Becoming A Bend Over Boyfriend, Part 2
Becoming A Bend Over Boyfriend, Part 2: Be Your Own BOB So, have you told her? Did you sit down with your wife of your girlfriend and tell her how you wanted to bend over for her, to have her take you with a strap-on? How did she react? I can tell you the first...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...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...Jack’s Perspective On Anal Training
I can tell you all about anal training, but sometimes, it’s more effective hearing it from the bottom… Read what jack has to say about his anal play experiences, good and bad, and what made them better! You Need An Anal Training Mistress Jack says… I had a...
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