Sodapop: He knows you usually don't like to go out, so he'll do something at home. He sets up a fort around the tv and puts on romantic movies on Netflix so you guys can cuddle in your childhood (if you didn't build a for as a kid you need to figure out time travel). He'll make you wear your pajamas so you guys can be comfy.
Steve: He'll take you on a road trip. He loves to be with you and with his cars. He'll pack a big picnic for you guys and you can drive to who knows where for who knows how long, just as long as you're together.
Dally: He'd take you to your favorite place. He wanted to make a good impression on you.
Two-Bit: He'd take you to the drive in. He knows you love going there and he loves it too, when he's with you. You keep him sane at the drive in so he doesn't get drunk or get in any fights.
Darry: He'd take you to a nice, fancy restaurant. He wants to make sure you know how much you mean to him, even if it means spending the money he makes to live.
Johnny: He can't really take you anywhere because he's not that rich, but he would take you to the vacant lot so you can watch the stars under the moonlight and eat a picnic he packed just for you guys.
Ponyboy: He'd take you to his backyard where you can watch the sunset and eat a picnic and talk sweet nothings to each other <3.
