Westley, formerly known as Private Westley, was a loyal watchdog of Lord Hater's army up until the recent events that occurred and the main protagonist of 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.
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 two to escape Hater's ship 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 and Wander's relationship evolved gradually throughout episode. Wander felt sorry for Westley when the latter was left behind, and believed that "he'd never make it out here all by his lonesome". When Wander and Sylvia were "captured", the former kept trying to make Westley loosen up and have fun, but kept getting rejected due to Westley's initial belief Wander and Sylvia were the bad guys planted by Lord Hater. Wander saved Westley numerous times throughout the episode (or convinced Sylvia to do it), and gave him a hat with a star instead of a lightning bolt at the end, with the two of them becoming good friends.
Sylvia did not like Westley at first, believing him to be "trained killer", but softened up as the episode progressed, even being okay with him riding her, even though she wouldn't normally "just let anybody hop in this saddle" (as stated in "The Hero"). She even sniffled at the end of the episode, clearly being proud of him.
Westley idolized Lord Hater and wanted to meet him, stating that if it happened, "[his] whole life would be complete". He also wished to get the medal of evil. Lord Hater was proud of Westley as he was the first and only Watchdog to capture Wander and Sylvia, and when Westley "died", he was seemingly the most upset over Westley's "death". However, in the End Credits, he claimed to be crying because Wander and Sylvia got away again, not even remembering who Westley was.
Their exact relationship is unknown, but it is implied that Peepers did not think of Westley too highly. While on the communicator with him, Peepers laughed uncontrollably when Westley first called to be picked up "because [he's] a good soldier and [Peepers] like[s] [him]". Then he laughed uncontrollably again when Westley claimed to have captured Wander and Sylvia. When Hater arrived at the rendezvous point, Peepers said, "I knew he wasn't Watchdog material!" However, Peepers seemed to be upset over Westley's "death", as he said "We're all gonna miss Westley" when he comforted Lord Hater in the End Credits.
It is unknown how Westley felt about the other Watchdogs but the watchdogs didn't seem to like Westley as they thought he was annoying, and always teased him. However, when he captured Wander and Sylvia on his own, they treated him with more respect, and were sad over his "death".
- "The First Take" (Mentioned only)
- Westley is one of the few Watchdogs who have been named so far.
- Westley is the first antagonist to turn good.
- Westley was named after Westley Joseph, the brother of Ben Joseph, who wrote Westley's episode.
- He is the youngest of the Watchdog army.
- Westley is the only Watchdog to become friends with Wander and Sylvia.
- He never made a physical or cameo appearance in Season 2.