Complex sentence: Pauling fell in love with a freshman girl named Irene early in the school year, and, by the end of October, he had used up $150 of his savings on her, taking her to shows and games.
Split into simpler sentences: Pauling fell in love with a freshman girl named Irene early in the school year. By the end of October, he had used up $150 of his savings on her, taking her to shows and games.