Rachel gets pregnant at only the age of 18, she and Miles decide to have the baby. When their parents are out of town, they make love for the first time in the shower after they exchange their 'i love you's'. They secretly start dating after they find out their parents are dating. He was instantly attracted to her, and ironically, immediately texts his best friend: 'She's gonna have all my babies'. Miles met Rachel during their senior year of high school when he walked her to English class, with her being new on her first day. They get married and have a daughter, named Sam. They start a relationship together, and soon he proposed and she moves in with him. Ian confronts Miles about his feelings for Tate, and a few weeks later, he shows up at Tate's apartment confessing his love for her.

They end up having sex where he calls her 'Rachel', which humiliates her and after he's done, she runs out and falls apart on the hallway.

When Tate finally confronts him on how she sees he likes her, the way he looks at her, and how he can't stop thinking about her, he breaks down. They keep this going for several weeks, but Tate secretly wants more than sex from him. During thanksgiving at her parents', they share a few passionate kisses, and decide to sleep together with no strings, after he admits he hasn't been with a girl for six years. The morning after, he has no memory of the night before and assumes they hooked up. She eventually takes him inside and takes care of him until he cries himself to sleep. Miles meets Tate, wasted, practically passed out in the hallway by the apartment door. He grew distant from his father, as he began dating so soon after her death. He was very close with his mother, and was heartbroken when she tragically passed away from cancer. However, after Miles' son's tragic death, the two repaired their relationship. After his mother's death, the two were not close, especially after Miles secretly began sleeping with Rachel, and got her pregnant.

Miles' relationship with his father was very complicated. They eventually married and had a daughter together named Sam. The two began sleeping together, and fell in love. Years later, he met a girl named Tate, his best friend's sister. He not only lost his kid but his girlfriend as well. After their son’s death, Rachel and Miles broke up leaving Miles devastated. Miles had an ex girlfriend named, Rachel, and they had a son named, Clayton, but he died in a lake accident.

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