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Curly Shepard is a major antagonist of S.E. Hinton's 1971 novel That Was Then, This is Now, and its 1985 adaptation of the same name. He is Angela and Tim's brother as well as Bryon and Mark's archenemy. He is also mentioned several times in the Outsiders by Ponyboy whom he is good friends with. Despite this, he didn't appear during the novel because he got himself locked up for attempting to break into a liquor store.
He was portrayed by Matthew Dudley.
Curly is mentioned by Ponyboy and the others several times throughout The Outsiders. He was the one who told on Dally after catching him slashing Tim's tires. Furthermore, Ponyboy mentions that because he got himself arrested, he didn't partake in the rumble. Ponyboy wishes that he was there as that way he would have someone closer to his age backing him up.
Curly is first seen bullying M&M Carlson and mercilessly beating him up. However, Bryon and Mark arrive in the nick of time and manage to defeat him and his crony, causing them to flee.
Seeing the new couple at the dance, Angela becomes jealous, and incites one of her punk brothers to start a fight. At Cathy's urging, Bryon walks away. However, when Mark steps in and gets a bottle smashed over his head, Bryon knocks the punk out cold. After they leave, Mark expresses his displeasure that Bryon initially walked away from the fight, and blames Cathy for changing him.
The next day, Cathy tells Bryon that M&M never came home and they drive around searching for him. Later, Byron invites Mark to come along as he continues to search for M&M. Mark is thrilled to spend time alone with Bryon, and takes a detour to pick up Angela, who tells Bryon that he was the only boy she ever cared about. Mark plans his revenge against Angela, who instigated the fight in which he was struck with the bottle. Mark invites her to go driving with them, and gets her drunk. After she passes out, Mark cuts off her long hair and leaves her on her front porch.
Sometime later, the brothers beat Bryon for cutting off her hair. Mark vows revenge, but Bryon insists the fighting to come to an end.