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
HoodedLolaKitty
05:55
Sissy Lola Kitty Hoods Herself after a curtsy and strip down... - LolaSissySlave
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
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
Sissy Uses Vibe & Spunks On Heels
01:46
sissy using a vibe wand and spunks all over her heels and ankles - amandabarefoot
SELFIE - CAROLA SMIT - EXTREME HORSE DILDO  SISSY - DGB
04:43
SELFIE - CAROLA SMIT - EXTREME HORSE DILDO SISSY - DIRTY GARDENBOY - DEEP ANAL - CarolaSmit
Daikon kiss
00:15
Zeta plays with a daikon root and blows a pussy kiss to all her sissy sisters - Zchromosome
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
Sarah Lyn is such a filthy slut
00:42
Newly appointed Domestic & Cock holster Sissy Sarah making her Wisley debut! - Brixtonian
lovedildos pump & pump
13:30
I was pumping my nipple and my sissy/pussy oh did it feel so wonderful! - lovedildos
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
Training my pussy
00:58
Trying to be a good sissy and train my boy pussy - Hiddendesires90210
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
1995 Sissy
08:21
Older vid of Sissy Stephanie, dressed and jacking. - stephie001
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
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
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
Anal for a Sissy
00:31
my friend fucking me in bed doggy style short version condom - storycaptions
facefucked sissy  pig
00:51
what as this slave is told to suck a stranger ! SOPHIE IS ONE HOT COCKSUCKIN PIG! - azblkm52
Violet's Smooth Sissy Bits
03:46
From my pathetic limp white clit to my always ready smooth sissy cunt. - SecretSissy816
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
Showing Outside
00:20
Me today on a quiet place enjoying sissy walk outside - radmilasissy
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
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
sissy little girl pansy
00:41
pansy Gronski is permanently age regressed and lives permanently as a 3 year-old little girl - sissypansy
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
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