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8 Sissy Maid Tasks: Ideas To Feminize Your Sub

September 26, 2023 By MyFemdomRules

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Ever wanted to feminize your sub? Well, turning him (or should I say her) into a sissy maid is a great idea!

Feminization can be a very erotic and humiliating experience for many subs.

And having your husband/boyfriend/sub serve as a sissy maid is just plain fun and naughty 🙂

This blog post will cover:

  • Sissy maid tasks and ideas to train your sub
  • Humiliating and useful sissy ideas
  • Sissy dares to push you beyond your comfort zone

So, let’s talk about some fun/naughty tasks to give your new sissy maid!

Contents

  • 1. Pick Out Panties To Wear
  • 2. Suck A Big Fat Cock
  • 3. Sissy Maid On The Prowl
  • 4. Makeup At The Mall
  • 5. Make Out With A Stranger
  • 6. Suck Cock For Mistress
  • 7. Remove ALL Hair
  • 8. Wear A Vibrating Butt Plug In Public
    • Sissy Maid Tasks – Final Thoughts
    • Become The Sissy You Always Wanted To Be

1. Pick Out Panties To Wear

The first sissy task to give your sissy is to find him some panties to wear! After all, a true sissy maid should be locked in chastity, wearing panties.

One great idea is to make him wear a different color for each day of the week…or a different style for each day.

For example, Monday can be pink or thongs and Tuesday can be purple or fullback panties.

Also, make sure he dresses up for you and take lots of photos! You can use that as “consensual blackmail” in the future.

Take him to the mall and shop for some sexy panties together 🙂

2. Suck A Big Fat Cock

In addition to making your sissy wear panties, your next task for him is to suck a big cock.

After all, this is something that every sissy maid should be able to do!

Start small with a small vibrator or dildo before you move up to something bigger. When you are ready, you can have him move on to the real thing.

But be sure he gets lots of practice in before trying it on a real cock so he doesn’t embarrass you!

3. Sissy Maid On The Prowl

This is a more advanced sissy task but I thought I should put it down just in case you want to give your sissy a little challenge.

Go out to the bar together (you might have to coach him or give him some encouragement for this). I think this works best at a dive bar or a gay bar.

The guys that go to that scene are exactly who you want your sissy to approach!

Anyways, you’ll have him go there and try to talk to some guys while wearing his sissy outfit. His sissy task for the night is to ask at least 3 guys to suck their cocks.

Ideally, it’ll be something like in the bathroom or in the parking lot. Make sure to record everything as it’ll be something you can show him later!

4. Makeup At The Mall

If you want to be a sissy you need to look the part! Have your sissy dress up in a pretty outfit and go to the local mall.

His task will be to go to the makeup desk at a big department store and ask for some help or advice on picking out some new makeup!

You can have him pick up concealer or do his eyelashes or pick out a new lipstick.

And if you want things to be even more humiliating, you can go out with him and tease him about the situation as well.

P.S. this is really fun if you make him wear a vibrating butt plug that you can control remotely!

8 Sissy Maid Tasks Ideas To Feminize Your Sub

5. Make Out With A Stranger

The next sissy task is to dress up as a princess – this works best if you are going to some kind of costume party at a bar or house party.

The sissy goal for the night is to make out with someone at the party in your sissy outfit.

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And remember: you need a picture or it didn’t happen!

Bonus points if you suck a cock that night too 🙂

6. Suck Cock For Mistress

Servicing your mistress’s bull is one of the great pleasures of life! After all, you are taking care of the person giving your Mistress so much pleasure.

Learn what he likes and put your blowjob skills up to the test.

After all, you must be a good fluffer for her!

And besides, taking a cum shot to the face should definitely be on your sissy bucketlist!

7. Remove ALL Hair

A good sissy should take proper care and groom herself. And this means all body hair as well!

So shave/wax those legs, armpits, arms, back, chest, and pubic hair! My favorite is going to the salon to get a real waxing. Now only is it humiliating, but it will be painful too!

Keep in mind that there will be an inspection to make sure there are no stray hairs!

If there are any long hairs in those areas, you will be punished with chastity and a good spanking!

8. Wear A Vibrating Butt Plug In Public

Go out with your mistress and go shopping together, to the salon, or to the movies.

A girls day is exactly what you need as a sissy!

The catch is you must be wearing a vibrating butt plug that your mistress can control by remote!

This way she can “zap” you with it anytime she wants.

Imagine being out in public and having a sissygasm when she presses the button for too long!

Then you’d have to hide your wet spot or else everyone can see!

There’s nothing like public humiliation after all 🙂

Sissy Maid Tasks – Final Thoughts

Overall, turning your sub into a sissy is so much fun!

Hopefully this blog post gave you some great ideas 🙂

So readers, which idea on this list do you want to try the most?

And what would you add to this list? Let me know in the comments!

Become The Sissy You Always Wanted To Be

If you want to begin your sissy journey, you definitely need to check out the Slutty Sissy Guide!

This naughty book includes 100 sissy ideas, tasks, assignments, and dares for aspiring sissy boys…

The first part of this guide focuses on ideas for your mistress to help guide your sissy journey…from chastity to pegging to humiliation and much more.

Then, the next section focuses on ideas and training tasks that you can implement yourself. 

Here’s a sample of what kind of tasks/ideas you can expect in the book:

  • Sissy beauty maintenance
  • Chastity ideas and games to play with your mistress
  • Humiliating sissygasm ideas
  • Erotic humiliation (including public humiliation)
  • Pegging and anal play
  • Cuckolding and cleanup duties
  • Mind games + hypnosis
  • …and much more!

Check Out The Slutty Sissy Guide Here

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Comments

  1. John Boynton says

    October 13, 2023 at 7:51 pm

    What fun, smile

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