E.T. is the obvious answer. It doesn't get much worse than nearly destroying the industry single-handedly.
As far as video games I've actually played though, I've got to go with the free-to-play MMORPG Endless Online [http://www.endless-online.com/]
Assuming you actually manage to get it running (an impressive feat in itself), you start out in a menu screen full of giant-headed chibi monstrosities. Click the "new game" option, and you'll be asked to enter your name--which you have to type by pressing the arrow keys on your keyboard to highlight the letters on-screen and pressing ENTER. For some reason, you can't just type it.
Then you customize your avatar's appearance and nothing else, and start the game off in a cabin with nothing but your underwear (+ bra if your avatar is female.)
How do you get clothes, you ask? Well you walk outside of the small town you're in (the only town on Noob Island. Yes, that's what it's called.) and beat up some goats with your bare fists. About one out of every four goats will drop a suit of peasant clothes.
"Finally," you think, once you've finally got them, "I've got some clothes!" It seems wierd that the goat has apparently eaten somebody's suit though, and there are clothes inside it. (I think the idea is that goats have fur that can be used to make clothes, but this is not hinted at. Clothes are just what's in the goats' random loot table.)
Well there is a 50% chance that you, my friend, are mistaken. See, the clothes in this game are gender-specific. If you're a female and the goat dropped male clothes, you can't wear them and vice-versa.
So after FINALLY getting an appropriate outfit from those goats, you check out the town's shop and see what's on sale. Everything at the shop costs over 2000 gold pieces, and there is literally no way to get gold on the island. The local monsters don't drop it, and there are no places to craft on the island. Oh, and people who leave the island cannot come back (it's purely a tutorial zone), so they can't bring gold and invest it in Noob Island's economy. So no shopping for you.
Also in town is a bulletin board, where any player can post requests for assistance with quests, calls for a party, or guild recruitment. This sounds like a cool idea, but almost everything on the board is actually requests for cybersex.
Anywho, upon trying to talk to some other players, you'll find that if you type at more than about 60 WPS, the game lags and your message will come out garbled and unintelligable. Oh well.
Once you grind the local monsters (goats and snakes) until you level up, you can board a ship to the mainland.
Shall I go on?
ADDENDUM: Although at least it led to this surprisingly entertaining youtube video: http://www.youtube.com/watch?v=aysqEi1vqOE