1) Breathe slowly and deeply during penetration. Take 5 seconds to inhale and 5 seconds to exhale, and be sure that your stomach is relaxed. Deep breathing has to relax you.

3) Many people find that pushing their anal muscles out as if having a bowel movement makes penetration easier. As you push your anal muscles out slightly, push the object in.

3) During penetration, try clenching your anal muscles around the object. Hold for as long as you can, and then release. Again, tensing and releasing has to relax the muscles. Each time you relax, push the object in a little deeper. Maintain your deep, slow breathing. I would push the object in on the exhale, but you may want to experiment with that.

Good luck! Be assured, the effort is worth it.