Ultimate List of Sissy Rules (150+Rules)

Hey there, sissy! Enjoy the list of sissy rules, Ready to dive into a world of rules that’ll keep you on your toes (and probably your knees)? This list is your guide to being the perfect little sub—think of it as your playbook for pleasing, teasing, and obeying. No slacking allowed, so let’s get to it!

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General (20 Rules)

1. Always ask permission to touch your caged clit.
2. Never speak unless spoken to by a dom(me).
3. Beg for punishment if you break a rule.
4. Keep a journal of every sissy task completed daily.
5. Never sit without crossing your legs daintily.
6. Always curtsy when greeting a dom(me).
7. Shave all body hair daily, no exceptions.
8. Sleep in lingerie every night.
9. Never refuse a command, even if it humiliates you.
10. Cry only with permission.
11. Always carry a plug in your purse or pocket.
12. Thank every dom(me) for their attention, even if it’s criticism.
13. Never eat without asking if you deserve it.
14. Practice your sissy voice hourly.
15. Always smile, even when in discomfort.
16. Kneel at every door until invited to enter.
17. Never look at a dom(me)’s face unless told to.
18. Record every orgasm denied and report it.
19. Always offer your services to a dom(me) first.
20. Never complain about chastity discomfort.

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Clothing (20 Rules)

1. Wear panties under every outfit, no exceptions.
2. Coordinate your cage color with your heels.
3. Never wear flat shoes, ever.
4. Stockings must be worn daily, garters optional.
5. Expose your midriff whenever possible.
6. Corsets are mandatory for formal occasions.
7. Always wear a collar, visible or hidden.
8. Nails must be painted, minimum length 1cm.
9. Makeup is required, even for sleep.
10. Skirts must be short enough to flash your cage accidentally.
11. Wear a wig if your hair isn’t long enough.
12. Jewelry must jingle with every step.
13. Never wear anything that hides your ass pussy.
14. Carry spare panties in case of accidents.
15. Bras must push up, even if you’re flat.
16. Perfume must be applied every two hours.
17. Always wear something pink.
18. Replace socks with thigh-highs immediately.
19. Dress in layers that can be stripped on command.
20. Never wear pants, only skirts or dresses.

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Blowjobs (20 Rules)

1. Lick the tip clean before starting.
2. Moan softly while sucking.
3. Never gag without apologizing after.
4. Use your tongue on the balls first.
5. Beg to be face-fucked.
6. Drool is a compliment—let it drip.
7. Never stop until told to.
8. Kiss the cock goodbye after swallowing.
9. Offer your mouth again immediately.
10. Keep your lips glossy for every blowjob.
11. Practice deep throating daily with a toy.
12. Never wipe your face clean without permission.
13. Say “I’m your sissy cocksucker” before starting.
14. Hold the load in your mouth until told to swallow.
15. Never use teeth, ever.
16. Beg for a second load if they finish fast.
17. Keep your cage visible the whole time.
18. Thank them for every thrust.
19. Offer your ass pussy after every blowjob.
20. Smile with cum on your face if they finish there.

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Behavior (20 Rules)

1. Walk with a sway in your hips always.
2. Giggle at every command, even if it’s harsh.
3. Never say “no”—say “yes, please” instead.
4. Practice sitting with your knees together hourly.
5. Always blush or fake it when complimented.
6. Cry prettily if spanked.
7. Offer your lap as a seat for any dom(me).
8. Never argue, even if you’re right.
9. Apologize for existing if you’re in the way.
10. Kiss the floor if you drop something.
11. Always crawl unless told to walk.
12. Keep your hands folded in front unless in use.
13. Never look bored—look eager.
14. Practice a sissy wave every morning.
15. Say “I’m a good sissy” after every task.
16. Never ask for mercy, only more.
17. Wiggle your ass when you stand still.
18. Always defer to a dom(me)’s opinion.
19. Offer to clean up any mess you make.
20. Never interrupt, even if you’re in pain.

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Chastity and Pleasure (20 Rules)

1. Check your cage fit every morning.
2. Never touch yourself unless ordered.
3. Beg to be milked if you leak.
4. Thank your dom(me) for keeping you locked.
5. Never ask for release, only tighter cages.
6. Wear a plug if your ass pussy feels empty.
7. Moan when your cage is inspected.
8. Never hump anything without permission.
9. Report any erections immediately.
10. Kiss your cage goodnight every evening.
11. Practice clenching your ass pussy daily.
12. Beg for denial if you’re close to cumming.
13. Never cum without crying out “thank you.”
14. Offer your key to any dom(me) who asks.
15. Never hide your cage from view.
16. Thank your chastity for making you a better sissy.
17. Leak only into panties, never bare.
18. Beg to be teased every day.
19. Never ask to unlock, only to serve more.
20. Celebrate every month in chastity with a curtsy.

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Hygiene (10 Rules)

1. Shower with scented body wash twice daily.
2. Always douche your ass pussy before leaving the house.
3. Moisturize your skin until it’s silky smooth.
4. Brush your teeth after every load swallowed.
5. Apply lip gloss every hour, no exceptions.
6. Keep your cage sparkling clean—polish it daily.
7. Wax your eyebrows into a perfect arch weekly.
8. Never let your perfume fade—reapply constantly.
9. Wash your lingerie by hand after every use.
10. Check for stray hairs every morning and night.

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Public Behavior (10 Rules)

1. Always lower your eyes when passing a dom(me).
2. Never speak above a whisper in public.
3. Flash your cage discreetly if someone stares.
4. Carry a parasol or fan for sissy flair.
5. Walk behind a dom(me), never beside.
6. Offer your seat to anyone who looks superior.
7. Never use a public restroom without permission.
8. Hold your purse with both hands in front.
9. Apologize if someone bumps into you.
10. Curtsy subtly when leaving a room full of people.

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Training (10 Rules)

1. Practice heels walking for 30 minutes daily.
2. Watch sissy hypno videos every night.
3. Recite your rules aloud every morning.
4. Stretch your ass pussy with a toy hourly.
5. Learn to twirl in a skirt without falling.
6. Practice sucking a dildo for 15 minutes daily.
7. Memorize 10 new sissy phrases weekly.
8. Train your gag reflex until it’s gone.
9. Perfect your makeup application in under 10 minutes.
10. Exercise in lingerie to stay dainty and fit.

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Punishment (10 Rules)

1. Beg for a spanking if you disobey.
2. Count every strike aloud and say “thank you.”
3. Never cry without permission during punishment.
4. Offer your ass pussy for discipline if you fail.
5. Wear a tighter cage as penance for rule-breaking.
6. Stand in the corner for 10 minutes after punishment.
7. Kiss the tool used to punish you afterward.
8. Write an apology letter for every mistake.
9. Never ask for leniency—ask for harsher treatment.
10. Thank your dom(me) for correcting your behavior.

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Service (10 Rules)

1. Polish a dom(me)’s shoes with your tongue if asked.
2. Serve drinks on your knees, tray in hand.
3. Massage a dom(me)’s feet without being told.
4. Offer to clean their home in full sissy attire.
5. Cook meals in heels and an apron only.
6. Hold a dom(me)’s coat or bag without complaint.
7. Fan them with a feather if they’re warm.
8. Never eat before a dom(me) is served.
9. Kneel beside them during meals, ready to assist.
10. Offer your body as furniture if they need to rest.