I wish I would've been older while playing Morrowind for the first time. I was 13-14 years old(around a year after release iirc) and was completely clueless since I had never played a game like it before. It wasn't until last year, with the overhaul mod, that I actually got anywhere in the game. After 50 hours, however, I was bored out of my mind. Too much running about and the poor graphics still bothered me.
Doesn't entierly fit with the thread, but it's the only one I can think of. Most of my major addictions through life(Diablo II, WoW, LOTRO, Counter-Strike) were played close to their release dates.
The Secret World might count though. Got it during the Halloween sale and have played halfway through the current zones in the game. There are tons of puzzles in the quests that are extremely hard to figure out, so I've gotten used to just Googling the answer.
Must've been fun to play during launch and help each other with the quests, rather than constantly tabbing out to find the next solution.