I tried contacts for the first time three years ago. They took me awhile to put in, but I quite enjoy them.
I find my vision gets better, as my vision expanded on both sides (I have terrible eyesight, I can't see a darn thing outside the rim of my glasses) My contacts last about four months until I have to get new ones, but it really depends per person; each eye is different, each eye has a different level of dryness. Mine are particulary moist, so I can wear contacts for long periods of time.
It's really hard to get solid objects stuck between your eye and contact, and if it hurts, I don't recommend wearing them. Just get a new pair or clean them.
I like contacts, because I don't have to worry about loosing them if I smash into someone, or have glasses frame imprinted on my face if I fall asleep in class. Contacts aren't hard to loose, just don't rub your eye (even so, then it's probably time to clean them)
It takes four good hours of cleaning till they're ready to go.
I recommend trying out contacts to see how your eyes work with them. Also, glasses are just cute.