Ok, since the PSP came out, we can finally make our judgements rather then making lackluster speculation.
Which handheld is prettier... the DS or the PSP?
My vote and I will explain why, only because everyone assumes I'm a Sony fanboy...
The PSP is prettier.... the black gloss body gives it a nice shine, and the buttons match the scheme. The buttons shiny as well, everything flows together nicely with the PSP, including the crisp resolution of the screen. It has good aesthetics and everything matches.
The DS although a great handheld, has one of the most ugliest and industrial designs I've seen. Regular clamshell design with your basic two tone black and gray ( may be other colors out there, I dunno ) with black buttons.... to me the buttons add nothing to the DS and it almost seems boring. The best thing I can say about it's looks is the logo on the top. And the protruding speaker dots don't help with the design.
Now this thread is about looks...