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This game looks like it has great potential, but I can't figure it out. The same boring routine happens over and over again, day after day with no progress. I knock on the girls door, say how are you, and then leave. There's very little else it allows me to do.  I can go into town, but again it seems like I'm just going through the motions, nothing fun happens. Also, I'm trying to figure out how to make money. Ellen says to sell pinups, but doesn't share what a pinup is, or how to go about selling one. I don't mean to complain. I'm sure the issue is the player and not the game. I just need some very plain instructions I guess. Any help would be appreciated. Thanks.

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Hello! I think you may have missed the tips that occur when you start the game. 
To begin story events, they mainly begin at their door with " *Talk* " options, especially at the beginning of the game. Asking "How are you?" will open up dialogue on how they feel about what happened recently in their story. It should also be noted that stats have no influence over the story and are for additional side content. Story events pop up on a cooldown, and the game will tell you if you need to do anything extra.
Pinups are an option that appears after you click on a character in their room, it may be greyed out for you early in the story though. Clicking on it will tell you what you need to  unlock it.
While pinups are a decent way to make money, there are also Deliveries from Bernie's Bowling Bar. Building the garden, and building a bar of your own are the best ways to make money.