Sensual Strap-On Play
Strap-On Play Doesn’t Have To Be Strict I enjoy a strict strap-on session. Maybe one after I’ve spanked and paddled your ass, turning it a bright, warm crimson, Securing you over the spanking bench – which also works perfectly to peg you, with your ass open and...Jack Gets Pegged
I Got Jack A New Strap-On Well, you know where the whole Jack’s Anal Adventure was leading, didn’t you? I had told you I was going to re-pop his cherry on his birthday, and that day had finally arrived. We were heading back to the good ol’ US of A, so we had the...Cuckold Anal Play
I Popped Jack’s Born-Again Anal Cherry! But, you’re going to just have to wait until I get back from my vacation to hear all about it. I’m such a tease aren’t I? I know you love it, don’t tell me you don’t. Anyway, while I’m away, let’s talk about cuckold anal...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...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...
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