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January 19, 2026 at 1:38 PM
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Cute Jessica Kat engaging in self bondage gets surprised by the hotel manager, @jessicakat.bsky.social, "Here, let me help you out." Hot scene on the site: tranniesintrouble.com/whats_new.html
January 19, 2026 at 8:45 PM
Cute Jessica Kat engaging in self bondage gets surprised by the hotel manager, @jessicakat.bsky.social, "Here, let me help you out." Hot scene on the site: tranniesintrouble.com/whats_new.html
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Thanks so much for the repost Edna x
What is the best exposure post ? Include: Your real name, your normal mobile number & email address, a recent male recognisable photo (both naughty & nice femme photos too), in-date ID, current location. Then hope that it's uploaded by others to prevent you removing it yourself !
January 19, 2026 at 5:25 AM
Thanks so much for the repost Edna x
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January 18, 2026 at 6:53 PM
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What is the best exposure post ? Include: Your real name, your normal mobile number & email address, a recent male recognisable photo (both naughty & nice femme photos too), in-date ID, current location. Then hope that it's uploaded by others to prevent you removing it yourself !
January 18, 2026 at 6:55 AM
What is the best exposure post ? Include: Your real name, your normal mobile number & email address, a recent male recognisable photo (both naughty & nice femme photos too), in-date ID, current location. Then hope that it's uploaded by others to prevent you removing it yourself !
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A 1960s transdomme—floral dress, corset, heels—dominates her kneeling lover in pink lace. Vintage living room, mid-century flair. Their banter: "Open wide, darling. Deeper." "All the way, or I’ll teach you respect—understood?"
Classic retro kink, by me, Master Leo.
Classic retro kink, by me, Master Leo.
January 18, 2026 at 8:02 AM
A 1960s transdomme—floral dress, corset, heels—dominates her kneeling lover in pink lace. Vintage living room, mid-century flair. Their banter: "Open wide, darling. Deeper." "All the way, or I’ll teach you respect—understood?"
Classic retro kink, by me, Master Leo.
Classic retro kink, by me, Master Leo.
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Poor old @sherylsatin.bsky.social is incapable of satisfying a woman with her penis. But at least she can use it to give them a laugh - xdpublications.co.uk/sissy-sheryl...
January 24, 2025 at 6:50 PM
Poor old @sherylsatin.bsky.social is incapable of satisfying a woman with her penis. But at least she can use it to give them a laugh - xdpublications.co.uk/sissy-sheryl...
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Congratulations to the first ever graduate of my University of Sissy Whores. You have to really, really, really fail as a man to have a chance of earning a degree there, but @sissystiletto.bsky.social managed it easily - www.strict-mistress.co.uk/sissy-stilet...
January 25, 2025 at 11:05 AM
Congratulations to the first ever graduate of my University of Sissy Whores. You have to really, really, really fail as a man to have a chance of earning a degree there, but @sissystiletto.bsky.social managed it easily - www.strict-mistress.co.uk/sissy-stilet...
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Made for my owned sissy Jessica Jean — used anally in the gear that exposes the pathetic sissy within. Want to be transformed — gagged, caged, latex-clad or more? Message me. Custom creations available, fee applies. @jessicajean1972.bsky.social
September 30, 2025 at 6:05 AM
Made for my owned sissy Jessica Jean — used anally in the gear that exposes the pathetic sissy within. Want to be transformed — gagged, caged, latex-clad or more? Message me. Custom creations available, fee applies. @jessicajean1972.bsky.social
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Meet Jessica Jean: plump, gagged, and caged, his body trussed up in lingerie and leather. His locked cock stays empty, but his hole is always ready for service.
This image and caption were created by me, Master Leo. @jessicajean1972.bsky.social
This image and caption were created by me, Master Leo. @jessicajean1972.bsky.social
September 26, 2025 at 6:54 AM
Meet Jessica Jean: plump, gagged, and caged, his body trussed up in lingerie and leather. His locked cock stays empty, but his hole is always ready for service.
This image and caption were created by me, Master Leo. @jessicajean1972.bsky.social
This image and caption were created by me, Master Leo. @jessicajean1972.bsky.social
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Jessica Jean—a plump, snivelling sissy stuffed into a nappy and latex, his jiggling submission on full display. Owned by Master Leo, he’s proof that humiliation only gets sweeter with size.
This image and caption were created by me, Master Leo. @jessicajean1972.bsky.social
This image and caption were created by me, Master Leo. @jessicajean1972.bsky.social
September 24, 2025 at 6:24 AM
Jessica Jean—a plump, snivelling sissy stuffed into a nappy and latex, his jiggling submission on full display. Owned by Master Leo, he’s proof that humiliation only gets sweeter with size.
This image and caption were created by me, Master Leo. @jessicajean1972.bsky.social
This image and caption were created by me, Master Leo. @jessicajean1972.bsky.social
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This image features Dizzy Miss Sizzy, a quivering submissive in her schoolgurl outfit and a chastity cage, pleading with her latex-clad Dominant.
Created and captioned by me, Master Leo. Want your own custom BDSM art? Message me—a small fee applies
Created and captioned by me, Master Leo. Want your own custom BDSM art? Message me—a small fee applies
September 23, 2025 at 7:02 AM
This image features Dizzy Miss Sizzy, a quivering submissive in her schoolgurl outfit and a chastity cage, pleading with her latex-clad Dominant.
Created and captioned by me, Master Leo. Want your own custom BDSM art? Message me—a small fee applies
Created and captioned by me, Master Leo. Want your own custom BDSM art? Message me—a small fee applies
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A plump, gagged sissy in black lace—Jessica Jean stands bound and chastised, her curves restrained by a suspender belt and long gloves, the obedient property of Master Leo.
Created by me, Master Leo.. Want your own caption and look? Message me—a small fee applies. @jessicajean1972.bsky.social
Created by me, Master Leo.. Want your own caption and look? Message me—a small fee applies. @jessicajean1972.bsky.social
September 22, 2025 at 7:31 AM
A plump, gagged sissy in black lace—Jessica Jean stands bound and chastised, her curves restrained by a suspender belt and long gloves, the obedient property of Master Leo.
Created by me, Master Leo.. Want your own caption and look? Message me—a small fee applies. @jessicajean1972.bsky.social
Created by me, Master Leo.. Want your own caption and look? Message me—a small fee applies. @jessicajean1972.bsky.social
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Created by me with AI tools, are you next to pay for image manipulation and humiliation? Jessica Jean in tight latex maid's uniform, permanently locked in chastity, with red-gloved hands, surrendering to Master Leo. A quivering sissy, forever denied orgasm. @jessicajean1972.bsky.social
September 21, 2025 at 6:21 AM
Created by me with AI tools, are you next to pay for image manipulation and humiliation? Jessica Jean in tight latex maid's uniform, permanently locked in chastity, with red-gloved hands, surrendering to Master Leo. A quivering sissy, forever denied orgasm. @jessicajean1972.bsky.social
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Jessica Jean – a chubby, delusional sissy stuffed into lingerie he can’t pull off, locked in chastity, and owned by me, Master Leo. The only thing bigger than his belly? His desperation for approval. @jessicajean1972.bsky.social
September 20, 2025 at 6:00 AM
Jessica Jean – a chubby, delusional sissy stuffed into lingerie he can’t pull off, locked in chastity, and owned by me, Master Leo. The only thing bigger than his belly? His desperation for approval. @jessicajean1972.bsky.social
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I created this with my AI tools: Jessica Jean, a quivering pathetic sissy, stands exposed in shimmering purple-and-black latex. Gagged tightly, locked in a cruel unyielding chastity device, her wide, pleading eyes and outstretched palms scream helpless devotion
September 17, 2025 at 6:34 AM
I created this with my AI tools: Jessica Jean, a quivering pathetic sissy, stands exposed in shimmering purple-and-black latex. Gagged tightly, locked in a cruel unyielding chastity device, her wide, pleading eyes and outstretched palms scream helpless devotion
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sissy neil today thanked me for putting parental controls on his phone, he and another sissy jessica jean are both being treated like children, and their activities and locations are monitored. Are you next to be controlled by me?
@jessicajean1972.bsky.social
@jessicajean1972.bsky.social
September 15, 2025 at 7:11 AM
sissy neil today thanked me for putting parental controls on his phone, he and another sissy jessica jean are both being treated like children, and their activities and locations are monitored. Are you next to be controlled by me?
@jessicajean1972.bsky.social
@jessicajean1972.bsky.social
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This caricature shows Jessica Jean @jessicajean1972.bsky.social , my plump gagged sissy. Not handsome, not slim, not anything of worth—except as an object of humiliation. Here he is in cartoon form: caged, gagged, and bound. A useless gay sissy who exists only to be controlled.
September 15, 2025 at 6:14 AM
This caricature shows Jessica Jean @jessicajean1972.bsky.social , my plump gagged sissy. Not handsome, not slim, not anything of worth—except as an object of humiliation. Here he is in cartoon form: caged, gagged, and bound. A useless gay sissy who exists only to be controlled.
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Created in the style of a kitschy ’50s enamel sign—my AI rendering of Jessica Jean, @jessicajean1972.bsky.social the plump sissy in shiny lingerie and a small chastity cage. A queer relic no one asked for—but exactly what he deserves. Want one made? Message me.
September 14, 2025 at 7:21 AM
Created in the style of a kitschy ’50s enamel sign—my AI rendering of Jessica Jean, @jessicajean1972.bsky.social the plump sissy in shiny lingerie and a small chastity cage. A queer relic no one asked for—but exactly what he deserves. Want one made? Message me.
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Sissy Jessica Jean @jessicajean1972.bsky.social stands displayed in latex, gag silencing his whimpers, chastity cage locked tight. Stockings and gloves frame his shame, every inch marked as property—obedient, humiliated, and utterly controlled.
Created by me, he truly is transformed.
Created by me, he truly is transformed.
September 13, 2025 at 7:38 AM
Sissy Jessica Jean @jessicajean1972.bsky.social stands displayed in latex, gag silencing his whimpers, chastity cage locked tight. Stockings and gloves frame his shame, every inch marked as property—obedient, humiliated, and utterly controlled.
Created by me, he truly is transformed.
Created by me, he truly is transformed.
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Since Ashley’s reassignment was complete, she was at last permitted to join in her wife Judith’s bbc gang bang pleasures. Reduced to a compliant sissy, she found himself a favoured plaything—used, enjoyed, and discarded exactly as a true slut should be.
Another of my AI creations made by me
Another of my AI creations made by me
September 13, 2025 at 6:30 AM
Since Ashley’s reassignment was complete, she was at last permitted to join in her wife Judith’s bbc gang bang pleasures. Reduced to a compliant sissy, she found himself a favoured plaything—used, enjoyed, and discarded exactly as a true slut should be.
Another of my AI creations made by me
Another of my AI creations made by me
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Jessica Jean @jessicajean1972.bsky.social , my chastity-locked sissy baby girl, sits obediently in his nappies—his pathetic, permanent reminder of his place. No control, no dignity, just a whimpering sissy for Master Leo. Created with my AI tools as usual.
September 12, 2025 at 6:55 AM
Jessica Jean @jessicajean1972.bsky.social , my chastity-locked sissy baby girl, sits obediently in his nappies—his pathetic, permanent reminder of his place. No control, no dignity, just a whimpering sissy for Master Leo. Created with my AI tools as usual.
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Sissy maid Isabella lies back, her tiny cock flaccid and useless, lube spilling from her hole as her Master uses her without mercy. Another of my AI creations, made exclusively by me. A small fee required for requests.
September 11, 2025 at 6:21 AM
Sissy maid Isabella lies back, her tiny cock flaccid and useless, lube spilling from her hole as her Master uses her without mercy. Another of my AI creations, made exclusively by me. A small fee required for requests.
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In another of my AI creations, Jessica Jean @jessicajean1972.bsky.social is gagged and locked in chastity. Clad in long black gloves and matching lingerie, every detail reminds him—he is no man, only my property.
September 9, 2025 at 6:56 AM
In another of my AI creations, Jessica Jean @jessicajean1972.bsky.social is gagged and locked in chastity. Clad in long black gloves and matching lingerie, every detail reminds him—he is no man, only my property.