8 XXX : sissy orgasm

The Perfect Hands-Free Anal Orgasm

imgur.com category @dildo_cd0

As an apology to all the real sissies this worthless sissy wannabe, that allowed itself to cum twice in chastity by humping a pillow, even though it had not received permission to orgasm; will be coating its clitty with icy hot every hour for the next six

imgur.com category @kdysissy

Chastity training for sissies

imgur.com category @[deleted]

P.C.S. new jobs for chastity sissies

imgur.com category @[deleted]

After spending one year in chastity, fucking my dildo and taking cock is the only way I can orgasm. I'm permanently limp and sissified.

imgur.com category @twinkcel

Sissies get to have multiple orgasms too.. huge toy leaves me out of breath! (gif)

gfycat.com category @suddenlypanties

Multiple anal orgasms that leave me breathless - addicted to anal now! [GIF] (x-post /r/sissies)

gfycat.com category @suddenlypanties

sissy in chastity

imgur.com category @tvsubslut

Sissy needs a new keyholder please inquire inside

imgur.com category @Angelacunningham

Embarassed and denied [Chastity] [Orgasm Denial] [Femboy/Trans Girl/Trap/Sissy/Insert Label Here] [Blushing] [Teasing] [Humiliation] [SPH] [Pink] [Latex]

imgur.com category @aimless_ascendant

Since you all loved my last caged orgasm! (I'll get a better angle and bigger dildo next time

gfycat.com category @DaceyCD

Caged & Forced Orgasm

gfycat.com category @KinkbythePound

When in chastity, it's important to have a good plug routine. Larger plugs and orgasm in the comments!

gfycat.com category @KinkbythePound

ItsyBitsySissy's Sissy School - Lesson 2: Orgasms

tumblr.com category @sissy_sophia

Sissy slut erupts handfree all over her shirt...

gfycat.com category @[deleted]

Sissy leak

gfycat.com category @MrBlueash

Sissy dry orgasms on huge dildo (OC)

gfycat.com category @OhWowBaby

Replace your inner monologue with a new mantra: Edge. Deny. Chastise. Orgasm-free is the life for me.

gfycat.com category @Talented_Trainer

Sissy's first hands-free, anal cum shot! - Transforming Sissies #3 (Mistress Ella)

imgur.com category @ellaroseauthor