Samsung Intercept (Virgin Mobile)

Pros: Plan price
Android OS
Performance
Feel

Cons: Reliability
Support
Security

Summary: Long time PC user here, first smart phone. I use a cell phone about 10 minutes a month, on the computer maybe 80 hours per week. Not really looking to change.

Plan price --I dont need much of a phone, but a portable internet connection rocks!! This is the first plan that is designed for me. The plan was the primary factor in my decision to buy.
Android OS-- I like flexibility and choice, this gives it. If I get bored, I may even delve into rolling my own apps. Hopefully it will get an upgrade to 2.2 soon.
Performance-- works great for me. I dont do a lot of wideband. Probably 10 minutes of video in a month. But more like 10 hours of audio per week--my podcasting access (Geek talk from TWiT, BBC for general news...) is good enough that I have canceled my XM radio service. Helped offset the phone costs.
Feel-- I have clumsy old fingers, worried about the keyboard, but it is fine. Likely not an impressive looking phone in the younger crowd, but for my circle of friends it is good enough for geek points.

Reliability--4 weeks in, I have had failures with both WiFi and 3G and turned my neato little phone into a... just a phone! No data (well it did play stuff that I had already on the SD card) Anyway, had to reset the phone.
Support-- The Virgin Mobile/Samsung response to problems makes me a little reluctant to recommend their service.For the the service interruption, about 45 minutes on hold, with Samsung, hung up on me twice. Finally got helped. VM web page is so lame I was ready to send the phone back--could not get the Auto-top-up option to stick on my account.
Security--The hundreds of thousands of apps are so cool, but scary. I remember the days when PCs were new and we hadnt a care, then the malicious stuff started. There are so many tempting little apps, and I just know trouble is on the way.

Like the way it synchs with my Google accounts, I like the whole feel of having information at my fingertips. I will probably be hooked. Many little frustrations, many substantial pleasures. No boredom.