Tag: Captions

No, you can’t back out now, you don’t have a choice in the matter. I made this decision for you. In less than an hour you’ll accompany me to the community center. And you’ll be posing nude for the art class your mother is enrolled in. You always meet her for lunch after her class, won’t she be surprised that you’re taking such an interest in her art.

Yes, it will be a humiliating experience. And it will be even worse with your complete lack of body hair. And like a cherry on top, I’ll let you out of your chastity belt just before you enter the room. All of that combined should take you to a level of humiliation you never thought possible.

And just think, when the class is over, you’ll be joining your mother for lunch. I’m sure you two will have lots to talk about this week.

Baby, I know you’re afraid, but I would never hurt you. You’re far too precious for me to harm. Finding a boy who is still a virgin at your age is a real treat.

Don’t be embarrassed to take off your clothes. I’m not expecting you to have a big cock. You’re a petite boy. And I’m expecting you to have a very petite penis. So, you don’t need to worry about disappointing me, okay?

That’s my good boy! Now look into my eyes and take your hands away from your pee-pee. You’re safe here. I’d never let anything bad happen to you. You don’t have to hide behind lies with me. You can be who you really are deep-down inside.

Oh my goodness! You are lovely! You look so much better without those baggy clothes!

Kitten, why are you crying? Come here. Come to Mommy. I’ll make it all better.

Oh dear! Did you get that hard from just seeing my stocking top?

I don’t mind if you want to go ahead and spurt. I think it’s hot when boys cream their pants for me.

That’s a good boy!

You asked for my name?

My first name is “Yes,” and my last name is “Mistress.”

Alright, here’s how it’s going to work. Your cock is locked up for an undetermined amount of time. If you’re feeling lucky, I’m giving you the opportunity to be released right now. It’s really simple, I have the real key, and 4 fake keys that look almost exactly alive. You simply need to guess which one is correct.

Haha, you’re right! Of course it’s not that simple. See, if you guess correctly, you get unlocked right now. However, for the first incorrect guess, your sentence is increased by 6 months.

What do you mean, “That’s not fair?” Trust me, if you knew how long I was going to keep you locked for, you would think that even the second incorrect guess was an absolute steal.

Yep, you guessed it, a year for the second one. What do you get for the last wrong one? Do you really want to know? A permanent sentence. Sounds fun, right? Do you want to play?

Good news sweetie, all the books agree. If a guy can cope with a month in the cage then he can cope indefinitely, so it looks like you can stay locked for as long as I want. It also says that there aren’t any adverse effects of extended periods in chastity, even in a cage as tiny as yours baby. Just something about reduced testosterone production, impotence, penis atrophy and gradual feminization. So, nothing life changing for you really baby.

No honey, the cage is staying on tonight.

I hate the thought of you jerking that little thing while I’m not here to supervise you.

Plus, you’ve already had your orgasm for this month.

Remember what happened the last time you begged me for more than your one permitted ‘spurty session’?

It was the longest 3 months of your LIFE!

Anything else you want to say?

No? I thought not. Have fun with your chores!

Oh, and don’t wait up, I’ll probably not be back until tomorrow…

Are you really sure you want me to open the cage?

After 6 months, there’s a good chance it won’t grow much larger than its new home.

I’d hate for you to get disappointed, honey.

But you said tease and denial baby, not tease me for a few days then let me cum.

So, you’ll stay denied until you’re a broken bitch. I won’t let a weak moment from you spoil your fantasy!

I’ll stay strong and keep you denied. I’ll keep you horny and teased always. This fantasy of yours could take YEARS to achieve.

Let’s get you tied up and have one of those marathon edging sessions you love!

You seem tense.

There’s nothing to be nervous about. I can already tell that you’re a prejac.

It’s ok. I think it’s sweet.

So just relax. There’s no pressure. You can cum whenever you feel the urge to.