Ash and his friends had gotten lost in Bewilder Forest in Different Strokes for Different Blokes. While looking for a way out, they encountered an angry Ursaring, which started chasing them. After getting out of the forest, the group encountered Paul. Using his Chimchar, Paul weakened Ursaring and captured it. After using his Pokédex to scan its attacks, Paul decided to keep it.
Ursaring was again seen in Top-Down Training! where Paul used it to save Chimchar from Team Rocket. It next appeared in Glory Blaze where Paul used it in training Chimchar.
Its was next used in Chim - Charred! where it was used in a battle against Ash's Chimchar. With its brute strength and power, it almost defeated Chimchar but after Chimchar lost control of its ability, Blaze, it defeated Ursaring.
It was used against Brandon's Regice in A Pyramiding Rage!. It attacks Ursaring with Zap Cannon which stuns it. Brandon eventually recalls Regice and sends out Regirock. Paul gives up on Ursaring and doesn't command it to attack. It then gets knocked out by Regirock's Stone Edge.
In Evolving Strategies! it was used in the full battle between Paul and Ash. With a Bulk Up, it easily defeated Ash's Buizel and Staraptor before being recalled. During the battle with Pikachu, it was paralyzed by Pikachu's Static. However this in turn activated its Guts ability which caused Ursaring to gain extra power which ultimately led to Pikachu's defeat. Ursaring was eventually brought down by Chimchar again.
In DP184, Ursaring was used to fight against Barry's Empoleon, but Barry replaced Empoleon with his recently-caught Hitmonlee. During a very close match between the two, Ursaring was burned by Hitmonlee's Blaze Kick, activating Ursaring's Guts ability, giving Ursaring enough power to defeat Hitmonlee. It then fought against Barry's Empoleon, but after having a Focus Blast fired back to it, Paul recalled it.
It appeared again in DP188 at Reggie's house, along with Paul's Torterra, Weavile and Honchkrow, they were all unhappy to find out Paul had lost.
