Just a thought, the original SE was released back in 2016 before the iPhone 7 was released. Xs was around 2018.
OK, it was late last night and my wife was giving me grief for typing up a long essay while we were watching TV together, so I didn't totally fact-check the timeline. So I just spent more time than I should doing just that, and I think this is more accurate...
- Sep 2014: 6 and 6+ announced, and I think I was using a 5 at that time. I got the 6+ at subsidized pricing w/AT&T (I don't remember the storage size, but pricing on 6+ started at $299) even though I was worried about the size.
- Quickly decided 6+ was *way* too big...gave it to my wife and got the 6 at subsidized pricing (starting at $199). I didn't like the diminished one-handed usability, but it seemed "small enough" that I lived with it, in exchange for the faster processor, better camera, and larger screen.
- Sep 2015: 6s announced and I used our 3rd line to get that at subsidized pricing (starting at $199) and gave the 6 to my daughter.
- Sep 2016: 7 and 7+ announced...subsidized pricing now dead, and phone was just a minor upgrade from 6s, so I passed.
- Sep 2017: 8, 8+, and X announced. 8 was another minor spec bump. Meh. Was intrigued by X, but worried about added size and Facetime, and price was high.
*** Somewhere around this time, I think my daughter's 6 now had a cracked screen, so she needed a new phone.
- Nov 2017: Bought a Black SE 32GB (AT&T prepaid, but could use on my existing plan) from Best Buy for about $150. Gave my daughter my 6s. Going down in size from the 6s felt like a new experience...like I was "upgrading" in some ways. But storage space felt limiting.
- Sep 2018: Xs announced and I decided to buy it (unlocked). A contributing factor was that my daughter was studying abroad in Italy and we were going to visit her in October. My AT&T SE was not unlocked and the Xs' significantly better camera were two big factors in finally pulling the trigger.
- After using the Xs for a while, I decided that I didn't like the added size/weight, diminished one-handed usability, and preferred Touch ID to Face ID. But I did really like that camera. I think I swapped between the SE and the Xs off-and-on a few times.
- March 2019: White SE 128GB unlocked shows up in Apple's refurbished/clearance store (I think it was a clearance, not a refurb) for $299 and I made an impulse buy. Loved the white color and added storage space, and continued to love the better pocketability and better one-handed usability (still not as good as the 4s or 3GS, though). Hated the camera, after having experienced the Xs' camera. Xs went back in my drawer.
*** After this, I still debated whether I should try to live with the Xs' added size, in exchange for the better camera. Tried it a couple of times, and still couldn't/can't decide if the tradeoff is worth it.
- April 2020: Decided to get a White 2020 SE 128GB. Walmart deal cinched it. Better camera than the old SE in a size I had managed to live with for several years (via my 6 and later 6s). Still think it's not the best size for one-handed usage, but I think I can deal with it. Other contributing factors: my wife is still using that old 6+ (God bless her) and my daughter still on the 6s. I figure I'll finally give my Xs to my wife.
I may buy another 2020 SE for my daughter (just because the Walmart deal is so appealing), or just let her continue to use that 6s until the new models come out later, at which point maybe I'll upgrade again and give her my 2020 SE. I'm planning to get her an iPad Pro 12.9" (she's an artist/illustrator), so she's got nothing to complain about (and hasn't really complained about the 6s for that matter, so I'll give her credit for that).
Anyway, that's my timeline and my rationale. Your individual stories/perspectives will differ.
After typing this, it appears that price was more of a factor in my decisions than I may have realized. I will say that I could have afforded to upgrade every year, even after subsidized pricing ended, but while I *could* afford to do that, I still weigh the *value* of my purchases, and I found the value lacking once subsidized pricing ended.