I think it is a great idea to get an otoscope as early as you can. Practice on your friends and family. Get a feel for how the scopes work and get some experience on people that don't care if you accidently poke their conchas or not. Don't worry about getting the most expensive Welch Allyn scopes either. I got a cheap one from Dr. Mom. I used the heck out of that thing (someone stole it a few months ago..grrr). I've sent people to their Docs that wouldn't have otherwise gone had I not looked in their ears. After the proper training and enough clinical SUPEVISED experience, I even had an ear cleaning day for family and friends. All this talk about 'wait until your 3rd year' is obsurd. It's otoscopy, not surgery. Don't go scoping random strangers of course, but your close friends and family are inexistence to be your guinea pigs! You don't NEED an otoscope, that's true, but having one for your personal use is something I found to be quite helpful.
Another thing I found to be helpful is learning to use the otoscope with both hands. Being that it's a new skill set, your hands shouldn't prefer one way or another when you first start. So before you tell your brain to only use your dominant hand, use one hand for one ear and the other hand for the other ear. For instance, when looking into a left ear, I use my left hand to hold the scope and my right hand to pull the ear back. Opposite goes for the right ear. It keeps you from doing the 'cross-over' to pull on the ear.
all in all though: practice practice practice practice....whenever you can!