“You know . . . “ I began, “It’s truly been far too long since I’ve given that ass of yours a proper workout.” My gorgeous subbie looked up at me helplessly, well aware of exactly what I was teasing at. The fact of the matter was that he had been a very naughty boy not too long ago- he had been given an assignment to find me a new pair of fishnet thigh high stockings with a backseam composed of little tiny crystals . . . and neglected to alert me that he’d been called into work on his day off and wouldn’t be able to complete his assignment in time! How unfortunate . . . for him. He loved taking my strap on since the first time I ever gave it to him, and the truth is- his ass did need a work out in order to keep up with his training. Now what happens when a Mistress wants to take her subbie’s ass, but needs to teach him a lesson?

Teaching his Ass a Lesson

“Hmm . . . do you want to know what I think?” I giggle, watching his cock twitch in his boxers and reading the curiosity in my eyes. “I think  . . . that you knew better. You’re well aware that I am to be informed if you cannot manage to do what I ask of you in a timely manner, though it has been some time since you’ve displeased me.” He looks down at the floor, surrendering to his guilt. He knows that Mistress always knows. I firmly pinch his chin between my index and thumb fingers, and look him directly in the eye as I begin to speak. “I think you were hoping for a punishment. I think you’ve begun to enjoy having your ass pounded so much, that you thought I might have you take something bigger to make up for your infraction, didn’t you?” His eyes glazed over in fear as he whispers “Yes, Mistress Marilyn” at a cowards volume. Hmm . . . . I suppose he did have some guts after all. “You, my dear, are going to go to my bottom dresser drawer. I’d like you to find the black plug I got for us, and bring it to me . . . . “ He quickly obliged.

Butt Plug Training Time

My subbie was told to bend over for me, and slip the waistband of his boxers down to right beneath his adorable cheeks. Silently, I tip-toed over to my toy bag and retrieved my favorite wooden paddle, before coming up behind him and giving him a surprising little pinch. Slowly, I lubed up our Tantus Buck Butt Plug– a gorgeous toy with three tantalizing bulbs that gradually widen along its length . . . the perfect toy to stretch his sweet hole just right for me- just a little bit more than he was asking for. I circled the tip around his entrance, relaxing him before I gently pushed the first bulb inside . . . . but this was, after all, a punishment- and he literally was not getting off that easily! Forgoing a warm up spanking, I took my paddle while holding the plug in place, and whispered to him . . . “You are enjoying this a bit too much for a punishment. You are going to take four good smacks per every inch of this plug you swallow up like a little slut for me. It’s a bit wider than you’re used to taking it for me, so I dare you to clench your cheeks- and see just how much more intense that plug feels opening you up for me . . . .

Tune in this Thursday to see which kinky anal toy is on Mistress Delia’s mind this week; and come back next Tuesday to read about my wicked and tingling alternative to traditional anal toys! I know you must be curious 😉

Have a kinky week!

XOXO- Mistress Marilyn