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Contacts can be painful if you're not used to them. Glasses, not painful at all. They're a minor annoyance at first, then you get used to them and you don't notice them anymore.
Sure you're dependent on them, but what's the alternative? Not seeing clearly? If you need them for reading, that means you can't easily read a map or read directions. Then you're dependent on an unreliable GPS system. Eventually the GPS will direct you towards a traffic jam, and you'll need to read the map on the screen to see how to get around it. Or, god forbid, you'll have to read a paper map or directions while driving.
I don't think wearing corrective lenses will worsen your eyesight, but many people will gradually have worse vision as they get older. It's better to correct it now if your vision isn't great. Perfect vision beats the minor inconvenience of wearing corrective lenses.
What's wrong with wearing glasses (or contacts) all the time? They're not painful at all, trust me.