Sissy masturbation (the correct way)
01:01
This is the only way I masturbate and the only way i can cum - AnalSissySlut222
1995 Sissy
08:21
Older vid of Sissy Stephanie, dressed and jacking. - stephie001
Warming up my sissy fuck-hole
05:09
will probably be fucking myself all morning so just warming up - AnalSissySlut222
Ruined sissygasm of sissy Lory
01:01
Sissy Lory, gagged and tied up has a ruined sissygasm after 50 days of chastity - sissylory
lovedildos pumpng!
13:16
I pumped my sissy/pussy and milked my nipples used a dildo and had an orgasm. - lovedildos
Sissy hypnosis results
05:57
This is what sissy hypnosis has turned me into. This is the only way I am able to cum and also the only way I wish to cum. - AnalSissySlut222
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
How to start the day
04:34
This was how today began for me, and I plan to do little else except ride my dildo.(possible eat some cum if i sissygasm) - AnalSissySlut222
Alina Cock riding sissy slut?
00:16
Mehr on and ride, Dildo riding is Only half so funny as Cock riding! Cos of the sweet warm cum loads you,pumping into my Aas! - Alina_SissyCD
Sissy Melissa edges herself with a vibrator in her cage.
06:28
... my Mistress allowed me to get an Sissygasm with a plug and a vibrator while watching Sissy-Porn! - Pantyboyslave
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
Spun SkY
01:41
Sky high Sissy Crossdresser Oiled up in lingerie Victoria secret lingerie - skyhigixdreser
Emma Stretching her Ass
04:43
Been waiting a long time to get a trainer to play with :) loved stretching my sissy hole...made my clitty so drippy lol - gooeygirl8
A lovely estim primer
06:29
Here I am partly dressed for a bit of an uncaged estim session which I used just to set up my limp little sissy clitty for a full caged session later on. - louise7111
Sissy Chastity and Butt Plug Play
01:36
See me play with a vibrator and butt plug while in chastity - robbietest
Play-Along: So you want to get fucked. I fuck my ass so fast
45:04
I follow the directions in this video and fuck my ass faster and faster. I try to cum, but locked in my cage I did not manage it. - shinyface4
Sissy Footjob
03:31
foot obsessed slut footfucks her squirting dildo to the spectacular finish - footfreak18
Mary Willows riding huge bbc dildo
00:38
Mary Willows riding huge bbc dildo. Check out her free onlyfans. Handsfree Sissygasm attempt in chastity. Milking Prostate massive - trannytracker
Anal Sissy riding BBC
00:49
Just playing with a BBC dildo..can’t get enough - CdLaurenwilde
Sissy Nikki - Playing with my butt plug in chastity
01:42
Quick video of playing with my butt plug while locked in my chastity device - nikki_x