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
Nylon Sissy Brianna flashes her jeweled clitty.
01:22
Nylon Sissy Brianna enjoys being unlocked before Master Ra's new chastity cage arrives. Even though her clitty is free, it still needs to look pretty. - NylonSissyBrianna
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
Sissy Amanda Carrol Caged and Plugged for my bull
02:05
Gregory likes sissy in animal print. Theses were his choices for his weekly visit to sissy a while back - ColleenCarrol
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
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
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 Deepthroat long Dildo
01:34
Sissy Deepthroat long double Dildo while wearing dental gag, chastity cage and nippleclamps. Face fuck with Doubledildo while nipple clamped - SissyKendra96
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
Sissy Amanda Carrol
02:33
Sissy just parading around outside in his panties. - ColleenCarrol
Sissy-Masturbation.
04:20
Woke up late and was desperate to fuck myself, so i did. - AnalSissySlut222
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
shaking orgasm
00:13
just me allowed to cum after 2 weeks of chastity - salinacd77
Nylon Sissy Brianna puts on her panties.
00:44
Nylon Sissy Brianna loves teasing horny men by putting on her panties. - NylonSissyBrianna
Lace panties sissy
00:25
Touching my clitty through my pantyhose and lace panties x - Emilysissy35
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
Ruined sissygasm of sissy Lory
01:01
Sissy Lory, gagged and tied up has a ruined sissygasm after 50 days of chastity - sissylory
Sissy Pantyhose
02:10
Nylon Sissy Brianna shows off her new pantyhose. - NylonSissyBrianna
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