I am 48 years old, but looking ahead. I already have 2 sidecar rigs that I plan on using as I get older. I ride them now for fun, but as I get older, I plan on riding them out of necessity. Sidecars are a blast and are very "age friendly".
1974 Norton Commando, 1968 BMW R69S, 1975 BMW R90/6, 2011 BMW R1200RT, 2010 Bonneville T-100 w/CSM Sidecar, 2009 Kawasaki Super Sherpa