17oz Relax Lightly Desensitizing Anal Lube
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Sure, comfy neoprene, velcro, and nylon collars don't win the most fashion points, but they can be part of some hard bondage. You can get a perfect fit around his neck, and the nylon is strong enough to take a lot of pull. The nipple clamps are a good start, but with the two other D-rings, you could hook it up to a hog-tie, an anal hook, or pretty much anything you can imagine.