What is more whimsical than the polka dot? A dress that might otherwise be viewed as overly fancy will immediately be rendered more casual if it’s made from a dotted fabric. On the flip side, something overly simplistic, such as a tee-shirt and jeans will become pleasantly playful if that tee is polka-dotted. A man in a polka-dotted tie will be seen as more friendly than a man wearing a stripe, or god forbid, a solid. Deploy a tiny, barely perceptible, dot for an upscale look, and go larger for a more daytime affair. The larger the dot, the more whimsical the look, right up to the point where you’re wearing a big red nose and floppy shoes, and absolutely killing it as you do so.