit Estim cum part 3
01:00
Here I take off the Estim conductive bands to release my sissy cream load onto a pair of my cute panties. - louise7111
Daikon kiss
00:15
Zeta plays with a daikon root and blows a pussy kiss to all her sissy sisters - Zchromosome
Anal for a Sissy
00:31
my friend fucking me in bed doggy style short version condom - storycaptions