Now “your” Chastity Keys Are In The Hands Of Her Ex Boyfriend.  This First Task Was Extremely Humiliating. 

Me: *lowkey wants to be adored and spoiled and treated like a princess*

Also me: Please never do anything nice for me I don’t deserve it and you shouldn’t waste your time/money/energy on me and I’ll just end up feeling bad 😣

Make mommy happy and suck each of my fingers

A Humiliating Punishment for Breaking Chastity Agreement

“Oh, you’re being punished alright.

You broke the rules of our chastity agreement by asking to be unlocked.

I know you didn’t really do it intentionally, but you have to learn to stop thinking on that level.

You don’t get to cum anymore. Except in the very rare circumstance when I desire it.

You need to be trained to stop thinking like your old self. And honestly, a punishment with some humiliation is the best way to accomplish that.

Your punishment, will be to hold these balls, in your mouth for the rest of the day, until I go to bed. At which point, you may remove them.

This will be very uncomfortable, as they won’t fit in your mouth easily at all, and your jaw is going to become extremely sore and ache terribly.

Now, what’s humiliating about this, is that first, these balls will be sitting in my ass for 20 minutes, while I get myself off in my room.

I will then remove them, into a little bowl, and you will pick them up with your lips and tongue and keep them in your mouth all day.

If you fail to do this, your punishment will only become worse, and the rare time I might actually desire you to have an orgasm, will become rarer, I assure you.”

Wait what?? Now you're begging just to have an erection LOL. When are you going to learn LOL. Ok let's go over this again.

Who gets big manly orgasms? Real Men Miss

Very good and do sissies get big manly orgasms? No Miss

Very good, what do sissies get? little dribbles

In their? chastity cage Miss

So, who gets to have big erections? Real Men Miss

Now we know for a fact that you don't big erections, and why is that? Because I'm a Sissy Miss

That's right, and you only get little dribbles 4 times a year. There's no reason for that little embarrassment to have an erection.

I'm very disappointed in you, you were doing so good, now you've wasted part of my day and are behind on your chores. I take it since you're bothering me with this that you still swell in your cage.

Yes Miss

As I feared, well the smaller and spiked device I'm ordering you should help stop that and for asking we'll be decreasing to 2 dribbles a year. You're obviously focusing too much on your own desires..what is Sissy Rule #1?

A sissy gains pleasure in serving.

Glad that is settled. Let's get back to those chores and make sure your stockings are straight.