What should I wear on a first date with a guy I really like?

Don't wear something strapless. He'll think you're crazy! Unless you have a nice cardigan to go over it.

Since you have a red ski jacket, I think the silver winter boots would go fine with it. Go ahead and use the silver purse too, but that means you can't wear gold jewelry or too much silver jewelry or it will clash.

Wear some skinny jeans tucked into the boots, and the baby blue sweater with a nice simple silver necklace. If it's a v-neck sweater, wear a white cami/tank underneath. Wear your hair straight. Do your makeup like this: http://www.youtube.com/watch?v=jBgrfjqSdRA

Just wash your hair, make your side bangs like this: http://www.youtube.com/watch?v=hKbbc5heQjk

And kind of scrunch it with mousse. then use a diffuser, or a blow dryer with a comb or pipe extension and just blow at it until the hair isn't crunchy. Or rock your natural hair. :)

Just have fun and let loose. You are putting too much thought into it. :)

Wear make up but natural colours, pink sweater and skinny jeans, have hair up in bun but with pieces falling on the face, silver winter boots and matching purse, u dont want to go over board with makeup just keep it natural. Hope it helps have fun xx

I think you are over thinking this all way too much! It doesn't matter as much as you think. Wear something casual, but not too casual. Wear the jeans, but not the sweat pants. Sweat pants are too casual. Jeans are just the right casual. I don't know about the top, but I'd recommend something that goes well with the jeans, and is also casual, but not too casual. Wear your hair out, and don't do too much with it. Don't wear too much makeup, but also don't wear none at all. Wear mascara, a bit of foundation (but make sure it's not too much) and the lipgloss. Make sure you don't wear too much lipgloss either, just a bit. Good luck :)

skinny jeans + v-neck + mascara + lipgloss + silver shoes + straight hair

You're putting too much thought into this. Guys don't care what you wear.

just go casual and comfatable, do your make up and hair nice

if he really likes you then he shouldnt care what you wear.

jus wear whatever you like.