In Thirty Days, you can choose to be one of several folks, including your aunt, cousin, uncle, or a male or female friend of the family. You are living with two lovely twins who have lived a sheltered life and gone to only private schools. During a month (hence the title of the game Thirty Days) you learn all about the girls and help them to get less sheltered and learn to live in the real world. Along the way, you can meet other folks and decide if you want a relationship, romance, or if they would corrupt the two girls, whose names are Kayla and Alex.