I was a Mac user from 2005-August 2009.
It started out with my dad buying a new family computer for Christmas in 2005, the 20" iMac G5 iSight. The most decked out iMac at the time. I loved that thing, and still do. We still use it as our main home computer, and it is still serving us incredibly well. We bought it with Mac OS X Tiger.
In the spring of 2006, the new Intel MacBooks came. I wanted a laptop for general usage and school, so I bought one. I bought the Black MacBook because I thought it looked awesome. It came with Tiger.
To keep the story short, the MacBook got replaced with a MacBook Pro "Penryn" model with Mac OS X Leopard in February 2008. I was very happy with the MacBook Pro, and still consider it superior to the Unibodies today when it comes to features and looks. However, Leopard was a huge disappointment to me. While overall it was stable, it took significantly longer to boot than Tiger, had a confirmed wireless instability problem specific to MacBook Pros and MacBooks with the certain wireless card, and overall wasn't as snappy as Tiger. Not to mention the drivers Apple provides for Boot Camp are total ****. Not only for the graphics card, but for everything.
In August 2009, with Snow Leopard coming up and a new school year coming up, my needs changed and I sold the MacBook Pro to my brother for 1100 dollars. I decided to wait for Windows 7 to come out to buy a laptop because I figured that's when computer manufacturers are most competitive and I don't want any upgrade troubles.
Windows 7 comes along, and I decide to go on the web and research everything. I decide to go with the HP DM3-1030us, with the specs in my sig. It has Windows 7. I was weary that it may not get the job done and the OS may bog down my system, but overall it has been an incredibly smooth transition. This laptop does everything I need it to, and Windows 7 has satisfied my needs. I feel that while Snow Leopard fixed a lot of issues that came with Leopard, Windows 7 did the same with Vista. I find both OSes to have their strengths and weaknesses.
Windows 7 hasn't crashed on me, and overall has been a pleasant surprise. I definitely find it better than Leopard, I am not so sure about Snow Leopard. My brother hasn't had any major problems with it but has pointed out some bothersome UI glitches. I definitely think Tiger was when Apple was at it's peak with customer satisfaction, quality control, and Mac OS X.