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Kaite Sisy fucked by Machine 1st time

Sissy maid in chastity with both holes filled

Taking the fucking machine while sucking and licking my caged cock

I love my machine

I finally spent the money on a fucking machine, heres me using it close to max speed, desperate to touch my nub.

Me and my machine

8 days of chastity later...

Support tech tries to resolve customer issues while getting used by fuck machine

Pro tip: Use a fuck machine to break in your breeding stock. They become much more agreeable after a few hours.

Under my boot, caged, and strapped to the fuck machine. Exactly where a good boy belongs. ?

just a sissy and her machine

I only got short clips from today's session with my new spanking machine. Help decide my punishment?

CagedandFucked while watching porn 🤤😋

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You are not unable to cum from anal. You just haven't been fucked hard enough yet.

I love fucking machines

Institution X: Chastity student restrained for anal endurance training while his cock is being electrocuted. This procedure is preprogramed and he will have to endure it until the end no matter what.

I finally had my first sissygasm. it only took a dedicated machine.

My Locked Sissy Clitty Leaking After Machine Fucking My Ass

Our mission at Institution X is to make every male cum from anal prostate stimulation. This is superior way to cum producing stronger, longer orgas...

I got my very first sex machine and I’m love 😻

🔥Once you try anal you will never go back😃👍 After he reached orgasm the begging started. Yea, he was begging me for more. I gave him more with pleasure. He came 4 times during this session.

It's so unfair, other boys spend their weekend hanging out with girls and getting pussy while all I've got is this fucking machine that makes me a total slut for cock... 😣 Oh never mind, actually I'm starting to enjoy it 🤤

Sissygasm in Chastity on my Fucking Machine

Love my new machine ❤

Cyberpunk Chastity Sissy Lucy V's the Huge Dragon Dildo

I think chastity is changing me

3 minutes later, I came from anal for the first time 🥺

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I’ve had his cock caged for over a week but I can still have lots of fun with his tongue and my fucking machine 😘

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How to make his first Catheter Cage experience more intense? Add in my new Fucking Machine and a Grinding Smother!

Day 11: Got horny so decided to bring out my fuck machine 😜. Forced him to watch and listen to me moan 😈. Don't need dick no more 👅

My sex machine made me squirt like a girl in my cage 😳🥰

Having some long distance chastity fun with the fucking machine 😊

Getting pounded hard into oblivion by my fuckmachine with a huge dildo

nowhere else id rather be 🖤

Is there anything hotter than a stomach bulge with chastity? 😈

A must-have for every sissy!

Such an easy rule, but such an important one!

This latex sissy maid is only allowed to cum like this! Locked in chastity and rubbing her screw on dildo attachment with her big dildos while being fucked and sucking dildos!

Sissies and Fuck machines are a match made in heaven 🥵🥵

After 13 days locked... 30 minutes to cum, fail. Comment anything you want here. Humiliation or ideas to my wife do to me in the next session. I'm her sissy slave.

Caged and Machine Fucked (Part 2)

Getting pounded by my auto plap machine 🔒💦🤭

Sissy maid trying to cum by rubbing her dildo attached to her flat chastity cage while being fucked by a huge dildo.

Is this how you use a fucking machine? 🥺

Training my ass to take cock better for you

Cage + Dildo Attachment + Milking Machine = No Pleasure 😵‍💫🔒🍆

Moaning and Twitching Says It All👍🙂. This is Proper P-spot targeting

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My pretty Sissy girl needed an upgrade so I could hook her up to my milking machine

Locked in chastity and hooked up to my milking machine... This was so much fun

I made Subby a Milking Machine, one that reacts to me touching another toy. This way, I don't even have to touch him anymore... 🤣

Fuck machine sissygasm

Buying a fuck machine has been really tempting lately

did i fail NNN?

Well, I don’t have to come out of chastity ever again with this thing.

Cock locked. His body’s trembling. The machine’s hitting his prostate perfectly, and keeps him right at the edge, helpless…moaning...🙂 When your turn comes how long will you be able to handle this?