The Sixth Ruined Orgasm Challenge

This ruined orgasm challenge was all about the hump…the dry hump. It was perfect for a Wild Wednesday Hump Day! The goal was to have a ruined orgasm while completely clothed. The rubbing and all stimulation was to stop when the orgasm began, and that orgasm would be ruined in his pants.

 The Dry Hump

Now, this ruined orgasm challenge posed an interesting problem. See, Jack really likes to dry hump. There are times when I don’t give him sex, but make him hump my sexy ass in bed in order to get off. It is always so hot to feel when that orgasm happens. So I knew I had to change it up.  I had Jack straddle my smooth leather boot and hump it while I sat back on the couch so it was much less comfortable and much more humiliating for him. At this point his cock had been denied for over a week, so even this type of embarrassing humping was arousing. He humped while I watched, and finally pulled back, and kneeled up straight. I made him pull down his pants after so I could see. I saw a still hard and angry purple red cock, and a small fluid dribble stain on his underwear. Ruined Orgasm Success!

 The Next Day’s Feedback

 Delia Emailed:

Having you hump my boot was a great way to amp up the D/s feel to this challenge. I wanted to make it different from pleasurable humping to keep you slutty and focused, and those boots did it! You looked so very submissive.

 Jack Replied:

Just reading your email made me blush. I felt so vulnerable and embarrassed sliding up and down your thigh high boot, but I could barely stop myself to ruin it. I think the boots helped to get me into subspace, and that was the hardest ruined orgasm so far for this whole challenge.

Yummy right? Stay tuned for Day 7’s Report of this Ruined Orgasm Challenge!

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