Good takes man. I definitely understand where you are coming from. It's fun for me to play NBA Live '95 on the SNES, because it was back when Mitch Richmond was on the Sacramento Kings. I remember playing the hell out of that game, and using Mitch Richmond, and I think Spud Webb. It's just cool to play those games and see the old players and the old teams. Each team in sports tends to have it's own distinct personality, and as the years go by and with free agency and player movement, a team from 3 years ago can be completely different from the current one. It's cool to play those old games.
Also, try out NBA Live '96 on Playstation. I think it's tremendously underrated. Basically, what they did was take the core gameplay of NBA Live '95 on SNES, and add in 3D stadiums ala Fifa Soccer for the 3DO. It was the only sprite based basketball for the Playstation. After that they went to polygons. It's got really cool music and production values too. Lots of cool camera angles and stuff to play with, but basically the same ol good NBA Live gameplay. It's too bad that the NBA Live series has gone down the crapper too. (modern versions I mean)