Well by dating I assume you're going by regular standards, as in you have noble goals
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My number one cheap date is the classic champagne on ice cook a nice supper movie night, it's tried and true and it gets conversation going, so long as you pick the right movie. My fav is High Fidelity, God knows I have it memorized now but any excuse to get women to open up and pour their hearts out to you while you show them that you're actually a good listener (who's actually thinking about Rondo on Wed vs. GS) who's secure enough to hear about old bf's without rolling your eyes, always plays out well. Booze and tears are useful tools.
If you actually care about the girl, I'm a sap, I've always been into the ice skating type of things. I can't skate at all and it's always cute when I'm falling on my keister, goes over pretty well. Live music and cheap plays also work, fly a kite as cheesy at is sounds, rent scooters and pick up some hot dogs, pretend you know the best such and such food in town and scooter your way there. I've also taken the cute little yappy dog down the street for a walk pretending it was something I do all the time, pretty much anything you can think of along those lines.
And KG Living Legend, that's hilarious! Hahaha! TP!