The Sissy Journals 2 - The Discretionary Maid Service (Feminization Gender Transformation Transsexual Sissification)

Jack sees an ad in the local paper for the Discretionary Maid Service. They are hiring full-time maids for exclusive clientele with particular needs.

Tired of his life working multiple part-time jobs just to get by Jack answers the ad and is quickly hired by the owner Miss Jacqueline Black.

Jack begins his training after an unfortunate accident at his apartment building and finds out that the Discretionary Maid Service is more than he imagined changing his life in more ways than one.

This 8,600 word short story is for adults only and contains descriptions of oral and anal sex between consenting male, female, and transsexual adults as Amanda (Jack) learns to be the ultimate sissy maid.

When Jack woke up he showered, brushed his hair, took the vitamin laying on the counter, and changed into a different set of clothing which was purple with the DMS logo on it.

There was a knock on the door and Jack opened it up to find Miss Devine and another girl on the other side.

"Hello Jack, you look gorgeous."

"Thank you."

"Would you like to start your training today?"

"Sure, I was cannot wait to start."

"Great, then just follow me. Danielle here will be assisting you during your training today."

Danielle was a beautiful brunette with large breasts that spilled out of her top. She coquettishly waived hello and Jack followed the women down the hall to an unmarked door marked 1.

Inside was a large room that appeared to need dusting.

"Danielle will be your guide for the day Jack. I will check back in a bit."

Danielle handed Jack a duster, towel, and some equipment with a wink and a smile.
She started in one corner describing and demonstrating how to properly dust the room paying close attention to the nooks and crannies of the ornate furniture.

Jack followed Danielle's instruction entranced by her beauty and shapely figure. She had this perfume that smelled like roses and he was slowly falling in love with her. Danielle started flirting with Jack and soon they were chatting like best friends.