Of the few games I remember buying as a kid, I do remember some terrible games I wouldn't be caught dead playing today.
I remember I once bought a Reading Rabbit game, and I did at least two full playthroughs of the game.
Phantasmagoria 2. I bought it because I had the Roberta Williams Collection from Sierra, and I liked the demo of the first game. In hindsight, I remembered how corny it was (and the reception it's received in recent years). Same thing with Police Quest 4: Open Season. What can I say - I loved all of the Sierra games, even the later ones.
I bought the infamously bad Blues Brothers game for the SNES from a previously-played bin, and I remember that I couldn't even beat the third level.
Star Wars Episode I: The Gungan Frontier (I think that was the title). A horrible Starcraft knockoff with none of the scope or ingenuity that I only played because it was in a two-pack with Star Wars: Behind The Magic (which is, no lie, one of the best pieces of tie-in media I've ever seen created for a franchise).