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4S
5S
6S
7
XS
13 Pro
15 Pro

My favorite was the XS and I would’ve kept it longer but my Face ID stopped working around the time the 13 series released so I did a trade in for 13 Pro instead of getting it fixed
 
2008: 3G
2010: 4
2013: 5
2015: 6 (Current)

My indestructible 6 has had a few battery and screen replacements over the years (and a home button), but is still my daily phone even now in 2026. I call it my dumb smartphone. I can make calls, send messages, play music, store photos/videos, etc, but banking and any form of social media is a thing of the past for this thing – I'm not worried. I have an android phone that stays in my office for all that good stuff, and just take my old 6 with me wherever I go. There is freedom in limitation.
 
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4S black, 6+ black, 7+ black, 11PM space gray, 14PM gold, 17PM blue.

A 3 Year upgrade cycle suits me, if you keep the phone in good condition I think it is the sweet spot for trade in value.

The 4S is still my favourite iPhone. The 11PM felt like the biggest upgrade from my previous phone.
 
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iPhone (first gen), 3GS, 4, 4S, 5, 5S, 6, SE(2016), 6S (briefly), bought another SE(2016), 7+, X, 12 mini, 14 Pro, Air.

I had a lot of them, and used to be a yearly upgrader. The 4(? Maybe 4S) had a special place in my heart because I got it a day before release date, I remember walking by my local Apple Store and recording the long line with it.

I’d have to say the years with the 5, 5S and SE have been the most memorable and my favorite iPhone style.
 
I'm an user not a collector.
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