14 Most Unlikely Oprah Shows

Alaskan Men Looking for Brides

Single and ready to mingle? In 1989, Oprah played matchmaker when she flew 20 bachelors from Alaska—a state known for its abundance of single men—to Chicago to find the women of their dreams. After Oprah introduced the men to an audience filled with single ladies, the bachelors made the next moves. They asked some of the women questions before deciding whether to go out on a first date.