Ok now that I have my MAME and have been having a blast, me and my buddy were trying to figure out some other old school games that were fun to play head to head.
Mario Bros was one that we played and Joust was really fun but we couldn't think of any others that had direct head to head play rather then switching between men and going by score alone.
He doesn't play any fighting type games like MK or KI or SF so those are out as it would just be a slaughter.
Own Magic, Star Gazer, Batman Forever, STTNG, Mystery Castle (project)
Gone Fairy, Secret Service, Meteor x3, Title Fight, Eight Ball Deluxe, Bone Busters Inc., Seawitch, Starship Troopers, Strange Science, Arena, Hook, Pin*Bot x2, Time Warp, Motordome, Robocop, Black hole, Jurassic Park  , Wipe-Out, Pinball Pro: Challenger I, Swords of Fury, Stargate, Party Zone
Balloon Fight comes to mind, kind of like joust but a bit easier to control. There's also Rampage.
Have
Want
-The Getaway: High Speed II!! -Spider-Man -F-14 Tomcat -Guns N' Roses -Lord of the Rings -Twilight Zone
-Medieval Madness! -Indiana Jones (Williams) -Star Trek: The Next Generation -Champion Pub -Terminator 3 -Congo -Johnny Mnemonic -Tales of the Arabian Nights
Own Magic, Star Gazer, Batman Forever, STTNG, Mystery Castle (project)
Gone Fairy, Secret Service, Meteor x3, Title Fight, Eight Ball Deluxe, Bone Busters Inc., Seawitch, Starship Troopers, Strange Science, Arena, Hook, Pin*Bot x2, Time Warp, Motordome, Robocop, Black hole, Jurassic Park  , Wipe-Out, Pinball Pro: Challenger I, Swords of Fury, Stargate, Party Zone
-The Getaway: High Speed II!! -Spider-Man -F-14 Tomcat -Guns N' Roses -Lord of the Rings -Twilight Zone
-Medieval Madness! -Indiana Jones (Williams) -Star Trek: The Next Generation -Champion Pub -Terminator 3 -Congo -Johnny Mnemonic -Tales of the Arabian Nights
Oh, totally forgot the sports games. What about Blades of Steel?!
Oh, and Arch Rivals!
Have
Want
-The Getaway: High Speed II!! -Spider-Man -F-14 Tomcat -Guns N' Roses -Lord of the Rings -Twilight Zone
-Medieval Madness! -Indiana Jones (Williams) -Star Trek: The Next Generation -Champion Pub -Terminator 3 -Congo -Johnny Mnemonic -Tales of the Arabian Nights
It's funy, reading this list, I come to realize what a picky f**k my buddy is
I'd play any of the games mentioned but anything too modern or sports and he doesn't like it. I'm going to give the ones Sparky mentioned a try, we tried space war, but he didn't like how you had to rotate with the joystick, he prefered to do it with buttons, I'll just have to change the mappings for that game.