#MasturbationMonday – #Anal Training

Masturbation Monday

It’s that time of the week where we talk naughty… (actually I pretty much do that every day of the week, but ho hum…) and I give you a little food for thought. What’s today’s theme? Butt plugs, anal torment, shock collars – you know me, no messing about 🙂



You are not to avoid the direction of the wand,” and he pressed it tightly upon her clit to demonstrate and watched to see whether she could follow instructions.

“Ahhh,” she whimpered, wanting nothing more than to wiggle and buck helplessly.

“That’s it,” he encouraged her. “Stay perfectly still and let yourself go.”

The vibrations from the wand were so powerful it was impossible for her to do anything else and she came in thirty seconds flat. Agnes timed the moment of climax with exacting precision, inserting her plug about two seconds before the poor girl exploded.

Mark did not let her have any time off for good behaviour. He dropped the vibrations down again, but made her ride out wave after wave of almost painful, orgasmic contractions under his immoveable hand. It was probably the longest orgasm the chit had ever had and, quite possibly the most painful.

Whilst Jenny was almost sobbing under the wand’s irrepressible, juddering bursts, she had managed to take control of herself and she did not move a muscle from the all fours position that had been assumed. There was no sway or squirming to be seen. Mark, quietly impressed, thought it was a sign of good things to come.

Meanwhile, Agnes had herself busy with plug number two. It was shorter and fatter than its predecessor and whilst it would be a snug fit going in, when it found its anchor point, it was there to stay. There was a long, black horse-hair tail attached to it, but unlike Petal’s normal tail plug, this one was designed as a removable attachment, to suit her bidder’s whim.

The shiny chrome butt-plug was now getting more than its fair share of lubricant and Mark’s fingers were once more working themselves inside Jenny’s ass, to prepare her for the invasion. The strain on Jen’s face began to show, her expression tightening into a hard knot as the effort of not moving became more and more difficult. He flipped the power button on the wand back up to full again and watched as her fingernails clawed the table. Agnes began to position the butt-plug at Jenny’s rear. The trainee’s eyes glazed over. This one would learn to love anal sex, Mark thought, although she might not think so on her first occasion. It all depended on the skill of the partner.

Agnes began to apply a little more pressure with the plug and a slow twisting motion. The tense set of Jenny’s body would deny it entry for the moment. He wanted to see if she would be able to deal with that on her own, so he bent down to her ear.

“Relax for me. Let go and take it all inside you. Concentrate, push out and the experience will be a whole lot less painful and a damn site more enjoyable. Can you do that for me?” He caught her chin with a finger and watched as her eyes connected with his. A frisson of sexual tension rippled through them both and it shocked him. Although he’d seen the jolt in her eyes and had been able to mask his, his desire for Miss Redcliff had just increased to the most painful frustration on his behalf that he had ever felt. If Agnes and Hetty had not been in the room, he would be banging the girl silly by now. So much for control. What was wrong with him? He had no time to consider the matter further.

Jenny had obviously taken his commands to heart for he heard Agnes say, “Beautiful,” as the plug slotted firmly home. Then, he had a fiery hellcat on his hands. All of her restraint was lost as her body began to writhe and jump under the weight of the wand. Her newly positioned tail jumped around everywhere for a few seconds before an ear-splitting scream could be heard. It was all he could do to keep the wand attached to her clit, the girl moved about so much, but he made her ride out every single convulsion until she collapsed on her hands in exhaustion. She was panting for breath and a few beads of sweat trickled down from her forehead.

Agnes gave the pair a few minutes of quiet time before she coughed delicately and held up a simple, silver circlet. Removing Petal’s thick white collar from her neck with a couple of snaps, she held up the thin metal one for Mark to examine. “It’s a shock collar, same as the plugs” she said, with a sympathetic twist to her lips, “so if there’s anything you want to say, better do it now. You can put the collar on and lead her into the cage if you like. We’re happy to give you a couple of minutes’ privacy. Hetty and I will be waiting outside.” Hetty, who had been happily enjoying a very pleasant daydream with several pony-boys, her eyes staring blindly into space, found herself yanked out of the room with rather more force than was absolutely necessary.



Need more #MasturbationMonday fun? I have just the thing for you!

1. Finger-fucked at 40,000 feet 2. Slippery when wet…
3. Saltwater Lover 4. He Promised…and He Delivered
5. I’m tired Daddy 6. #MasturbationMonday Mine
7. Masturbation Monday: The Cucumber

6 thoughts on “#MasturbationMonday – #Anal Training

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