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hey, I might just be stupid, but how do you trigger the scenes with the Holstaur bikini?

You should just need to be wearing the bikini when you go to sleep at the bar. You might see the same event a few times in a row, because unique one's only trigger when your chest reaches certain sizes. When it hits the maximum size, the main scene will trigger. If you sleep with it on again afterwards, you can view the final scene again, and pick a different person to milk you.