I remember seeing the Orange Box as a little kid whenever me and my parents entered the Game Stop. I always found the cover fascinating with the bearded man in the strange armor and the bald man with the minigun. I wanted to get it multiple times, but my parents always said no for some reason.
I played TF2 for the first time on the Orange Box once I finally got it for the PS3. It was the original, unadulterated experience where 2fort was the most common map to see. Got to play all the characters how they were originally designed. Even then I was making Teleport Nests. I once even faced a hacker. An A-Posing Green Spy with a Rocket Launcher. The bastard. I ended up corrupting the disc by accident when playing one of the other games.
While later I got a macbook and got to play on the PC. Whole bunch of new stuff to fiddle with. I even used my allowance to get a few item packs for my favorite characters. I think I got about 300 hours in it. Not the most, but I hold that time dear to my heart.
With that being said, the nerf they gave to the sandman is fucking bullshit