Hannah's High School Crush is a game where players help Hannah get ready for a date with her crush. In order to progress through the game, Hannah must visit the beauty salon, get a manicure, shop for clothes, and decide on the perfect outfit, whether that be a dress or jeans. Players can also assist Jack with his preparations by choosing his clothes, hairstyle, and fixing up his car.
Players have the option to choose items for Hannah's wardrobe or apply makeup during certain stages of the game. As players advance through the levels, they can unlock stickers and photos to add to Hannah's diary.
Additionally, Hannah's High School Crush includes a minigame with three levels that, upon completion, leads to another date for Hannah and her crush.
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