SissyDoll Anal Sissy Hypno
01:37
It happened, I'm a Sissybitch bitch now...What sissy hypnosis has done to me over the years... - nylonsissi
Hot blonde transgender shoves a huge brutal dildo in her ass
08:49
Incredible shemale taking a big brutal dildo deep in her ass while dripping cum from her cock non stop and eventually having an exploding anal orgasm - Lola Spais - stevenr
Prostate milking a sissy cow 4K (short clip)
01:24
You can't get a more perfect sissy training then a prostate milking session! You will not regret seeing this when a sissy is constantly leaking cum in your face as a cow! - KimsaTrans - Kimsatrans
In search of cum without hands.Me sissy ass fisting anal
03:16
I really like it, I'm leaning forward and I'm being fucked from behind.My ass gaped at the fat cock. - Twokisses
'SUNSHINE' Bedtime series green top leopard pjs
05:23
mmmmm i love doin this lil strip show, tonights toy is one of my favorite toys, i leave the house with it wearing it like jewelry - sUnnSHineGUrL
Reena Starfire - Ruined Anal Orgasm (Cum At 3m30s)
05:32
Went from zero to anal orgasm in less than 15 minutes! That's how I spent Halloween :) - Reena_Starfire
Sissygasm - Preview
00:10
Prostate and anally induced orgasm. It's heaven on earth! - jennyfein
Sissy cums while riding dildo in chastity
03:10
I was so horny, I locked my sissy clit in a chasitity device and put a condom over it to catch every drop of cum while riding a dildo. In the end I have a sissygasm. - SubSlut_24
Trans fisting her ass and fucking her ass with brutal dildos
07:57
Brunette trans in leather and stockings fists her ass and then shoves two massive brutal dildos in her ass and plays until she jerks herself to a huge cumshot explosion - stevenr
French Sissy Lola ride dildo & hands free cum
08:33
Home alone.... Lots of time to play with my toys and give myself anal pleasure... - lolajtrav
Fucking Machine - Cumming Twice
06:11
Should have chosen a small toy since i havent being penetrated in months. Camera angle was not the best. But if you cum while watching then i got what i was hoping for. - UnpassingTrans
Hurry down my chimney
17:00
Transsexual BBW porn slut Meaghan Jaymes makes her ass jiggle like a bowl full of jelly as she stuffs her stocking with a coal black dildo! - Meaghan Jaymes - MeaghanJaymes
Sissygasm chastity training - day 4
30:42
On a quest to sissygasm in chastity I am locking up my cock until I achieve a true sissygasm. This is my third attempt on the fourth day. I was able to produce a few drops but did not sissygasm. - rid31tn0w
Sometimes once just isn't enough
27:23
That little voice is always there... "that felt fucking awesome. Wouldn't another one feel even better?" - Mimsy B - brimbles
Bondex - Chastity & anal beads (tribute to Gedankenderlust)
06:44
Bondex cums in chastity and black anal beads.This is a tribute to Gedankenderlust, MuffmanX, Skinahtt, AnemoneCumin, Bupshi, NoemieSissyDoll. - bondex
Mirror Plug and Fuck
01:17
Mirror Plug and Fuck For Sissy Janine - SubmissiveFetish
Sissy huge anal gape and hands free cumshot!
04:43
Sissy training her sissy pussy to please her daddy with some anal gaping, so it will be easier to enter for daddy whenever he pleases. This gaping practise ends up in a hands free anal cumshot, just l - KimsaTrans - Kimsatrans
Falling for a Rubber Cock
10:26
Bliss can be found in many places in many forms...That second wee cumshot as little as it was sent a wave of bliss through me so strong my mind practically melted. - Mimsy B - brimbles
Lie back, legs open POV Mimsy cumming
05:33
That dildo feels so good but lacks the rigidity of a real cock. - Mimsy B - brimbles
A little bit of a poke and a prod
13:17
The glass one is good and rigid but much practice is still required to maintain a constant angle and the proper positioning... nevertheless my thigh did get very wet and sticky so all is good :P - Mimsy B - brimbles
She Can't Cum!
10:05
Sissy slave wife Kathy entertains you with her frustrating attempts to cum. - kathytg
Amber with large B10 Dildo
03:37
Amber on poppers taking Doc Johnson B-10 Bombshell Dildo, with cum seeping out from earlier creampie - AmberTV99
Naughty Wild Me
16:48
I love being naked in nature and fucking myself good. - Purple-Lash
japanese amateur shemale miyuki solo play
09:26
japanese amateur shemale hand free & stroke cum - Cd Miyuki - Cd_miyuki
in LOCKDOWN 1 - red rubber
04:42
In lockdown and all alone, Miss Lonely Kitty has to pleasure herself... - MissLonelyKitty
AndrewMist sissygasm with a big black dildo inside smooth as
06:01
AndrewMist takes a time to sissygasm wearing sexy stockings while a big black dildo make her moans. - AndrewJamesMist
Sissy Alic30 rides to hands free Orgasm
04:10
Sissy rides big dildo, sniffs poppers has 2 Orgasms and one is hands free - alic30
Cumming without hands
01:12
I just tried to cum without hands in first time. I was loving that.... - Alexxxiana
Handsfree cum by a blowjobmaschine
04:34
Handsfree cum, by a blowjobmaschine, combined with a thick and long Penisplug and Analdildos - Sissyforpassion
SISSY SLUT TRAP CD AEON precum & pee covered anal plug fun
03:25
I just got a chastity and wanted to break it in so i got my biggest anal toy and covered it in precum & pee to get it lubed for my hole. like & subscribe xxx - AeonFluxxx - AeonFluxxx