Then Evelyn took Robert by his glistening 7-inch c**k and guided it between her bare thighs and settled him over her lap. His ivory buttocks, lightly furred in brown, flinched as her right hand caressed them. She ordered,
“Part those legs as far as you can and still keep your feet on the bed, naughty boy! Mommy wants to have the fullest possible access to those adorable buns, so that she can have the maximum possible behavioral leverage for correcting his wicked s****l thoughts and deeds! You’re probably having them right now, you wicked boy, when you should be concentrating on how bad you are and how much you need a good strict Mommy to guide you onto a righteous path! Well, there’s only one thing for that---immediate painful consequences!”
Then her right hand delivered two stinging spanks, one to the dead center of each of Robert’s buttocks. Evelyn traced the vivid pink images of her hand, as his cheeks quivered spasmodically, as she murmured,
“How wonderful to be able to leave one’s mark on such a national treasure as my bad boy’s ass! Now let’s see to erasing them by bringing everything around them up to a nice high temperature!”
Her right hand then descended even more forcefully in a rapid tattoo, spanking first from side to side as Robert hissed out breaths in surprise at how much she could hurt him. He had thought his athlete’s high pain threshold would make taking a spanking a trivial matter. Well, he was already starting to think otherwise as first a dozen, then dozens more stinging slaps brought his derriere to a growing burn. As he clenched his tormented nates involuntarily, his c**k moved deliciously in its firm but soft muscular prison, beginning to f**k her there in time to his nether moons’ rhythmic torment. Still, all was borne in stoic silence, only a hiss of breath marking each painful collision of hard palm and soft buttock. As the hundredth spank approached, the tennis player found the involuntary rhythms of his hips changing from that dictated by the painful collision of Evelyn’s hand and his buttocks. Instead, the natural pacing of his deliciously entrapped c**k as it sought its own release took over. His mistress adjusted her spanks accordingly, and soon he was crying out in ecstasy as he spent himself between her thighs.
The willowy redhead sighed in satisfaction, savoring the power she had taken over her handsome (and much larger and stronger) boyfriend. She liked the feeling of spanking him, though her own hand was beginning to sting a bit itself. Evelyn declared,
“Well, that’s a beginning of what our naughty boy has coming to him! But speaking of coming, he seems to have lost control of himself and made quite a mess between my thighs and on my sheet. That kind of sloppiness must not go unpunished, so I’m afraid we’ll be upping the ante a bit in his next spanking. Strict Mommies have always preferred the hardwood back of a hairbrush as just the right implement to impart the proper motivation for naughty boys and girls to change their wicked ways. I believe we’ll spank those adorable buttocks with the hairbrush until he comes again...why that could take hours!”
All the while Evelyn was enjoying taunting Robert her right hand was busy caressing his burning nates, feeling them possessively. Then her left hand drifted to his scrotum, as she bent forward to kiss his reddened buttocks while playing roughly with his steel-imprisoned balls as she teased him back to an immediate full erection. Once she could feel its satisfying turgor and heft between her thighs, she murmured,
“That’s enough fun stuff for our naughty boy; now it’s time for him to pay the piper just like he knows his strict Mommy will always make him...by a nice long chat with her hairbrush. Spread those legs even further, wretched boy...Mommy wants total access to all those white areas that her hand spanking didn’t reach...after all, one must be fair in apportioning punishment equally over a naughty boy’s ENTIRE bottom!”
Then Robert felt the true test he had both longer for and feared. For the hairbrush delivered a concentrated pain that far exceeded even Evelyn’s hardest hand spank. He still managed to restrict his response to a loud hiss of pained breath on each searing impact for the first few dozen spanks. But then she refined her target to the agonizing triangle at the very bottom of his buns, back and forth in terrifying rapidity, building the burn in this most sensitive spot of all. Finally, he shocked them both by bursting into tears, sobbing inarticulately as his gorgeous girlfriend spanked mercilessly away at his poor manly buttocks. This surprising emotional release seemed to trigger another sort of release, as within seconds of starting to cry the muscular tennis player was coming again between Evelyn’s thighs. This time he was truly shouting his orgasmic pleasure, making his flushed partner glad the sorority house was empty save for the two of them for the next few hours.
She stroked Robert’s rather purple nether moons, surprised not to feel a shred of guilt for having spanked them so hard that they would undoubtedly be bruised the next day. It was as though this was some sort of entitlement that our heroine blithely assumed. If she wanted to punish a likely willing bottom, then it had coming to it whatever it pleased her to grant it, and to hell with anyone who found her cruel or presumptuous. After all, it was not like anyone held a gun to her clearly very satisfied boyfriend, whose d**k was still mostly hard between her thighs after two very copious and clearly satisfying orgasms.
But she was far from done with this adorable behind still trembling as she gently stroked its burning and swollen skin:
“Well, bad boy, that is more like it! You’ve had two sound spankings and a couple of rather enthusiastic little spurts from that c**k that still seems a bit excited between my thighs. Do you have any idea why it remains ready for action despite having just come twice?”
Robert was adrift in an amazing state of euphoria, his brain reeling from what his human biology class had taught him were the powerful chemical mediators of pleasure and pain flooding his bloodstream. But he was still very anxious to please his amazing girlfriend, and rallied to reply,
“I think it knows that you have promised some more...challenging attention to my bottom...”
Evelyn allowed a teasing finger to drift down his nether cleavage, retorting,
“That’s right, my smart naughty boy! You have a good long ass-f*****g coming, so let’s get you up and ready for that while Mommy slips into her new toy that she just bought. She is sure you will find it very interesting!”
The lanky redhead then proceeded to strip off her clothes to her somewhat wobbly standing boyfriend’s great approval. He loved her willowy nakedness, firm medium sized perky breasts and equally adorable girlish buttocks. Endless happy hours were spent eating her red-thatched p***y while playing with her n*****s and fingering her G spot according to her exacting instructions while she came bunches of times before being satisfied. And f*****g her had always been equally gratifying, with Evelyn’s endless energy making for an over-the-top recipient of his c**k. But now, it was not without trepidation that the muscular national class tennis player watched that adored body wriggle lasciviously as it slipped into a black leather harness that had a triangular patch covering its crotch. That new device had several noteworthy features. First was a four inch inwardly curved dildo that slipped into her v****a to nose up against her G-spot behind the inner aspect of her pubic bone. Second was a black plastic inch long screw sticking outward from the opposite side of the pubic triangle. Evelyn showed leather case containing a variety of shiny black plastic dildos ranging from small to terrifyingly large, each of which was equipped with the socket to be firmly attached to the screw on her harness. And third was a battery pack on the back of the waistband of the harness, with a switch that when triggered set the whole dildo-platform vibrating in a variety of modes. She explained,
“This, you lucky naughty boy, is a wonderful device a very helpful domme at my new favorite toy store in the City recommended for the most enjoyable f*****g of adorable asses. As you can see, the harder I drive into your virginal bottom hole, the more pressure the vibrating triangle puts on my c**t, while the inner dildo is driven against my G spot. You have mastered that combination with your tongue and finger, and now I get to see if technology can get me off even better while all you have to do is take a nice big c**k up your back passage. Let’s see, what size should we choose to take a very bad boy’s virginity...how about the exact same dimensions as his own rather impressive equipment...sort of brings new meaning to the term ‘go f**k yourself’, doesn’t it?”
She proceeded to hold the dildo in question up against Robert’s insouciantly resurgent c**k, which had instantaneously hardened even at the prospect of having his ass f****d. It was indeed a fair duplicate, including a larger head and realistic veins down the sides of its shaft. He moaned as Evelyn screwed it firmly onto its base on her harness, imagining quite accurately that his anus, which had never been penetrated by anything larger than her index finger, was in for the challenge of its life. The imperious redhead ordered,
“I want you on your hands and knees on the bed, naughty boy, with your legs spread as wide as possible. You are to hold that position no matter how challenging that becomes, or else those adorable little sensitive balls will be in for a very special punishment reserved for their owner’s direct disobedience. Then Mommy will get that bottom hole nice and lubricated so we don’t harm it, though I’m afraid it’s going to have to learn the distinction between pain and injury the hard way, so to say.”
Evelyn proceeded to scoop up a generous fingerful of Vaseline from the jar that had provided for Robert’s c**k earlier. Then he felt her masterful touch on his anus, which she had introduced to being finger f****d only the week before when she had sucked him off spectacularly while massaging his prostate. This time her avidity to get on with it made for a much briefer interlude of digital violation, as she murmured,
“That’s right, cute little asshole, let’s get you nice and ready to be fucked...”
Then another fingerful of lube was massaged onto the black plastic phallus, making it glisten in the soft light of the dorm room desk lamp. Evelyn clambered onto the bed behind him, and soon he moaned again as she eased the dildo against its target. The domme declared,
“Time for one very naughty boy to get his final punishment for the evening, which is to have the inside of his bottom chastised just as thoroughly as his adorable buttocks were! I expect him to scream a lot while his strict Mommy f***s him, though if he begs or pleads I will be very disappointed at his lack of manliness...And since the punishment should fit the crime, if he is unmanly, his little balls will be treated very unkindly for a very long time. Understood, naughty boy?”
“Yes, Mistress, I understand...”
This was the last articulate sound Robert made for the next half hour. But he soon became a veritable font of inarticulate verbal expressions, starting with a low rumbling moan as Evelyn leaned back and began to push into him, millimeter by millimeter. This rather controlled sound escalated into something louder and more gaspingly urgent as the dildo demanded the dilation of his sphincter far more than anything ever had in its brief and previously unmolested existence. By the time the artificial prepuce was fully inside him, the sweating young athlete was screaming, “Aaah! GOD!”, feeling even more terrified than he had during his hairbrush spanking.
Evelyn took awhile at this point, fascinated by her lover’s muscular body in a paroxysm of involuntary responses to this new outrage being perpetrated on its most private place. She held onto his burning buttocks, savoring their quivers as they attempted to do something, anything, to redress the emergency taking place in the tender orifice they had heretofore protected against such brutal invasions. And as she pushed inward, the domme experienced the crescendo of her own pleasure as her forward momentum met resistance that compressed her c******s delightfully even as it drive the curving inward dildo against her G spot. This surge of joyful sensation made her want more, and so she drove ahead, making him scream even louder. Soon he was fully impaled, and she could feel the heat of his spanked nether moons against the coolness of her thighs. Her orgasm broke at this final sensation, and the flushed redhead’s shouts of orgasmic pleasure joined her hapless partner’s cries of terror for the next 30 seconds.