I would recommend starting a new game and trying a new dating path with another one of the dateable girls. Stephanie gets you a whole DnD adventure. Jamie nets you the ability to become the boss. Beth teaches the importance of family. You could also choose to help Cici or Tiffany. Or look for the bad endings you may have missed on the first playthrough. Maybe try to find all the girls around town as they bulk up like Lilly or Roxy at Cinnamon Swirlies, Stephanie and Lilly at the donut shop, or Roxy at the casino. There are plenty of new experiences on additional playthroughs. Just make sure to save your new save in a different folder than your old save, so you do not overwrite your old save!