Caught Sissy Michelle Keating
02:22
I caught Sissy Michelle dressing up in pantyhose so I made her dance for me. What a sissy slut - DrOhh
GirlCock Play
00:25
Full Video on my OnlyFans, Link on my Profile - Brandy Bee - BrandyBee
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
lovedildos machine fucking 4
14:27
I went even bigger this time stretching my sissy/pussy. - lovedildos
Spun SkY
01:41
Sky high Sissy Crossdresser Oiled up in lingerie Victoria secret lingerie - skyhigixdreser
Sissy Maid in chastity rides a dildo
07:46
Sissy maid in uniform curtsies then rides a dildo stuck to the wall. - angelam
ill be your wildest dream
00:08
I can be the sissy wife you’ve always wanted Daddy - SissyTheGemini
Sissy Heidi walks in public like a slut (short preview)
00:19
Sissy Heidi Bottoms dresses up like a total slut and walks down a public road (short clip) - heidi_bottoms
squirting 2 weeks of cum from my caged clitty
00:28
sissylinzee caged finally releasing 2 weeks worth of cum squirting out - sissylinzee
Sissy Amanda Carrol
01:45
Sissy modeling his little sissy bra-lets. - ColleenCarrol
sissy joanie having some girly fun
05:59
sissi joanie in pink panties , showing clitty , tits and ass . - vintageboy
Sissy amanda Carrol
03:13
Prior to receiving my lover for lunch I had sissy put together this video to show him what was waiting for him. As I understand it sissy had a protein drink for lunch! - ColleenCarrol
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
SilkeTV and Sissy sucking and fucking at the sofa
04:30
SilkeTV is first sucking a cock at the sofa of the adult theatre. Then the man is fucking Sissy in her asspussy. - SilkeTV
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
Sexymarshacd playing
03:04
Homemade sexy mature gay crossdresser who truly loves being as feminine and as much of a sexy sissy faggot as I can be!!! I love sucking cock and having my ass fucked - marshasexycd
Encounter with the Sissy Demon (Crossdresser)
27:35
It's Halloween and you come across a horned demon gurl... My Halloween Special 2020. My audio setup is not good, so sorry in advance if much of my speech is difficult to hear. - babypp
Pantyhose only
00:12
Crossdress femme cd pantyhose no panties driving - jessica_sac_cd
shemale sissy in chastity takes a buttplug
02:15
amateur shemale sissy tranny in chastity taking a buttplug and gape - dandy02
Feathery Angora
03:05
Dressing up time in a pale green angora cardie, with fabulous feathery trim. So soft. And of course my tiny cage and a big black toy - kayskinks
Hotel fun
00:51
All alone in hotel needing to be fucked like a sissy! - sindee_cockslut
Cumming For Mistress Kate - With Slow Motion
02:36
No mincing, just cream from a ruined O, then full cumming. With slow motion cum fountains. - kayskinks
At work fun
00:37
Finally managed to have a sissy day at work enjoy - CDSissyAnnabelle
Lace panties sissy
00:25
Touching my clitty through my pantyhose and lace panties x - Emilysissy35
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
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
Spun hypno fun 1
04:31
Me blowing clods watching sissy hypnosis - Bobbie Bunzz - redbonecd
Mistress Debbie & Lovedildos
06:20
Lovedildos was finger fucking & putting dildo Mistress Debbies sissy/pussy. - lovedildos
Sissy Amanda Carrol and his sissy toy
02:02
Sissy amanda carrol loves to parade around in lingerie. On this day we got him a new vibrator to put in his sissy hole. When we were done he begged Gregory to suck his cock. - ColleenCarrol
TS Sissy Tiffany Huge Plug Fuck Machine
04:02
Got my huge plug hooked up to my machine. Almost came hands free. - TiffanyCravescum
Dildo Playing & Anal Orgasm Vol 2.0
13:56
Second Dildo playing movie from orginal full video... With better quality. - BlackCat_Cd
Sissy ass trainer (1)
00:46
I'm training my sissy ass with a dildo - Sissy-Julie
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 sub black  mules 15
01:04
Fuck Sissy sub crossdresser with black mules - luisazoccoli
Sissy Sucks BBC 99
08:07
this is 4th time with xhamster user denverbbc - Sissy_Cockslut
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 Pantyhose
02:10
Nylon Sissy Brianna shows off her new pantyhose. - NylonSissyBrianna
Cute sissy toys big ass
02:28
I toy my ass preping it for my giant butt plug - shiningoverdrive
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
Blue Sissy Dress
00:46
Sissy displays her clit lying on bed other sissy and a guy admire her. - lucindacd
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
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