Sissy sex slave

Mistress
Skirt
Corset
Stockings
Pin up makeup
Heels

Sissy maid
Skirt
Under bust corset
Chastity cage.
Heels and heel lock
Full makeup, wig, painted nails

Furniture & Toys
Electric wand
Rope
Buttplug
Face strapon

Predicaments & punishments:
Foot tickling
Armpit tickling
Nipple sucking
Ball slapping
Magic wand -> soles of feet & balls
Face slapping
In chastity while watching porn

Do
Have slave lay down on her back while in a straight jacket. Have the slaves ankles tied together with rope then the other end tied to a post so she can't move. She should be in heels at this point.  Perhaps ballet heels or boots because they are super sexy.

While she is wearing the face strap-on sit on slave's face and ride it until you cum or you are satisfied. Perhaps orgasm multiple times while using the hitachi.

At any time mistress may want to take slaves heels off and tickle your slave's feet or use the wand.  Or use the wand anywhere else for the scared eyes and severe squeaking that the slave will do.

Smother her with your genitals to keep her on edge. Yell at her for letting her lipstick smear because it makes slave look slutty when you don't want her to. Put the lipstick back on and make her do it again.

Make her suck the dildo clean before putting it back on. Make sure she does it like a slutty sissy otherwise she'll get it in her ass. It's at mistresses discretion whether it goes in or not regardless. Make sure to deep throat her until her eyes are wet. Anytime is a good time to train the gag reflex.

At mistresses discretion she may let the slave stay in this predicament for as long as she desires. Perhaps using the wand again or tickling again purely for comedic effect for the mistress.

Laying on her chastity device but facing her feet, and slave must not be gagged, you can tickle her while getting information out of her. Perhaps a fantasy or make her recite a poem of your choosing (she should know it ahead of time). Perhaps you tell her that you'll do it for x amount of time and if slave squirms you spank her ass with the paddle 3 times. Maybe you sit on the floor and make slave clean your feet. This is a fun idea to also do after a workout so they are nice and sweaty.

Once this part of the scene if over let her "free" and let her fix her makeup, hair and/or attire and have her serve you. Perhaps you can watch tv while she is on her hands and knees and you have a plate on her back.