If you have achieved a certain amount of notoriety, perhaps it makes sense to adopt an alternate persona. From the looks of things, Justin Timberlake has determined that nothing spells discretion like dressing up as if you are a character from a popular children’s book. Timberlake’s Waldo glasses are paired with a scarf that makes me wonder if he really thinks lavender is his color…or if Jessica just picked it out for him.

Either way, this is a step in the wrong direction, dear JT – I suggest you go home and find some casual wear that doesn’t include such…ahh…”distinctive” accessory items.

Justin Timberlake

Image: Newscom