This article lists the interactions between Winner and Loser.
Winner and Loser, before the first season of BFDI even started, were best friends, who regularly performed for other people. As Loser's ambition continued to grow, the pair started performing to a wider and wider audience, until when Loser got too ambitious and left Winner to gain fame all by himself. Afterwards, they haven't spoken to each other since. Even so, Winner appears to not hold any actual hatred towards Loser, although they missed their friendship. At the end of Oneirophobe's Nightmare, they seem to be able to move past Loser, and wish him good luck in spirit.
In "Oneirophobe's Nightmare", Winner says they loved sharing time with Loser and their friends, and although Winner misses their friendship, they wish the best for Loser.
In "Oneirophobe's Nightmare", Winner reminisces about how Loser began to focus on his popularity more than Winner after they received a large following during their first show together. Loser apparently received a contract to have the show, Loser Cake, become a movie, but Winner refused because they didn't like the attention, saddening Loser. Loser and Winner did not talk after that, and it is shown that Loser went to go gain fame by himself.
Trivia[]
Most of Winner and Loser's relationship can be dumbed down to Loser suddenly getting greedy for attention including Winner's unwanted attention.
They are both contestants who did not make a competitive debut in Season 1 or Season 2.