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
Airpods - 2017
Airpods Pro - 2020
Airpods Pro 2 - 2022
Iphone 15 Pro - 2023