1995 Sissy
08:21
Older vid of Sissy Stephanie, dressed and jacking. - stephie001
Sissy shows off her ass and butt plug
01:58
Cardiffcrossdresser Danielle shows off her ass and plays with her butt plug - Cardiffcrossdresser - cardiffcrossdresser
Fun with my dildo in a shower
01:01
I like my dildo so much that dancing my ass over it is the only option! - vita-vit
Nylon Mind Seduction for sissy gurls
19:36
Made by cdsissytrainer for his nylon sissies to feed there minds and clitties with - sluttycdgurl
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
Plug in asshole
01:17
Sissy Renata plugging her asspussy, it's so delicious - asspussylips5
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
Rapid City Sissy Heather O'Connor riding her dildo
00:30
seriously, who wants more? Who wants a better video? Leave a comment to convince this sissy bitch. - Pussybouexpozure
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
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
Spun SkY
01:41
Sky high Sissy Crossdresser Oiled up in lingerie Victoria secret lingerie - skyhigixdreser
Desperate enby sissy fucks themself
07:57
Femboy struggles to satisfy their lust with a blue dildo - Model-706-8073-421
Connie in white 3
04:33
Enormous pleasure which can give me a nice toy - ConnieFields
dorisstar in Femdom JOI compilations
09:41
my apology for poor qualitty,colections of my fun with JOI - Dorisstar - dorota_tv
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
Sissy Footjob
03:31
foot obsessed slut footfucks her squirting dildo to the spectacular finish - footfreak18
Sissy masturbation (the correct way)
01:01
This is the only way I masturbate and the only way i can cum - AnalSissySlut222
Pre cumm
01:18
Sissy Crossdresser Sky pre cumm and play with it. - skyhigixdreser
Sissy Maid in chastity rides a dildo
07:46
Sissy maid in uniform curtsies then rides a dildo stuck to the wall. - angelam
sissy trainer
17:20
(This is a game, there are no real people) You fall into the possession of the mistress. She will teach you everything. - dstav
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
me with New black dildo
02:35
late upload, from november 2019 i bought this amazing dildo - taniaxtorres
lovedildos pumpng!
13:16
I pumped my sissy/pussy and milked my nipples used a dildo and had an orgasm. - lovedildos
Ruined sissygasm of sissy Lory
01:01
Sissy Lory, gagged and tied up has a ruined sissygasm after 50 days of chastity - sissylory
Sissy dandose placer
02:37
Sissy mariquita se acaricia su clítoris buscando placer. - MindyTVsissy
2020 Kymmera MV (sissygirl) oliviaaneley
01:24
Made a video, it's bad quality but tried some editing and this is the result :) - olivia_aneley
Sissy Chastity and Butt Plug Play
01:36
See me play with a vibrator and butt plug while in chastity - robbietest
Sissy Lingerie Shemale Anal Sissys Shemale Toy Lingerie Amateur Sissy Hd Videos Masturbation Amateur Sissy Toy Solo Anal Toy Shemale Sissy Sissy Stockings Stockings Solo Toy Sissy Dildo Shemale Masturbation Sissy Ass Stockings Solo Shemale Dildo Young Mature Shemale Solo Mature Mature Sissy Young Solo Young Sissy Big Ass Sissy Big Ass Young Amateur Young Anal Amateur Shemale Solo Ladyboy Solo Ladyboy Ladyboy Sex Ladyboy Masturbation Ladyboys Mature Stockings Sissy Tits Shemale Ass Shemale Solo Anal Sissy Cock Shemale Solo Dildo Fuck Toy Shemale Fucks Sissy Sissy Fuck Bdsm Shemale With Shemale Small Tits Solo Small Shemale Small Tits American Big Cock Shemale Solo 60 Fps Sissy Big Cock Big Cock Shemale Tits Shemale And Shemale Shemale Anal Dildo Amateur Ladyboy Sissy Webcam Sissy Blowjob Blowjob Shemale Chastity Ladyboy Anal Sissy Chastity Amateur Solo Masturbation Webcam Sissy Riding Masturbation Cum Rides Sissy Cums Shemale Sex Amateur Fucked Shemale Slut Shemale Cock Shemale Ass Solo Young Sex Dildoing Shemale Solo Shemale Anal Domination Latin Ladyboy Lingerie Ladyboy Stockings Shemale Cum Sissy Dominated Latex Sissy Latex Mature Ladyboy Fuck Shemale Big Tits Shemale Anal Masturbation British British Sissy Shemale Riding Dildo Huge Toy Sissy Love Sissy Orgasm Latin Sissy Orgasms Big Ass Shemale Solo Pov Huge Shemale Big Shemale Shemale Love Amateur Shemale Sex Bbc Shemale Young Ass Shemale Masturbation Cum Sissy Anal Dildo Young Masturbation Solo Dildo Masturbation Shemale And Sissy Sissy Anal Training Sissy Play Shemale Joi Shemale Fucked Sissy Joi Sissy Sluts Shemale Riding Sissy Trained Shemale Pussy Sissy Outdoor Outdoor Shemale Asshole Sissy Pussy Latex Shemale Sexy Shemale Sex With Shemale Amateur Shemale Shemale Training Shemale Anal Cum Shemale Big Dildo Hot Sissy Stockings Masturbation Shemale Masturbating Bareback Caged Shemale Fucks Shemale Hot Shemale Sissy Bareback Hot Shemale Solo Sissy Interracial Masturbation Toy Interracial Stockings Cum Shemale Huge Dildo