Before you do anything you will want a usb cable, and a large memory stick duo for all the files.
here are some easy to use apps (freeware/Commercial)
• Sony Image Converter 2
http://www.jp.sonystyle.com/Nws/Soft...710294200.html (1500 yen, Windows-only) - Converts and installs videos and pictures only.
• Sony Connect / SonicStage
www.sonyconnect.com (free, Windows-only) - Sony’s equivalent to iTunes and the iTunes Music Store, only ugly and even more proprietary. The worst choice for getting music onto your PSP, but the only online music store that works (besides AllOfmp3, anyway.) Post-launch, Sony Connect has an official page up with videos and instructions about how to use their service here.
• iPSP
http://www.kaisakura.com/iPSP/index.html (free to try and $20 to buy, Mac/Win) - Converts/installs/backups movies, music, pictures, and game saves. Expensive compared to the others and glitchy when converting movies, but very slick, including iTunes (and iPhoto, on Mac) integration.
• PSP Multimedia Extender
http://sonypsp.sourceforge.net/ (free as in speech, Windows-only) - A kludged-together converter/installer/sync program that does game saves, movies, music, and images.
• PSP Video 9
www.pspvideo9.com (free, Windows-only) - Converts and installs movies only, but works with Videora to allow broadsnatching/PSPcasting (downloading movies from RSS feeds, like podcasting.)
• PSPWare
http://www.nullriver.com/index/products/pspware (free to try and $10 to buy) - Converts/installs/backups movies, music, pictures, and game saves. Integrates with iTunes and iPhoto. One of the best choices, but Mac-only.
• PSPhoto
http://tokyopia.com/tk/downloads/PSPhoto1.0.zip (free, Windows-only, right click link and choose “Save file as…”) - Image batch converter utility. Saves you the trouble of converting by hand, I guess.
• PSP411
http://www.psp411.com/ has a round-up of several PSP sync tools, with handy mini-reviews. Don’t mind their “proprietary” claptrap about Sony’s choice to use industry-standard open formats (H.264 in an MPEG-4 layer-10 .mp4 container) for the video, though.
• MobileDeviant has a guide
http://discuss.mobiledeviant.com/art...rticle&artid=1 to take you all the way from DVD to PSP-ready movie file.
• Mobile Media Maker (PSP)
http://www.makayama.com/mobilemediamakerpsp.html Makayama just launched this $35 tool that takes DVDs (and any other media file) and coverts it to PSP format, as small as 100 minutes in 128MB. Trial version is free.