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Description:The only way to overcome this is to have anal sex regularly. Avoid lube with spermicide for anal or any other sexual activity Unfortunately, even lubes without spermicide can damage the tissues in your anus [ 5 ]. Experiment with different angles. Read our guide on butt plugs here. Instead, he should remain still. Check it out here to learn how. As I mentioned above, if you feel uncomfortable or experience any type of pain stop and allow your sphincter muscle to relax around his cock.