Well Stephanie, you’re probably gonna laugh at me. I imagine a lot of people will. But if I understand aright, what I would start with now…ok, qualifier: I’m not really brand loyal & am regarding “knowing what you know now” as a very key phrase…
Bearing in mind one each…
Underwear: bikini or tanga, cotton blend or microfiber (whatever that actually is…?) NO nylon. Not even kidding about no nylon.
Lingerie: didn’t care then, care even less now. Pass. Unless you consider a mom style nightgown as lingerie.
Shapewear: Pass. Unless breast forms & bra count here. Those are essential. Not a big fan of “T-shirt” bras.
Hosiery: pass, no necesaria
Dress: i still like the skater style best. Must be pattern or print, no solid color.
Skirt: Hmm, gypsy skirts are nice. But not one with a big smocked waistband.
Blouse: something that looks nice with the skirt. Preferably cap sleeve or maybe cold shoulder.
Pants: Hey get’cher pants! I like skinny jeans mid or high rise, jeggings or daisy dukes. Ideally “blouse” will work with these also since you only get one.
Shoes: ankle boots or sandals. Rounded toe moreso than pointy, no joke. Heel in the 2 – 3 inch range, or maybe wedge if its sandals.
Toiletries: …erm?? Not sure what to say. An epilator I guess?? Honey, I need more than one toiletry item!
Skin Care: A good moisturizer at least for your face, not to mention legs. I tend to favor Neutrogena products here.
Makeup: Only one product eh? My pick is a brow pencil. I like the wooden Maybelline “expert wear” ones.
Miscellaneous: well, what am I doing here? A wig is a pretty basic “miscellaneous” item I reckon unless that was already assumed…
Best wishes & enjoy 🙂