I'm only going to comment on what I personally use as I pretty much leave DH's cases up to him. I will say thought that we do not match! His is a boring black one.
Checked Luggage
I have a medium size olive green soft-sided case with 2 wheels. I'd be interested to try out the 4 wheeled ones, but I find the 2 wheels perfectly acceptable. I wouldn't buy one without wheels and not sure what people used to do back in the day

When I bought it I also bought a packet of cute purple locks. I don't trust those locks as far as I could throw them, but they make it pretty easy to recognise my case
Carry On
I really don't pack much on carry on these days. I tend to rely on the in-seat entertainment (but will take something to do for flights to Perth). I might take one of the small soft cover puzzle books and a couple of pens, but that doesn't take up much room. Other than that it's just my travel documents, money etc, camera(s) and laptop. And usually a packet of lollies for the landing. I usually just use a backpack. I intend to buy a Disney one on my next trip.
DH and I used the matching carry on for his suitcase on our honeymoon (it came as a set) and we said we'd never do it again! It was such a hassle having 3 bits of luggage to wheel around - I find a backpack much easier!
Packing Style
I am definitely a light packer. I pack the least amount I possibly can get away with depending on the weather. Mainly 2 pairs of jeans, 2 t-shirts and a 'nice' top to wear out to dinner, one jacket, and a raincoat. I pack at least a week's worth of socks and undies. I wear my awesome comfy stylish hiking boots that I wear pretty much everywhere when we get there, and pack one pair of flats in case I need 'nicer' footwear. If it's going to be hot of course I'll pack bathers and thongs as well (but let's face it, they don't take up much room!). I pack a basic toilet bag with all the essentials and usually just take basic make up in case we go somewhere 'nice', but I haven't used it yet while I'm away. I don't bother with hair dryers/straighteners or anything like that. I struggle to find time to use them at home lol! Then just extras like chargers and power adapters etc. Basically when I'm done my medium sized suitcase is only 1/2 or 3/4 full. On the return trip I usually just unzip the extender part and usually don't have a problem fitting everything in.
I like to pack neatly, but I mostly just fold things nicely rather than try to roll them up etc, and fit undies and socks in all the gaps. I've only recently learnt of the packing cubes, and I intend to try them out for my next trip!
Luggage Storage
Our house isn't much good for storage

but we pack all our cases inside each other and store them on the top shelf of our walk-in-robe.