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My first post to this forum, ahem! Nice to meet you all!

I'm an experienced rider, old school in many ways, putting three kids through college & I tend to skimp on equipment to save money (t-shirts & shorts instead of biking clothes). I've been content to ride in sneakers & the old toe clips/cages for years. I bought a new bike last fall, though, and am thinking it's time to switch to real bike shoes & clipless pedals. It's very hilly in our part of Connecticut, and I'm sure the clipless would be an improvement over the rubber cages that came with my bike.

Are the shoes stiff & uncomfortable? Is it something you just get used to? Do the clips lock your feet into one position so you can't shift around? I do kinda like being able to move my feet around on very long rides. Any tips on how to pick from the many types of clipless pedals?

I like ACG's suggestion of clipping on one side & using a tennis shoe on the other until you get accustomed. Great idea!