Taking the Sissy Maid Fantasy to the Next Level

05/19/2022

Hello, lovelies! As you may well know, the sissy maid fantasy is a common one among crossdressers. We have a previous post with many tips on how to become a good sissy maid. In today’s article, we are going to delve deeper into this fantasy with some suggestions to fully enjoy the experience.

 

Taking the Sissy Maid Fantasy to the Next Level

 

If you’ve been wanting to explore this sexual adventure and got the chance to do it safely with someone you trust, kudos! If you have been enjoying the life of a sissy maid and want to take it up a notch, then read these ideas to add to your repertoire!

 

1. Taking Enough Time to Enjoy the Sissy Maid Life

 

Taking the Sissy Maid Fantasy to the Next Level

 

It’s easy to assure that the sissy maid experience requires lots of time to take full advantage of it. This is a great obstacle that most face when they think about taking this path. It is easy to dress up and calm your sexual appetite very quickly. But in my opinion, to feel and properly experience this fantasy is necessary that you reserve enough time to do so. For most mortals, weekends are when most have uninterrupted spare time. If you can take some days off from work and extend the time, even better! The best way to experience the sissy maid life is to clear off a weekend or week if possible and go all the way!

 

2. Incorporating Sex Toys

 

Whether you have found a mistress or master to take care of your assignments, incorporating sex toys into your sissy maid path is essential. They keep your instincts in check and remind you of your position. As part of the process of feminization, any wannabe girl should have at least a couple of sex toys in their drawers.

 

  • First and most important: a chastity device. Chastity is a great practice to deepen further your feminization. Not only that but also restricting access to your genitalia will make you more obedient and submissive. Two key traits of every good sissy maid! It’s best to have a keyholder to ensure that you don’t get tempted and unlock yourself unnecessarily before time! There are some models and padlocks that have an electronic timer that is great for those experiencing on their own!

 

Taking the Sissy Maid Fantasy to the Next Level

 

  • A dildo should also be on every aspiring sissy maid’s nightstand. Wearing a chastity device doesn’t mean that maids can’t enjoy sex. Just not like a boy would. After finishing the chores, if the mistress or master allows it, a maid can pleasure herself as any girl would. Because the chastity device should stay on 24/7, the only way to reach climax for a sissy maid is with a dildo. It will become your new best friend! Remember to go slowly when training with it and use lots of lube!

 

Taking the Sissy Maid Fantasy to the Next Level

 

  • Because a sissy maid should always be the pinnacle of femininity and be reminded of it, a buttplug is key and of great importance for this lifestyle. With one of these, you have a permanent reminder of your position and duties in the household. Besides, your feminine walking and mannerisms will be more present. A great idea to incorporate in your exploration is a vibrating buttplug. Your superiors can call you remotely, making you aroused whenever they require your services. Adding a vibrating buttplug to your roleplay is one of the best ways to improve your services as a sissy maid!

 

Taking the Sissy Maid Fantasy to the Next Level

 

Different Outfits for Different Occasions

 

Taking the Sissy Maid Fantasy to the Next Level

 

To experience all the possibilities this fantasy opens up it is a great idea to have different lovely maid dresses. In the market, there are tons of different styles to choose from. Because a sissy maid should be always properly dressed and her clothes pristine, more than one uniform is essential. A french maid outfit is an auto-include in classic black-and-white. If you are making things right and taking some days to enjoy this lifestyle, you will have to change clothes at the end of the day. It is not a bad idea to select a model you like in different colors.

 

Taking the Sissy Maid Fantasy to the Next Level

 

But with so many different cute maid dresses I prefer to have different models. A long and elegant one is a good addition in case of a fancy event. If you are into latex, there are tons of maid dresses in it, and are so sexy!

 

Keeping Track of Your Duties

 

Taking the Sissy Maid Fantasy to the Next Level

 

If your superiors are new to this or if you are exploring the sissy maid life on your own, it is hard keeping track of your duties. Making a list beforehand is a great way to assess how good of a maid you make. Only when your chores are finished can you take your time to relax, unless your superiors have further demands. In this list, you should include as many tasks as you can. This way you won’t be forgetting to take care of anything and can improve your services each day!

 

As you may know, the sissy maid life is often a hard and tiring one. But it is just as exciting and fulfilling as well! Every sissy maid out there knows how much pleasure they take from serving her superiors! I hope you all got someone in your life to share this fantasy safely! Remember to keep safe and explore your fantasies healthy and securely! See you all very soon!

 

Written by Tina Munova.

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3 comments

  1. I have been training and working as a sissy maid for over 40 years. I dress in standard maid uniforms, nothing fancy or frilly, they wash well and are easy to keep[ clean and smart. I do my very best to carry out any tasks that my current employer wishes to the standard they require and accept discipline for any failures. My rewards are an employer expressing their satisfaction with my work and their instruction to attend to their requirements in the future

  2. The shorter the dress and higher the heels the better the uniform looks when you have to bend down to clean showing your frilly panties if you are wearing any.

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