Definitely go for a longboard. They're better for cruising to class, bus station, apartment, etc. They roll easier, longer, and feel way better. I don't really think there's much of a learning curve for riding a longboard, so long as you're not looking to do tricks. I've never had a problem with riding one for cruising, and people I know, who I'm sure have no experience, seem to do just fine. Just get one and try it. You'll be able to do it fine most likely, but even if for some reason you can't, you just keep doing it to get better. Longboards are better for what your looking to do but if you want to try a skateboard link at the bottom to where you can get some god ones.