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Sissy Anal Orgasm
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Cute TS cumming like a good sissy
Testing new prostate vibrator on restrained slave... he is orgasming and moaning like crazy😈
Testing new prostate vibrator on restrained slave... he is orgasming and moaning like crazy😈
First orgasm with my new prostate massager. 🤩🥵🥵
🙂Restrained prostate orgasms are the best!
Big cumshot from anal
Chastity orgasm 🥵🥵🥵
57 seconds long orgasm (my PR??)
57 seconds long orgasm (my PR??)
SYBIAN edging (I know this isn't orgasm but I feel it belongs here) ENJOY🙂
This is 1000X better than regular orgasms.🤩🤩
Dry orgasms still feel amazing ;)
Back to back orgasms
Longest orgasm ever I've ever seen
One day I’ll actually have a full orgasm from this.. for now, a small dribble 💧. Check out my profile for more :)
When someone needs to learn to be a good girl. 😈 This is the only way, getting a orgasm right now! 💦😘 #sissygasm
Sub is restrained for his prostate milking procedure. The [anal vibrating probe] will make him moan and his intense orgasms will push the anal probe deeper and deeper, push it against his prostate and make him lose his mind.
![Sub is restrained for his prostate milking procedure. The [anal vibrating probe]](/thumbs/ae/a8/ShoddyFirstPanther.jpg)
Fucking Machine Prostate Milking 4 Orgasms Hands-free
11 ORGASMS 20 MIN NO REST - prostate massager + milking device
Daddy I wet the bed again I need to be punished. (I squirt like a real girl when I orgasm)
One of my sissy boys cumming for me in his chastity cage with a glass dildo.
Everyone can reach prostate orgasm when they get impaled and restrained🙂 -Instution X-
11 Orgasms in 20 Min by MILKING DEVICE and PROSTATE MASSAGER
Naughty orgasm
My first caged orgasm ?
Our mission at Institution X is to present to all men that prostate stimulation can produce a stronger, more powerful orgasm than so... [18]
Student restrained on the Sybian and examined for behavior flaws while his prostate is getting milked and he is orgasming over and over again. 🏴Institution✖🏴
[27] Student gets his final training before his first show in front of the audience this weekend. He is kept on the edge of prostate orgasm.
![[27] Student gets his final training before his first show in front of the audience](/thumbs/91/de/WonderfulFlamboyantSeriema.jpg)
Restrained on the Sybian and examined for behavior flaws while his prostate is getting milked and he is orgasming over and over again. 🙂😏
Student Tommy gets overstimulated on the Sybian. It makes him orgasm multiple times and moan and grind on that anal attachment. His limits will be pushed and his behavior will be tested while he is orgasming uncontrollably.
That is the goal of every sissy: One dick deep down the throat + another one pounding the pussy good and hard = Sissygasm
Fucking Machine Prostate Milking 4 Orgasms Hands-free Restrained Femdom
The glorious double anal gangbang with Natalie Mars and some equally beautiful cock flop action.
[NSFW] [18+] [Sissy] [oc] [26] Usee meee
![[NSFW] [18+] [Sissy] [oc] [26] Usee meee](/thumbs/18/ac/GreenyellowFragrantSpiketail.jpg)
Throw back to my first orgasm 10 months ago
A long anal training ends with sissygasm ??
Hands free chastity orgasm in high socks and boots
Solo Sissy Trans handsfree cumshot, sissygasm, ruined orgasm with inflatable buttplug
Favorite orgasm!
Fucked myself until I had a fully hands-free orgasm. Think you could make cum without touching my cock?
Ever since chastity, I've been SO thankful for prostate orgasms!!
💦Biggest orgasm of my life, there is no turning back now🥵
the orgasm a black cock can give you 🤤😊😈💕
a hot night with me, I think I'm addicted to the feeling of prostate orgasm, and cumming hands-free
Great Shemale Sissygasm Orgasm (by SissyMilana)
After literally 40 handsfree orgasms I had to stroke it. I thought I didn’t have anything left but I cam so much and the explosion was an incredible feeling.
Just a little riding action 🍆 who wants to see the ruined orgasm that came after 😳💦
Only ruined orgasms for when I’m not in chastity^^
Denied orgasm for almost 3 weeks and pounding my ass with a huge dildo regularly has produced some slutty results that should hopefully please my mistress
it started so innocent, i only watched a few sissy vids but pretty soon i was wearing panties and a plug. fast forward 2 years and im a pussy free anal whore who only has ruined orgasms in her cage 😳🥵
Results of 2 hour anal goon session
It was way more than you can see, I continued having an orgasm for 2 minutes!
One of the best parts about trans women? They can’t fake their orgasms.
Training my anal to orgasm before ,should we do it again?
Cage Free Sissy Training (OC)
Caged and limp while I cum from anal
She put on the work for that no touch orgasm 🤤 🥵
The first time she tied me up I thought I'd be on my back
Hands free 🩷🩷🩷
Cumshot
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