Sissy Training 101 – Basic Concepts for Beginners

What is sissy training?

Simply put, it’s exercises, homework, or advice that helps someone interested in sissification (sometimes known as forced feminization or hyper-feminization – although they can be considered their own subgroups) to explore their kink and find what style and depth they can blossom within.

The problem?

Most of the “training programs” out there are those cheap-looking self-published books, poorly made websites, Youtube “hypno” videoes, or porn.

So, here’s a FREE overview to help steer you in the right direction. (I will also be writing as if addressing someone who’s interested in being a sissy, but Dommes can also benefit from the information).

1. DECIDE ON DESIRES


Men want to be sissified for various reasons – the love of the clothing, associated sexual acts, simple arousal, domination, humiliation, chastity play, control, servitude, etc. (or a combination). This step, in my opinion, is the most important.

It might come easily to some while being very difficult for others.

Why shouldn’t you rush this part?

For example, if the need to be sissified comes from the desire to have the fetish fulfilled only for the man/sissy, it will be a very different approach than if someone wanted to partake because they wanted to do it in an environment of servitude. It can also be non-sexual, and simply for the thrill of dressing up.

There’s no right or wrong.

It’s all personal.

But when a second person is involved (or more), you must be very honest about what you want, need, expect, and are worried about. There needs to be compatibility in order for everyone to enjoy themselves.

The same goes for paying a professional Domme to fulfill your fantasies. Be honest. You might get some rejections (don’t take them personally) but eventually, you’ll find someone that is happy to work with you.

Once you’ve learned what your inner voice is whispering, you (and/or your partner) can design a training program with homework, exercises, tests, etc. that best fit your goals.

2. PRACTICE APPEARANCE


MAKEUP – Using videos, books, classes, or friend’s help to be better at putting on makeup. It’s better to take it in small, manageable stages (instead of trying to perfect an entire face at once).

EXAMPLE: Practice properly applying lipstick.

CLOTHING & ACCESSORIES – There are many styles, such as princess, maid, slutty schoolgirl, sultry secretary trashy whore, innocent virgin, various cosplay (from TV or movies). Besides clothing, there’s underwear, bras, jewelry, wigs, shoes, (and more) you can experiment with.

EXAMPLE: Sending your sissy out shopping to buy their own feminine clothing can be a humiliating and arousing experience. Also, if you’re new to the scene, wearing a simple pair of women’s panties is an excellent start.

3. TRY BEHAVIOR MODIFICATION


Many people freak out about this concept, but it’s really not as bad as it sounds. It just means you use various training and education methods to guide someone into acting differently in certain situations.

This happens all the time in the vanilla world – teaching someone not to pick their nose, learning to say please and thank you, being kinder.

In the sissy world, it means you teach a man to act more (what was traditionally considered) feminine.

This can be done in many ways…

  • Walking in high heels with a book on the head
  • Vocal control exercises to make the voice softer/higher
  • Language/word choices
  • Learning to sway the hips
  • Eye contact
  • Practice sitting and kneeling
  • How to serve drinks or food
  • How to address others in a social setting
  • How to get dressed

EXAMPLE: Using tongue twisters as a tool for vocal training.

Remember, this doesn’t mean that the man will be in “sissy mode” 24/7 (unless they want to be). The training simply helps them act a different way when they are engaged in play.

4. INTEGRATE SEX


There’s learning to give a decent blow job (whether on a real penis or just a dildo is up to you), performing cunnilingus to please your mistress, anal training so you can take a penis, strap-on, or other anal toys, integrating BDSM equipment, playing with chastity, orgasm control, etc.

EXAMPLE: If your bum isn’t ready for a huge dildo, try using anal trainers to help ease you in. This can also be integrated into a training regime or ritual.

Find POWERFUL, smartphone-controlled anal toys here…

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5. ADD SERVICE ELEMENTS


There’s lots of non-sexual servitude to have fun with as well (if that floats your boat)…

  • Tea service
  • Dinner service
  • Cooking
  • House cleaning
  • Shopping or errands
  • Pampering your Domme

6. THINK ABOUT TEACHING METHODS


 Appropriate punishments, corrections, and rewards should be added to training – how kinky, nurturing, or vanilla is up to you. Just remember, punishments should be fair and FIT the crime. Also, they should never be delivered when the Domme is angry.

Personally, if find corrective exercises and positive reinforcement a much better avenue if the sissy is new and unsure of their humiliation or emotional comfort zones or limits.

EXAMPLE: If you do it well, you can kiss your Domme’s feet or be able to buy something new for your collection. If you do it poorly you have to repeat the task x# of times until you get the hang of it. If you try you best you can receive praise (these are just examples off the top of my head).

Want useful articles to add to your training program? You might likese these…

Keep in mind, that this is just an overview of training. I’ll be making a detailed list of suggestions and ideas for another article.

Also, if you want to share your own ideas, feel free to leave a comment below!

30 thoughts on “Sissy Training 101 – Basic Concepts for Beginners

  1. For all those wanting to be a sissy, explore their fantasies, look on adult work, lots of mistresses to take control

  2. But I wish she would disapline me harder and more often. I am supposed to pull my skirt up and panties down and get a paddling to tears for any rule i break or chore i dont do but she doesnt do so. How can I help her with this

  3. I am a sissy that has been wearing panties and bras for quite some time. My wife is my dom but is having a hard time sticking to the training in certain areas. She has no problem putting me in panties or making sure Im tucked,sitting properly or enforcing her rule that I must use the restroom sitti

  4. Im interested in becoming a sissy, to help with my transition which Im just starting out, I need help. The thing is Im not submissive, I have a dominant personality which I would like to also be train as a domme, but Im willing to be submissive long enough to be trained.

  5. I would love to take whatever my next step is. I had myself castrated years ago, and have been taking estrogen for a long time. Lately I cant seem to stop wanting to have my 1st experience with a man.My estrogen levels are finally stable in the female range.I now wear a 36B bra!

  6. ive have wanted to be feminized for a long time, but I prefer that a man requires me to be his personal bitch and learn to need his cock

  7. Self training while searching for a mistress who will push me into full femininzed shemale :p

  8. Ive been wearing panties for most of my life thrown everything fem away many times have nothing to put on at all but reading about doms and subs sissy stories really turn me on,im not young but when thinking about being fem I think like a young girl would really once find a woman who would encourage

  9. I have been using feminization cream and dressing in female clothes for awhile. I would love a mistress to 5rsin me properly!

  10. I am looking for a mistress to train me to be a good sissy I have been dressing for many years and want to go more into full sissification

  11. I too am looking foe a domme:
    I am much older to say, but cant thnk about anything else, started putting out ads o doublelist.
    have been expanding my collection after getting rid of it 3 times now.

  12. I have been a sub and served mistresses for many years, I am now exploring the sissy side. I love cross dressing so have a bit of a head start.

    Thanks for the article it was very informative.

  13. I am new to being sissified and wile I’m not sure about it yet I love sissy hypno. Dose any one have any advice for me?

  14. Thanks good tips, I’ve been on a roller coaster with this my whole life. I now need to make this happen. I really want to be a sissy. The urge has become overwhelming, it’s all I think about.
    I can use advice on how to find a Dom.
    Thanks

  15. I have been dressing in bra and panties for a long time 30 years and now it has come to where I want to be a sissy so still looking for that Mistress

      1. I hav e dreamed of being taken over by my w
        Significant other and forced gem. Cd and taught to suck and duck to service her Bull

      2. Im looking to become a sissy i already dress have been for over 40years i enjoy dressing and playing with big toys ass and mouth

  16. Once taking a submissive to a certain level of sissification I enjoy having them do a fashion show for Me and My guests. Show off their makeup, sexy attire, their run way walk etc.

    1. I’m a domme who is new to sissy training my slut, and I love the idea of showing them off like this. But I wouldn’t want to invite friends or family. How do I find a community of people who would be into this kind of thing?

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