Here is what I propose:
You trap yourself as a sissy for the next 30 days.
-You would wear panties for the whole time. No more male underwear.
-You would keep your body shaved and smooth like a proper sissy.
-You would log in to read your instructions each morning, and submit a report to me each night.
-You would give up control of your orgasms. You would earn them by performing a humiliating task each week.
-You would perform feminization tasks each week and submit photo proof.
-You would set aside a modest budget for the purchasing of sissy things. At most: a bra, a dog collar, several pairs of panties, tape, rope, clothes pegs, and a lock.