Here are the top 61 rules for the sissy lifestyle:
NOTE: The following list of “Rules”are not set in concrete – they are there to inspire and give you ideas – Rules can certainly add structure and discipline to a D/S dynamic, but let’s not forget that they’re merely guidelines meant to enhance our kinky little playground. Ultimately, it’s about finding what works best for each unique pairing – or trio, or quartet, or…you get the picture! So go ahead, break free from societal norms, and explore your inner sissy! Just remember to communicate openly with your partner(s), set boundaries, and most importantly, have fun!
sissy rules
- Always wear feminine clothing, including dresses, skirts, heels, and stockings. Skirts should be an inch or two shorter than arm’s length – keep things sexy sissy!
- Leggings [especaill Assless/easy access Leggings should be tight].
- Sissies should have a femme name.
- Always ask permission to cum.
- Always swallow sir’s load when he shoots his fluids in your mouth and always say “Thank you sir”
- Wear makeup every day, focusing on enhancing your features and accentuating your lips and eyes. You want to look good not just for yourself you also want to sexually arouse your Master or Mistress
- Sissies should have at least 5 bra/panty sets in the various colors.
- Sissies should always wear bras and panties.
- A good sissy should own black stockings
- Learn all there is to know about high heel shoes – you should own at least 1 or 2 pairs
- Keep your hair long and styled, using extensions or a wig if necessary. You want to embody the very essence of a sexy sissie-gurl.
- Practice proper etiquette and manners at all times. There is a time and a place for manners – save your dirty, sexually charged talk for when it is appropriate.
- Yes sir – the answer to everything (except for stuff outside your limits). When given an order, you say “Yes sir”. When he gives pleasure or consensual pain, you say “Thank you sir”. Even when ball gagged, you are expected to say “Yes sir”.
- Speak softly and use feminine mannerisms when speaking. Act like a lady and you will be treated like a lady – [hopefully on all fours with your cute butt in the air].
- Use female pronouns when referring to yourself and others.
- Submit to your Mistress or Master and obey their commands without question. [once you have set up a safe play environment that is].
- Engage in daily grooming rituals, such as shaving, waxing, and exfoliating. Prep your body for sex – get your body smooth and ready to be used!
- Use scented lotions and perfumes to smell attractive.
- Learn how to clean and maintain a tidy home – don’t forget to wear something slutty/sexy while you are doing it!
- Explore different forms of anal play, such as butt plugs, anal beads, and prostate massagers. You have to always be ready for the real thing – practice your anal play sissy.
- Learn how to cum hands-free – via anal prostate play – practice with a dildo.
- Learn how to Prepare yourself for anal sex by using lubricants, anal douches, etc…
- Learn everything there is to know about Edging.
- Learn everything there is to know about Ruined Orgasms – this is very important.
- Learn about mouth gags – Sissies should moan and drool when ball gagged.
- Wear a cute cock-cage – Learn how to properly measure yourself and get one that fits correctly. Embracing ABC (Always Be Caged) is a fundamental principle within the sissy lifestyle that signifies total surrender and submission. Being secured within a chastity device serves as a potent visual representation of your willingness to please and your submissive nature. It will also be a constant reminder that you are sooo horny! It prevents any unwarranted contact and provides a reliable means of restraint, while simultaneously symbolizing the feminization of your masculinity. Whether you’re engaged in scenes of servitude or simply going about your daily tasks, remaining caged showcases your steadfast dedication to the sissy lifestyle and amplifies the thrill of eventual release at the hands of your Dominant.
- When playing, the Master or Mistress controls if and when your chastity cage comes off.
- Attend sissie events and meetups to connect with other like-minded individuals. BE the social l, sexy little butterfly you are!
- Read books, watch videos, and engage in online communities to expand your knowledge and understanding of the sissie lifestyle. Study famous sissies throughout history and incorporate elements of their style into your own. You can never stop learning.
- Dress up in sexy outfits and take photos or videos to share with your Mistress or Master.
- Be willing to serve your Mistress or Sir in whatever way they desire, whether it’s through foot worship or ass licking, it is your job to find out what they desire and your job to provide it.
- Embrace your inner slut and let go of any shame or embarrassment associated with your desires.
- Accept that you are a sissie and embrace this identity wholeheartedly. You only get one chance at life – be the best you can be and have fun!
- Take pride in your appearance and strive to look your best at all times.
- Communicate openly and honestly with your Mistress or Master about your needs and desires. This is all about communication and clarity.
- Respect boundaries and consent at all times.
- Practice humility and obedience.
- Express gratitude towards your Mistress or Master for allowing you to serve them. What’s your fav way to show appreciation?
- Participate in roleplay scenarios where you act out your submissive fantasies.
- Experiment with different types of Assless/easy-access Leggings, panties, corsets, and other tight-fitting garments.
- Learn how to deepthroat and perform blowjobs. This is very important!
- Offer your body for use however your Mistress or Master sees fit.
- Engage in regular exercise to stay healthy and fit.
- Create a dedicated space in your home for your sissy items and accessories.
- Attend cross-dresser events and socialize with other transvestites and drag queens.
- Share your experiences and thoughts with others who may be curious about the sissy lifestyle.
- If you don’t have a current Dominant, Seek out professional Dominants or mistresses who specialize in full sissy training and femdom sessions. They have a wealth of information to offer newbie sissies.
- Incorporate bondage and discipline techniques into your sissy routine. Learn the ins and outs of shibari and submission poses.
- Learn how to properly care for your feet, including trimming and painting your toenails. Probably the easiest yet most overlooked.
- Write letters or create artwork expressing your love and devotion to your Mistress or Master
- Continuously work on improving your submission and service skills.
- Set goals for yourself and track your progress over time. Celebrate milestones and achievements along your journey.
- Remain patient and persistent in your pursuit of the perfect sissy life.
- Don’t be afraid to experiment and try new things.
- Stay connected with your community and support one another.
- Recognize that the sissy lifestyle is a journey, not a destination.
- Cherish the relationships you form with other sissies, Masters, and mistresses alike.
- Remember that self-care is essential for maintaining a healthy mindset.
- Stay true to yourself and don’t compromise your values or beliefs.
- Live each day with passion, purpose, and unwavering dedication to the sissy lifestyle.
- Use the Safe, Sane, and Consensual (SSC), or more recently Risk Aware Consensual Kink (RACK) as basic frameworks for you sissy play!
Q: What are the top 10 sissie FAQs?
A: Here are the 10 most common questions about sissies:
Q: When may I consider myself a sissie?
A: You may consider yourself a sissy if you identify as a man who enjoys dressing and behaving in traditionally feminine ways. The word sissy is just that a word – it’s how you feel inside that matters. You don’t have to be too extreme or you can totally be – it’s up to you to make the call on what is of interest to you sexually.
Q: Are there any rules for sissies?
A: While there are no set rules for sissies, some individuals within the community may have personal rules or preferences they follow.
Q: Can I buy sissie items online?
A: Yes, there are various online platforms where you can purchase sissy-related items. Check out www.cherrychichi.com
Q: What is a sissie cock?
A: A sissy cock refers to a penis that is either smaller in size or used to enhance feminization during sissy play.
Q: Can I find 15 sissy items available for purchase?
A: Yes, there is a wide range of sissy-related items available for purchase online.
Q: What is a relatively safe way to explore sissification?
A: Buy some lingerie, and dress up! Wear the lingerie in your own house for 24 hours or at least 1 night. You will love it! Get at least one set of stockings, tights, or knee high sox as well for a little bit extra. Make sure you don’t confuse leggings for stockings!
Q: Where can I find more information about sissies?
A: Here! https://cherrychichi.com/how-to-become-a-sissy/ For more information about sissies, it is recommended to explore sissy-related websites, forums, or communities.
Q: Do I have to be a girl to be a sissie?
A: No, sissies can be of any gender identity, including boys, men, or individuals who do not identify within the traditional gender binary. Anything is possible.
Q: Can I download sissie content?
A: Yes! Check out PornHub for more sissy vids.
Q: Are sissy-related items available on Amazon.com?
A: Yes, you may find sissy-related items available for purchase on Amazon.com, but it is recommended to use specific search terms for more accurate results.
