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Talk to Olivia on one of the day's might be Monday or any other day for beach mission and after that she tells you she doesn't have bikini then you got to go to store where you work when you get there on top of the screen there it says clothes press that and you gotta press Beach clothe then your boss needs a place to stay then you talk Olivia she agrees and talk your boss again she gives you clothe for free and talk Olivia giving clothe to her and it unlocks teasing scene for both of them