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CYOTF (New)

Isaac dresses

added by Addicted A year ago BM TG

Isaac was embarrassed when Madam Astoria had her strip naked. She had barely seen her new body herself and now the Madam was appraising her. “I could offer you work here as one of my girls. I need to replace Annabelle”

“I’d rather not….”

“By all means find yourself a different career but if you ever need it the offer remains”

Isaac was actually grateful when the Madam passed her some white undergarments and told her to “Start with these”

The linen underpants were similar to what she was used to, only lacy and with bows. She put them on glad to cover her vacant crotch. The corset was more difficult. She had seen girls taking these items off but never putting them back on. In the end the Madam had to help her.

"Do I really need to wear this?" Isaac asked as Madam tightened the corset.

"Of course. You're a woman now. You need to dress like a woman. This will enhance your figure"

"But I don't want to enhance my figure"

Madam ignored her complaint and just tightened the corset further. "There you are. You have a lovely thin waist. You know you could command quite a premium"

"It's so tight. I can barely breathe"

"Stop complaining. I thought you were a big tough pirate"

Embarrassed, Isaac shut up.

After the corset was secured, Madam had Isaac step into a long white petticoat. She explained "The petticoat has whalebone hoops. It will give your skirt shape" Isaac felt like saying that she didn't want shape, however, she was silent. She had no choice but to learn how to be a woman.

Then Madam showed Isaac's choice of outer garments. It seemed Henrietta had bought in two different dresses. "Lilac or copper. Do you have a preference?"

"Maybe the brown one" To Isaac both garment looked incredibly feminine, however she had no choice. Again Madam helped Isaac put on the garment. Isaac realised that the days of dressing by just throwing on a shirt and trousers had passed her by. Female clothes seemed a lot more complicated.

The dress had a lot of material, most of it was around Isaac's legs. The top of the dress was actually quite scanty and tight. It covered the corset but not much more. It was short sleeved and showed off Isaac's ample cleavage. It did nothing to hide Isaac's femininity, but she guessed that it was indeed intended to highlight exactly that. That was confirmed when Madam said "Lucky for you that Annabelle left these behind. I guess she didn't want these dresses anymore now she is a honourable wife"

Isaac guessed that Annabelle had probably taken any modest dresses with her.

Henrietta had not bought any footwear for “Isabelle’ but Madam Astoria was happy to lend Isaac a pair of her own leather booties. It turned out that Isaac’s new feet were the same size as the Madams’.

Lastly Madam showed Isaac how to tidy her hair before declaring her presentable. "I'll leave you to settle in. I need to get the girls organised. We should be in for a busy night. I'll call you down when dinner is ready"


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