When it was time for the toy he grabbed it and when for the lube bottle at the same time. Lubing the toy he wanted to make sure that he had enough on there to make is a smooth slide in. Starting with the tip it slowly entered his hole while he took many deep breaths to compensate for being so uncomfortable. Once he had the toy mostly in he began to move the dildo in and out slowly. I was very shocked at how well he was taking the whole experience. With some time who knows if he will be able to take the real thing.
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