Once upon a time, there was a very Slutty Sissy. After many epic quests, trials, and travails, the Slutty Sissy finally found a Mistress. And, luckily for the Slutty Sissy, their Mistress had a lot of energy. The Sissy was quite a handful to keep on top of, after all! One day, the Mistress decided that she needed a break from constantly managing the Slutty Sissy, so she decided to introduce the Sissy to a new game: pegging! After so much fun with panties, and cute outfits, and flirting outrageously with everyone with a pulse, the Sissy was ready for something new. This is the tale of the Slutty Sissy: Sissy Gets Pegged.

Sissy Gets Pegged

the Slutty Sissy Gets Pegged Harper 800 601 7259The Slutty Sissy heard their Mistress’ announcement with amazement and trepidation. ‘Pegged?! I’ve never done that!!!’ they thought, shaking in reaction. ‘What if it hurts?! Or worse, what if I like it too much?!’ The poor Slutty Sissy’s head was just spinning with conjecture and speculation, running around in circles of what if… “Stop thinking so hard, Sissy,” Mistress commanded. “Go take a nice hot bath, with the calming bath salts, and make sure to wash your ass well.” Mistress then turned to her other preparations, clearly expecting the Sissy to run along and be an obedient slut. If the Mistress’ plans were to come to fruition, she’d need to get started. The Sissy would get pegged today, one way or another!

While the Sissy was in the bath, Mistress got ready, too.

Sissy Gets Pegged Harper 800 601 7259Such a lucky Sissy, to have a Mistress well versed in anal pleasure and prostate games! Mistress knew that for a first time anal slut’s greatest pleasure, a lot of prep was needed ahead of time. So, she gathered her kit: clean soft and absorbent towels,  two sizes of dildo, condoms to help keep things neat and tidy, and an extra large bottle of lube. Since she favored silicone dildos for anal play, the lube needed to be water based, and Mistress had her favorite brand on hand. Laying out all her goodies on the dresser top, and then spreading those soft towels over the bed, she turned to the final key ingredient for ultimate pegging pleasure: the strap on harness. When pegging a sissy slut, Mistress liked to use an adjustable synthetic fabric harness to hold the dildo at the perfect angle, so she picked out a cute pink harness from the collection and laid it out alongside the rest of her supplies.

Meanwhile, the Slutty Sissy was nervous!

Soaking in the hot bath, with the calming bath salts as Mistress had instructed, the Sissy still couldn’t quite get their mind to settle down. Mistress was going to fuck them in the ass! Their last bastion of virginity, taken away, ripped from their body, stolen like a pair of panties left on the line! The Sissy worried that maybe they’d like it too much and become a slutty whore with a blown out ass, or that they’d just bend over for anyone to use and fuck, again and again (the Sissy was getting a little turned on by that idea, truth to tell), used like a warm fleshlight left in a truck stop bathroom! The Sissy was prone to flights of histrionic fantasy, but this was getting a little much, even for themselves! Time to try to bring the wandering and excitable imagination back under control. Mantras, yes, Mistress was fond of giving the Sissy mantras to use when their mind was spinning uncontrollably. So, sitting in the bath, hard and aching and so turned on and nervous, the Sissy chanted ‘my Mistress will only give me good thing, and will never deliberately harm me.’ As that took effect, the Sissy remembered another mantra that Mistress had taught them. ‘Slutty Sissies deserve good things from Mistress.’ As the fear receded, and calmness arose, the Sissy found the strength to get out of the bath and go face their Mistress, and whatever she had in store for them.

Are you a slutty sissy, too?

Don’t you wish you could be the slutty sissy in these stories? If you want to know what happens with a sissy gets pegged, give me a call and find out. I’d love to talk you through your first anal experience, or, if you’re an experienced anal slut, let’s talk about your first time, and then enjoy some fun together. I bet your ass can take anything I choose to dish out to you.

Your Pegging Mistress, Harper

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