For me, i started with an iPad Air first
iPad Air (2021) as just wanted a established tablet brand while holding on to my Pixel Phone
iPhone 15 Pro Max ( Oct 2023)
Apple Watch (Oct 2023)
Apple Airpods Pro 2 ( Nov 2023)
Apple TV 4K 3rd Gen ( Nov 2023)
Probably will get a macbook air late next year
Used iMac G3s back in like middle school (and by 8th grade we had polycarbonate MacBooks), hadn’t used them since
Ex-gf convinced me to buy an iPhone 5C some nine or ten years ago, ended up sticking with iPhones after coming off an old Android (the ex is long gone now), currently on a 14PM
Got a series 3 Apple Watch not long after, now have an Ultra
Got a free gen 8 iPad from some promotional deal through my carrier, now have an M1 iPad Pro 12.9" w/ gen 2 Pencil (I still keep the gen 1 Pencil as a backup option)
Bought a 4K Apple TV 3rd gen on a whim after seeing it on sale at Best Buy last year
Finally got sick of some janky older earbuds and replaced them with gen 2 AirPods Pro a few months back
Just got a 15" M2 MacBook Air today that I’m currently typing on.