Special equipment: 4 skewers
Skewer hot dog pieces, tomatoes, and pineapple chunks alternately onto 4 skewers.
Spray a grill pan lightly with nonstick spray, and bring to medium-high heat.
Add skewers and cook for 3 to 4 minutes. Flip skewers over the grill pan, and cook until the tomatoes and pineapple have softened and are slightly blackened, another 3 to 4 minutes.
Once cool enough to handle, pull the food off the sticks and eat!
If using wooden skewers, soak in water for 20 minutes to prevent burning.