Playing in boots and Chastity release, with Anal Hook
01:22
Playing in boots and Chastity cage release, with Anal Hook. I did cum, but messed up the video. I'll try and do better next time. - Mikcaw
Weeing in the woods
01:03
Being naughty and having a wee out in the woods. It felt so nice that I rubbed my sissy clit. - emmahuntcock
squirting 2 weeks of cum from my caged clitty
00:28
sissylinzee caged finally releasing 2 weeks worth of cum squirting out - sissylinzee
Spun SkY
01:41
Sky high Sissy Crossdresser Oiled up in lingerie Victoria secret lingerie - skyhigixdreser
Sissy stocking
00:18
Sissy happy!!!!! White socks and pantyhose wool posing - glasseslove
Lucinda in woods
01:10
pleasuring sissy cock working up to ejaculation of spunkload . - lucindacd
Sissy CD Smoking a joint
00:25
Sexy crossdresser geta dressed up to go smoke a joint - SexyCDvanessa - SexyCDvanessa
4analslut20 BANDING CBT
09:34
Self CBT - Sissy banding balls with an elastrator - 4analslut20
Sissy Secretary Seduces Boss
09:06
Crossdressing sissy seduces and blows her boss for a payraise - sissykristina
KINKYNDOMS STROKING SISSY BITCH
03:32
Forced by KINKYNDOM to make cummies on the front porch and show my ass to all cars that pass by - SissyVicky_PM
TS Dominatrix Mercedez Busting sissies balls!
01:14
What could a sissy possibly need balls for? I don’t think they do. So hand me over your testicles. You’re main focus should be feminization not your balls! Watch this sissy hop around - freakytgirl
Sissy Melissa getting an Orgasm in her Chastity Cage.
05:24
... my Mistress allowed me to get a Sissygasm in my Chastity Cage by watching Sissy-Porn! - Pantyboyslave
Sissy me cumming in fuck me boots and corset
01:05
Sissy me cumming in fuck me boots and corset. After being I'm chastity I released my sissy clitty. - Mikcaw
Sissy in chastity brainwashed and fucked
36:46
It's me, forced in a chastity cage with urethral tube, toying myself anal while I'm watching my own sissy hyp video - hellboy-ks
Clever Sissy1
00:18
Adore these sissies I've found. In their finest pretty sissy attire. Mincing and presenting themselves for enjoyment of others. Humiliation for pathetic inadequate males I secretly want to be.like - NWUK_Faggot
Sissy crossdreser Walking in new heels
02:27
I just love how I feel them, Ive spent all day long with the heels and during and after at night sleeping in pantyhose, it feels amazing - alepantyhose
Pantyhose only
00:12
Crossdress femme cd pantyhose no panties driving - jessica_sac_cd
Sissy Amanda Carrol
02:33
Sissy just parading around outside in his panties. - ColleenCarrol
ivana cheap sissy camwhore
17:56
me on a Show for some People to enjoy and wank there cocks over me dirty bitch - dsiss
Corporal Punishment Session with Mistress Jamie & Diaper Sis
06:07
Corporal Punishment Session with Mistress Jamie & Diaper Sissy Denise On Whipping Tree 2-14-2020, Mistress Jamie used Floggers and whips on Diaper Sissy Denise punishing her intensely for an hour. - MistressJamie62
Pinching my nipple and touching my sissy clit in the woods
03:11
Posing on a public path in the woods. Touching my gurly clit and pinching one of my nipples. It felt so naughty knowing that someone might walk along the path and see me. - emmahuntcock
Sissy fucked doggy
01:30
She asked me to come over and fuck her nice and slow, after this I fucked her once a week for a while. Eventually she let me cum in her too. Boy pussy almost too tight tho lmao. See part 2 - SomeoneinRI
Maid Joanna's First Hypno Session Pt 1
11:08
Joanna has been instructed to dress up and film herself watching sissy hypnotic training films In pt 1 she gets very turned on and starts to play with herself, but tries to resist effects of the video - Just_Jo2161
HANDSFREEORGASM IN SECONDS
02:29
My sissy ass is no joke. Seconds after penetration, I'm cummong. - Wheelchairsissy
shaking orgasm
00:13
just me allowed to cum after 2 weeks of chastity - salinacd77
SissKristina
00:23
Sissy wants to cum but she's all locked up so she fucks her mouth more ...good sissies don't cum. - SissKristina
Lace panties sissy
00:25
Touching my clitty through my pantyhose and lace panties x - Emilysissy35
Streethooker Tanja
00:48
Sissyslut Tanja dressed in pink offers her slutty body to a horny man - TanjaNeuville
White Lingerie and Chastity
02:48
A slow evening of fun feeling like a bride - Rose Jenny - sissyrosejenny
Hotel fun
00:51
All alone in hotel needing to be fucked like a sissy! - sindee_cockslut
Sissy Pantyhose
02:10
Nylon Sissy Brianna shows off her new pantyhose. - NylonSissyBrianna
Chastity Tears Drip Onto My New Sparkly Shoes
02:49
An hour on my toy and I couldn't stop dribbling. It dangled as far as my knees before dripping onto my new sparkly shoes. How embarrassing. Blush. - kayskinks
Sissy Smoke Slut Tracey
00:40
traceytv1975 loves smoking for her master and her master want's his smoke slut to smoke him - picott66
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