I had a plethora of dumbphones/feature-phones which I don’t care to remember.
My first smart phone was the Sendo X back in 2004. This was a brilliant phone running symbian, and I was really looking forward to the X2, which was unfortunately never released as Sendo went bankrupt when in partnership with Microsoft to develop the first Windows Mobile smartphone (which was eventually released as the HTC Canary).
Next up was the Virgin Mobile Lobster 700TV in 2006. I bought this only because my Sendo X died (microphone broke). It ran Windows mobile, and contained a DAB radio, which work ok although was useless on the move. The key selling feature however was that it could receive IPTV over the DAB network, a feature that was sadly discontinued (because it was expensive and pretty rubbish).
2008 brought me the HTC Touch Diamond, again another windows mobile smartphone. This was a massive step up from the Lobster, and actually felt like a high quality phone. The resistive touch screen was annoying though, so it worked best with the stylus (I’d got used to this from using a Dell Axim PDA). First phone I installed custom firmware on 
At this point I switched to Android with the HTC Hero in 2009. It had a weird chin at the bottom of the handset, which contained a trackball which glowed. It worked surprisingly well for navigation (in addition to a capacitive touch screen). This phone was subject to multiple custom roms and was eventually sold on ebay.
Next up in 2012 was the Motorola Atrix 4G, this first mainstream phone (I believe, and certain beating the iPhone) to have a fingerprint reader. Interestingly Apple bought the company that manufactured the fingerprint reader in the Atrix 4G (AuthenTec) which lead to them developing their own fingerprint readers for the iPhone. The Atrix 4G had a feature called “WebTop”, which essentially meant you could connected it up to a dock, or a monitor and it would switch to an embedded cut-down version of linux, where you could “sort of” run real desktop applications, and view the phone in a little PIP view. It had a separate mini HDMI output to allow this, and could also double up as a fullscreen media player via HDMI if you didn’t want the full linux desktop experience.
My current phone, now on it’s last legs due to a failing battery after 4.5 years is the LG G2. The length of time I’ve had this phone is a testament to how good I think it is. it’s been through 4 major versions of Android, either with official firmware or LineageOS. It has however had the mainboard replaced, after the SOC suffered a catastrophic failure that meant it would fail to start up even in engineering mode.
At the moment I’m struggling to find a phone to replace this with, that will last anywhere near as long as this, at a similar price point (it was only £300 SIM free at launch).