My plan for becoming elderly would basically be not much different from what I'm doing already. Pick a comfort zone/timeline, and adapt the newer ages with it, but still keeping a decent blend of the two (plus, being the designated 'fun relative', it's part of my reputation to have the cool stuff and fun ideas, and show that the past was indeed cool, and back it up to show youngsters that they're lazy bums). Now, when technology eventually goes to Jetsons-level-laziness, I'll still be doing most things manually for personal reliability, to be more fit than a majority of the future population and those within my age group (actually getting exercise and not letting my body atrophy), and also you can't beat good old-fashioned manual labor and the quality of results from such.
I mean, when I get old, I aim to not fall into the same pitfalls that would mark me down as an annoying elder; that is, unless someone is calling for it, and I can get away with it somehow (IE- I can get especially annoying behind the wheel, or downright crazy, though still within legal limits; or I can "get down and funky, bro" and be all "LEET" just to see them squirm). I think it would be nice to carry a cane or a staff or something as I become old as well; more/less as a weapon of self-defense and deception (and a way to get free rides up a stairway or cut in lines) but I prefer my wits serving as a better weapon/tool in social situations. Oh, and my cane/staff would have a cup holder on it or something, just for kicks.
All other things aside, I have no need to preserve myself in the future (aside having a decent diet). I prefer to rot in my grave or wherever I'm dropped, and let my body give back to the world, while my spirit terrorizes people that trespass my property. And speaking of rotting, my definition of a retirement home is a relatively nice house fully paid off, and not living with a bunch of jackass curmudgeons worse(-off) than I am. The only jackass curmudgeons I'd rather spend my remaining ages with would be my siblings. I've seen it more/less work out well with the last generation.