10 miles is not going to happen very often simplex with an HT. Combination of power, antenna type, and height above ground means you're getting blocked by trees and terrain most of the time. With certain conditions you can go farther of course, if you're in a flat area with no vegetation or you're each on high ground. I could talk to my dad simplex about 35 miles away with 5 or 10 watts (I forget how low I could go) but we were both using full size antennas up 20 ft or so, on top of us both living on high ground.
HTs are either going to be tactical comms within a mile or two, or go through a repeater and it's a whole different ballgame. You could potentially talk to someone 60 miles away through a repeater. You have to be OK with every other ham tuned into the repeater listening, and you better be licensed or you'll get slapped quick.