NBA Jam for Sega is really fun to play with a friend. You can either team up, or play a game against your friend on a 2 versus 2 per team. You get to choose popular players from each team. Each player has his own strengths and weaknesses.
The gameplay is quite fun because it can be quite exaggerated. For example, the ball could suddenly light up in flames, signifying that a player is on fire and that wherever he shoots, he will score. The dunks are pretty stylish and can really be out of this world.
There are also fun cheats that you can do to make the game more interesting, such as playing as the President of America, doing insane stuntsm and other tweaks.
I'd highly recommend this for fun with your friends and your family!