Cutwil's father, Bregollin, was a wandering bard from Gondor, Minas Tirith. Bregollin was always interested in music, how it was so relaxing and soothing, but in times of war it can often be used as a weapon to discourage others. So, he often sung in an inn in Minas Tirith, but he didn't make that much coin as he thought he would. He decided to travel up North(as he has always had a urge to travel) and see what it may take it there. Bregollin arrived at Bree, a town of great trade importance. He disliked it, as he found it to be rustic and 'inferior' to the towns and cities of Gondor, but in time he grew to like it, and found himself in a marriage with a young Bree-lander farmer, Jiilen. A after their marriage they had Cutwil.

Bregollin decided to name Cutwil Magorion in secret, although his Jiilen named him Cutwil, which Bregollin had agreed to. Cutwil's childhood was good, he often spent time outside with his friends, and in general had a good life. Although at the age of ten his father taught him something extremely important. Bregollin told him if he ever writes him a letter and at the end refers him to his Sindarin name, it means to run, and just run. Alongside this lesson, he also was taught swordsmanship, archery, by his father.

Cutwil is now a hunter. But one could consider him a sellsword, but he thinks of himself as a hunter of men and beasts alike. Cutwil knows his share of loss, as he lost the person he loved. Evelene. He often thinks of her when someone brings up death, killing something or someone.