Sissy Maids magazine cover: Bound and denied in a vintage pin-up pose. This retro magazine cover stars a sissy called cleo, dressed in a latex uniform, her chastity glinting as she kneels in submission. Created by me, Master Leo.

Sissy Schoolgurl: Bound, tease-worthy, and locked in vintage pin-up perfection. This 1950s-inspired magazine cover created by me stars a pigtail-clad sissy in a blouse, sheer stockings, and a chastity cage—restrained and ready for detention. Custom creations available, contact me for details.

Poor sissy neil hasn’t been allowed to cum since the start of the year, so his pathetic little cock just won’t stay soft. To fix his problem, I told him to ice it down—next thing I know, the eager sissy is outside defrosting his car naked, freezing his tiny thing off. @neild64.bsky.social

Mrs. Blackwood smirks, her handprint blooming on ‘Geraldine’s’ spanked bottom as he whimpers into the chair, his cage glinting under the vintage lamplight. ‘Dared to meet my eyes?’ she purrs, adjusting her pearls. ‘You’ll serve my every need—intimately—once I’ve finished teaching you manners.’

This is one of my 1920s-inspired sissy creations. Here, Miss Whitmore, the commanding and effortlessly poised Dominatrix, asserts her control over violet, her devoted sissy. With a firm grip on his shoulder, she smirks and reminds him of his purpose

sissy neil woke with a stiff, aching cock—denied release or even the touch of his wife for nearly a year. To put an end to his little problem, I instructed him to cool his desires… with a bag of frozen peas. @neild64.bsky.social

In this 1960s-inspired office, the formidable Director Vanessa delivers a stern lesson to her bound and gagged secretary, sylvia. Tied to her chair, legs spread, and utterly exposed, sylvia is reminded—yet again—of her place and the consequences of incompetence.

Corinne (@colblue) from fetlife spotted my post about unused creations and picked the two maid scenes—both in chastity, being taken anally by a well-endowed alpha. All I did was add her face and name, and honestly? It turned out fantastically—don’t you think?

When Ms. Ashley assumed Judith Taylor would be getting a cock, he never imagined it would mean she’d end up in chastity too—just as trapped and frustrated as he was. Now, both wait in their girly bedroom, dressed as slutty schoolgirls, for Headmaster Leo to arrive and deliver their punishment.

I’ve uncovered 20 unused creations from past projects—some abandoned, some rejected. Instead of deleting them, snag one for half my usual fee. Pick your favorite, I’ll add a custom caption and your chosen face, and it’s yours. Interested in a bargain? Message me for details!

Two sissy schoolgirls in chastity, fresh from a spanking by the Headmaster—a captioned cartoon created entirely by me, Master Leo. Fancy starring in your own? Message me for details.

Here’s one of my older creations, tailored specifically to sissy neil and his pathetic obsession with being an adult baby. Prices are negotiable—though, let’s be honest, would you really pay these rates for him? Could you be next to have your own custom price list? Meesage me for details.

This 1960s wedding broke all the rules: the 'bride' in bridal lace, his erect secret exposed, while his wife’s stockings hint at her dominance. Their marriage? A lifetime of devotion—on her terms. Artwork and caption crafted by Master Leo. Fancy a walk down the aisle like this...it could be you next

FR: Jouer entre filles, et profiter de la queue d'un soumis, j'adore ça. REPOST si tu aimerais être avec nous. FR: Playing with girls and enjoying a submissive's cock, I love it. REPOST if you'd like to join us.

As part of sissy neil’s total humiliation, I made him walk outdoors in broad daylight as an adult sissy baby—his nappy already sopping wet. It only added to the degradation. @neild64.bsky.social

Couldn’t resist giving Faye’s iconic modelling shot a little upgrade—added a bullwhip for extra drama. (She’ll claim she’s never used one, but let’s be honest, she’d make it look effortless. Now, who’s volunteering to test it out?)

Back in the 1950s, Nurse Linda had a secret—one that’s now on full display. Gagged, bound and her tiny tits and little cock revealed for all to see. She’s been very bad, and now she’ll have to earn her way back into good graces... or suffer the consequences. What’s a naughty nurse to do?

Here we are—me and Mistress Faye at her place, just before things got deliciously filthy. Both of us masked in PVC, looking like absolute trouble—and she couldn’t keep her hands or lips off me. Who’d be foolish enough to cross us? Who’d even dare try?

"Time for your anal examination, sissy boy. Dressed as my little girl, you’ll take everything I give you." This 1920s-inspired piece of sissy porn was created and captioned by me, Master Leo. Custom creations are available.

sissy baby neil was ordered to drink three full glasses of water with his nappy securely duct-taped in place, then dressed in his romper, bonnet, and dummy—left to squirm for five long hours while he did chores and had some bed and corner time.

sissy ashley, all dressed up in his cute lingerie—so eager to please. He’s not getting out of that cage, but he will spend the evening on his knees, sucking my cock like the good little slut he is. And he’ll love every second, because he knows he’s nothing more than a cock-loving sissy!

Here’s a little something I animated—me and Mistress Faye at that fancy pre-COVID party. Masked, dominant, and sharing a kiss that promised so much more. This? Just the appetizer—the main event was far more private...

Just turned this old pic into a video—me and Faye at that posh country hotel do before COVID. Me in my dinner suit, her in that pink dress with those gloves—classy, but we all know what they really meant. Good times!

Faye’s friend Claire thought she could outdo me by copying my outfit. She was wrong. The moment our lips met, she felt it—I was the one in command. Faye just laughed, knowing Claire had misjudged who was really in charge.

Here’s a still from the video I put together—Mistress Faye in her fetish modeling prime. Look at her: stunning, untouchable, and completely in command. She owned every second, and honestly? She still does.

Sissy Neil finally got his wish—dressed as the sissy baby he’s always wanted to be, complete with a nappy, romper suit, mittens, and a dummy. After a few glasses of water, he spent hours just like this… and let’s just say he flooded that nappy until it leaked everywhere.

Here they are—Sissy Ashley and Judith, my teasing schoolgirls in stockings and suspenders. That chastity cage and those panties? Oh, I’ve got big plans for their education. Let’s just say detention will be fun… All created by me, photo, caption, idea. If you want to be next message me.

Made a little video from Mistress Faye’s old fetish shoot—because look at her. That confidence, that dominance—she’s been that girl since day one. And she still is.

A recent creation of mine, sissy ashley portrayed as a younger sissy maid. He liked it so much he asked me to post it.

Her pole dance became a video under my expertise—later, Mistress Faye danced on mine. Enjoy the show, but she’s off-limits to everyone else. My girl.

A new creation of mine where I am the masked Alpha Male Dom with a big cock (and yes it does get bigger when hard) and sissy ashley the feminine sissy in chastity. Firmly under my control. Caption, photo and idea entirely made by me.

When your 1960s boss is a Dominatrix and you’re a naughty sissy secretary… let’s just say HR won’t save you. Bound, gagged, and desperate—all in a day’s work. Created by me! Custom scenes available for my usual fee.

From still to video—I made sure you could watch Mistress Faye in action. But touch? Not a chance. Your longing is part of the fun. You may ask for her details if you dare.

My gorgeous girl Mistress Faye filtered by me. Taken from the days when she used to be a fetish model. She looked and looks amazing don't you think? And if you wish to contact her, message me for her details.

This image is my creation called "Secretary in Trouble", featuring the stunning Kinky Niamh with her permission. A sexy secretary, bound in satin, gagged, and her secret laid bare. A tantalizing mix of sophistication and submission.

Another one of my creations, this time featuring sissy ashley as a sissy maid in chastity getting the cock he so desperately needs.

Two sissies in see-through lace, and a Master in leather—perfection. This scene was born from my twisted mind, Master Leo. Fancy being part of the next one?

A touch of video manipulation from me—though let’s be clear, what actually happened in the club that day was explosive! Two latex-clad subs in red kissing and fondling each other right in front of me… so naturally, I joined in on the fun!

I am now offering an exclusive keyholding service for all you obedient UK-based submissives, sissies, and chastity slaves who crave the structure of true ownership. Your key—your freedom, your pleasure, your very sanity—will be mine to control. Message me for details of this service.

This 1960s sissy secretary duo is a Master Leo original—art, concept, and caption all crafted by me. Custom creations are always possible for a nominal fee, so if you’re after something special, drop me a message.

I gave this photo of my girl Faye a quick filter, but let’s be real—Mistress Faye didn’t need my help. That dress is criminally short, those boots are lethal, and the glasses? Absolute power. Look at her. Good luck resisting. Want her details? Just ask me.

Meet beatrice—once a spoiled boy, now a blushing sissy in silk and chastity. Miss Thornbury’s firm hand ensures beatrice knows her place: pretty, obedient, and useless without her key. That locked little secret? Just a reminder of who’s really in charge.

I recently allowed sissy neil to have his tablet back after a weeks ban. However I only gave him one hours of use a day. He is seen here begging for an extra hour, I relented but only have given him an extra 30 minutes. Which can always be put back as I see fit. @neild64.bsky.social

I created this piece—a 1960s wedding ritual, perfected: the 'groom,' bound in lace and shame, stands before his mother-in-law for her approval. His bride sleeps, blissfully unaware that his real marriage began the moment she said ‘I do’—and his new mistress claimed what was always hers.

I reworked a photo from an old photoshoot Mistress Faye did a while back. Doesn't she look arresting in her uniform?

I am now offering an exclusive keyholding service for all you obedient UK-based submissives, sissies, and chastity slaves who crave the structure of true ownership. Your key—your freedom, your pleasure, your very sanity—will be mine to control.

Key holding service I'm offering a key holding service for all of you UK based subs and sissies. Contact me for more details. And if you are lucky Mistress Faye may hold them for you.

I’ve never posted this creation of mine before—a magazine cover for Strapon, featuring the husband-and-wife duo ashley and judith. Here it is at last! If you and your wife fancy starring in something similar, do get in touch… if you can afford me.

Here’s another of my creations, this time featuring Dizzy Miss Sizzy—all tied up, cock on show, and looking lovely as ever. Want to star in your own custom piece? Get in touch if you’re interested!

A photograph taken by me of my gorgeous girl and fellow Dom, Mistress Faye. Dare you ask me for her contact details?