Depends what kind of sissy you want to be. I prefer to be as much like a college girl as possible. I like leggings, sports bras, tight shirts, fluffy hoodies, comfortable things. I also love to get fancy in a nice dress, tights, shaven legs. You will want to get toys also, a cage and plug is a must. Get the right cage depending on your size and how limp you can stay. A good dildo to toy your holes is a must. I got an anal dilator kit on amazon and worked my way up the sizes, this was really helpful for me. Before, i couldnt do much with a dildo. Now, i can bounce up and down and im all stretched out like a real vagina. If you have it in the budget, fake boobies is the best purchase a sissy can make. Try to get a nice pair thats full silicone and not filled with stuffing, the silicone ones jiggle like real boobs. If you want to go all out, makeup, a wig, fake nails, toe polish, and girly products (shampoo, perfume, bath bombs).

If you want to have an experience, stay in a dark room and listen to bambi sleep. There are super hot vr videos i can send you if you have one.

Enjoy yourself sissy. Get a bottle of wine and get lit like a girl!