Stiles was an adorable honey-brown eyed 5 year old when he was diagnosed with ADHD, he was prescribed medication and attended a clinic to help him learn to focus. This seemed to work reasonably well. Stiles was a bright, curious and inquisitive kid, since his father was the Sheriff and had a gun in the house that was not good. When Stiles' mother and father woke up, to him looking down the barrel of loaded gun, which he was holding, it was quickly decided that he should recieve some form of gun safety training. So Stiles' father started taking him to the shooting range and teaching about guns, he was 10 when learned that guns could kill people and that you should never point a gun at somebody unless you intend to shoot them. He found it fascinating and decided he wanted to be a soldier or a policeman, like his father.

The following year a few months after Stiles' 11th birthday, his mother was diagnosed with Cancer. It was a late diagnosis and the doctors did everything in their power to save Mrs Stilinski, but in the end all they could do was make her comfortable, while the terrible disease robbed her of everything that made her the person she was and turned her into a shell of a person. Stiles and his father kept a bedside vigil. When his mother was conscious, Stiles would tell her how beautiful, and brave, and strong she was, he would tell her, he was proud to be her son. But he never told her that she would be fine and that they would get through it, because the only time he ever tried to she cried. Those tears told Stiles that his mother was going to die, but the knowledge didn't make it any easier to accept his mother's fate.

Stiles' and his father lived out of the hospital, they were able to accomplish this because Mrs McCall, his best friend's mother, was a nurse. She kept them fed and looked out for Stiles when his father was asleep and being alone with his mother got to be too much. When being alone with his mother was too hard to deal with, Stiles would wander around the hospital, the glass, and steel, and beeping machines fascinated his curious mind. Seeing the people, with their broken bones and other injuries, get better, made him sad because he knew his mother never would. Eventually Stiles' mother did pass away, her dying breaths witnessed by Stiles and his father, who held her and kissed his son's forehead, while he explained that she'd gone to heaven and she wouldn't feel anymore pain or sorrow. It was 9:15pm.

Stiles wandered around the hospital alone again, his mother had died and he was sure his father wanted to be alone with her. He ended up in the nursery, looking at the babies who were all crying, except for one, who was asleep. Stiles read the information on the cot, Jackson Hale, that day's date and information about the baby's length and weight. But what Stiles notice above all else was the time of birth, 9:15pm, Stiles let himself believe that his mother had died so there would be room in the world for little Jackson Hale, somehow that made him feel better about the fact that she was gone. After seeing Jackson Hale sleeping quietly Stiles went back to his mother's room and sat with her and his father, until his father woke him up saying, "It's time to go home kiddo, you need sleep and you'll get better sleep in your own bed."

After his mother died Stiles' had as normal a childhood, as could be expected. He was fascinated by technology and loved videogames, he joined the school Lacrosse team - albeit as a benchwarmer. Eventually he made the 1st Line, he was a straight A student and he, and everybody else, learnt that he had an opinion on just about everything. He applied to university and got excepted, by his first choice, USC which had an excellent Journalism programme. He met a beautiful Hawaiian girl and married her, after their son Danny was born, he graduated from university and did a few unsatisfying jobs in print media. He finally got his big break and started working as global correspondent for CNN, wife became ill, the chemotherapy worked but left her unable to have children, so they adopted a beautiful girl named Lydia.

Six months after Lydia's adoption was finalised, Stiles found himself in hospital again. Forced to make the decision whether or not to switch off the life support machines, his wife had suffered massive brain damage in the car accident. He knew switching the machines off was the kindest thing to do. But he waited 3 days for his childern to regain consciousness, before he vocalised his decision, so they would have a chance to say goodbye to their mother. He held their hands and kissed their foreheads, while he explained that their mother had gone to heaven and she wouldn't feel anymore pain or sorrow. Just as his own father had done with him, when he was 11 and his mother died. After the funeral Stiles decided that being a foreign correspondent was too dangerous, he didn't want to be responsible for further loss in Lydia and Danny's lives.

He resigned his post and took a job as a columnist for one of the larger national newspapers. He found that he very much enjoyed the work, writing about his own thoughts, feelings and opinions was extremely liberating. What's more he could be a columnist for any paper, he had plenty of life experience for such a young man, he was full of ideas and opinions on every topic that mattered to anybody, and even a few topics that mattered to nobody but himself. So he resigned his post again, taking a columnist's job for the Beacon Hills Prophet, then he moved his family back to his hometown. Lydia and Danny were now 13 and 4 respectively and loved living close to their paternal grandfather. Stiles was delighted that his decision to move had been so well received by his children and of course his father.