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Chastity Training

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Sissy Anal Training

Sissy Anal Training

Tongue dance whilst locked in chastity

Tongue dance whilst locked in chastity

Feels amazing, just the best home training ever had...

Feels amazing, just the best home training ever had...

Hole training with a bit of moaning ☺️

Hole training with a bit of moaning ☺️

Intense training session

Intense training session

Because he is locked up so long, he have to train, penetrating.. but not with his mini-wiener❤🗝️

Because he is locked up so long, he have to train, penetrating.. but not with his

Daily anal training is really starting to pay off

Daily anal training is really starting to pay off

Making my cage bounce while I train my hole

Making my cage bounce while I train my hole

My new favorite spot for anal training

My new favorite spot for anal training

Need more training to twerk well

Need more training to twerk well

PSA, shock collars are great for training your pets

PSA, shock collars are great for training your pets

My ass is ready for big dick🍑👍 My anal training begins😏👌

My ass is ready for big dick🍑👍 My anal training begins😏👌

I have Subby trained to be a good boy and cum by the touch of my finger. ❤️ 🔐

I have Subby trained to be a good boy and cum by the touch of my finger. ❤️ 🔐

Accidentally discover a new way to release while training for nipple orgasm. Was edging using this technique for about 10+ mins and finally squirt a bit out 😥😥

Accidentally discover a new way to release while training for nipple orgasm. Was

daily training is very important for aspiring girlies ;)

daily training is very important for aspiring girlies ;)

I train to walk in high heels like a good bitch ?

I train to walk in high heels like a good bitch ?

Night train, all alone, kinda bored, so I had a naughty little idea... Trip suddenly got more fun with some locked-up, NNN-friendly whiteboy sex to pass the time! 😇

Night train, all alone, kinda bored, so I had a naughty little idea... Trip suddenly

I'm training him to be the best whore.

I'm training him to be the best whore.

Poppers Training

Poppers Training

Torture & Blowjob training for my chastity sissy😈

Torture & Blowjob training for my chastity sissy😈

Slapping my locked balls around with my new dildo before setting me off to train my hole

Slapping my locked balls around with my new dildo before setting me off to train

Tell me in detail how’d you train me into a good caged slut for more kik: Beth.thefemboy

Tell me in detail how’d you train me into a good caged slut for more kik: Beth.thefemboy

[OC] The premature training is permanent, do you think your nub will ever grow back to it's previous size?

[OC] The premature training is permanent, do you think your nub will ever grow back

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.

Institution X: Chastity student restrained for anal endurance training while his

Am I a good boy for training my hole so well? 🐶🔒

Am I a good boy for training my hole so well? 🐶🔒

Locking my cock away and training my ass like a good little white boy 🙈

Locking my cock away and training my ass like a good little white boy 🙈

Clean Shaved for my first stint being caged. I guess its time to start training my virgin asshole

Clean Shaved for my first stint being caged. I guess its time to start training my

27 Sissy MA. Ownership? Sissy training? Forced Feminization...?

27 Sissy MA. Ownership? Sissy training? Forced Feminization...?

Sissy sex slave: ready to submit to training regimen

Sissy sex slave: ready to submit to training regimen

Do you want to help me train? 🥰 Kik: sissy.sophia. with 2 dots in the name

Do you want to help me train? 🥰 Kik: sissy.sophia. with 2 dots in the name

I promised him release... However, I changed my mind after some attitude issues. Instead, I surprised him and put him back in his chastity cage. I know it seems tough, but this is how I train you to respect me.

I promised him release... However, I changed my mind after some attitude issues.

12 Steps to Chastity: 4 Week FemDom Training and Rehabilitation Program LINKS AND DETAILS BELOW! ⬇️

12 Steps to Chastity: 4 Week FemDom Training and Rehabilitation Program LINKS AND

Working that dildo like it was the real thing... Training is important

Working that dildo like it was the real thing... Training is important

Sissy training with huge dildo GIF by sissydelilahsnow

Sissy training with huge dildo GIF by sissydelilahsnow

My mandatory deepthroat training

My mandatory deepthroat training

My personal pussy licking slave is so well trained

My personal pussy licking slave is so well trained

a little bit of my daily training

a little bit of my daily training

ESTIM Chastity Anal Training At INSTITUTION X

ESTIM Chastity Anal Training At INSTITUTION X

My wife getting more hard on my feminization training 🥹

My wife getting more hard on my feminization training 🥹

Made him wear my dress and panties to start training his ass

Made him wear my dress and panties to start training his ass

I always new I want my cucky bf to be on a clean up duty, this is how I trained him to do so

I always new I want my cucky bf to be on a clean up duty, this is how I trained him

good girls submit to training...

good girls submit to training...

Daily training is essential for all sissy sluts 💜

Daily training is essential for all sissy sluts 💜

Anal training while caged xx

Anal training while caged xx

My gf has trained me to need jizz

My gf has trained me to need jizz

During Locktober I had ample opportunity to train my ass 😳

During Locktober I had ample opportunity to train my ass 😳

Routine pegging training preparation for his own bull.

Routine pegging training preparation for his own bull.

This princess is being a Good Girl this warm Sunday and keeping my pussy trained for Mommy’s strapon or Daddy’s cock 🙈💖😈

This princess is being a Good Girl this warm Sunday and keeping my pussy trained

Even complete fuckdolls need training to improve!

Even complete fuckdolls need training to improve!

[oc] sissy maid training

[oc] sissy maid training

keeping trained for big d*cks

keeping trained for big d*cks

I hope you are trained because I will destroy your bitch mouth

I hope you are trained because I will destroy your bitch mouth

[20] Smooth, caged London sissy looking for a man to meet regularly and train me, dm if interested 😘

[20] Smooth, caged London sissy looking for a man to meet regularly and train me,

[20] Smooth, caged London sissy looking for a man to meet regularly and train me, dm if interested 😘

[20] Smooth, caged London sissy looking for a man to meet regularly and train me,

I think my training is going well. How about you?

I think my training is going well. How about you?

Fall into my trap sissy!!! I’ll train you right 😈

Fall into my trap sissy!!! I’ll train you right 😈

A good oral training routine is very important for a Sissy 😇

A good oral training routine is very important for a Sissy 😇

cuckold in his daily anal training (6 months pussyfree, chastity belt for months and counting)

cuckold in his daily anal training (6 months pussyfree, chastity belt for months

You'll forget what your dick used to be with patience and regular training!

You'll forget what your dick used to be with patience and regular training!

[oc] trained and tamed in chastity 🥲

[oc] trained and tamed in chastity 🥲

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