Olaf

During rain (if not using umbrella): Raincoat (Red) & outdoor hat (Blue)
During snow: Short peacoat (Black) & knit hat (Red)
Sleepwear and if sick: Pajama dress (Berry red)
While exercising: Athletic jacket (Red)
While doing yoga: Tank (Red)
While sunbathing: Triangle shades
Fishing Tourney: Athletic jacket (Red)
Bug-Off: Athletic jacket (Red)
Bunny Day: Earth-egg outfit & earth-egg shell
Halloween: Flashy animal costume (Red) & impish horns (Red)
Turkey Day: Straw boater (Dark brown)
Turkey Day (chef): Chef's outfit (Red) & chef's hat
Toy Day: Santa hat
Countdown: Waistcoat (Black)
Birthday & Wedding Season photoshoot: Waistcoat (Black) & top hat (Black)

Happy Home Paradise DLC exclusive clothing
As a student for the school: School uniform with necktie (Navy blue)
As the teacher for the school: Checkered sweater vest (Light brown) & rimmed glasses (Black)
As the cashier/employee for the restaurant: Café uniform (Red)
As the chef/apprentice for the restaurant: Chef's outfit (Red)
As a staff for the café: Diner apron (Red)
As the receptionist for the hospital: Nurse's jacket (Blue)
As the doctor for the hospital: Doctor's coat (Red necktie)
As a patient for the hospital: Pajama dress (Berry red)
As the shop manager for the apparel shop: Staff uniform (Yellow)
While practicing hula: Hula top (Red) & hibiscus hairpin (Red)
While floating in the ocean: Horizontal-striped wet suit (Red) & pilot shades (Black)
During DJ KK's concert: DJ KK logo tee (Neon orange) & neon shades (Orange & lime)