Boys Are Stupid, But There Are Ways To Help Them Learn. Smaller Cages Are Better.

This is harder than it looks like, and it definitely makes you pretty helpless..

Cuffs locked on to the waist belt, and a bar connected to the feet cuffs and collar.. you won’t be able to move much…

Thoughts for the Poor Boys in Chastity -

I'm writing to express my feelings for you poor, poor boys whose Wives, Girlfriends or Mistresses make you wear those wicked chastity devices to prevent you from obtaining an erection or any sexual relief. How terribly frustrating it must be for you, with your horny penis throbbing and straining in it’s tight, little cage longing to be sucked and stroked until a nice big hot load of creamy cum explodes. But all you can do is throb and throb and strain with no relief in sight as the pressure builds up in your balls. Your poor little nuts must be aching from holding in all that pent-up cum, I wish I could give them both a nice wet kiss right now.

I'll bet your well-teased cock is dripping constant streams of pre-cum. My heart really goes out to you. It's so cruel that your Mistress makes you suffer like that. It's not fair that she gets to cum any time she wants to while you never get to cum at all, especially since it's you who so eagerly makes her cum with your well-trained tongue. I know you must eat pussy very well, passionately licking that sweet wet little puss-puss that you long to slide your swollen cock into. It's so mean of her to laugh at your moaning, begging and squirming as she delights in your frustration.

If only I could do something to ease your suffering. I would make you cum sooooo good if only I could unlock your poor, trapped penis. I can imagine uncaging it and watching it quickly rise to full, throbbing erection. It would feel so good, wouldn't it, to free your long-denied cock from its tiny prison and let it stretch to its full length. I can imagine it all red and stiff as it pulsates with urgent need, your cum-laden balls dangling heavily. I'd love to feel their weight in the palm of my hand and squeeze them as my tongue extends to lick the little pearl of pre-cum oozing from the tip of your twitching dick.

I'm sooo wet just thinking about how good it would be to feel that stiff dick of yours throbbing between my soft round titties and rubbing it's slippery purple head in little circles around my rigid nipples until hot jets of semen splash them, thick streams of cum running down my body and trickling over my hot little clit, which I'm playing with right now. My fingers are so slick with pussy juice I can hardly type! I suck the juice from my fingers, pretending it's your cum. Can you imagine feeling my moist warm breath on your sensitive cock-flesh?

Mmmmm, I'm licking my lips in anticipation of slowly wrapping them around your juicy tube-steak and sucking it until the thick jets of cum explode into my mouth. I love getting down on my knees, sucking your hard rod into my hot juicy mouth and being rewarded with a big load of sweet cream like I know you have stored up in your plump balls right now. Imagine how good my hungry lips would feel engulfing your untouched cock and milking it nice and slow to prolong your long-denied pleasure. It's a shame we can only imagine, isn't it?

I wish I could really suck you off, but I can't, because your cruel Mistress makes you wear that mean old chastity belt. It's just not fair! You can't even masturbate, like I know a lot of naughty boys who are reading this are probably doing right now. Imagine that, they get so horny fantasizing about being tortured like you that they can't help but jack themselves off when the fantasy gets too intense. They just don't understand how terrible it is to really have to endure the frustration and humiliation you must endure for your Mistress's amusement.

Well, I hope my sympathy made you feel better. I just wanted you to know I really do care about you. Perhaps it will console you to know that I came four times just thinking of you as I wrote this little note. I plan to cum four more times later tonight with a vibrator sliding in and out of my tight, warm, wet little puss-puss, imagining how unbearably horny I made you, how you will be squirming and moaning in your sleep tonight, dreaming of me making you cum. If you're lucky, maybe you'll have a wet dream! I certainly hope so!

With warm, wet licks and kisses,

Miss Lilly xoxo….!!!

2 of 4 of the incomparable Charlie S.

The following captioned images come from an idea I had for an S&M story set in a totalitarian regime, run by female supremacists. In this world, all males are required to perform a daily act of penance because there is a debt of suffering to be repaid to atone for the vile ways in which men have abused women over the centuries before the revolution.

The most popular method of penance is to have the male crouch, in a stress position, or kneel on a metal grid for at least an hour everyday and for the act of penance to count, it must be supervised by a woman, to ensure the male is suitably contrite and uncomfortable.

The few boys who are deemed worthy of education undergo penance assemblies; where a teacher, or a senior female pupil will lecture them on how vile and depraved men are, and how suffering is a means of atonement for the crimes of their forefathers.

Males who are employed in offices are also expected to perform daily penance under the supervision of female colleagues and managers, and some companies make males spend their break times doing penance because it is better for productivity.

I don't know which I like more:

Defiant hero kept in bondage as a helpless captive of his archenemy

Or...

Formerly defiant hero brainwashed and happily obediently serving his new mistress

Both options should have a very slutty costume change obviously