Let's see...
2003: Cheap LG flip phone, worked fantastically until day 88 when I sat down wrong and broke the display. I had been keeping it in my back pocket and hadn't had a problem with it until that day. The reason I remember it was because the phone was purchased by my parent's (mother specifically) and she was out of town for a long weekend until day 91, at which point it was outside the warranty.
2004: Got a Motorola candybar, one of the first ones with BT capabilities, but you had to snap on a different back to use it.
2004/5: Motorola v70 (I think, dark grey metal body, flip phone) that I had until...
2006: Motorola v3m RAZR number 1, loved that phone it was my first 'ooh look at this' phone, and it was great. It was just fine until I decided to call my friend for a 2 hour drunk conversation in the middle of a South Carolina vacation and 2 days later it wouldn't get a signal anymore...
2008: Motorola v3m RAZR number 2, an accidental damage replacement. The bezel on the screen fell off after about a week, and was just complete trash compared to the first one. Suffered with it for few months.
2008: Motorola v750 Adventure, which was an amazing dumbphone. Verizon had updated their dumbphone OS and UI which although apparently crap compared to others as many have pointed out, I actually liked it a lot. The internal screen was bigger and I think higher res than the RAZR's and looked gorgeous, it had a 2MP camera to the RAZR's 1.3 and the external screen was larger and higher res as well. Plus it was ruggedized, so high humidity phone conversations weren't a fear anymore. It was with that phone that I discovered that Verizon's text prediction was really impressive for a non-qwerty, and i texted like nobody's business.
2010: It all was going great until Spring of this year when I was picking up a glass and had the phone in my hand. I lost my grip on the phone and woop, right into the half full glass it went. I went to Verizon later that day to see when I could upgrade as I had been given 3 different answer over the past 6 months, and none of them were close to when the phone death happened. Lo and behold, Verizon rep tells me I had been eligible for the past 4 months.
I opted instead to activate my roommate's old iPhone mainly because I wasn't interested in any Android phones that were out at the time and the new iPhone was only a few months away.
So that leaves us with today, still using my iPhone 2G, all beaten and old as it is. I was waiting for the white iPhone 4 to get released, but god knows if that will ever happen now, and now I think I am leaning toward a WP7.
Ugh, lengthy. tl;dr
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