For just myself, not counting phones I've bought for others I'm at:
iPod touch (2nd edition) (not a phone but I count this because I used it as a phone, albeit one tethered to my BlackBerry)
iPhone 3GS (2 - I left one in a cab, bought a new one and then had a kind person find it in the cab across the city of Miami and mail it to me, leaving me with two)
iPhone 4
iPhone 4S
iPhone 5
iPhone 5S
iPhone 6
iPhone 6S Plus
iPhone 7 Plus
iPhone X
iPhone XS Max
iPhone 11 Pro Max
iPhone 12 Pro Max
iPhone 13 Pro Max
iPhone 14 Pro Max
iPhone 15 Pro Max
So I've owned every model year except the original (and I was in college and thus too broke and too against AT&T to switch) and the iPhone 3G (just graduated from college right as it was released but still too broke to switch to AT&T, but I did buy an iPod touch that I used similarly as a phone).
I will obviously be buying an iPhone 16 Pro Max in a few weeks.
My favorites are probably the 4/4S (best design/size and the 4S which was actually available in white), the 5 (LTE meaning I got to switch to Verizon), the 5S (TouchID), the 6S Plus (rose gold), the X (design), the 13 Pro Max (chamfered edges and fixed battery life, thank you) and I guess I'll give a nod to the 15 Pro Max (USB-C, 5x optical zoom).
My least favorites, probably objectively the 3GS (even though it wasn't a bad phone, the 4 was just MUCH better), the 7 Plus (which was a fine phone, the software was more the issue), the XS Max (superfluous and little reason to exist, aside from its larger size compared to the X), and the 12 Pro Max (battery life issues that I blame on that years version of iOS).
It's funny, I have very small hands so you think I'd prefer the smaller phones (and in theory, I do), but because I want the latest tech, the iPhone mini is out and even the smaller sized pro phones require I use two hands, so I get the Max units for more battery life, since I have to use two hands anyway. I just get a purse-type case for occasions when I'm wearing something without pockets and have a clutch that is too small for my phone.
I either trade my phones in as part of the upgrade program or hand them down to my spouse/a friend or sell them at a discount to a friend in need. This year, I'm on the upgrade plan but I sort of want to keep the 15 Pro Max around as my secondary camera, so we'll see. I might pay off the loan and start another one or just buy the 16 Pro Max outright, depending.
iPod touch (2nd edition) (not a phone but I count this because I used it as a phone, albeit one tethered to my BlackBerry)
iPhone 3GS (2 - I left one in a cab, bought a new one and then had a kind person find it in the cab across the city of Miami and mail it to me, leaving me with two)
iPhone 4
iPhone 4S
iPhone 5
iPhone 5S
iPhone 6
iPhone 6S Plus
iPhone 7 Plus
iPhone X
iPhone XS Max
iPhone 11 Pro Max
iPhone 12 Pro Max
iPhone 13 Pro Max
iPhone 14 Pro Max
iPhone 15 Pro Max
So I've owned every model year except the original (and I was in college and thus too broke and too against AT&T to switch) and the iPhone 3G (just graduated from college right as it was released but still too broke to switch to AT&T, but I did buy an iPod touch that I used similarly as a phone).
I will obviously be buying an iPhone 16 Pro Max in a few weeks.
My favorites are probably the 4/4S (best design/size and the 4S which was actually available in white), the 5 (LTE meaning I got to switch to Verizon), the 5S (TouchID), the 6S Plus (rose gold), the X (design), the 13 Pro Max (chamfered edges and fixed battery life, thank you) and I guess I'll give a nod to the 15 Pro Max (USB-C, 5x optical zoom).
My least favorites, probably objectively the 3GS (even though it wasn't a bad phone, the 4 was just MUCH better), the 7 Plus (which was a fine phone, the software was more the issue), the XS Max (superfluous and little reason to exist, aside from its larger size compared to the X), and the 12 Pro Max (battery life issues that I blame on that years version of iOS).
It's funny, I have very small hands so you think I'd prefer the smaller phones (and in theory, I do), but because I want the latest tech, the iPhone mini is out and even the smaller sized pro phones require I use two hands, so I get the Max units for more battery life, since I have to use two hands anyway. I just get a purse-type case for occasions when I'm wearing something without pockets and have a clutch that is too small for my phone.
I either trade my phones in as part of the upgrade program or hand them down to my spouse/a friend or sell them at a discount to a friend in need. This year, I'm on the upgrade plan but I sort of want to keep the 15 Pro Max around as my secondary camera, so we'll see. I might pay off the loan and start another one or just buy the 16 Pro Max outright, depending.