Either way, you need to decide if you want to save a bit of money on 10.5 or get iWork and iLife as part of the package. My current Mac came with 10.5 so the upgrade to 10.6 was cheap.
I was a ludite happy with OS 9 on a Wee Pismo.
MAC OS X 10.5.8 COMBO UPDATE MAC OS X
I saved $$$ when I bought retail 10.3 and 10.4 disks. Once you installed it, restart your Mac and try Software Update Download Mac OS X 10.5. Ill be applying the update and reporting back in just a few minutes. I see someone is selling gray disks from a iMac! Buy that. The Mac OS X 10.5.8 Combo Update package is about finished downloading (about 15 minutes). In such cases, the information about the changes incorporated in the Update is provided in the page from which the Update is downloaded. Apple on Wednesday released the latest version of Mac OS X Leopard, 10.5. The ones advertising as "Retail" tend to run on the higher end. Just scanning eBay you will find 10.5 running from ~40 to ~200. You are essentially paying ~140 for 10.5 plus the added goodies of iLife and iWork.
MAC OS X 10.5.8 COMBO UPDATE FOR MAC OS X
'The Mac OS X v10.5.8 Update is recommended for Mac OS X v10.5 Leopard users and includes general operating system fixes that enhance. If you have a Lion Install disc or partition, start up from it. If you want to save $ you may be able to get 10.5 from a dealer-RETAIL DISK-say on ebay, but if you poke around HERE you will find that often results in people buying machine-specific DVDs which become glorified coasters. The combo update is also available at 759MB. When it starts, select Install Mac OS X, and follow the on-screen instructions. Apparently, you can but it is more expensive. Salsoulkid I did not think you could unless you already had 10.5. Also worked for my Power Mac G5 (running some version of Leopard, I forget which exactly).
According to my Mactracker, the highest OS is 10.5.8. passwd /Users/username password, where username is replaced with the username of the account and password is replaced with the new password.
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