Here are the games I picked out in case anyone wondered what I chose. They're all gems from the past IMHO, each with their own special place in time.
http://www.gog.com/game/kingpin_life_of_crime Kingpin was one of those controversial violent games that got politicians and other people who wear tight underwear up in a knot. I am anti-violence in the real world, but when it comes to video games, break every law, break every rule, kill kill kill, blood, spurt, shoot, beatdown! :oP
http://www.gog.com/game/battle_realms_winter_of_the_wolf This is an awesome RTS game from over a decade ago that kind of slipped between the cracks for most people. I discovered it and played it for a while years ago with some friends and everyone felt it was a Warcraft 3 knockoff, but it actually pre-dated Warcraft 3 by about a year or so and is unique in its own ways. Very interesting game and the GOG release comes with the expansion pack which I never saw before. Anyone who likes RTS games from the era should check this one out, it may surprise you.
http://www.gog.com/game/robin_hood Been on my radar for quite a while, desperados type game from what I understand, and within a great backdrop of Robin Hood.
Don't hear much about any of these 3 and they almost never seem to go on sale or get any promotion over time it seems, so hopefully I can highlight them here and draw some attention to them. Cool games!
Thanks again vulchor!