Billy's Gift

Billy never was very popular in school. Mostly, he just kept to himself, and others stayed away from him. He wasn’t very athletic or particularly bright. He wasn’t a troublemaker- he was way too shy to ever get into any sort of trouble. The guys ignored him, and the girls didn’t even know that he existed. Pretty much, Billy just went to school, did his work, and came home to his mom and his 18 year old younger half-sister, Heather.

Heather was everything Billy was not. Smart, outgoing, popular, beautiful. She had shoulder length brown hair and brown eyes. Full lips and a sweet face. Small, perky A cup breasts. The only problem with Heather was that, when it came to Billy, she was a stuck up bitch. She was obnoxious and degrading to him, and worst of all, his mom always took Heather’s side in their fights. Heather was always bringing boys home from school- it seemed like a different one each time- and as hard as Billy tried, he was never able to see what she did with them in her room.

Billy had an older sister, too. Michelle was 21 years old, and she was away at college. When she lived at home, she was much nicer to Billy than Heather was. She was usually even able to keep Heather in line. But when she moved out, Heather made up for lost time. Michelle was the redhead of the family, with blue eyes. She was somewhat more well endowed than her younger sister, her B cup breasts complimenting her slender frame. She wasn’t nearly as promiscuous as the baby sister. Michelle had been with a steady boyfriend, David, since her sophomore year of high school, and now they were at college together.

Once, Billy woke up at 10:00 on a Saturday evening, home alone as usual. Michelle must have thought that everyone was out of the house, because when Billy woke up he heard a lot of banging downstairs. He snuck out of his room to the top of the stairs, expecting to see the house being robbed. Instead, he saw Dave lying on the living room couch, buck naked. And on top of him sat Billy’s older sister, bouncing up and down on Dave’s cock, her hands rubbing the pale skin of her breasts. Billy got many years of masturbation fantasies out of that night.

In fact, Billy got masturbation fantasies in many places. Many nights Billy had fallen asleep jerking off to a picture of Heather. He spent most of his afternoons and evenings reading, watching TV, and jerking off. When he wasn’t stroking himself to some porn website or a picture of his sisters, he was looking out his window, trying to catch a glimpse into the house next door. That’s where Diana lived. Like Billy, she was also 19. Unlike him, she was one of the more popular girls at school. She was smart, outgoing and funny- captain of the cheerleading squad, president of the student council. And it probably didn’t hurt that she was a knockout. She was tall for a girl, maybe 5 foot 9, with long toned legs. She had blonde hair that fell just below her shoulders, and hazel eyes. And the low cut blouses that she wore showed off the cleavage of her C cup breasts. Every guy at school wanted to get into her pants. Not least of all Billy. And he was lucky enough to have a bedroom window that faced hers. Unfortunately for him, she never forgot to close her curtains.

This being Billy’s senior year of high school, the prom was quickly approaching. Billy, of course, did not have a date to the prom. In fact, he never had a date anywhere. More than anything, he wanted to ask Diana to go with him, but he knew that would never happen. There was also a girl in his English class, Jessica. But that was just as impossible. Billy had resigned himself to the fact that he would be attending the prom solo, just as he did everything else.

It was a Sunday afternoon, three weeks before the prom, and Billy was sitting in his favorite place, the public library, reading a book. He finished the book, and got up to find something else worth reading. Billy wandered the aisles, section to section, pulling out books here and there and reading the back cover. As he was searching through the stacks, one book in particular caught his eye. It was on the bottom shelf, in the farthest corner of the library. The book was stuffed behind the other books, and Billy would never have noticed it if he hadn’t pulled out the book in front of it.

Billy fished the book out, and blew what seemed like 10 years worth of dust off the cover. Billy examined the cover and the spine of the book, but he couldn’t find a title. He opened the cover, but there was no title page. Come to think of it, it didn’t have the bar code that all the other library books had, for checking them out. No security tag, either. His curiosity piqued, Billy glanced around and, seeing no one watching, quickly stuffed the book into his backpack.

Billy rushed out of the library, into his house, up to his bedroom and locked the door. He sat down at his desk and pulled out the book. Billy opened the book to the first page, and then... A flash of light, and Billy felt lightheaded. He collapsed in his seat, his head falling on the book. Billy felt sick to his stomach, and the whole world seemed to spin. He opened his eyes, and colored spots danced before his eyes.