Untitled

[homemadesub]

Your Wife opens the package & examines your new sissy maid dress. She loves the length. It’s actually what She wanted to show the tops of your new stockings. And to show glimpses of your new silk panties. She now has everything for your birthday weekend. You will be the most adorable pretty little sissy maid for your birthday.

[sissywillow121]

Pretty dress!  I love the caption!

[luv2serveher]

This may be my new favorite caption picture! This will keep me daydreaming about this scenario coming true all the way to my next birthday! Need to find a way to make this a reality. 😎

[luv2serveher]

Has anyone else had an experience like this? Please share the details.

[luv2serveher]

I’m going to keep bumping this up hoping someone has some stories where this scenario came true!

[luv2serveher]

my birthday is coming up. Dreaming this!

[luv2serveher]

ok, bumping this one up again hoping to get more comments or stories about this scenario. 😎

[womansbitch]

[sissychrississie-blog]

ooh. Can't wait! It's going to be the usual firm handling of my penis and a gorgeous ejaculation into the lucky girl's hand!

[sissyjamiedreamer]

'Thank you for this baby' Sarah said to Carl. 'I know it may seem weird but I did tell you I had my kinks, you won't tell anyone will you?'

'Of course not' Carl replied 'I wouldn't want anyone to know I dressed up like this' he chuckled.

'There's just a couple of other things I'd like' she asked coyly.

'Er like what'

'Well....would you do some house work for me while I watched and do some twirls and curtseys for me?'

'Seriously?' He replied,' Anything else while we're at it?' He playfully asked.

'Well.....I'm sure my mum would love to see you like this, she's so very fond of you as you know and if you were to ,say, serve her tea when she gets home, and better still, be waiting at the door for her to take her coat and gloves, I know she would love it'.

'I really don't know abo...'

'Come on' she interrupted, let's get you started on some vacuuming'.

She led him by the hand downstairs, he didn't know that he would never wear male clothes again.

[sissyjamiedreamer]

As Harry is mopping the floor under the watchful a d mocking gaze of his wife and sister in law, he hears the door open, and all his female colleagues stood there. He turns to his wife, who just mouths a silent, 'ooops'

He dips a curtsey, and the women all burst out laughing.

[sissyjamiedreamer]

His wife never missed an opportunity to show off what an attentive husband she had.

[sissyjamiedreamer]

Little did he know it was all his colleagues from work, and that he would be the office maid on Monday.

[sissyjamiedreamer]

Alison had heard that her only male employee, James, was wasting his weekends drinking and going out on the town. Thinking this simply wouldn't do, she invited him to her house one weekend to help her with a few things. Those things were housework and serving her drinks mainly. At first he wore his male clothes, but she simply adored how shy but attentive he was. By the third weekend she had him wear a pretty dress, and she was starting to make plans for him to her permanent maid.

[sissyjamiedreamer]

Going shopping with his Mistress was always embarrassing, but James loved it.

[sissyjamiedreamer]

After a few weekends Jamie was making great progress. It will soon be time for her to show him off to the ladies.

[sissyjamiedreamer]

Carla and Simon's parents passed on when they were younger, so Carla had raised Simon for the last ten years. Now she was a very successful 32-year-old business woman and very driven. Simon on the other hand was completely the opposite. 10 years younger than Carla he still lived her but he hadn't found a stable job. And spent long periods unemployed. Thinking this was unacceptable she decided to put him to use around her large house. Together with her housekeeper, Audrey, they gradually tested the waters in how much they could boss him around. To the surprise he was quite submissive and a very diligent with his chores. It even seemed therapeutic for him. Over time Audrey was doing less and less housework and now acted as his matron/supervisor. She even start having him dress as a maid. Just simple outfits, a white blouse, knee length black skirt and comfortable smart trainers. Carla loved it and to their surprise, Simon, although slightly reluctant, wore the clothes without argument. He now did all the household chores with great efficiency so Carla and Audrey now decided to go all out and turn him into a full on sissy French maid, and him serve them and other women drinks and afternoon tea, on top of his chores. In the scene above Carla has taken him dress shopping for his sissy uniforms. Although he was deeply embarrassed at his first public outing, he obeyed his sister without question and tried an array of delightful sissy attire.

[sissyjamiedreamer]

Another recreation.

[sissyjamiedreamer]

[sissyjamiedreamer]

Each morning james had to get changed in front of Victoria. Her mocking gaze stirring submissive feelings inside him he never knew he had, and he was desperate to keep hidden from her and the women. Unfortunately the dresses and knickers made his underwhelming manhood, or 'lollipop' as Victoria would call it quits stiff. And being bossed around by his female colleagues was actually quite enjoyable. But he was determined to keep those feelings hidden. Victoria had other plans though.

[sissyjamiedreamer]

A message from the Mayor of Ferensby.

[sissyjamiedreamer]

Not all the sissies in Ferensby are young men in their early 20s. Here, Martin, in his early 40s is now his wife's maid. After losing his well paid job through his own foolishness, he became completely financially dependent on his wife, Karen. Herself a very successful business woman. She decided to move to Ferensby, ignoring Martin's protests. They had been in the town about a month and was starting to show off her new maid to her new friends. Especially Kate, with whom a very strong attraction was forming.

[sissyjamiedreamer]

When plumber Charlie left a mess on the floor she called him and said in no uncertain terms how disgusted she was, and she was going to complain to the company he worked for. He begged her not as he was on his final warning, and that he would return immediately to clean his mess up. She enjoyed seeing him beg some more, especially when he mentioned how desperatly he needed his job, and soon had him dressed as a maid and referred to him as Cherie, to further his embarrassment. She said she would make a decision on whether to complain to his company based on his performance as her maid. That was 3 weeks ago and she had him return repeatedly to perform more and more of her housework, and she had no intention of letting him off the hook anytime soon.

[sissyjamiedreamer]

When their very successful family business was left to Martin and his older sister Melanie, they had differing opinions on how to take the business forward. Martin said they should compromise and Melanie agreed. Only her idea of compromise was to wrestle all control he had over the company and run it herself. And poor Martin was reduced to the role of company maid. She slowly replaced all the male staff with women, so his was constantly surrounded by smug, mocking women. He also became her maid at the family home as well, and to add more insult to injury, she had started to date his former girlfriend, who was more than delighted to participate in his ongoing development as a sissy.