Myself being in the stingy category, I opt for cheap outings:
1) Go to the gym with some friends who go to the same gym, help each other work out and have a conversation. Enjoy each other's company.
2) Sit together at Border's Bookstore or Barnes and Nobles and read magazines together in silence. (I've done library outings too, which have been quite academically productive in the past) -- This is usually followed by coffee or some conglamoration of pulped/juiced fruit and a discussion on random things.
3) Dinner / bar outings. The bar outings are a little scarce since someone has to drive.
4) Shopping - for me, this is quite rare. Like I said, I'm stingy, so I only buy clothings/outfits that I can get good use out of. I hate buying clothes going, "oh! this looks so pretty on me!" and never end up wearing it. Which has happened once or twice. I do have fun while shopping for food, however.
Farmer's markets are my favorite food hunt outings. NOTHING beats trying out the freshest fruits and veggies at 8AM on Saturday morning to start off the day.
Jam it back in, in the dark.
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