I Want To Talk With People About Crossdressing

I really want to go out as a girl this Halloween and I want to start planning now. Although I have a lot of questions as to what I should wear, how much should I do, what I should buy, that type of thing. All I know right now is that I want to dress entirely like a girl including makeup, nail polish, underwear, breast forms, the whole thing. My hair is already long enough so I can style it all girly. I want to dress just like a regular girl but will that give away that I am most likely a crossdresser as opposed to just wearing a women's costume? Should I care if people that see me think I am a crossdresser? I dont know.
I'm also thinking about having my girlfriend (who knows that I crossdress but hasnt seen me en femme yet) take me out to the mall for a day of shopping for clothes and shoes. I kind of want to go all out. And by that I mean I want to to the mall with nails and toes painted with panties and a bra on under my guy clothes with my legs clean shaven. Then we could go to the clothing and shoe stores and try on clothes until we find the right fit and then I can wear one of my outfits out of the store. Then we could go to the shoe store and try on different pairs of shoes and find what looks best on me. I also kind of want to have my makeup done but I'm kind of nervous about that being that there would be people walking around and all. Do you think my plans are going to go well?