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Femboy Riley in Chastity and Anal Play

Tweaking Anal Pig training

Training my tight asshole for DP

One day I will train my asshole to take the whole of this toy 😜

Training with a bigger toy this time

Trained ass

Anal Whore Training

Training myself.

Training my tight hole

My first training session to become an anal whore (no misgendering/unsanitary, DMs open)

Training with anal toy

Trying out my new depth training toy

Training to be wide enough [F] 40yo

Gf anal training

training my ass like the good little rapeslut i am, just so you can abuse me even harder later on 💟 what would you do if you caught me stretching myself like this? dms open 🍑⛓

Nero Claudius getting some anal training (Ulrich46)

Training is going smoothly 👌

Training myself

who wants to help with my anal training

Training hard 😎

Training my butthole to do some magic

Training my asshole with my favorite toy 🥰

Training for daddy’s cock one day 😍

Training in a Hotel with my Toys

This is how I'm going train you sluts so you can take this huge tank cock ~

Training to be his anal toy

[19] Need some help training to take my new toy~ 😝

Training to take any cock in my ass, no matter how big

Training myself everyday with an inflatable plug🥰

Anal virgin takes training

Training my 🍑 with bigger and bigger toys ;)

Training his ass with a smaller toy on the fuck machine until ill strap the orichi on it 🥰

Train for your reward Sissy

Training my boypussy to achieve a sissygasm. Waiting for my chastity cage to arrive.💓

Training to take a whole arm

Training for your dick

Teen Booty In Training

Anal depth training. I still have a little bit left until I take it all

Training myself for you, Daddy

Well trained

Training my tight ass to be the perfect toy

Training my ass for you like a good boy

After losing yet another battle this time to U/Razmooz I was made to post this now no longer trying to become an alpha and accepting my place as a sissy slut train my boi pussy and it feels amazing

Training Her Asshole for a Real BBC

Training Her Asshole for Bigger Things

Fantasy toy DP with two knot toys

Total ass destroy for gagged toy 😈⛓️ Full video on my OF

Training my asshole with my new toy ;)

He’s training my tight little ass and I love it [mf]

Training my tight hole with small spitfire in the hopes I’ll be able to size up one day

Training my ass with toys

Slowly training my ass for bigger toys

New to depth training, 19” on the first try- time to go bigger

training my ass so that i can be a good toy, wanna turn?

Anal Play GIF by secretside619

Training myself to be a gooner’s perfect little toy

Little depth training

Training myself to take the biggest toys I can so I can be a good free use toy 🤭 any suggestions for bigger plugs? I have a bad dragon dildo coming soon and I can’t waitt!!!! The size comparison to my clitty might be my favorite part 🤭🤭

When you want to ride and train that ass

Training progresses nicely