Step 1Lightly brush cut sides of fruit with oil. Place on grill, cut side down, and grill over medium heat until lightly browned, 3 to 5 minutes. Turn and grill until fruit is tender yet not mushy, 3 to 5 minutes. Remove from heat and cut halves in half.
Step 2Toss cut-up fruit in bowl with sugar, anisette, orange liqueur and lemon juice. Cover and let stand at least 30 minutes for flavor to develop.
Step 3Lightly grill pound cake slices over medium-high heat until toasted, 1 to 2 minutes per side. To serve, place cake slices on dessert plates and top each with small scoop ice cream. Spoon grilled fruit over top.