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Becoming His Sissy Maid

Sissy Erotica, Sissification & Taboo Sissy Domination

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Becoming His Sissy Maid

By: Alicia Castelle
Narrated by: Jackie Marie
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About this listen

Anthony Peters got himself into a little trouble, and the only way out, it seems, is to put on a maid’s outfit and clean a mysterious employer’s mansion while the older man watches.

It began when Anthony got caught stealing office supplies from his previous employer. He knew it was a stupid mistake, but he had no idea of the repercussions that would ripple out from that decision. After losing his job and paying back all the money, Anthony is flat broke and in desperate need of some money. The problem is that no one wants to hire a thief. Interview after interview, Anthony Peters fails to overcome his one big mistake. They always call up his former employer, and invariably they all pass after discovering his shady past.

That is, until Anthony gets an interview with the mysterious Grant Hudson. Mr. Hudson lives in a luxurious mansion, but Anthony has no idea what the man does. With a pro wrestler’s physique and a drill sergeant’s stern affect, Mr. Hudson doesn’t seem like the type to overlook Anthony’s criminal history. Except when Mr. Hudson explains what the job entails, things take a wild turn.

Mr. Hudson doesn’t care about Anthony’s past. He tells Anthony the opportunity to steal will never arise because he’ll never be alone in the house. Mr. Hudson will follow him as he cleans, performing the custodial duties of a maid - in a maid’s uniform. Right there in the interview, Mr. Hudson unveils the slutty little outfit he wants Anthony to wear for the job. Without other leads, Anthony accepts the conditions, even changing right in front of Mr. Hudson on the spot.

At first, Anthony feels strange about the clothes, the makeup, the heels, and most of all, being watched. However, after a few weeks, he gets into it, telling himself he’s making the best of a bad situation. He gets to choose what lipstick to wear, how to apply rouge and eyelashes. He grows his hair out and shaves his body, completely given to the role. It’s a little strange that Mr. Hudson insists upon referring to Anthony as only “maid”, but even that doesn’t bother him after a while.

Then, one day, Mr. Hudson takes things to the next level. After having kept his distance, he touches Anthony. From there, things quickly snowball, and Anthony experiences the complete sissification process by the end of the day. From getting penalized for missing stains to a flaming-hot shower experience he’ll never forget, the maid is going to learn how to be a good slut for her boss.

©2021 Alicia Castelle (P)2022 Alicia Castelle
LGBTQ+
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