The Simpsons Dating Sim - Version 0.10.4 by SaltyStupidFish Win/Mac

Live in the Simpson's home, finish high-school, and date Simpson's characters.
You play as a college aged boy, who has to take an adult high-school class full of girls who didn't finish high school on time.

You can buy Items for girls. Impress them with flirting. Focus on the women you choose. Get a Job. Stay Clean (Shower). Or you can just buy a bunch of deodorant if you don't want to shower. There's options, and things to do.​