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My Anal Plug Journey

I was at a local adult toy shop here near me in Maryland and bought a plug as I wanted to start wearing it during the day and out on errands. They only had the large and small, so I went with a smaller glass one (pic in my profile). I went into the peep show booths, took the plug out and worked it right into my ass. I loved the feeling, was instantly hard, came to some videos (which I swallowed so not to make a mess) and then left.

But I was greedy and wanted bigger. I went back a few days or weeks later, looking for a medium size one but they only had a large. I thought I might as well try it. When I used it, it was a stretch. It was a fat teardrop followed by a ribbed thicker than normal shaft leading to the gem plug (also a pic in my profile). I didn't like the feeling of using the large one initially.

I was in Ocean City the other day and went to an adult toy store there that had a great selection of gem plugs. I picked up a medium sized one and absolutely love it. It feels so good and I love wearing it some days. Well, when playing I started to progressively increase the plugs as I became more relaxed.

On Monday night, I was out traveling for work and happened to bring my toys with me. I settled in for the night in my hotel room and got ready for some self fun. I turned on the computer and started looking at various sites that get me fully excited. I started with the small plug and started to work on relaxing myself.

Laying on my back with my legs propped up. I then moved up to the medium plug, working it my ass, pausing as the thickest part was stretching and relaxing my ass. I was finally ready for the larger plug. I was so relaxed, I had no problem taking it, again pausing as the thickest part slid into me. I don't think my cock has been that hard and thick in a long time. The feeling of the ribbed shaft sliding in and out was so magical, that the shaft was thicker and I could feel the plug was even hotter.

As I got more and more excited, I rolled onto all fours and plunged the plug in and out wishing I had someone there to do it for me, or to actually fuck me! Looking between my legs and seeing my hard, engorged cock swaying as I thrust my anal plug in and out of my ass was amazing and only heightened the excitement. Had someone been there, I would have LOVED to have them take over the plug manipulation. Seeing my precum dripping from my cock in a glistening strand onto the bed was absolutely heaven.

When I was ready to come, I erupted like a volcano cumming hard and more than I have in a long time.....even as I write this, I can still feel the erotic emotions welling up in anticipation of the next time. Maybe I can find someone that would want to watch, or help!