What should I wear out on a date tonight?

I have no clue what to wear out on my date, this is my first date with this guy (been on other dates, just not with him). We’re going out to dinner (to Fridays) then to a club or bar after dinner. So… what should I wear?

I know I’m going to go with a black purse and either black over-the-calf boots or black pumps. LOL, so I have that part figured out but need help with the rest.

A) Blue jeans (Apple Bottoms jeans w/ rips in them or Baby Phat jeans without rips in them) or a black skirt?

B) Solid purple top with a draped neckline, solid black top with a draped neckline, black top with a gold print on it, or a dark wine color top?

C) or just wear a dark purple dress with skin toned nylons and black pumps and black purse? Although, I feel like the dress is too dressy for tonight. It’s a short runched up one made out of shiny material with a heart neckline and medium straps without beads on it.

Thanks for your help.