This will give you a comfortable way to penetrate yourself with the toy while going extremely slowly, over multiple sessions, to work yourself up to the largest point.
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Measure the width of your current favorite dildo that you can use comfortably.
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In addition to anal stretching, a lot of anal aficionados enjoy anal depth training.
Once the toy is lubricated, you can go ahead and insert it as usual. As your body stretches out to accommodate something ever-so-slightly larger than your comfortable spot, it. Butt plugs also have a place in an anal stretching repertoire.