Westley, formerly known as Private Westley, was a loyal watchdog of Lord Hater's army up until the recent events that occured in the Wander Over Yonder episode "The Little Guy". In a failed mission to capture Wander and Sylvia, Westley is left behind. His only way to get rescued is to capture Wander and Sylvia and report to Commander Peepers.
Westley wears the regulated watchdog uniform, black with red gloves and boots and a black cap with a small lightning bolt on top. Like every watchdog, he also has an eyeball for a head with a red iris. Westley is short and chubby with stubby arms and legs. He is the youngest of the watchdog army.
At the end of The Little Guy, Westley changes his cap from one with a lightning bolt to one with a star on top which was given to him by Wander.
Probably the most energetic of watchdogs, Westley is both a loyal soldier and strong supporter of Hater's Empire. He is shown to be a bit of a day-dreamer but determined to do his best. His short stature and weight tend to make him lag behind the other watchdogs as he lacks the same physical strength and is often clumsy. Throughout The Little Guy, during his adventures with Wander and Sylvia, Westley constantly accuses them of being the "real bad guys" and refuses to trust them (as influenced by Lord Hater). As the episode continues, Westley slowly begins to soften up to the two vagabonds until finally laying down his laser pistol. However, when Lord Hater's ship arrives, and Lord Hater himself alongside Peepers stand outside waiting for the young watchdog. Westley turns against Wander and Sylvia and turns them in. Later however, Westley plays a trick in helping the vagabonds to escape and appearing to die in a fake attempt to stop them.
At the very end of the episode, Westley is given his new hat, throws away his laser gun and parts as good friends with Wander and Sylvia.
- Westley, along side Peepers, Moose and Bob is one of the only named watchdogs thus far.
- Westley is the first antagonist to turn good.
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