Dear You is where Hollywood Wil unleashes hilarious, no-holds-barred letters to the wild, weird, and just plain wrong moments life throws his way. From ashy heels to public foolishness, nobody’s safe—so moisturize, behave, and maybe… duck. Updated weekly with fresh burns, funny truths, and signature Wil wisdom.
Dear You Letters
Dear Ashy-Ass Lady
Dear Ashy-Ass Lady, Listen… I don’t usually judge folks’ feet—unless they commit a felony in broad daylight. And ma’am… your heels were out here disrespecting the air. I wasn’t even trying to look down, but […]