Look, I know this is going to shock the regular readers out there, but if I could only ride one bike for the rest of my life, it'd be a Ural GearUp. No, seriously, hear me out. I'm more of what you might call a practical rider. I like to look cool and be free and all that, but I also have kids and play in a band and have other responsibilities (high-impact dadding) that require me to carry a ton of gear around with me.
Urals are rugged, can carry a bunch of cargo, have just the right amount of retro cool for me, can be fixed with whatever tools are lying around, and are, in my opinion, the coolest bike you can get for the money. So, yeah. Ural all the way, tovarisch.