New spokesmodel Ashley Sinclair demonstrates how to use a Heeldo. Here are a few of her favorite positions! . Heeldo™ is the FIRST strap-on dildo harness for your foot allowing for vaginal, clitoral or anal stimulation. It slides on your foot like a sock and a dildo protrudes out of the back of the harness, where your heel is. You can then sit, squat, and bounce on your favorite harness-friendly dildo.