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Femboy Riley in Chastity and Anal Play

This is how students get trained and prepared for anal. Inflatable buttplug is inserted inside his asshole and pumped more and more to stretch his hole while ESTIM chastity power is gradually being increased making him go wild. 🖤INSTITUTION X🖤

My good girl training

another successful anal training session with daddy 😇 Full video on my OF/Fansly! 💦

first she found my sissy stash. now shes training me to take a real mans cock 😳

Caged clitty princess being a good girl and continuing to train her throat just for you, Daddy 😘💖

training your hole so its ready for a man to breed you any time he wants is very important 💦 Full video on my OF/Fansly! 💜

training my pussy for a true alpha cock to stretch me out 🤤

I take my training very seriously. Would you train with me?

How well trained white bois make their clitty spit

Training my little sissy pussy to gape, so a real cock can just slide inside

Break your mind sissy

I will never cum like a real man again after Anal Training in the Piledriver Position W/ Chastity

Advanced sissy training 🎀

It's time for my sweet Nordic Jasmine to start her mandatory training. Get ready, Jasmine, your time has come sissy!

Like to be trained sissy maid while being in electric shock chastity ? oc

A tease a day keeps the sissy at bay

Goon to me taking this big black dildo😫💕 - took a little to get it is since I’m tight sorry hehe

BBC conquered me, now I’m just another chastity wearing trans girl that loves big cock😫💕

🔊 Fuckdoll 101 (1st video in the series) Lock your clit for Cock, Get on your knees for cock, Train your ass for cock! Listen to my Voice 💋

Bambi Bimbo sissy training to be your perfect fucktoy

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Chastity cage fitting 🖤

Do I look good stretching my young sissy hole

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Even the flat cage couldn't stop me from leaking while my holes are being trained... - Full video on my 0nlyfans and fanzly (link in comments)

Doggystyle GIF by sashasissy01

Sissy GIF by youngsissy

Cum GIF by eternallyedging

Do you think the cage is cute ?🔐💗

Chastity makes anal training so much better

My fuck machine and inflatable toy made me cum soo hard while in chastity! I loved it🥵

I cant stop myself from dancing while being all dolled and caged up for superiors on reddit 💖🫶

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My GF always ties me up because she doesn't want me escaping while she's training my hole... - Full video on my 0nlyfans and Fanzly (link in comments)

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This cage suits me so well right

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🎀 Can I feel your hand between my hips if I beg you? 🥺 🎀

My friend said I needed more training. What training should I do?

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Pussy Free Sissy Pillow Humping JOI by FemDom Goddess Nikki Kit

Getting completely humiliated as her sissy. 🔊On!

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I can’t stop cumming in my flat cage 🥵

It’s time to begin your training, sissy, and fulfil your purpose

Alright you pathetic little sissies, let's get serious - time to train that slutty ass of yours! Find the full 45 minute video on my sites 😈

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Oh I just loved this!

Training is important

I obediently follow commands

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I’m just a sissy buttslut kitty with a locked up little clitty! 😼

My training today - still bouncing like a good girl

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