This post may contain Sensitive content.
AdultSensitive
Only logged in members can reply and interact with the post.
Join SimilarWorlds for FREE »

I Want To Be Forced To Be A Sissy Maid

I lost a bet with my girl friend at the time (now wife) and she said time to "pay the piper" and reminded me I agree to do what she asked. She surprised me with a pink maid outfit! I was told I would be wearing it and she would have some fun with me in it. The direction were plain and simple, shave all over, get dressed in the cloth she supplied. I asked are you serious -- she said are you a person of you word. I said yes. Then get a move on and I will do your nails and makeup, and she point to the bathroom.

I when to the bathroom and a lilac bubble bath was ready for me. She said enjoyed the feel of the bubbles on your skin, and the nice scent as shaved all over! Towelled down and add some power as directed.

Then came the lingerie she laid out for me: stockings, garter belt, panties with a note: over the garter belt and a matching bra. At which time she enter and gave instruction and help with the bra. Then she said you need these and place them in the bra. They where C sized - I had tits now!

Not giving me time to think, she said time for nails and makeup, instructing me to sit in the vanity chair which was facing away from the mirror!

She proceed to do my nails, trimming, filing and painting with red nail polish. We chit chatted random things. I ask would I be going out, she said maybe later, when were done having fun here. Are you having fun. I said i like the attention but don't know. Don't worry you little ass, you will have fun I will make it worth your while! Any way the bet said I'm in charge.

She proceeded to apply concealer, foundation then pickup tweezer and started on my eyebrows. I said ouch, she said don't be a sissy, and continue until she was satisfied, saying that will do for now.

Next came eye makeup, eye liner, eye shadow and waterproof mascara. Then she move on to my mouth and say it need a good outline and start with lipstick pencil then fill in with hot red lipstick!

Then came out a sexy blond wig! It framed my face nicely. I did not look like me any more!
She then she proceeded with some dangling earrings.
[image/video - please log in to see this content]
She had already got my ears pierced with gold ring for my birthday.

Then she had me put on my pink maids dress!
[image/video - please log in to see this content]
It fit like a glove and had small button all the way up the back which she help me with. I did not think but later found out that I needed her help to undo these button as well!
She then produce some high heal shoes in my size.
[image/video - please log in to see this content]

She had handed me a broom to sweep the house saying be useful while I go get dressed. It will help you get use to walking in the shoes. She wiggles her ass off to our bedroom in her nighty to get dress. It took a little while getting use to them, but I did. Click Click click.

She came out look great like usual, holding two purses and car keys! She said, you have done a good job here cleaning, time to go and handed me one of the purses and key for the car and grabbed me by arm as walked to towards the door.

I said, I can't go out and drive like this. She said yes you will, I don't drive and we need to go get something done, your drivers license is in your purse. With that statement I was out the door and in the driver seat, not knowing were we were going!

I was excited and scared at the same !

I was instructed to go to her home town (I though thank god - less chance of running to someone I know), so we head down the road! When we arrived, I was instructed to pick up her best friend and sister. Her best friend was first, Angela was first, her best friend who made me get out of the car and spin around so she can see the whole package and open her door for her. She obviously had a hand in planning, this since was not surprised and enjoying my "shades on red" I was turning. We continue to pickup her sister, when we arrived at her place, I was told to go in and get her. I nervously when to the door and knocked on the door, standing there I wait for the door to open (it seemed like for ever!).

To my surprise, it was her mother that open the door (the sister lived with her mother). She said are you here to clean the house the girls said they were thinking of getting me a maid to help around the house and someone would drop by today! I froze and she invited me in and she introduced her self as Dorien. My only though was I trapped, and had to play it cool since she did not indicate she new me. Hi I'm Martha. She said lets go to the kitchen where I will interview for the job. She turn and said come along. So I started to follow, and notice Jean the daughter snickering as I walked by the living room to the kitchen - she obviously heard the conversation. She snapped some picture too!

I sat at the kitchen table as lady like as I could, running my hands under my dress as I sat down. She said I think you look lovely in that pink dress, but is a little fancy for day to day work, but I do like It. I will need to get an apron for you, so you don't mess it up. So I will tell you what I like done and I expect you to live up to my standards.

I need help with vacuuming, cleaning the washrooms, laundry and help with cooking and cleaning. I would like you at least once a week. And at time before I have guest over. I can't pay much but will feed you your meal and at least pay you min wage. As she spoke both her daughters walked in and my girls friend's friend with big grins on there faces. Jean said so she has the job, we should get this in writing and produced a contact and pen and handed it to me. I froze, it was a setup, I did know what to do, and my girl friend walked up whispered in my ear -- you better sign it, so I did (I loved her and she has some control over me).

I am now stuck a least once a week as a maid for my mother-en-law. She never let on she knows it me - which makes it easier. But she has insisted on me being in dress and taking me shopping with her for things as a friend. The sisters have enjoy the extra freedom know there mother is well taken care of. They also insisted I learn to do my own makeup, and get a few other outfits a girl would never were the same outfit twice in a row, so I have. And they think I am a very reliable maid and have me do there homes as well (but don't get paid in $ by girl friend). They have threaten to start a maid business and get me more clients .. but so far that has not happen!

Well sharing fantasy and one simple bet and he enjoy his fantasy.

Martha.
This page is a permanent link to the reply below and its nested replies. See all post replies »
JulieMehn · 26-30, M
Wish that was me