Puck
He takes you go-kart racing.
Finn
He cooks you a nice dinner at his place, and (of course) it wins your heart right away.
Artie
He takes you to the arcade for a little bit of (competitive) fun. Whoever wins the most tickets gets to keep the other player's tickets to spend on whatever they want.
Sam
He sets up an outdoor picnic for the two of you.
Rory
He takes you to a bowling alley, and you play all night.
Ryder
You two take a hike in a forest.
Mike
You two go swimming in his pool for your first date.