CAUGHT In Sister's Clothes By MOM (Crossdressing Stories)

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When his Mother discovered him, he was dressed in his sister's attire, donning her finest ball gown, heels, jewelry, and complete makeup. They exchanged glances before she spoke up.

"I've been wondering who's been playing dress-up with our clothes and smudging makeup on them. Now I know."

He stood frozen, hesitant to utter a word, fully aware of his Mother's notorious temper. She circled around him, observing his appearance and attire.

"You realize Juliette will need a new dress now, don't you?"

It was a rhetorical question, as his sister always sported a new dress for the annual country club ball.

"I believe it's only fair we showcase your ensemble at the ball," she suggested. That jolted him.

"But... Mother! This is a gown! I can't wear it to the ball!"

"Not only will you wear it, but I also propose you remain dressed like this every day until the ball."

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[MarySlay-wvfz]

Loved the story the end was a shock loved it

[grafton]

this has a great start lol (first 10 min)

[robertholman]

Wonderful story I was spell bound your such a talented writer. Mothers always know best. 🫠

[grafton]

to destroy her mothers intent I would be telling him what I really was as it would be dishonest to a potential partner, that is what I would do, especially if I was forced into such a situation

[bryannunn]

I'm turning into a prissy Lil sissy girly girl n I love wearing dresses and high heels

[grafton]

the end was a big surprise, at least the mother didn't castrate him and it all worked out

[grafton]

I don't think much of the mother marrying him off like she did, forcing the transition is wrong, especially if the change it permanent. if this had happened and I wasn't wanting to remain that way I would quietly seek to revert to what I formally was, I would then disappear never to be seen again.

Just because he liked to dress a feminine doesn't mean he wanted to have a man who would expect him to deliver in the bed, after all not all cross-dressers are gay

[richevans]

It was a good story until the forced mutilation. Not cool.