Chastity Fantasy: Caption 192. The year after could potentially become the best of his life, if he keeps playing his cards right... zNSFW

https://i.imgur.com/V7uvgbo.jpg

User: wellhowaboutmaybe

Categories: keyholdercaptions

Transformation

She loves playing with you.

Disappointed by your ungratefulness

Surely THEY will keep it a secret for you.

Who says male chastity has to be femdom?

Juli thinks about her new relationship

Forward thinking

Gotta love the feeling of forgetting what a boner is

Enjoying a bath after her first time in a chastity belt

Colleagues getting involved

I might have made a mistake...

After skinny dipping at her neighbor's pool

Your girlfriend puts a lot of thought into your birthday gifts.

Good Morning

Your first chastity walk

Your best friend has a good time with your gf

Trouble

The only way

More pussy than you've ever dreamed of

You know where

KeyChoice: Loctober

It's useless

Oh yes, I bet you know that feeling.

Your wife just likes to tease.

Do you know them? Well, I am definetely NOT one of them ?

Try again tomorrow.

It's not my fault that you expected me to be less cruel ?

Generous

What a question. Of course, you'll keep the cage on ?