Candyland, Chutes and Ladders, Monopoly, The Game of Life, Stratego, Risk, and finally Wizard's Quest (pretty much in that order as I grew up).
Wizard's Quest is one of those Avalon Hill "bookshelf" board games. I bought dozens of them when I was in my 20's, but Wizard's Quest was the only one that I played regularly. A few buddies would drop by and we'd drink rum and coke and play this game for hours. I guess it was our version of poker night.
When the videogame craze hit, I put away all my board games and that was the end of that. One video game that was reminiscent of board games was M.U.L.E. My friends and I spent hours playing the Atari version of that game. Ah, those were the days.