All characters are at least 18 years of age. Although it begins in high school where one of the characters was younger, nothing intimate happens until the they are all of a legal age.
...
A couple of years ago, Lewis came home earlier than he had expected. He sat in the limo he rented for his senior prom, taking his time to face his parents after one of the most embarrassing moments of his life. He was all excited. He had a pretty girl that agreed to go with him to the prom. Her name was Betty. She was beautiful, smart, fun to be around, and a cheerleader, albeit a backup cheerleader, but still one nonetheless. On the other hand, although Lewis was handsome, he was a bit of a nerd. He wore big-rimmed glasses, was in all the academic classes, was heavily into sci-fi, and was on the track team, so that helped him a little with his social status in school.
He was her math tutor all year long, and a few months earlier, when she had broken up with her boyfriend, he made his move and asked her out. After several good weeks together, he asked her to the prom and she said yes. They spent almost three weeks, talking back and forth about the prom. She texted him pictures of the dresses she wanted to wear to get his opinion, and he did the same for the suits he wanted to wear. The game planned the whole thing, with parents taking pictures, what to do at the prom, the after party they were going to, and all of that typical prom stuff.
But then he got to the house and found that Betty had gotten back with her ex-boyfriend, Brad, one of the school's best basketball players, and he was in a brand-new suit and had rented an even better limo than Lewis had gotten. Betty apologized for everything, but said it was better for her to go to the prom with her ex-boyfriend than with him. It was devastating. He just stood there silently as they got into their limo and drove off. He was left alone on her lawn with Betty's parents in a very awkward situation.
"Sorry," was all that Betty's father could say, before he and his wife quickly walked back into their house.
Lewis got back into his limo. The driver asked where he wanted to go and told him to take him back to his place. When they got back to his house, the driver told him that he could make sure that he would get half his money back for the limo rental. Lewis thanked him, and he got out of the limo and went into his house. His parents were surprised to see him home early. He told them everything, and his mom hugged him to make him feel better. His dad tried to give him some words of encouragement to make him feel better, but he could barely pay attention to what he was saying.
His sister, Sandy, was also home. She was with her friend Suzy, studying for an exam. They both heard what happened, and were shocked.
"That selfish, ugly, bitch," Sandy said.
"Sandy, watch your language," her mother told her.
"What?" she responded. "She is a bitch. This is the one time you should allow me to call someone that out loud."
Her mother had no choice but to agree with her.
"So, what are you going to do now?" Sandy asked.
He told her, "I'm going to take off this stupid suit and go to my room."
"Or, you can take Suzy," she said, pointing to her.
"What?" Suzy responded.
Suzy was much like Lewis herself. Her blonde hair was a little messy, she always wore a sweater, and she, like Lewis, wore big glasses, was in several academic glasses, and had a small acne problem that never went away. And like Lewis, she was also into sci-fi and had many good conversations with her about their favorite genre. Lewis had always gotten along with Suzy. He always suspected that she had a crush on him, but she was too young for him. Lewis was 18 years old, and Suzy was only 16; it was not going to happen.
"Oh, I don't know," Suzy said very nervously.
"It's OK," Sandy assured her. "I can give you one of my dresses, and it shouldn't take long to fix your hair and make-up—"
"No, you don't have to do this," Lewis interrupted her. "I really don't want to face Betty at the prom, I just want to go upstairs and sulk for the weekend. Thanks anyway."
He just walked away before Sandy had anything else to say. Another reason he didn't want to go with Suzy, was that she was a sophomore and too young for him; he liked her enough but didn't want to add to his humiliating night by going with a sophomore. He couldn't help thinking that if only Suzy was a couple of years older, then they would be a perfect couple for each other.
Fortunately for him, nobody bothered him about being stood up on prom night when he got back to school the following Monday. He and Betty ignored each other the rest of the school year. She even got a new math tutor.
That summer, he vowed to get over Betty and prepare himself for college. He got a good part-time summer job at a bookstore where he dated a fellow co-worker who made him forget all about Betty. They were not compatible with each other, but they had fun together, and before Lewis went off to college, she took his virginity.
His college roommate, Ray, was the school's wide receiver, who was too good-looking for his own good. Lewis thought that he was going to have a hard time rooming with a jock who had women all over him, but to his surprise, the guy was very cool with him. They became good friends, and they went to several parties together and enjoyed playing video games when they weren't studying. Lewis tutored him on a couple of his subjects, and in turn, Ray got him into fitness and gave him advice on women.
Over the next two years of college, Lewis's completely changed. Thanks to Ray's exercise routine that he got him on, Lewis was very fit and had good muscle tone. He wasn't jacked like the football players, but it was enough to get him noticed by some of the college girls. He had also stopped wearing his glasses and began wearing contacts instead. He was more confident than ever, especially with women. He had also dated several women and slept with many more. He didn't let it all go to his head; he was always focused on his studies.
In May of his sophomore year, he managed to finish his classes early and went home to be ready for a summer internship that he had. There he had a major surprise that he didn't expect. When he got home, he found his sister in the living room with a few of her friends just hanging out. She ran up to hug her big brother and introduced him to some of her friends, new ones he had never met before. She called out the names of each of her friends and finally came down to one person who he had never even recognized.
"And of course, you remember Suzy," Sandy told him, pointing her out.
He had to hide his disbelief at what a beautiful woman Suzy had become. Her unkempt blonde hair had been straightened, she no longer wore glasses, her acne had cleared up and she had beautiful skin, she had lost a little weight, and he could tell she had an amazing body.
"Wow, Suzy," he said, wide-eyed. "You look great. It's been a while."
"Yes, it has been," she replied. "You look good also."
Lewis made an excuse to walk away and took his bags to his room. Half way up the stairs, he heard all of his sister's friends giggling about Suzy's crush on him.
He was still amazed at how she looked. He felt a little guilty thinking about her like that; Suzy was now 18, so there was nothing wrong with thinking she was hot, but she was also his sister's best friend and had known her for years; she was like one of his friends also.
Over the next week, he had heard a lot from his sister about her senior prom and who she was going with. The guy seemed cool, he was on the track team and had good grades. Lewis was glad she was dating a nice guy and not some douchebag. He also heard of Suzy's date, a football player, who didn't seem like a nice guy, but he was sure that she was more infatuated with his good looks than the type of guy he was.
