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
2011: first iPad
2012: first iPod touch
2016: first iPhone
2017: first AirPods
2020: first Apple Watch
2021: first MacBook
My current ecosystem is iPhone 14 Pro, Watch SE 2, AirPods Pro 2, 2020 iPad Pro 12.9”, and 14” MacBook Pro with M1 Pro