Minutes before the doorbell rang, Joseph was reflecting on how much her life had changed in the last six months. During the week he was a very successful businessman. He was strong, confident and always in control. During the weekend everything changed. Under the training of Mistress Sophie Joseph became Josephine. Over the months he had been transformed into her sissy maid.
Sissy Josephine passed by a mirror while walking down the hallway to the front door. She stopped for a moment to inspect herself. She was dressed to serve at her Mistress’ private play party. Her sheer white blouse showed off her silky pink bra underneath. The tight little black skirt that clung to her hips hid the matching pink panties underneath. Black thigh high stockings showed off her shapely legs. At the beginning of her servitude Josephine was required to shave her legs everyday. Then Mistress required her to get electrolysis to have more feminine smooth thighs and calves. As she walked down the hall to the door his 6″ heels made clicking noises with each step. Slut red lipstick made Josephine’s lips pouty. Her heavy eyeshadow and thick mascara gave her a flirtatious look. Shiny flower barrettes pinned back her bangs. Her hair had finally grown long enough to put up into a french twist.
Her manicured fingernails turned the doorknob and she let the first guest inside. As she took the woman’s coat she introduced herself as Josephine, Mistress Sophie’s new sissy maid. She made sure to curtsy, one ankle crossed behind the other. The newly arrived Mistress looked at her approvingly and let her lead the way into the living room.
The next hour was a swirl of activity for Josephine. If she wasn’t answering the door, she was showing another Mistress to the living room. Even after all seven of them had arrived she was kept busy, running back and forth from the kitchen fetching drinks and appetizers.
While doing her maid duties she eavesdropped on the conversation. Mistress Sophie was proudly telling her friends about her training. She was obviously pleased with her progress and this gave Josephine more confidence. Indeed, she swayed her ass more and her sissy voice was perfect, low and sultry.
Josephine was too overwhelmed to remember everyone’s name. She took to calling the ladies ‘ma’am’ and curtsying when they gave her an order.
As she brought items asked for the ladies would reach out and exam Josephine while commenting to his Mistress. As she delivered a cup of coffee to a very attractive Mistress with stunning black hair and a tight velvet corset, she ran her hand up her leg, sliding her fingers under her skirt.
Josephine gave a soft sigh of pleasure and stood up next to her, spreading her legs so she could fully examine her. She ran her hand up further and grabbed her bottom. She didn’t look at her however. She addressed her comments to Mistress Sophie.
“Josephine has such a firm ass. Will we have the pleasure of playing with her tonight?”
The rest of the ladies giggled approvingly as Josephine felt her cheeks blush.
Sophie smiled mischievously. “Josephine is here tonight to serve all of you. For the past six months I have trained her thoroughly. But all of you can test her in ways that I cannot do alone. Ladies, you can do whatever you like to her tonight. Consider Josephine your play toy for the evening.”
Another Mistress across the room chimed in-“well, in that case I’d like to see what’s under that skirt.”
Sophie looked at Josephine. “Stand in front of us dear and present your backside.” Seconds before Josephine had felt nervous-she had never been used by so many Mistresses before. But when her Mistress gave her the order her nerves quieted. She had sworn to obey Mistress Sophie’s every command and she would not disappoint her tonight. If her Mistress thought she was ready to be used by all these ladies then she was. It was as simple as that.
Josephine positioned himself in front of the group and turned her back on the women. She slid her hands down her stockings as she slowly bent over. She heard approving claps and whistles and felt her cheeks blushing again. “I just love playing with sissies!” one of the mistresses said.
Then she felt a hand rubbing her panties. Supposing it was her Mistress Josephine moaned and spread her legs wider.
“Mmmm, very nice. I think I want to see this sissy stripped down to just stockings, bra and these wet panties. “Josephine gasped when she heard the comment, realizing the hand caressing her did not belong to her Mistress.
But her Mistress had given her to her friends tonight. This new Mistress, who had been a stranger an hour ago, had expressed a desire. It was now her duty to fulfill it. She answered ‘yes ma’am’ and felt her body shake with anticipation. Her clitty throbbed and stiffened in her panties. The hand between her legs squeezed her throbbing clitty and told her “that’s a good girl” before withdrawing to allow Josephine to stand up. She straightened herself up and turned around to face them, running her hands down her skirt nervously. All eyes were on Sissy Josephine.
Her Mistress’ eyes were among them. Mistress Sophie was looking at her, a smile spreading across her lips. She was also looking at her expectantly. All the Mistresses were.
Her fingers were shaking as she started undoing the sheer blouse. With each button undone, her confidence grew. She could do this, this is what she had been trained to do. Josephine slid the blouse down her arms and tossed it aside.
While spinning around she grasped her skirt. Bending over she undid the zipper and shook her ass while sliding it down her stockinged legs. The Mistresses responded with whistles and claps. She spreads her legs apart, easily balancing in her 6″ heels. Shaking her ass more Josephine seductively ran her hands over her thighs and calves.
Satisfied with her strip tease, the Mistresses called her over. Dutifully she kneeled in front of them. One Mistress, a sexy blonde with devilish eyes, pulled down her panties to show off her clitty which was wrapped in a pink satin ribbon.
“Oh!” she exclaimed. “Josephine has a present for us.”
The Mistress sitting next to her, a shorter woman with short brown spiky hair took off her bra and pinched her nipples. Josephine let out a squeal. “Mmm her little sissy nipples are so sensitive. Very nice,” the Mistress said.
The women bent her over then and slid her panties completely off. “Leave those sexy stockings and heels on dear” one of the women told her. Josephine was more than happy to obey. She always felt like a sexy slut when her Mistress put her in heels. She felt herself being spread open. A Mistress with a sultry voice asked “And what do we have here? A tight little sissy pussy?”
Josephine moaned out a yes. Mistress Sophie was in front of her again, cupping her chin in her hands. Looking her in the eyes she asked her friends “What do you think ladies? Should we take turns fucking little Josephine and see what a slut she can be?
A round of “YES” erupted from the room. Mistress Sophie looked at her again and grinned with pleasure. “Now be a good girl Josephine and take every inch of cock my Mistress friends give you.”She leaned in and gave her a deep kiss. At that moment she felt one of the Mistresses sliding into her awaiting, wet pussy…
Want to hear more about Sissy Josephine’s adventures? Call me now at (575)770-4575.
