I got the old Playstation (first edition) out of the closet and Owen and I have been playing Madden '99 (yes, as in 1999). I've been letting Owen play the AFC Allstars and I've been the pre-Warner Rams.
The graphics are pretty simple, but the game is still a lot of fun to play. Today, Owen beat me 35-28. On one of the plays the prerecorded John Madden remarked: "To effectively stop the running back you have to hit him on his side of the line of scrimmage." On a separate play, after a pass was broken up, he had this wisdom to offer: "To break up the pass you have to stop the ball from ever getting to the receiver."
Funny, I don't remember Madden being that insightful in real life.
Other highlights: Owen had no pass attempts but ran the ball 50 times for 427 yards with Terrell Davis setting the all-time NFL single-game rushing record.