Curious About Sissy Training? Begin Your Journey! | OxyShop - Oxy-shop

01-03-2020 - Written by Jett Oxy - Follow on medium 


Let’s start by defining sissy training. Sissy training describes the exercises, homework, and tips targeted at helping someone understand and practice sissification, and explore their kink to understand their preferences further. Note that sissification may also be called ‘hyper-feminization’ or ‘feminization.’ Alternatively, these may be categorized as different sub-groups on their own. 


However, the challenge with sissy training is the inadequacy of most training programs out there, which come in the form of cheap self-published books or scantily-furnished websites. They could also come as YouTube “hypno” videos, or as porn. Often times, these materials end up causing more harm than good to the sissification aspirations of the users. 


This is why we have created this FREE overview for sissification newbies. The information provided here will get you started on your journey into the world of sissification. So, without wasting time, let’s get to the basic concepts of sissy training. 


1. Identify your desires


Our sissification intents differ - control, servitude, chastity play, and domination. Other intents include the interest in the sexual acts involved, the unique clothing, the simple arousal, or a combination of these. Whatever it (they) is (are), you must decide on them. 


Take your time while at it. Why? Because the approach to each intention is different. For instance, someone interested in sissification because of their fetish desires will follow an approach different from that of someone going into it for the servitude involved. The intents here are strictly personal. 


However, since you are bringing in a second person (or more), it is essential that you take time to make them understand where you stand. What do you want? What do you need? What are your fears? Getting these right will enable compatibility – a pivotal ingredient to a happy sissification experience. 


Apply the same premise to situations where you pay a professional Domme to fulfill your fantasies. Be honest with yourself and your intentions, and do not settle for anything or anyone offering less.  Knowing what you want will help you and your partner(s) to design a great training program, incorporating the right tests, exercises, and homework that suit your goals.


2.  Be mindful of your appearance


There are two key points here; your makeup and clothing/accessories. 


Learn how to apply the perfect makeup for this purpose. You will find tons of resources on these online, including classes, books, videos, and forums. It may take time, but you will be better for it. 


For clothing and accessories, get familiar with sissification fashion trends and styles, including slutty schoolgirl, princess, sultry secretary, innocent virgin, tempting maid, and other cosplays from movies and TV. You may also experiment with shoes, wigs, jewelry, bras, underwear, and other accessories.


Here are a few heads-up to get started; 


  • Learn how to apply lipstick perfectly.

  • Ask your sissy to go shop for their feminine clothing – it is humiliating but very arousing

  • Also, you may try a simple pair of female panties if you are a newbie.

Sissy Training Clothes

3. Give behavior modification a thought


Not everyone considers this interesting, but excellent benefits come with applying the different training and education methods to helping an individual act differently in some scenarios. The vanilla world is used to this, for instance, instilling the basic hygienic etiquette or human relationship tips into our everyday lifestyle. However, in the sissy world, it involves teaching a man to be more feminine than masculine. 


How do you do this? Start by teaching him to:  

  • Maintain flirty eye contacts

  • Sway their hips seductively

  • Choose or use feminine-centric language and words

  • Special vocal control routines that soften the voice

  • Walk-in high heels while carrying a book on their head

  • Dress as a female

  • Talk to others in public

  • Kneel, sit, or serve drinks and food

You may want to explore tongue twisters as a veritable vocal training tool. Note that this sissy training is not supposed to force the male to act feminine all day. Instead, it is aimed at conditioning the male to act feminine during the periods of sissification.


4.  Add some sex


You may want to learn how to give a decent blow job (by practicing with a dildo or a real penis) or perform cunnilingus to satisfy your Mistress. You may also explore anal training in preparation for penetration (by a real penis, strap-on, or anal toys). How about trying out chastity, orgasm control, or some BDSM moves? 

While at it, ensure that you use only safe and comfortable toys. For best results, consider sturdy, smartphone-controlled anal toys. 


5.  Integrate some service elements



Non-sexual servitude is also an essential and fun component. 


If you are comfortable with this, you may consider pampering your domme in special ways, cooking and serving special dinners, tea service, and house cleaning, or simply running errands for them.


Sissy Training Clothes


6.  Choose your teaching methods carefully


Your sissification training is not complete if it lacks such elements as rewards, corrections, and punishments. The extent will depend on your level of kinkiness, nurturing, or vanilla. However, you should stick to fair punishments that fit the crime and avoid delivering them during moments of anger.


Experience has shown corrective exercises and positive reinforcements as more suitable options for newbies or when the humiliation or emotional limits of the sissies are unknown. 


For instance, getting it right may attract a reward in the form of a kiss or a special gift, while getting it wrong may attract a punishment of repeating the task until you can do it perfectly. Putting in your best efforts may warrant honest praises and, sometimes, more pleasure. 


It is essential to state here, again, that our discussion so far is, at best, an overview of the training. You may need to read and explore more to get a detailed, step-by-step guide on practicing sissification successfully. 


Do you have any questions to ask or personal experience to share? Feel free to do so in the comments section below. 


We will love to hear from you. 


Have a sissy day! 


Columbus BDSM Club

Article Written by Jett Oxy for oxy-shop.com. 

Jett is the owner of Oxy-shop.com, a BDSM insider, a sex educator and writer. 

"I always try to explore the confines of the BDSM world and bring valuable insights for new comers joining our adventure" 

Phd in related field, father and business owner, Jett Oxy brings you stories and advices  for educational and entertainment purposes. 


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