Ryan was born to a Legionnaire father and a Legion Blacksmith and Healer mother in Skyrim. After the Great War the family moved to Solitude where Ryan learned the way of the Warrior, blacksmith, and Healer from his parents. After his parents died Ryan set out on an adventure across Tamriel where he learned Ebony smithing from the Dunmer of Morrowind and more comprehensive Restoration from the Bretons of High Rock and advanced swordfighting techniques from the Redguards of Hammerfell. Ryan was crossing into Skyrim to join the Imperial Legion when he was caught in a crossfire between Legionnaires and Stormcloaks.
Raelingar - Bosmer (not sure if its a Bosmer name)
During a Thalmor purge in Valenwood the Thalmor killed Raelingar's parents who were farmers. He was taken by the Thalmor to be put into a 'reeducation camp' but he managed to escape when he untied his bounds and ran away when his Thalmor handlers slept. Raelingar then turned to a life of crime to survive and trained himself in stealth and archery in the Cyrodiil Thieves Guild. He traveled through Tamriel participating in assassination contracts and heists; he crossed into Skyrim to flee the authorities of Cyrodiil and join the Skyrim Thieves Guild after a failed assassination attempt on a member of the Elder Council where he was caught in a crossfire between Legionnaires and Stormcloaks.
Yeah I have two more characters but I can't think of good back-stories for them.