I also think, just from personal experience, that the iPhone screen is slightly more fragile. I've seen SO MANY people crack/scratch/ruin their iPhone screens, or that classic "shattered but functioning" issue... So, a case and a screen protector are basically a must. Otherwise, you're taking your chances, especially with the iPhone because of the design.
Besides, the cases are really cute if you want them to be, or you can get a case that blends in. I currently have the black silicone case from the Verizon store, and people don't even believe I have a case on my phone until I show them.
You'll ultimately be happy with either of them, I believe. It's just a matter of preference, and if you don't mind kicking yourself when you buy an iPhone and the new model comes out, and you're stuck in your contract ;) Droids generally don't have as much hype surrounding the latest device, haha.
Oh, and Jailbreaking is supposedly becoming increasingly difficult, and "rooted" Droids are wicked cool :) I believe both of these actions void your warranty, so keep that in mind!
If you end up going with Droid (and have Verizon), inbox me with questions! My whole family has them :D
bubblegumdrop answered Monday May 16 2011, 10:35 pm: I've had several different Droids and I would recommend them by far by far. Droids have the option of having a full keyboard (if thats your thing) or you can have a slim, light phone without one. My droid is fast, capable of running several different programs at once, and I have never managed to load enough stuff on it that it becomes "full". Just a thoughts. [ bubblegumdrop's advice column | Ask bubblegumdrop A Question ]
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