For a short while Michael was so desperate to be Kendra that he begged Misstress to sissify him.
Then he changed his mind.
Well, that is fine of course. But there is no escaping the fact that he begged to be femmed.
Lots of sissies find it easier to accept who and what they are if all control is taken away from them.
Maybe Michael would have liked to be Jim in today’s story; Sentient Dolly Girlfriend
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