What's the endgame?
Yamada becomes a famous actress and Ichikawa becoming a writer of some sorts?
I kind of dont want the usual timeskip to be honest, but I also dont want vague shit like the Insonmia one where the chicks could be dead.

I need a crossover where guys with girlfriends that are out of their league are friends or coworkers with chicks that have boyfriends out their league.
I would have suggested Dangers in my Heart with Skip and Lofer, but we all know how that latter went....