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
2016 - iPad 3 (first Apple device, gifted by my cousin after she upgraded to an Air 2)
2017 - iPad 5th Gen, iPhone 7 Plus
2019 - iPad Air 3, Apple TV HD
2021 - iPhone 12 Pro
2023 - iPhone 15 Pro, Apple Watch S9, AirPods Pro 2
Bold denotes currently owned
Overall, I’m very happy with my Apple purchases. The only thing I feel I’d add to the ecosystem is a MacBook, but I have a great gaming laptop and don’t see a use case for a MacBook in my life.