As a heads up, if the event that gets you Tom's Assistance triggers on the same day/same conditions as the two nerds in the arcade who try to challenge Ren, when you try to have your arcade date, a corrupted version of the nerds event will play (the sprites don't show up right), and then when you go to leave the arcade it'll try to transition to getting food with Tom but instead lock up, which is, uh, non-ideal, I think.