Killian Jones was something of a marvel to the small seaside town of Storybrooke. Unlike most, he was not born in Storybrooke, he arrived here at the tender age of 9 with only his older brother, Liam, to look after him. The brothers were not completely unfortunate though, they had an inheritance surpassing a million dollars, a wonder to most of the folks in Storybrooke. Liam kept reigns on the money and made sure to invest it well enough to last both of the boys their entire lives. By the time he died the sum was estimated to have quadrupled.

When Liam was 21 he joined the Navy and was almost immediately sent abroad for his first mission. Killian had been desperate to follow in his brother's footsteps, but being far too young to enlist, he instead applied to the closest Naval Academy. He was accepted and Storybrooke did not see either of the Jones brothers for several years.

The Naval Academy would be a hard place for Killian. He did not have the soul of a soldier, he was far too wild. And without his brother there to protect him some of the older boys did not miss the opportunity to show the newest recruit, who was as pretty as a girl and stood out amongst the crowd of American boys as noticeably European, who was boss. Despite the numerous incidents of physical and sexual abuse young Killian faced at the academy, he endured believing that eventually he would be united with his brother and they could sail the world together. But something began to grow in Killian at that school, something dark.

As the years went on the nature of incident reports containing Killian's name began to change. No longer was he the innocent victim picked on mercilessly by older boys, more and more it was him teasing the newest students, picking out the weakest of the bunch and gaining acceptance, gaining power, by taking it from the other boy.

News of Liam's death devastated Killian. He immediately withdrew from the Academy and returned to Storybrooke to complete the final year of his education at the local high school. He wasn't the same skinny boy, pale as the moonlight with eyes as blue as the ocean, who had left the town years ago. He came back with the face and body of a male model, wrapped in black leather pants and a broody demure that made girls swoon.

For the remainder of the school year and the two years following it Killian was never seen without a girl on his arm. His partners changed frequently and most of the girls would be able to tell you of the disinterest Killian seemed to regard them with. Yes, the sex was fine but he always seemed so bored and moved quickly from lover to lover. The girls, of course blamed themselves or put it down,

The only woman who held his attention was Milah Gold, the wealthy wife of the town's criminal mastermind, Mr. Gold. No one knew what it was about Milah that held Killian's attention but it was clear to everyone that the two were absolutely devoted to each other. Then she too was gone. Struck down by the cruel hand of fate, acting through Mr. Gold's hit men. Nothing could ever be proven but Killian was convinced the old geezer had been the one to do her in. He came close to killing the man himself at least twice over the years only to be stopped mere circumstance.

In the meantime he began to build a life for himself, more as something to occupy the time initially then any dream of the future though he rejoiced in the idea that one day he may be able to use a good reputation to shield himself from any suspicion that he was a murderer. He got a teaching sailing and Gym at Storybrooke K – 12 school, teaching boys and girls aged 5 to 18 the finer points of physical education.

It was all very difficult being back in a school setting. It brought back unpleasant memories of the academy and of the boys who tease him in humiliating ways. It began in harmless yet disgusting ways, boys jacking off on to his clothes while he was showering or spreading rumors about him to the visiting sister school. It only grew worse as time went on, with multiple assaults Killian had tried his best to forget about. In the end Killian had turned his troubles onto other boys in exchange for acceptance and by the time he had left the school he had started to enjoy the rush of power and thrill of conquest he got when smaller boys begged him for mercy.

He stablished his own Basketball team, one that would compete in the states league. The team trained every second day, with every first reserved for one on one time with the coach. Personal development, it was called, and for the most time it was. It was only occasionally, when he received the right signals from a boy that His first relationship with a student had been a somewhat consensual affair with Felix Nightshade. At 17, it was easy for Killian to convince himself that Felix's age was not the cause of the relationship, but a hurdle in it. He was sure that when Felix left for college, he could return to being a normal teacher. Sure, he liked to watch the boys play ball, the sweat making their shirts stick to their young bodies, but it wasn't as if he had not seem male colleagues notice the cheerleaders skirts flipping about. It was simple biology really. Nothing to be concerned about. It's not like he'd ever act on it.

It was only when Felix was long gone and Killian found himself giving a shirtless massage to 15 year-old Devon Whittaker that he admitted to himself that there was a problem.

But nobody else seemed to notice. Outside of the team, his reputation as a Good Samaritan continued to grow as did the position of respect he held in town's eyes. It was strange, the more time he spent with the boys, the better everyone thought him to be. He was voted Favorite Teacher three years in a row and still had women throwing themselves at him for dates. Even his refusal to date them only earned him more sympathy, as most attributed it to heartbreak over Milah's death (and a part of it was).

He was invited to every community event, every neighborhood barbeque and at one stage he even held a seat on the Storybrooke City Council. Cora Mills, The Mayor, even joked that he would give her a run for her money if he decided to run for mayor. The entire town seemed to adore him and, Killian considered, was it really a surprise? He was one of the five richest people in the town, his dashing good looks had so far only improved with age and the tragic loss of both his brother and his love provided the town with an excuse to still pity him. He was growing even more certain that he could use this position of respect and pity to finish Gold once and for all.

He decided to visit the man's shop and begin a stakeout and it was on that afternoon that he met Henry Swan.

The boy, who was 12 at the time, was filling in at the shop for a community class. Mr. Gold had given him a grey suit to wear which was far too big and made the boy look awkward and boxy. Yet, there was an innocence about the child. He shy and unsure of himself and with his shaggy brown hair and quiet nature, he reminded Killian of himself at that age. Killian was instantly taken with him.

Henry knew Killian (Mr. Jones, as he called him) from school but he did not participate in any of the sport programs due to a respiratory condition he had.

The two had a short conversation about the book Henry was reading, Treasure Island, and for the first time in years Killian had forgotten all about getting his revenge on Mr. Gold.


Note: This story is not tagged Captain Swan. It is tagged Killian and Emma as individual characters.

I know this is a dark fic but I have given trigger warnings. People write fic for a lot of reasons, guys. It isn't fair to judge.

Reviews are love. Next chapter we get to see the start of Emma and Killians relationship.