My all time favorite board game was Mad Magazine. I had it when I was about 12. We got it at a yard sale and played it with my friends all the time. I found it on ebay a couple of years ago and my family loves it. I really wish they would bring this back out again. The object is to LOSE all of your money. You have to do all kinds of zany things. Like sit on your hands and cluck like a chicken or put a card on your head and walk around the table backwards.
As for games that are out now. I love all of the Scene It DVD games and Trivial Pursuits. I have asked for the 80s Name that Tune and Haunted Mansion Clue. They aren't board games, but my family loves to play the Shout About Movies DVD games too.