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There we go sissy bitch, I’ve got you all tied up and gagged in just your bra and panties and your little cock in a nice pretty plastic cage.

ibanjenni: OMFG! I have to try this! I wonder if she has a but plug up her asshole too, or if the Hitachi is doing all the work. I need to try! –Jenni

Trapped and Trained: Can you be envious of a sissy like this? I think you can.

Definitely needs more high heels, but you’re on the right track!

Nice work if you can get it.

wotta BIG sissy, eh?

Homemade sissy cage for my clit dick.LOL!

scs87: What a fuckable sissy ass!

what-is-chastity: Like seeing Sissy’s in What is Chastity? Try: Amateur Bondage What is a Strap On? Fetish Latex Cock and Ball Torture (CBT Submit your Amateur BDSM & Fetish Pictures Here

It’s not technically petplay, but aliceinbondageland and Denali Winter decided to turn our new favourite toy, yoursissyjoy, into a human award trophy for Petplay Palace today! As many of you remember, we won Best New Site in the Bondage Awards

what-is-chastity: Like seeing Sissy’s in What is Chastity? Try: Amateur Bondage What is a Strap On? Fetish Latex Cock and Ball Torture (CBT) will a sexy lady please some & do this to me (minus the chastity cage though)

what-is-chastity: Like seeing Sissy’s in What is Chastity? Try: Amateur Bondage What is a Strap On? Fetish Latex Cock and Ball Torture (CBT)

what-is-chastity: Like seeing Sissy’s in What is Chastity? Try: Amateur Bondage What is a Strap On? Fetish Latex Cock and Ball Torture (CBT)

what-is-chastity: Like seeing Sissy’s in What is Chastity? Try: Amateur Bondage What is a Strap On? Fetish Latex Cock and Ball Torture (CBT)

what-is-chastity: His and Hers Strapons, so we can take turns fucking each other even though she keeps me locked up in chastity Like seeing Sissy’s in What is Chastity? Try: Amateur Bondage What is a Strap On? Fetish Latex Cock and Ball Torture

Sissy in Chastity Submitted By: Dirtycple4fun Another Amateur-BDSM.org Exclusive: The home of Free Amateur Bondage and submission Submit your Amateur BDSM & Fetish Pictures Here

what-is-chastity: Make sure your sub boy can still provide some useful services while in chastity. Like seeing Sissy’s in What is Chastity? Try: Amateur Bondage What is a Strap On? Fetish Latex

what-is-chastity: Now that you’re securely restrained I wanted to show you this. It’s the key to your chastity device. It does exist so don’t give up hope, I may let you out someday. Like seeing Sissy’s in What is Chastity? Try: Amateur Bondage

mfmhotwife: what-is-chastity: Said to be the most comfortable chastity device. Like seeing Sissy’s in What is Chastity? Try: Amateur Bondage What is a Strap On? Fetish Latex Cock and Ball Torture (CBT) caged and pegged, the way it should be!

what-is-chastity: Like seeing Sissy’s in What is Chastity? Try: Amateur Bondage What is a Strap On? Fetish Latex Cock and Ball Torture (CBT) Love this Chastity butt plug corset. Beauty

what-is-chastity: Chastised sissy slut Like seeing Sissy’s in What is Chastity? Try: Amateur Bondage What is a Strap On? Fetish Latex Cock and Ball Torture (CBT)

pink-sissy-chastity-bbc: pink bondage whore

sissyofspades: Yes!

lingeriesheaven: legwearheaven

shelocksmeuptight: It scares me when she does this. Puts a collar on me a locks my mask to my head so I can’t take it off after she falls asleep at night. I’m forced to wear it and it gets pretty intense trying to breath and sleep. Defiantly just

Whiteboi Fantasies

Whiteboi Fantasies

Whiteboi Fantasies

LockedCockForHer

LockedCockForHer

Whiteboi Fantasies

theeidyia: Shooting with killeveryth1ng today! goddess-eidyia.com

userambone: The one that doesn’t have lube leaking out of their ass.

capturedbythehunteress: #Latex #sissy @EnglishMansion

myfemdomlove: Femdom HD Archives

Locked Up Sissy

Locked Up Sissy

toyboysandmatureladies: Joséphine Baker

upperclassgoddess: Part of the collection

4Maitresse For Adults Only 18+

4Maitresse For Adults Only 18+

4Maitresse For Adults Only 18+

Ale bym Cie zerżnął.!!!

Her facepet's place

Love, Cherish, Obey.

kow2001: somervillebits: Lia Sea from SomervilleSoles 😅😅

Dreams of Mistress

sissytraineraz: Most sissies don’t believe they need Chastity to behave. So I I play a little game with them and prove that they need chastity. After tying them in bondage I explain the rules. If the sissy doesn’t get hard it doesn’t have to go

A Sissy Cuckolds Dreams

I finally won my footjob bet and proved that it was actually possible in real life! Of course, I also added rubber, heavy metal bondage and extended chastity tease/denial play to “increase my odds” of winning my victory cumshot. More movies

My first shoot with #maitresserenee was so much fun! #chastity #twins #sissymaid #sissy #crossdresser #crossdressing #feminization #transvestite #sissification #bondage #fetish #domina #dominatrix #domina #domme #femdom #mistress #aliceinbondageland #bdsm

mistressaliceinbondageland:Sissy Sushi Shoot is a REALITY! Enjoy these super teaser images from http://www.aliceinbondageland.com Made Sushi For ThemA Bound Platter I BecameHope I Pleased Them All- Haiku by Sissy Joy I had a great time joining forces

mistressaliceinbondageland: Chastity Sissy Maid Twins!

I finally won my footjob bet and proved that it was actually possible in real life! Of course, I also added rubber, heavy metal bondage and extended chastity tease/denial play to “increase my odds” of winning my victory cumshot.More movies putting

pink-sissy-chastity-bbc: pink bondage collar

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