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I actually think we shouldn't have the girls all around from the start. Drip them in during the early goings. Give them each their own focus episode persay. It should probably just be the main character and starting girl next door first.
He should be staying in a standard coed dorm with the girl next door type mommy living down the hall. The dommy mommy should be staying in the honors dorm. The childhood best friend mommy should be living in an all girls dorm. The chill mommy should have a small house off campus.