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7172. You get a gun that you can use to send away the tax collector in the garage

Try gifting her wine that you by at the Mall's store, it should increase the chances of the event triggering. It worked for me, at least. Or maybe it's just pure RNG

RNG, I'm afraid, however I think you can increase the chances by gifting her wine

I don't think you even need to have the Adrian sharing route. I think that can happen right after you start having sex with her/have 5 hearts

You have to help her with her drinking problem. When you go to the kitchen, you sometimes find her with a glass of wine. You have to talk to her and convince her to stop.