1995 Sissy
08:21
Older vid of Sissy Stephanie, dressed and jacking. - stephie001
EXTREME NIPPLE PIERCING - CAROLASMIT - SISSY GARDENBOY
03:42
EXTREME NIPPLE PIERCING - CAROLASMIT - DIRTY GARDENBOY - SISSYBOY TOYS - CarolaSmit
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 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
Giant Anal Plug
01:45
Christy gets her big plug in for the first time. - Christy Connor - ChristyConnor
My new  sissy
00:39
My new Sissy has been ordered to show off for my alphas. - belarainha
Sissy Melissa -Punishment-
00:58
Punishment by my mistress because of not respecting her status! - Pantyboyslave
Sissynessa outdoor pink satin sissy walk
02:09
Sissynessa at it again. another outdoor walk. this time in her pink satin sissy dress. - mistressnessa
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
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
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
Pre cumm
01:18
Sissy Crossdresser Sky pre cumm and play with it. - skyhigixdreser
Sissy Footjob
03:31
foot obsessed slut footfucks her squirting dildo to the spectacular finish - footfreak18
Cum with me
01:21
Crossdresser cums from sissy hypno - realhornytrannylover
Sissy Nikki hypno compilation
04:23
here is the first video from my sissy slut nikki check her out @ youngprboi more videos to cum from her in the future ;) - Exxxpozed
Gloryhole Sissy
00:19
Your landlord refused to fix the hole in the wall between your neighbor’s and yours apartments, and your neighbor, having recently discovered your little hobby, decided to risk it all - SissyVicky_PM
Im Hotelbett heftig Dildo geritten.
00:28
369 Vid - 1 Im Hotelbett selber mit harten Schwanz in Arsch gefickt - SheSeeMe
Sissy Caning 1
03:05
Sissy gets punished for her slutty behavior - Kinky_Babe
OUTSIDE SNOW - EXTREME SISSY HEELS -  BLONDE PIGTAILS
02:19
OUTSIDE SNOW - EXTREME HIGH 17CM RED SISSY HEELS - BLONDE PIGTAILS - PUBLIC - DIRTY GARDENBOY - A-FIST-DGB
A personal plaything submission (sissy) (Hypno) (BDSM)
01:39
Personal sissy sub, apologizing. She sent in videos and they were edited and posted. reach out to alphaomega696965 on tumblr to submit - alphaomega696965
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