I got my first cell phone in 1997, and first smartphone in 2010.
Analog phones:
Moto MicroTac 650e
Nokia 252 (black on VZW, silver on CellularOne for a month)
Digital (CDMA) phones:
Moto Timeport (silver StarTac with 3 color display)
Nokia 5185i
Moto v60c
Moto v265 (4 - screen kept going out)
Moto v276
Moto v325
Moto w385
Moto w755
Moto w766 Entice
Smartphones:
HTC Droid Incredible (current as portable media player in place of ipod)
HTC Thunderbolt (swapped after 2 months)
HTC Droid Incredible 2 (current)
My first phone, the MicroTac, was leased (didn't have to buy them at that time) for $4 a month. The nice thing about leasing was you could go to a different phone at any time. That phone was a tank, with a 10 character 7 segment display (think alarm clock). The extended battery was 2.5" x 5" x .5" and weighed by itself a little more than the Thunderbolt. The MicroTac could store around 9 phone numbers.
When I got the Nokia 252 which could store 75 phone numbers it was like a godsend, no more carrying around a list of phone numbers! The Timeport was borrwed from a friend until I was elligible for a new phone.
Now if you really want a laugh, my boss carried a Motorola brick (like Zack Morris had on the early Saved By The Bell, about the size of a 900mHz cordless phone) until 2005. That phone had a 3W radio in it. I used to kid him that when we went to a hospital to work on their call lights that it was interrupting patient's pacemakers! What a difference a decade makes!