Jizz

Day 38... after spending an hour with a dildo in my ass.

chastity

Teasing Gymno by sticking a dildo up his ass..He tries to get hard, but can't..he's begging for me to let him out...should I?

chastity

Day Eight — Fucking my ass with a big dildo.

chastity, Sissies

Fifty days! — I celebrated by fucking myself raw with my big 11-inch dildo.

chastity

Fucking this dildo is the only way I get pleasure now.

chastity

Locked up and bouncing on [m]y dildo

chastity

Fucking my dildo in my cage makes me so horny

chastity

8 inch dildo vibrating my sissy hole

chastity

9 inch dildo + htv2 :)

chastity

About to fuck myself with a dildo, I dressed for the occasion

chastity

First ti[m]e being locked up for over 24 hours!!! Any mistresses want to help me fuck myself senseless tonight with my dildo?

chastity

Me vs my dildo

chastity, Sissy_humiliation

Day 30 locked. Came from fucking myself with a dildo. It didn't help. I'm hornier than ever.

chastity

30 days locked, came from using a dildo. No end in sight, my Dad is keeping me locked up for a very long time.

chastity

Just comparing my Locktober cock to my wife's new dildo

chastity

Grinding on a thick dildo trying to get some relief.

chastity

My favorite position to ride my favorite dildo.

chastity

Guess this explains why I get locked up and the dildo remains free.

chastity

Assplay ? and release ? with two dildos ? while my girlfriend is out ? and i’m in chastity for 20 days ?

chastity, gonewild

Desperately trying to cum with my monster dildos!

chastity

Celebrating a week in Chastity by fucking myself in the ass with my dildo

chastity

Goddess let me fuck her for 30 seconds this morning... Here I am a half an hour later with a dildo in my ass trying to cum... So frustrated

chastity

caged, dripping and taking a big dildo to the ass

chastity

another one of me forcing a big dildo up my asshole

chastity

My pink chastity compared with dildo

chastity, SissyChastity

Can anyone replace this dildo with the real thing?

chastity

My gorgeous and sexy wife/goddess took this photo of me just after fucking me hard with a dildo. I begged her to release me and let me cum but to no avail since she is trying to train me to orgasm while being locked and fucked!

chastity, Femdom, FemdomHumiliation, Sissy_humiliation, CagedAndFucked, men_in_panties

My favourite purple satin panties and lingerie, huge dildo and vibrator.

chastity, SissyChastity

Chastity, check, swollen red balls, check, using a prostate dildo, check, my locked cock crying pre-cum, check! ??

chastity

Locktober: Small black cage for me, big black dildo for the wife

chastity, ChastityCouples, Femdom

My new dildo and me locked for last 16 days

chastity, chastitytraining

She likes to use her huge dildo in front of me when she locks me up.

chastity, ChastityCouples, u_adventure891

Chastity lynn source in comments

dildo

This dildo is too easy now so I ordered a larger one! Needless to say I still had an enjoyable evening...

chastity, MenWithToys

20 M riding big dildo with nub locked up.

chastity, CagedAndFucked, chastitytraining, GayKink

Insert Cock/Dildo here

chastity, GoneWildCD, SissyChastity, Sissies

Can't even compare to an average sized dildo... no wonder why I'm locked..

chastity

Alone, caged, and horny. And riding an exercise ball with a dildo on it. :)

chastity

Caged with my dildo

chastity, uphisbutt