As editor at large of O, The Oprah Magazine, Gayle spends enough time working in New York City to be well acquainted with the town's tastiest sweet spots. There's one legendary place she hasn't tried…until now. Wimp's, located in Harlem, offers cakes "like your grandma used to make."

All the cakes follow the same recipes handed down by Wimp's own grandmother, says his wife, Donna. Wimp creates his sweet confections with the baking basics: real butter, lots of sugar, flour, buttermilk and all the fixins—coconut, pecans and chocolate. "It's not the best for the waistline," Donna says, "but they're definitely wholesome."

Gayle's next delicious delivery is to none other than "The Donald," Melania and baby Barron. Will this cake trump the others?