10 Famous Beauty Pageant Veterans

If you flipped to FX last Thursday night, the TV screen probably looked more like TLC’s Toddlers & Tiaras than It’s Always Sunny in Philadelphia. The episode, appropriately titled, “Frank Reynolds’ Little Beauties,” saw Danny DeVito’s attempts to host a children’s beauty pageant without appearing like a pedophile. As per usual, all hell broke loose and the Paddy’s gang came out on the bottom, but not before Sweet Dee relived her childhood beauty queen dreams. To continue this Always Sunny trend of pageantry reminiscence, we’ve gathered some celebrities with real-life pasts of sashes and crowns. Check ’em out after the jump.


Before snagging eleven Daytime Emmys, two Primetime Emmys, four People’s Choice Awards, an Oscar nod, and tons of other best-person-on-earth awards, an 18-year-old Oprah Winfrey won 1971’s Miss Black Tennessee competition. Oprah didn’t make the finals of Miss Black America, so she decided to take over America, one book club member at a time.