Take her to the golden arches and get dinner off the 99 cent value menu. You can get 2 cheeseburgers and 2 12 oz orange juices and 2 small fries each for 99cents. That leave you with alittle more than $13.00 Some places offer movies at 1/2 price with college ID so thats $9.00 for the both of you. Right now you have alittle less than $5.00 on you. Before going to the movies stop off at a candy store and buy some snacks there and hide them in your pockets so you dont have to get ripped off in the theater. I think $4.00 in a small store can get ya 2 16 oz bottles of soda and whatever kinda candy and snacks you like...All for under $20.00. She might be amazed with your creativity on this matter and you might get laid. In this case, take what ever change you have left on you and you will be able to get a condom out of a dispencer to use and be safe...
By the way, im not a fool that has nothing better to do with his time than think of ways to get the most out of a few bucks, im in school to become a financial planner. I want to one day be able to help people use their assets in the best possible way for them to make even more money and be happy.
Go to an athletic club reserve a court and play racket ball with her.
Take her bowling for a few rounds.
Take her to a place to eat where you have to sit down order your food that is reasonable, then when your waiting for your food have a good conversation with her, make her feel like your trying to get to know her.
Don't take her to McDonald's!
forget trying to look cultured, be who you are
picnic is a great idea - make something yourself or pick up some bread, cheese, meats and salads at a deli, bring a big bottle of water and if you drink, a bottle of wine; find a pretty spot somewhere, lay down a blanket and watch the stars with her
She'll love it because it's different and romantic, shows you put thought and preparation into your date