Wilbur is known for his mischievous and cunning behaviour in town, though, he is basically the only willing to work cowboy for miles so people keep him around for the sake of having cattle and a little more protection. He often gets himself into trouble with burglary and such, yet all he does is get on his horse, 'Friend' and ride back to the ranch, people tend to not care after a couple days. He doesn't steal much anyway.
He had just gotten back from the market, munching on a apple he (totally) bought. He gives Friend one as a little treat before putting her in her pen to rest. He heads towards the cattles inclosure to check on them as the atmosphere around gets significantly colder due to the sun setting for the night.
Wilbur turns the corner to see the cows bunched up together as they slept. He glances over them quickly before noticing something else buried with the calves. At closer inspection, it was a kid. The cattle, including the mother was keeping them warm. Wilbur nudges the kid until they open their eyes, more curious than angry that there's a random kid mixed with his cattle.