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Repeat this at least twelve times and you should have 6,000 relationship points.
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The better the date and the gift, the more relationship points you gain with the girl.
To get an infinite supply of cash, you must wait until it is "Underwear Day" (when the girls ask you how much you think their underwear is worth) at school. When you are asked how much you would spend on their underwear, type the letter "o." This will buy the garment from them for free.
This can be done by heading to the pub and clicking the button marked "Easy" on the screen. This will enter you into a fight with two of your love rivals.
Defeat them, and you will gain the relationship points.