First was iPhone 3G in June 2008, then:
- iPhone 4, June 2010
- iPhone 5, June 2012
- iPhone 6S, Sept. 2015, which I still have. I did have to have the screen replaced under warranty after having the phone less than 1 year. Then, a little over a year later, I took advantage of the free battery replacement program they had (the battery would go from almost a full charge to near zero if exposed to cooler temps of below about 50 degrees for a short period of time).
The iPhones have been super durable and long-lasting for me. I tend to only upgrade when I feel that the technology has advanced to the point where I will be getting a significant technological upgrade over my current phone. In the early era of the iPhone, the rate of advancement was such that it was worth it to upgrade every 2 years. But the technology isn't really growing by leaps and bounds for the last few years. Additionally, I got my iPhone 3G (8GB) and iPhone 4 (8GB) for $199 subsidized by AT&T. I think my iPhone 5 (16GB) was only $250. My iPhone 6S (64GB) was $350 in 2015. But now I think a new one would be much more. I haven't kept up with the subsidized pricing, but I'm pretty sure it would cost me a lot more than $350 for a new iPhone now. Maybe someone who has kept up with the pricing structure can chime in here.
Another reason for my loyalty to Apple is that they replaced my iPhone 4 for free when I broke it. That's been the only phone I've ever broken - it fell out of my lap when I got out of my truck at a drugstore and I didn't realize it. It fell under the wheel of the car next to me, and, by the time I got back to the drugstore about 30 minutes to an hour later, it had been backed over by the car that was in that spot, and then run over by the next SUV that had pulled into that spot. Still, due to the very minimalistic case I had on it, it only sustained a few cracks around the home button. I took it to the Apple store and they just replaced it at no charge.