- All sissy’s must wear a chastity before any play. 2-3 days should make them submissive enough to enjoy any humiliation you wish to inflict!
- Take your sissy for a night of hotel fun! (She pays of course) Answering the door to room service, serving her Mistress. Perhaps take her for a walk in the corridor, how about get her to suck your strapon in the lift?
- Perfume & lingerie shopping together, Sissy is already caged plugged & in panties! Involving a salesgirl would be the ultimate humiliation for your sub. Can she try these on please?
- Go through the drive through at night with your sissy dressed up in the car. Bonus points if you have a concealed strapon & get her to suck you whilst driving!
- Have your sissy book & pay for a mobile massage at home with a female masseuse for you. Have your sissy en femme cleaning the kitchen. Ask your masseuse if she would mind your husband watching to improve his daily massage technique. If she says yes best to mention he is dressed up before calling her in! From there the humiliation is endless.
- Tell a friend who you can trust about your kinky side & see if she would help you have some fun. Have your sissy dolled up and cooking a romantic dinner for 2. Have your friend arrive near dinner time and when the surprise knock at the door, order sissy to answer the door. A very humiliated sissy will then realise the dinner is not for them. Have sissy serve you both for the remainder of the evening. Once sissy has tidied up she can become the chauffeur to take your guest home! I wonder if your friend will tip 😂
Please add your own ideas or thoughts below.. Enjoy! 💋
turnnoffyourmind
vaporwave
dailybridgerton
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