7 > 10 will be a really nice transition for you since 10 doesn't require you to deal with any of the Metro bullshit that 8 had. It would basically be just a UI upgrade, performance tweaks, and continued support going forward, which is always a good thing.
Nothing wrong with sticking at 7, but on the other hand you won't have to buy a 10 key.
Yeah I've really heard nothing but dislike for 8, so I was happy to stick with 7.
I'm building a new PC in the next year or so and that'll definitely be 10, so either way I'm going to end up buying a key for it, so no worries. May just stick with 7 on this older computer and do 10 on the (eventual) new. While I plan to switch over to the new one (once its built) for almost everything, I do want to keep my current one active to some degree. If nothing else, having a backup system to fall back on if things melt down is useful.
Also, good news is, I was able to play a good few hour session of DS3 without issue tonight, at least! Though good lord my frame rate went to the single digits in a few places (
Dragonslayer Armour especially
They introduce some characters, but since Gintama is more akin to a Seinfeld or Friends, they're more skippable than other shows. You can watch episode 25 or whatever the beef party one is if you want to first and then keep going. I'd say peck your nose back around to the first 20 later on if you do somehow get into it since it still sets up characters you'll be in with for the long haul, but either ways fine really. I don't put a lot of baggage on watching Gintama from the beginning.
I'll keep that in mind and add it to my to-watch list. Though lord knows its massive enough already, and every season just piles on more.