Showing Outside
00:20
Me today on a quiet place enjoying sissy walk outside - radmilasissy
Anal for a Sissy
00:31
my friend fucking me in bed doggy style short version condom - storycaptions
Making my limp clitty harder, luckily some precum comes out
01:38
Still trying to make my clitty harder, phantasizing about Daddy and what he is doing with me. This is often sucessful to get some hardness and sccucess, success, some precum comes out of my dicklet - pussyboy67
Connie in withe 2
03:04
Enjoying my dildo, I feel my anus vibrate, I feel my throbbing ass - ConnieFields
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
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
SELFIE - CAROLA SMIT - EXTREME HORSE DILDO  SISSY - DGB
04:43
SELFIE - CAROLA SMIT - EXTREME HORSE DILDO SISSY - DIRTY GARDENBOY - DEEP ANAL - CarolaSmit
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
lovedildos pump & pump
13:30
I was pumping my nipple and my sissy/pussy oh did it feel so wonderful! - lovedildos
Violet's Smooth Sissy Bits
03:46
From my pathetic limp white clit to my always ready smooth sissy cunt. - SecretSissy816
Teasing my BLACK STEPDADDIES at the truckstop in a sissy tutu.
03:07
I love to tease their BBCs on stage in the truckstop's arcade. I love to hear them tell me to slowly pull down my QOS panties as I watch their BBCs get rock hard and drip BLACK precum for me. - tgirljillforbbc
sissy little girl pansy
00:41
pansy Gronski is permanently age regressed and lives permanently as a 3 year-old little girl - sissypansy
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
Training my pussy
00:58
Trying to be a good sissy and train my boy pussy - Hiddendesires90210
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
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
HoodedLolaKitty
05:55
Sissy Lola Kitty Hoods Herself after a curtsy and strip down... - LolaSissySlave
Pre cumm
01:18
Sissy Crossdresser Sky pre cumm and play with it. - skyhigixdreser
Upskirts in pink sissy outfit for Leon's BBC reward.
05:15
My BLACK DADDY Leon requested a pink sissy outfit with a pink tutu, PVC thigh-high boots and 9-inch plafrom stilettos. I love to watch his BBC get rock hard as I slut-dance and strip off my panties. - tgirljillforbbc
Sarah Lyn is such a filthy slut
00:42
Newly appointed Domestic & Cock holster Sissy Sarah making her Wisley debut! - Brixtonian
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
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
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
Upskirts in pink sissy tutu for my BLACK DADDY Clarence BBC
02:47
My BLACK DADDY Clarence requested a pink sissy tutu, silky thong panties and 9-inch platform stilettos for his video.I love to tease his BBC rock hard for my white bubble butt ass by doing upskirts. - tgirljillforbbc
Spun SkY
01:41
Sky high Sissy Crossdresser Oiled up in lingerie Victoria secret lingerie - skyhigixdreser