3GS
Bought my first iPhone in 2009. Black and 16 GB. A buddy convinced me I needed an iPhone after I argued with him for years that a flip phone was all I needed.
4S
Upgraded in 2011. Went white and 32 GB. Still have really fond memories of this phone.
6
Upgraded again in 2014. Went back to black and 64 GB. Skipped the 5S because all the rumors suggested the 6 would the one to get. This is the last iPhone I pre-ordered and got at launch (well, until tomorrow).
7 Plus
Like most people, I held out for the X in 2017. But it just wasn't what I wanted for the cost. I was going to go with the 8, but there wasn't a 128 GB option, which was the sweet spot for me. I always figured the Plus models were too big, but I started playing with the 7 Plus at the Apple Store and really liked it. So I snagged the 7 Plus, in jet black (bring this back Apple!) at 128 GB, on discount. Still my favorite iPhone, and I still have it although I don't use it anymore. I actually replaced the battery a couple of months before the garbage can incident (see below).
SE 2
I don't believe in cases. For the most part, that's worked out fine for me. But in early October 2021, I was talking on my 7+ outside and needed to look at something so I set it on top of my garbage can (big mistake). The wind blew it onto the driveway. The 7+ survived but it got some nasty scratches and dings on it. Since it was 4 years old (and the model was 5 years old) I decided to get a new phone. Went SE 2 for the cheaper price, smaller size and Touch ID. Stuck with black and 128 GB. Was only planning on keeping it for a year, but it's lasted 3. Still have some mixed feelings about trading it in for the 16. But it's time.
16
Did the pre pre-order thing last night. Thought about going blue (or whatever Apple is calling it) but decided to stick with black at 128 GB - standard version, I don't need a Pro and coming from an SE I'm sure the size will be fine. It will be my first experience with Face ID. I really wish Apple would bring back Touch ID on its phones, but I fear that ship has sailed. My favorite number is 16, so I always kind of figured I'd get an iPhone 16. Is that weird? Yeah, probably, but I'm excited to finally get a new phone at launch.