Darien is shown as the leader of the pack, something that Bigby has commented on. He takes a good resemblance to his father. Whether it be getting into trouble, or escaping from their Uncles or any other dange, Darien is the driving force behind the cubs. His favorite shirt is one with the words "DARE" written on it. Ironically enough he tends to tease his oldest sister by calling her the runt, even though she was born before him.
In Inherit the Wind, Darien was very confident that he would be the new North Wind. He was very angry and sore to hear that Winter would be the North Wind. Darien angrily attempts to lash out or even bully his older sister, to which she unknowingly proves her power and literally blows him up into the sky. Leaving both their parents shocked by Winter's power, Bigby then urges the other children to get Darien down. Things seem to have gotten back to normal with him and his siblings. But perhaps not, in All in a Single Night, Blossom is chosen to meet Santa and ask their question.
Darien is very sore when Blossom explains she couldn't ask him. He rudely calls his sister names (ironically ignoring how his sister said their Aunt Rose Red disappeared) either to be mean, disappointment, or just to prove dominance again. In Cubs in Toyland, Therese is whisked away by her toy to a Toyland. While Mountbatten and Ranger Mike Danger toy are recruited by Darien to help find Therese. But just as they finally get close enough to find her, the other toys that tricked Therese attack Darien and the others. During the attack Ranger Mike Danger is destroyed by the other toys to protect Darien, Darien's separated during the fight from Mountbatten and gravely injured. Unknown to him Mountbatten is murdered by Therese and the toys. As he wanders he begins seeing visions from his father and what appears to be an older Ambrose, he appears informed of Therese's descending fall from grace. During his wondering he appears to realize his fate and is distraught, wanting to live. As he travels he comes upon an old tattered stuff dog (Rex) and carries it as company and there finds the magical cauldron and cleans it, for Therese.
Darien realizes that in order to save his sister, he must sacrifice himself, and impales himself on a broken mini pool cue. His blood goes into a magical cauldron and his body goes into the soil. Because of Darien's magical bloodline, his blood is invokes an ancient magic. The grass begins to grown in Toyland, and the cauldron is restored and becomes filled up with food every day, always magically fresh and hot. Therese grieves over her brother for a long, long time, until a now older and more mature Therese decides it is time to put her brother's sacrifice to work and begin the restoration of her kingdom. Because of Darien's sacrifice it helps Therese restore the land to glory and help the toys rebuild themselves. Afterwards, an older Therese returns home to inform her family of Darien's sacrifice.