Preheat oven to 400°F. Peel banana and slice on a diagonal, then arrange slices in a shallow baking dish. Pit and halve cherries and add to bananas. Drizzle fruit with honey, and bake for approximately 15 minutes.
Meanwhile, beat the whipping cream and sugar until peaks form. Chill until ready to use.
Heat a grill or stovetop grill pan to medium. Butter both sides of pound cake slice. When fruit is done roasting, grill cake for 1-2 minutes on each side.
Plate pound cake and spoon roasted fruit over the top. Add 1-2 scoops of ice cream per person and a dollop of whipped cream. Top with a fresh cherry.