Chapter 87

The next morning, after Tanner left, I put in the fourth largest size plug in my bottom. This was the first one which engendered more than a little discomfort getting it in. The pain only extended for the moment the widest part went past my sphincter, settling for tenderness after it was embedded. I took the photos and posted them to the website as usual. When the posting was made, I went into the shower and removed it, cleaning it off and replacing it in the box. I looked at the largest one. It looked so huge. But if I wanted to guarantee Tanner my anal virginity, I needed to give it to him tonight. If he was to get it tonight, I had to prepare my ass with the largest plug.

I smothered my anus with lube, then added more to the butt plug. I tried pushing it in, relaxing my sphincter as much as I could, but as soon as it became painful, I had to stop. No wonder the sizes were gradual. If one had to start with the largest, it couldn't be done, and I was essentially skipping