First, find the newspaper. Hint: have a meal in the restaurant. You need the newspaper for a lot of the chains to start. Read the newspaper, all of it. It will give you some ideas.
When you have the cash, upgrade your basement, this can happen anytime.
At lunchtime, explore behind the school. At some point you will run into a random girl hanging out where you get a choice to talk to her or ignore her... What could happen to her if you leave her alone? She will go missing and you will be given a chance to investigate it yourself. Find something where you saw her last that will unlock a new location. It might be a good idea to get your fitness up pretty high, or get the sleep atomizer from a teacher quest. Oh, and the newspaper that you read everything in before, that also unlocks meeting the thief in the park where you can learn lockpicking. You will need this skill too. Go to the new location and probably get beaten, then you will have an idea that maybe there is a back door. Go there and get through the back door to "rescue" the girl. You will be faced with several choices here. I recommend a save and that you try some of the paths available.
If you want a pregnant follower, save her and get her back to her parents. If you feel the need to fill your basement dungeon, bring her home.
