Simon has dark black hair and gray eyes. He is almost always in uniform, which he keeps neat and tidy. When he is not in uniform he he favors lighter colors.
Simon's grandfather on his mother's side was Klingon. It is very difficult to tell that Simon has any Klingon heritage, at least by looking at him He's a little bigger and has a fairly dark complexion, but the ridges on his forehead are unoticeable unless he really gets angry or upset. He has auburn hair and emerald green eyes.
Simon's father Paul was a Crimionology Professor at the University of Miami and his mother Mary Jean was an artist. He has four brothers; Jernner 34, Alex 32, James 27 and Archie 19. He has two sisters. James's twin Angela and Dorothy who is 23.
He grew up in a very loving and supportive family. He was the only one that had any desired to join Star Fleet or explore the universe, but his family allowed him to explore his dream. He knew from the age of 7 what he wanted to do and went about pursuing it even at an early age.
Although he has not empathic or telepathic ability he is very good at reading people. He has always been immensely curious and had a sense of justice and fair play which is why he went into the Security Field. He is equally skilled at investigations and acting as a body guard, but not so adept at Tactical. He would rather talk his way out of a situation rather than fight, but he has a Klingon warrior mentality when he needs to and he won't back down from a fight. He is better with his martial arts or his Klingon blade than a phaser, but he can handle himself with a phaser too.
When off duty he likes to read, sketch, and paint, plays strategy game(loves poker). He loves a good mystery or fantasy recreation in the holodeck. He likes a good beer now and again, but rarely drinks anything stronger.
He has a bull dog tenacity, some would say stubbroness and he doesn't let go of a situation until it is resolved. Like the old Earth Canadian Mountie he always gets his man.( or woman) One such woman was a notorius jewel/art thief, cat burglar, and con woman naemed Jesse Parker. He pursued her for several years before he caught her. They had a love/hate relationship when he was pursuing her and grew to respect each other. When he caught up with her they had a one night stand, thinking they would never see each other agian.
Six months ago she helped him find a very dangerous and bad, bad guy and told him that she had reformed and that he wanted to work with him to use her skills to use for good. He is not sure if he believes her or not, but he is giving her a chance to prove herslf. His only requirement is that she wears an ankle braclet that informs him where she is at all times.