Willie Oleson is the son and second child of Nels and Harriet Oleson. He lived in Walnut Grove in his family's store, Mischievous and spoiled as a child, Wille causes trouble and plays pranks on other children including his own older sister Nellie. He is sometimes a peeping tom at times; sometimes he would look through the woman's underwear catalogue, but only when his mother wasn't around. He even tried to watch Laura while she was changing her clothes, but only once. It appears that, as a child and in his early teens, Willie had a soft spot for candy and would often try to take candy from his family's store. Willie has a hard time trying to make friends and once some of his so called "friends" tried to get him to steal cigars from his family store. Although very mishievous and sometimes mean at times, but on rare occasions Willie can be nice. It is at school that Willie often gets into trouble; he is always being sent into the corner for his behavior by his teacher Miss Beadle. Most of the time he gets into fights and trouble with Laura Ingalls. If they play marbles and Laura won he would refuse to hand over his marbles and argue with her until Miss Beadle came along. Willie later matured into a responsible young man. Against his mother's wishes, he married Rachel.
Behind the scenes
Willie was portrayed by Jonathan Gilbert, who is the adopted brother of Melissa Gilbert.