Danger Hiptop (2003)

If you're thinking that this strange-named device looks an awful lot like today's Sidekick smartphones, you're right. It's the Danger Hiptop, an odd but intriguing device that debuted in 2003 and would eventually morph into a Sidekick. It featured a mobile Web browser, access to e-mail, a fully-functional phone, and that cool swiveling design that would become a Sidekick trademark. The Sidekick was the "it" phone of choice for some time, made popular by starlets like Paris Hilton, who famously saw her Sidekick hacked and her private data released in 2005. It's since been eclipsed by devices like the iPhone, and earlier this year, Danger (which was acquired by Microsoft) suffered an embarrassing server failure that led to service outages and lost data for many users.