Small Strap-on Dildo
As most of you know, Jack has been training for a new strap-on I am going to surprise him with for his birthday this month. He has been stretching out, and has reported on his progress so others could do anal stretching too! Well, after his third report, he had to...Anal training Safety
Anal training Safety I am taking a break from Jack’s anal training reports for a couple of reasons. First, Jack was away on business, and his training schedule was thrown off. These things do happen. Life gets in the way at times, and these breaks can be a great time...Jack’s Anal Training – Week 3
My Butt Slut’s Ass Is Opening Nicely Well my voyeuristic pegging pets, we’re onto Week 3 of Jack’s remedial anal training. I guess week 2’s butt plug opened him up enough that the 1.5 inch diameter of this week’s dilator caused him little issue, because he didn’t ask...Jack’s Anal Training – Week 2
Let’s Widen That Ass So, Jack’s first week of anal training went pretty well. His horny hole hadn’t forgotten ALL the work I had put into it. For week 2, the plan was to move up to the next size, the 1.25 inch dilator. While he followed the 8-week anal training...Jack’s Anal Training– Week 1
Why More Anal Training? As I mentioned, Jack is going back through my anal training program, using the new anal dilator set we got. I got some questions in email and IM. Mostly, they revolved around this… I thought Jack was ALREADY a butt slut? You’ve told us all...
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