My first motorcycle purchase was two OSSA 250 enduros. One was a parts bike and the other I attempted to race; I was 15.
Over the years, I have had several different bikes at one time usually a mixture of dirt and street. My next addition is planned to be a Ural 2-wheel drive hack bike so I don't need to stop riding in the snow and ice.
The idea of having two Rockets is quite appealing to me as well. My R3T is great for my long trips and scooting to work, but having a shorter wheel base, less heavier Rocket is cool too. I cemented that idea when I rode the R3C out in Arizona a couple of years ago. If I had the additional lighter Rocket, I would be a happy fellow. With all that said, I am a single bike rider at present, but time will tell...