Let's see. I bought my DS for $60, a couple weeks later the PSP released and I traded in my DS, PS2, and Gamecube as well as all of my games for the Gretzky bundle. I had fun with my PSP for the next year and a half before i damaged the right side of the screen, then i still continued to play it for the next 6 months or so until I finished the job. Then a year and a half ago I bought a shiny new PSP-3000 with the primary goal of hacking it to see what I could do. Used it for about 3 months before I got bored with it.
The PSP 2 for sure. It looks amazingly promising for a portable device, much as when the PSP first released. How crazy it seemed to watch Spiderman 2 while waiting for a dentist appointment!
I am a forever PSP fan. have owned all version (multiple) except the Go. (I like to have a hardware copy of the game but want my UMD/Disk/serperate source of something I spend 40$ for).
Got 2 1000's so I could turn one into my in car GPS. Bought the camera on the day of japanese release, and have added and used every FW add on... Skype, digital radio, digital comics, PSN. Owned the GOD and Vader 2000, and have a 3000 Rock Band Unplugged special, modded with a green outer case.
I would say the one thing I am actually worried about is that the PSP2 will not be able to play my old games, and I have seen nothing about allowing users to get digital copies for the new system of the old games, meaning that those of us who still love our PSP1 games, will have to maintain the old units to keep playing. Not normal for Sony, who are the best at keeping older units relevant and current. They are STILL putting out PS2 games. I think a backwards compatible hardware is a must have and free/discounted downloadable copies of the older games. If someone makes a USB external UMD drive I will cry.
Got my Fiance the DSXL and she bairly touches it. She keep stealing my PSP 3000 and leaves my the Vader 2000. PSP2 for the win and finally have something my boy will not loose that has a GPS and messaging.