"Road to Rhode Island"
Season 2, Episode 13
"Peter Griffin, Father, Husband ... Brother?"
Season 3, Episode 14
"Boys Do Cry"
Season 5, Episode 15
"Go, Stewie, Go!"

Season 8, Episode 13

It's no secret: Stewie loves to cross-dress. Whether he's wearing a glamorous gown in a beauty pageant or dolled up for a song 'n dance number, Stewie isn't afraid to explore the styles of both genders. Pushing boundaries and accepted norms is highly unusual for a baby, but we applaud Stewie's efforts in challenging society's entrenched beliefs through his fashion choices.