I'd take him to my house first. I am honestly horrible at planning dates and things, so we will just have to sit there for a minute or two until I spontaneously come up with an idea about where we're gonna go. I'd jump up and exclaim that we should drive Downtown and take a look at the sights and the city fair! We can gasp and laugh at all of the funny people on the corner doing shows, making balloon animals, and selling sweets! I'd ask for cotton candy and purchase one that we can share! I would let him eat off of his favorite color because I'm really picky on my cotton candy color! D:
We'd stop and listen to the band that is playing, whatever type of music is going on. Eventually we'll hear a song that we both know and sing along with it, dancing like there is no tomorrow! I'd ask him if he's hungry and then take him to a restaurant that has tables set up outside with beautiful vases and things. We'd eat whatever we want and sit there for a while just to talk about things. I'd get all blushyface because we keep holding eye contact! >:[
Eventually, we'll get up and walk some more until we stop to get ice cream! Just to be funny, I'll dip my finger in mine and touch his nose with it, for the giggles. If he gets mad, i'll pout and cling to his arm and sweetly exclaimed that he was too adorable for me to resist! Our feet will start hurting, so on our way back to the car we go! Instead of driving the main way, we take the log way, enjoying the night time lights. I'd look at him and admit that this night was the best I can remember thus far. Whatever he says will make me blush, I know it, then I'll wheel off to his house. I'd drop him off and wave and let him walk inside, but I wouldn't be able to drive off...
So, after parking, I'd rush to the door, ring the doorbell, and bite my lip and fidget with my fingers. When he answers, I'll throw my hands around him and exclaim, "LET ME STAY!" Hopefully he does...