The Weird Bob Smith

Bob Smith is a student in college. Handsome if not wearing dress shoes and plaid trousers all the time. And the worst thing possible having beautiful eyes and wearing huge rimmed tortoiseshell glasses. His mom just hopes he can get a girl. She buys him ripped jeans hoodies from converse but he goes ahead and buys striped yellow shirts and gray pants. What will Bob do to save his sanity from the being the class loser to becoming the college superstar.
Warning - this story goes from innocent to 18+ material in a matter of chapters. Read further on your own risk.