Rosie Gilmore is the opposite of her "perfect" younger twin Rory. Rosie feels like the black sheep of her family, she doesn't have the good grades, friends, looks and good mother/daughter relationship Rory has. She felt like no one understood her until the "bad boy" comes to stars hollow. Everything seems to be working out perfect for these two until Rosie discovers her bestfriend is in love with her, making her confused with her emotions since she has never truly loved someone before.