I don't always buy the latest one, because I buy according to my needs. I also don't attach signatures to my emails or posts, or otherwise advertise what gadgets I have to people, lol. The only time I volunteer what I use is on this forum, when talking about gadgets. In real life, the only time it comes up is if someone specifically asks me what I'm using, which is rare.
In real life, I'd rather strangers think I use old gear, so it makes me less of a potential crime victim, lol.
The only person whom I care to "impress" with my gadgets is me -- via functionality. So personally, I'd like to see iPad 5 come out soon, even though I'm getting an iPad 4, because I like to tag team two iPads, and my iPad 1 and 2 are slowing down and crashing more frequently.