He first arrives with his brother at The Lofts at Springfield Elementary as their mother forces them to associate more with their father Bart. Bart lies to them by assuring them it will be the best Christmas ever, but they have telepathic abilities and are aware of the lie. Later, Bart becomes jealous after learning Jenda has remarried. Also, Homer spent time with them, which again made Bart jealous. By the end of the episode, he and his brother made amends with their father and indeed had the best Christmas ever, as Bart promised them. He or his brother might have appeared briefly in a photo owned by an young Bart.
Skippy and his brother Jiff arriving at their father's apartment.
Skippy and his brother untangling Christmas lights.
Skippy and his brother Jiff eating cookies with their aunt Lisa Simpson while his cousin Zia is in the Ultranet and his grandfather Homer Simpson watches
Skippy and his brother Jiff angry at their father Bart, who was trying to reconcile with the two.
Skippy and his brother Jiff happily hugging their father Bart.
Skippy, along with his brother Jiff, his father Bart, his aunts Lisa and Maggie, his grandmother Marge, his grandfather Homer, his great-grandfather Abraham Simpson II, and his cousins Zia and Maggie Jr in their Christmas photo.