There were quite a few, but what games really grinded your gears and munched your quarters? The worst, IMO, were the games that were so much fun to play that they kept you coming back only to eat your quarters and send you running back to mommy.
One such game for me was 10-Yard Fight. I loved the gameplay (still do). It has an addicting quality to it. Fairly simple controls, but difficult to master and a lot of finesse required.
BUT, the game was flippin hard. I only made it past the high school level once. Never saw anyone make it to the pros, let alone the super bowl. The defenders all run faster than you, the game ends when you run out of time (which happens quickly) EVEN if you are on the 2nd down. The game seems to get pissed at you if you do good and will send 6 defenders to jump on you. I mean, the defensive coverage in this game is ridiculous! Interceptions are rampant and send you back 20 yards which is near impossible to recover from considering the time factor. I could go on and on. Yet, I still play it on MAME hoping to get to the pros someday.