Sissy Maid Cherry roleplay and humiliation.
A new maid was due for an interview/session and in the sissy boudoir out lay her new uniform, stockings, dress, and black satin bloomers along with a cute frothy lace edged pinny.
The doorbell rang and Mistress Helen Ryder greeted the new maid who had no name at this stage and took her up to the sissy boudoir room. Chatting away about past experiences and what would be expected of her today the maid looked quite nervously excited.
“I must confess Mistress Helen that I just want to be a ladies maid and wait upon her”
“Take off those manly clothes, and dress in these” Mistress Helen indicated the clothing pile and helped the maid ease on her stockings. Not being sure if the bloomers would fit but they were in fact a perfect fit for the maid’s cockette.
“What size shoes are you sweetie?
“I’m an 11 Mistress Helen” How very fortunate for the maid as a size 11 in low heeled patent court shoes was produced from a rack of shoes and slipped on nicely.
Mistress Helen expertly applied full make-up and then selected a cute wig with a gorgeous shade of strawberry blonde and little flicks and curls. Placing the wig upon the maid’s head an Alice band was added, it finished off the look perfectly.
“Now stand up and give me a twirl and a curtsy” demanded Mistress Helen.
The maid did exactly as she was told executing a perfect curtsy too!
“Now look in the mirror my dear and look hard and I want you to think whether you might be a Joanna or a Cherry as your new name”
“I really don’t know Mistress” the maid said with her eyes downcast.
“I think you will be known as Maid Cherry from now on, it’s time for basic household duties so follow me”
Maid Cherry followed her new Mistress down to the kitchen where she was instructed to make the perfect cup of tea. “I like my tea a deep golden, not weak, not strong and not too much milk so you had best get it correct”
Mistress Helen sat down on a chair and maid Cherry made the tea.
“Mmm a bit weak, pop the teabag back in for a while and if no improvement then you will start again” Mistress Helen Ryder was a hard task Mistress at times!
The tea was taken away and modified to Mistress’s liking and maid Cherry was instructed to carry out some shoe cleaning on the very shoes that Mistress had on. “Plenty of licking and huffing on them before you buff them to a high shine, come on I want to see my reflection in them”
After the shoes were polished Mistress Helen indicated a high heeled pair of patent leather boots were to also be shined as they were required for a session the next day.
“Whilst you are busy cleaning I will choose a nice neutral colour for my nails, as you will be giving me a mini manicure maid Cherry”
“Yes Miss, I might not be very good though, but promise to try my best”
Mistress Helen returned with a bottle of polish, some pads and a bottle of acetone (just in case) and demonstrated how to paint nails. Very shakily the new maid painted her Mistress’s nails, they didn’t look too bad but clearly the maid needed more practice so she was instructed to paint her own nails.
“Getting slightly better maid Cherry, ok now time to take it off” maid Cherry was given acetone and pads but made a mess of the removal with squeezing too hard and making a mess with drips of liquid falling to the floor.
“You have earned yourself a spanking young lady” Mistress Helen indicated for maid Cherry to follow her upstairs and to bring a feather duster for dusting all corners of every room on her way and upstairs too.
“I’ve decided to allow you to pamper me some more first, you will wash my feet after I have removed my stockings and massage my feet and legs with this lovely massage balm. Then brush my hair and massage my head with this special device and then brush my hair again”
Maid Cherry was kept very busy for some time with being on Mistress pamper duties and was clearly enjoying her new role, she hoped that Mistress Helen might forget the tea not being to her liking straight away and the droplets of nail polish remover.
“Mmmm that was very nice maid, now curtsey six times each becoming lower” and then over my spanking bench”
The maid lay across the bench and Mistress Helen pulled her new uniform up over her waist exposing the black satin bloomers.
“20 spanks on each cheek for making mistakes”
“Ouch, ouch” maid cherry wriggled on the bench with her little cockette rubbing against the satin bloomers she was becoming very aroused.
“Well what do we have here? Is your little cockette growing in those bloomers you naughty girl?!” Mistress Helen picked up her vibration wand and teased maid cherry with it, teasing and teasing some more that oh dear too late what a sticky mess in the bloomers! Oh dear the humiliation!
Maid cherry was instructed to wash them by hand in the bathroom sink, make-up removed and boring manly clothes returned she was sent on her way with instructions to return another day.
Maid cherry had an embarrassed little smile on her face and her little cheeks were glowing with pleasure.
One of my favourite tea manufacturers is http://www.twinings.co.uk/ and if anyone buys me that Red Velvet Easter egg on their front page I will be very happy!
This is useful for all things sissy related http://www.thesissystore.com/