percakapan menggunakan should dan shouldn't

A : Hi, Chloe! I need your help!
B: Hi, help for what?
A: My friends just invite me to some school party, and i'm really exited about it!
B: so, What's the problem Chloe?
A: the problem is, i don't know which outfit i should wear for the party.. that's why i need your help.
B: well, i think you should wear whatever you want to. If you like to wear dress, just go with it.
A: well, you do have a point.. but do you think i should wear makeup?
B: why not? It's a party! But don't wear too much makeup, that will make you look old.
A: I know, how about Red lipstick?
B: I don't think it's a Good idea.. you shouldn't wear dark lipstick, bright Pink blush, and too much eyeshadow. No offense but you're going to look like a birthday clown.
A: okay, okay.. i understand. But thank you for your help. I really appreciate it.
B: no problem!