Dog Days Baseball
http://www.bemont.net/
* Started in 1945, now in 1970 -- totally fictional, no relation to Major League Baseball during those seasons
* Started with OOTP5, now using 2006
* Since I do not spend much time in the real world, I am not sure about the startup date for the league... I thought OOTP was out in 2004, but I have some league files that appear to be from spring 2003