30 Sissy Tasks to Feminize Your Man

a man applying makeup

If you’re training a sissy, you’ll undoubtedly need a list of good sissy tasks. You have a lot of options for feminizing, humiliating, or otherwise fostering your sissy’s transformation. We’re guessing you have plenty of your own ideas in mind, but if you need inspiration, check out our list of sissy tasks for ideas you can use when training your sissy. 

What are the Best Sissy Tasks?

The best sissy tasks really depend on your relationship dynamic and what you both want (and consent to). Consider the following:

  • Do you want to dominate your partner with forced feminization? Or do you prefer to be a supportive partner as they make their transition?
  • Do they want to be feminized and humiliated or do they want to be praised?

Talk to your sissy and make a list of tasks you would both enjoy. Or, if you and your sissy prefer you call the shots, agree to that first. That way, you can choose sissy tasks that work for both partners in your relationship.

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30 Sissy Tasks

The following list of femdom sissy tasks can serve as inspiration, but it’s certainly not an exhaustive list. Use these ideas to inspire you and come up with your own tasks for your sissy. 

Dress Up

1. Have your sissy put on makeup and make him look pretty

2. Pick out perfume for your sissy to wear 

3. Get lingerie for your sissy to wear to bed at night

4. Do your sissy’s nails – or, even better, take your sissy to a nail salon

5. Have your sissy grow their hair out and style it in the latest fashions

6. Empty that drawer of boxers and replace them with panties!

7. Have your sissy shave (or wax) their legs, armpits, and other areas of your choosing

8. Take your sissy shopping for a dress and high heels – make sure they try them on in the store!

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Out and About

9. Make your sissy go out in public with makeup, a dress, and high heels

10. Have your sissy wear panties under their work attire. Make them send you photos throughout the day

11. Teach your sissy how to walk like a woman. Make your sissy walk like that in public

12. Take your sissy shopping for panties, makeup, dresses, and bras – then make them wear their new outfit

13. Make sure your sissy always sits in the bathroom

14. Have your sissy sign up for a tanning package and wear a bikini to get tan lines

Household

15. Make your sissy cook and serve you dinner in their best outfit

16. Have your sissy wear leggings and other feminine workout gear, then workout for you to maintain their girlish figure

17. Have your sissy do the laundry, cleaning, dishes, and other chores. Bonus points if you make them do chores for your boyfriend

18. Invite your friends over and make your sissy serve them drinks and food all night. Your sissy is there for service and their amusement – and also their pleasure, should they choose

19. Make your sissy start a diary and give prompts about feminine topics

20. Remove all “manly” toiletries. From now on, your sissy only uses women’s soap, shampoo, and other products

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Sexy

21. Wear a strap on and have your way with your sissy’s behind

22. Or peg your sissy, ideally with a realistic dildo

23. Make your sissy wear a butt plug

24. Ensure your sissy performs oral sex on you daily

25. Take your sissy out on the town. Make sure they get a guy’s phone number

26. Have your sissy practice giving blowjobs on a dildo. Even better, make your sissy give a blowjob to a real man

27. Turn your sissy into your cuckold and make them watch you play with other men

28. Have your sissy wear a chastity cage. They are no longer allowed to cum without your permission. Look for a chastity cage that looks like a pussy to complete the ensemble

29. Have your sissy create a dating profile as their female counterpart. Set up and go on dates – or at least video chat with another man

30. Make your sissy eat their own cum

Hopefully, these ideas will help you create your own list of sissy tasks that are perfect for your relationship.