Lee McConnell, an Old-Fashioned Boi with a "Typical" Family

Leopold "Lee" McConnell struggled with living in a world that had different values than him. He was what polite people would call, old-fashioned, and what rude people would call, prudish. It wasn't that Lee hated sex or how the world revolved around it nowadays, it's just that he thought the idea of saving sex for special partners was the right way to go about things. It also didn't help that he was considered a "Femboy" and had to deal with unwanted attention from both male and female strangers. Lee tries to live his life according to his comfort level and ideals but he ends up getting mocked for it by practically everyone. Those were bad enough, but the people who try to "help him loosen up" are often worse.

His family was no help. His father Tony was a lazy joker and held ever older values than Lee. He saw today's world as a paradise for men and Lee just needed to either man up or embrace his inner woman, and Tony was far too happy to help him figure it out either way. His mother Nettie was like Tony, she's a housewife who shares her husband's blend of old-fashioned and modern values. The only difference was she was more tactful when telling Lee to either "Man Up or Woman Up".

Then there were his siblings. Annie his older sister manages to live in this world easily enough, even thriving in it as a high-powered career woman. She joins her parents in trying to get Lee to branch out but Lee suspects she has ulterior motives. Benny was on his side at first with his frustration with daily life, but that was more due to his inability to get girls to stick around rather than society at large. Benny was the type of guy to blame everything wrong in his life on other people, and Lee didn't want to be dragged into his whining. Then there was Stephen who was a total jerk. He often mocked Lee for his lack of spine and even decided to "prove his superiority" on multiple occasions.

Lee did have one person in his corner and it was the most important person in his life, his girlfriend Cassie. Cassandra De Palma was the light of Lee's life in many ways being the sole person he could truly trust with his issues. But even Cassie had her flaws, as she was a product of the times. Cassie puts no value in sex, at best, it's a fun game to play, at worst, it's a social convention she's **** to participate in. Cassie's views were both a blessing and a curse, as while she's more blasé about sex than most people, she's also one of the few who can sympathize with Lee's struggles with today's society.

Her parents were another matter entirely. Cassie's parents were just like Lee's but they were more aggressive. They believed that people needed to be dominant if they wanted to get anywhere in today's world or submit to a stronger person's whims. Dirk considered himself to be a man's man and wanted to make Cassie break up with Lee, or **** Lee to be his bitch and keep them both safe. Daniella was forceful in her way, but she liked to be dominated as well and she wants Cassie to either share her pleasure, or take on a dominant role, and she'll use Lee to make her points.

Despite his struggles, Lee was determined to live his life in his way, with Cassie by his side, and handle whatever came his way.