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Caught (Patreon)

Published:
2026-01-13 06:00:04
Imported:
2026-06
Tags:

Content

Hello Friends

It's that moment, some of us have experienced, sometimes the outcome can be a blessing. Yes Grandma looks stern in her leather, but perhaps she is more upset about him finding her secret wardrobe than the fact that he is squeezed into her pants and heels.

XXX

Andy

Files

Comments

Ericka

I noticed that the heels seem to fit. And those pants do form rather nicely I wonder how the rest of the Wardrobe will fit as "punishment". I guess someone will be spending spring break at B&K's quick track etiquette course. I ask again, were those heels left out deliberately?

Thigh High

Grandma has a lovely arse.

Justine

Despite her outward annoyance Irene was delighted to see her grandson in her PVC and heels. She knew what he had been up to and had been waiting to catch him wearing her clothes for a while. Now she put her plan into action. He didn't protest when she ordered him to put his hands behind his back, and in minutes he was face down on her bed in an inescapable hogtie. She could feel his eyes feasting on her pert leather derrière as she called Bergman & Knightley to arrange the pickup. They said they needed him for six weeks. When he returned, she would have the personal ladies maid she had always desired.

Aidan

Yes Grandma will have to tell him off for sneaking and forgive him. He certainly has the legs and feet for those pants and shoes. She’s going to have fun dressing him up in her expansive wardrobe followed by a shopping trip.

Lee

IT'S A START, AND SHE WILL NOT LET HIM BACKTRACK. How fortunate that they are a similar size. Once the toe is dipped, she will have him gliding about in frills, silks, and satin. He will have to earn his leathers.

Amber Caprice

This is the moment every beginner crossdresser dreads... and secretly hopes for! What will be the reaction of your mother/sister/aunt/cousin (and even grandma, if she's still as gorgeous and sexy as here) when she catches you wearing some of her clothes? And we're not even talking about lingerie here! Well this boy is going to know sooner than he would have wished!

Helmut Rubenis

Ok mister, You are not going anywhere before You are latexclad from head to toe.

Skinnie S

The completed story begins: Charlotte had never felt the need to let her family know. They lived over two hundred miles away and had their own lives to live. If they thought she provided lodgings for students during term time that was fine. Young people certainly stayed her, that was true, and they were students, in a way. Her students. Working for Bergman and Knightley as a Host had given her a new lease of life, as well as a useful income to supplement her widow’s pension. It had also given her a whole new wardrobe: most of it complimentary for when she was working, and some of it of her own choosing. She also had a wide array of B&K items in a variety of sizes that her ‘students’ could wear. B&K had even helped her refit the storage space in her bedroom. -------- We'll have to see if Andy allows more...... S xxx

Tatjana Love

It's not the cross-dressing that tries the patience of a mother, aunt or grandma, it's the time the son, nephew, grandson takes to admit to what the ladies know to be inevitable. And this tends to stretch out their loveliest garments and heels, sometimes to the point where they no longer fit. Sissies somehow need to be brought to the realization that if they really want to please these ladies, who know them better than they know their own selves, they should dive into the new lifestyle as quickly as possible and make it easier for everyone all around. Sadly, some members of our society still frown on a lad discovering, accepting and embracing her true self! Which just proves the need for more organizations like B&K!