First smartphone was a HTC Wildfire which I won on a competition. Still have it and sometimes use it every now and then depending if I have time to charge my other phones or not. It's an absolute back-up phone more than anything else really. Last I checked I have ICS running on it for the laugh.
My personal phone is an Xperia Play which I got last year when they were all being discounted. Was far too hard to resist a fairly high spec phone for €160 prepaid. Was going from shop to shop last year looking for a phone as a gift for my dad, and each shop I went to, it kept getting cheaper and cheaper. Just gave in to temptation when I saw my carrier selling it the cheapest. Of course I like to play games on it and it's awesome playing Crash Team Racing on the go. I got the bootloader unlocked for free through a competition just incase I want to upgrade it to Jelly Bean, but it looks like it'll be a while still before there's any decent stable JB roms.
My work phone (but I use it for personal use as well because it's light and sturdy and everything is paid for) is the Xperia U. The battery life is incredible on it, I can literally have it on for days without any charge. Friend of mine in work had his on for two weeks before needing to charge it his again. Currently got ICS on it, and I don't want to unlock the bootloader cause it's technically not mine. I'm often bringing the Xperia U out with me over the Xperia Play though whenever I go out anywhere for the night.
Friend of mine though has a ridiculous amount of phones, most of which he got for free because he gets them off competitions and developer programmes. He's constantly switching from being a fanboy of one company to being a fanboy of another company. First he praised Apple for a while and had an iPhone and Macbook. Then he sold the iPhone and went back to Android. Throughout that period he's been winning phones like the Europa and a couple of other small crappy phones. Then he eventually got a free HP Palm Pre 2 from HP for being a developer, then got a Samsung Galaxy S2, then got 2 free Nokia Lumia 800s (they accidentally sent him a second one in the developer program), then went back to the S2, then was tempted to get an iPhone 5, but then Google came out with the Nexus 7. At the moment, I believe he's received the new Nokia Lumia for free for reviewing, and I think he just bought the Nexus 4 recently.