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Take care of your bike and yourself! Checking your air pressure and putting air in your tires is something you should do before every ride. Don't rely on squeezing the tire; always use bicycle tire gauge.
*If you're riding in warm weather, its best to drop the pressure by 10 PSI to prevent heat flats and avoid using gas station hoses—their compressors blast too much air into bicycle tires at too fast a rate and can cause a blow-out.