Well, technically it wasn't an iPhone, but the principle was the same. I bought a Handspring, and they said if I signed up for a phone plan, I could get the phone attachment for free. I'd avoided buying a cell phone up to that point because I knew that once I had a cell phone, I could never not have one; but I figured if it was free (a $200 savings!!!) and if I'd been wanting it for a long time, why not?
It was pretty much the coolest thing ever. It was basically an iPhone, though obviously not as fancy: it had a black and white screen and no mp3 function (and a bunch of other stuff), but it was both a PDA and phone in one, and it had a little switch you could push to change the ring tone without bothering with any buttons.*
When the antenna broke off and it was going to be as much to replace it as to buy a new phone, I decided to get a phone phone, not a Handspring phone, since the reception was actually pretty terrible (despite its coolness). Since then, I have missed the convenience of all my programs and phone books and whatnot in one single handheld device. But now, the time has come. I can have an iPhone, and it will be even better than that first all-in-one device. All I have to do is come up with a couple hundred bucks. Blast these minor details...
*For a better comparison and photos of the two, see this blog entry.