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A collection of stories, pictures, thoughts ideas and more that are of interest to feminine and sissy males. I am open to submissions and guests posts on the blog. to email me just see my profile. Hugs...sissy terrie
Showing posts with label Sissy Maid. Show all posts
Showing posts with label Sissy Maid. Show all posts

Sunday, April 5, 2026

Sissy's Easter Surprise

Sorry...the surprise isn't mine but some other "lucky" sissy who got to spend her time this way...

From: The Life & Times of a Part-time Sissy Maid to my Wife

An Easter surprise. My wife announced yesterday she is going to spend Easter with her friend Kryss and and some other workmates at a holiday home along the south coast and that it is a girls weekend and (no that doesn’t include crossdressing maids). I am also getting a holiday spending time with her mother and yesterday afternoon, Margaret came around and surprised me with a gift of four pairs of shiny opera style gloves which she insisted I include in my suitcase to take back to her house. She then insisted on watching me pack my suitcase for the break and told me I would not be needing any male clothes for the duration except for the ones I would arrive and leave in. So, my case is all ready for later this week and plenty of aprons and all these gloves are packed. I have no idea what she has in store that requires the gloves but I guess I’ll find out in due course. I’m both excited at the prospect of being her maid for 4 days and also full of trepidation as I really don’t know what I’m in for.

Happy Easter Everyone!

Love,

sissy bunny terrie 👯👄

Saturday, April 4, 2026

Sissy Maid Duties

If a married woman is hosting family over for Easter, more than likely she wants the house to look just right.  It's lots of work but it's sometimes made easier if there's a submissive husband, hubwife or sissy maid around to help out.  

With the proliferation of AI-generated pictures these days, it seems like most the sissy maid/dominant wife genre have a bit of a retro type look with well mannered women sipping tea while the sissies take care of things.

Here's a good example:

 

Maybe someday soon we'll see something a little more realistic.  Not all dommes are like the lovely reserved lady sipping her Earl Grey tea and reading a copy of McCall's.

Something tells me that there are plenty of Dommes like this one who'd be much happier laying back and swilling away a couple of Bud Lites after a long day at her tool and dye shop.


I'd obey either one of them, but one would scare me more than the other.

Love,

sissy terrie 💋 

 

Wednesday, April 1, 2026

Maids Quarters - Big Changes Coming

There's been a pretty significant change in our Wife-Led Marriage, specifically involving Mistress' Alpha Lover Karl.  She notified me that beginning this evening, Karl would be staying with us until further notice and I would be relegated to the "maids quarters" otherwise known as the sissy cuckold bedroom.

We have done this before, but it was never a situation that I could describe as "until further notice."  Karl was here for a few days, a weekend, etc.   It was never open-ended like She described today.

I'm fortunate.  My maids quarters are likely very luxurious compared to those of real live-in maids.  Nonetheless, I take my maid duties, sissy or otherwise, quite serious.  It looks like I am going to have to take them even more serious until further notice.   

This also means more laundry.  I learned that when it comes to laundry, Mistress' expectations require more of my time and attention than just throwing things into the washing machine.

That being said...let me share some advice to any sissies who are serious of providing true maid service to their Dom/mes.

 

Sissy terrie's Laundry Advice/Rules:

  • Make laundry a hobby and not a chore.  This will make you happy and bring you joy.
  • Learn all you can about turning dirty fabric into clean fabric.
  • Learn what cycles to use on the washer and dryer.
  • Learn what items need to be hand-washed.  NEVER put lingerie into the washer.  Those things deserve your personal and special attention.
  • Learn how to remove every type of stain.
  • Learn how to properly fold each item.  Different items require different types of folding.
  • Learn how to iron and about the different settings on the iron.  When steam is required, when it isn't.  You don't want to burn one of your Dominant's favorite blouses or shirts (on in a cuckold's case, ones belonging to their lovers).

Remember that as a maid, your days will be made full by attending to what may seem like countless mundane tasks.  Laundry is at the very top of that list of things to do.

Love,

sissy maid terrie 👄 

 

P.S.  One last thing:  April Fool's!!!!   Karl is not moving in until further notice.  But I'm sure he's not spent his last night in our marital bed either! 

 

 

 

Tuesday, March 31, 2026

Sissy Maid Opportunity

National restaurant chains often experience staffing problems. 

They often attract workers by
offering competitive pay boosts, sign-on/retention bonuses, and enhanced benefits like flexible scheduling, free meals, and educational opportunities. They leverage technology, such as AI, for faster hiring, alongside promoting career growth paths (e.g., manager training) to appeal to, specifically, Generation Z workers.

One particular perk that is often overlooked is a clothing allowance.  Also, by requiring a specific uniform for work and paying to outfit their employees from head-to-toe, this can add up to being quite a benefit for their employees.

Take a look at this for example:  


Since adopting this rather strict dress code and financing it appropriately for their employees, the staffing shortage has basically disappeared for this chain.  In fact, the pool of applicants for these jobs has increased tenfold.  

And guess what, the tips these employees get has increased by 50% and business is up nearly 10%!!!

Now that is a win-win for everyone!

Love,

sissy terrie 💕 

Tuesday, December 23, 2025

A Sissy Crush

Sexually, I've never been with another sissy.

It was never anything that I had a desire for.  But times change and so do we.

I've developed a crush on someone I've known for some time.  It's no secret.  Diane knows and my friend knows how I feel about her.  


It started with some very nuanced flirtatious comments between the two of us.  One thing led to another and I think I was the first one to admit I had some sexual feelings for her.  She immediately responded that she felt the same.  There's an obvious interest and connection.  

It might be awkward at first but if we did get together...I think it would be enjoyable.

Who knows, why couldn't the two of us serve Diane?

Love,

sissy terrie 💗 

Wednesday, December 17, 2025

Eight Maids-a-Milking

I didn't intend to mislead you with the title of this post, so please try to elevate your sissy minds out of the gutter!   Don't get me wrong.  I would love a milking since I am in what I hope is the tail-end of a rather lengthy orgasm drought.

Getting into the Christmas spirit is sometimes difficult for some so I thought I would add a little cheer with a cute variety of "maids in service" today...8 days before Christmas!

Do you recognize any of these maids?















 One of them is obviously much naughtier than the others.

Any favorites?

Love,

sissy terrie 💓 

 

Wednesday, November 26, 2025

The Thanksgiving Maid

As much as I might like to serve Thanksgiving Dinner dressed like this tomorrow...


 ...I don't think family would understand.   

Maybe some other time for our kinky circle of friends!

Also, did you know know that today is actually national "Tie One on Day?"   I'll be you didn't know that "The day celebrates the apron as well as the past generations of women who wore them and it was also created as a day to bring joy to the life of someone in need and celebrate the spirit of giving."

Well, here's to all the sissies who have worn and continue to wear pretty aprons to bring joy into the lives of their special someones in need.   I love serving in an apron.  This one is one of my favorites:

Happy Thanksgiving to all my friends and readers.

Love,

sissy terrie 👄

Tuesday, December 15, 2020

Serving in Anonymity

Today's post comes courtesy of a contributor who insists on remaining anonymous.  So I'll just call her "Tinkebelle" like the maid in her cute and erotic story.  She promised me a follow up so keep your fingers crossed.  The story does leave us kind of wondering.....I hope you enjoy.

                         

"It's going to be a very small party.  Just women from my book club." Florence told Tinkerbelle who was mincing about the home in heels in a french maids uniform doing housework.  "I just thought it would be something you'd enjoy.  It's a good fit for some of the fantasies you've shared with me."

Tinkerbelle was filled with angst and even horror at the thought.  The 21 year old college junior had been secretly visiting Florence for nearly two years now, availing himself of the mature woman's service to crossdressers.  Florence liked the handsome, polite and even cute young man and began affectionately calling him "Tinkerbelle."  Eventually, she invited Tinkebelle to her home so that she could dress in her favorite maids uniform and actully do housework for Florence.

"I'm just scared of being outed.  Absolutely no one knows abut this side of me.  I just can't risk it" she told Florence.  "I hope you understand."

"Of course I do.  The likelihood of you knowing any of them is very small.  You're not even from around here and you've already told me you're going to grad school thousands of miles away from here" Florence countered. 

Florence was right Tinkerbelle thought to herself as she went about dusting the den.  But the risk was too high.  Nevertheless, in spite of the horror of being discovered, Tinkerbelle felt the physical arousal in the white ruffle panties under her short skirt.  Before she could say anything Florence broke the uncomfortable silence.

"I'm also a bit disappointed that you don't seem to think my makeovers would be a sufficient disguise for you.  Are they not good enough?" Florence asked Tinkerbelle.

"Of course they are.  They're beautiful" Tinkerbelle answered in shame.  She never wanted to upset Florence.  Though there was no sex exchanged between the two, there did an exist an intimacy that was difficult to describe.  Not exactly like a mother and son (or daughter) but something close.  Tinkerbelle did have a crush on Florence but tried her best to keep that a secret as well.  

"Well then think about it.  We have some time.  The party isn't for another two weeks" Florence stated rather coldly.  "I have some lingerie in the hamper that needs handwashing.  I don't want you to forget this time."

"Yes Ma'am" Tinkerbelle answered as she finished dusting and made her way to Florence's bedroom closet where she kept a hamper for the lingerie that needed washing.  

To be continued.

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