Pegged For Progress

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#14 of Femdom Stories

Rock has been taking better care of himself these days, and he isn't afraid to pat himself on the back for it. In this commission for RockWarriorWolf, he finds out that he has an unexpected audience!

Thinking that he has the house to himself, Rock comes home from another successful workout and decides to strip down in the living room, enjoying the freedom of feeling more comfortable with his body. When he really starts to feel himself, however, Aiko declares her presence, just for the sake of seeing him startled.

She's proud of Rock for trying so hard and sticking to his routine, but she doesn't want him to get bored. She proposes they try something new; the strap-on in her grasp is ready to be used, and Aiko is ready to make a good, hard pegging a part of Rock's new exercise regimen!

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Progress truly was progress, no matter how small.

Rock was just starting to see some of the fruits of his labor: coming in from a brief run around the neighborhood, the wolf didn't feel the same degree of exhaustion that he once did, and without that burning sensation in his lungs, he could focus on the pride of his accomplishment when the door closed behind him.

The first time, he couldn't hear the satisfying click of his front door locking over the sound of his own heart, pounding through his ears. He could barely see his own reflection in the mirror through shaky eyes, but this time, some months on, everything was a little different.

"The other girls would be so proud of you, if they were around to see this," he whispered. He was still breathing heavily, but he was in control of those heated puffs of air, even when he took the extra effort to strip the sweat-addled tank top from his body. "I'll have to give them a call again, sometime; they won't believe this without seeing it."

There would only be one girl around to see the results of his hard work, if she was home at the moment.

Aiko should have been somewhere around the house, as far as Rock knew, but even as he wandered further into the landing and made his way toward the living room, he didn't see her anywhere.

"Aiko? You home?"

She was around so often that she may as well have lived with the young wolf, but when she didn't answer his first call, a wicked grin curled his lips.

"...If not..."

He tugged the drawstrings on his shorts, pulling the extra slack that had formed at his waistline over the past few months. Just seeing that gap was a victory unto itself, but where some would have felt a direct sense of accomplishment, Rock was immediately drawn to the valley of his own crotch, and the subtle mound of fluff that kept the opening of his sheath hidden from above.

After so much time, he was really starting to appreciate his own body, and with the promise of privacy, he felt safe dropping his shorts to the floor, sporting only the brilliant, yellow underwear that he'd always been tempted to show off.

"No crowd to put on a show for, but if there was...I think they'd really like what they saw," Rock said to himself, trying to keep himself on that confident high. "Not a lot left to show off, but if they asked nicely, I just might put everything on display!"

His voice was carrying through the house before he realized it; the higher tone and elation in his voice were all being kept in mind by the woman descending the stairs.

She was moving as quietly as she could, not wanting to ruin the moment that Rock had earned for himself...though she hoped her presence, once he noticed it, would enhance his mood that much further.

"Would only take a little slip of my thumb...a quick tug..."

"And the crowd would go absolutely wild, wouldn't they?"

Rock's thumb was already tugging out on the bikini cut of his undies when he finally noticed another presence in the room: he was so lost in the moment that Aiko, even with her impressive aura, was able to stand to the side and enjoy a private show for the better part of a minute before Rock had any idea what was going on.

" A-Aiko! I...I called out for you earlier and you didn't say anything!" Rock exclaimed. "Have you been here the whole time?"

"Yes, but I couldn't just come downstairs right away," she answered. "I had to make sure your surprise was ready before I did...and I've never worn one of these before; it's kinda hard to tell when you've got it on just right. I swear, I don't know how you boys do it..."

At first, Rock was staring into the eyes of the wolfess, as if he didn't believe that she'd caught him in such a vulnerable moment.

When he noticed that she was just as close to being naked, he looked right past the soft, supple majesty of her chest, curious at what kind of surprise would have caused her to struggle.

"Oh. T-that...that's a..."

"A strap-on? Why, yes, it certainly is," Aiko teased. "And judging by the way that you're staring it down, you're more of a fan of the idea than I thought you'd be...a pleasant surprise, that."

"It matches your highlights nicely," Rock blurted out the first thing that came to mind, finding his momentary confidence was taking a backseat to bewilderment. "And it's...k-kinda big, isn't it?"

"It wasn't the largest model they had, but they said it would be a good fit for beginners," Aiko mentioned. "I'm sorry to spring this on you, but it would have spoiled the surprise if you knew what was coming."

"And what's the occasion?"

"A reward for all of your hard work," Aiko suggested, but her greater motives were coming to the surface as she stepped a little closer, letting the shaft of the toy sway with every sauntered step. "I really am proud of you for sticking to your regimen, Rock...but you've been teasing me, flaunting that tight little ass around after every run and expecting me to keep my paws to myself..."

Rock hadn't intended to work Aiko up with his progress, and she knew that much to be true, but any excuse was a good enough excuse for the wolfess to pin her roommate and give his new, improved backside a closer look.

She wouldn't do anything more than look without his permission, but if he so much as said the word, she had plenty of plans to make theirs a memorable afternoon.

"I'm surprised you were able to keep your paws to yourself for this long," Rock admitted, his lips curled in a sheepish grin; his confidence wasn't entirely spent, just yet. "To be honest, that's barely ever stopped you from feeling me up, before."

"And I appreciate you noticing that I've been trying to get better about that," Aiko played right along, flowing with the conversation no matter what direction Rock tried to take it in. "But it hasn't been easy, especially when I've been hiding this for such a long time--I think it'll be just the motivation you need to keep on running!"

Rock cocked a brow, just as the tip of Aiko's toy brushed against his thigh. "I haven't really needed any motivation to keep going, so far."

"...You're poking all kinds of holes in my plan, Rock."

"Is it so bad that I'm the one teasing you for a change?"

"I admit, it's throwing me off a little, but I don't mind the change of pace," Aiko claimed. "And I'm happy to keep changing the pace by being the one fucking you for a change."

The tone of her voice made Rock feel desired that he wasn't sure he'd be able to turn down anything she suggested; he was fortunate that she'd only purchased the entry level model.

"Feels like you're just determined to try out your new toy on me," Rock suggested, but his lips were still curled with a grin, even if the nerves of trying something new were starting to show. "While calling it a reward."

"Give it a try, and I think you'll find it very rewarding," Aiko suggested, pushing the envelope just enough that Rock never felt like he couldn't say no...but she knew him well enough to know that if he was going to, he already would have. "And if you don't, I'll never make you do it again."

His cock was already bulging against the front of his underwear, more than the already tight cut of the bikini would typically reveal.

He could have tried to lie about his excitement, but Aiko was close enough to smell the delicious, natural aroma of his need, even before he had a chance to confess it.

"And if I do enjoy it?"

"Then I'm gonna be pegging that cute little ass of yours once a week for the rest of your life," Aiko promised. "Unless you don't think you can handle that?"

Some part of Rock knew that he was being manipulated, but he'd always loved that Aiko was willing to do the mental gymnastics for him.

He trusted that she would only want what was best for him, even if her way of getting to that end was paved on a path of selfish means.

"If I can handle going for a run almost every morning, I'm _pretty_sure that I can handle a little extra cardio once a week," Rock finally answered, but he had reason to swallow back a lump of nerves when he felt a greater pressure against his thigh. "Took me a while to warm up to r-running, though...so...t-this could take a minute."

"Don't worry," Aiko whispered, finally close enough to her fellow wolf to let the weight of her words tickle the base of his ear. "I'll be nice and gentle with my favorite boy toy..."

Rock was never able to pull his thumb from the waistline of his underwear; he'd frozen in place when Aiko made her entrance, but his wrist made for a fine handle when Aiko wrapped her palm around it.

She was delighted to see the tip of his cock was already pushing up and starting to throb with anticipation--she wouldn't be ignoring his manhood outright--but her greater focus was on the warm, soothing scent of his efforts, as the bikini cut slipped away from his crotch.

That natural bouquet of his musk and the plentiful sweat of a long, satisfying run were such that Aiko couldn't help tugging hard at his only article of clothing, leaving it around his ankles in a blink. "That doesn't feel like you're b-being all that gentle," Rock tried to suggest, but he didn't dare slow Aiko's progress, now that she was on the war path. "Why do I get the feeling that I'm gonna be r-really sore after you're done with me?"

"Don't worry; it's a bit like working out," Aiko told him. "You'll be sore, but...you'll feel so much better when we're done."

Rock wasn't sure what to do or where to go with his body, but Aiko was already pressed against him, guiding him down to the living room floor. His legs started to buckle when the fabric of his underwear was pulled taut, but Aiko held onto him every step of the way, wrapping an arm around his back and easing him into the hardwood.

As much as the wolf was used to looking up and seeing Aiko loom over him with such a sinister grin, there was something different about knowing that he wasn't just going to be flat on his back while the wolfess worked her sexual frustrations out on his lap; the gravitas of what they were about to do wasn't lost on him, but the golden eyes that beheld him were honest.

Aiko, for her part, was antsy about the act in a way that she hadn't admitted yet. She leaned into her confidence as she grabbed the naked wolf by his thighs and pushed them up and back, keeping him in a folded, submissive state...but there was just a little less intensity about her movements than Rock was used to.

"Gotta admit, I've been missing out...this is a hot spread, Rock."

Kneeling between his parted thighs and admiring his naked figure, Aiko was able to see the progress of the wolf, closer than anyone else had seen thus far: his stomach was slimming, muscles were taking on a greater sense of definition, and just as she mentioned, his backside was smaller and tighter, offering a satisfying CLAP when her open palm smacked against one of the cheeks.

"As many times as you've thrown me onto my back, I'm shocked this is the first time you've stopped and looked," Rock admitted. He was bashful to keep his tail flat to the floor, but he knew that Aiko would have pinned his appendage down, anyway: she wanted to see the delicate pucker of his tailhole, completely unfettered. "But I...I'm glad you're enjoying the view, Aiko."

His smile was softer, but there was little soft about the approach from the wolfess: the tip of her toy was already poking against the opening of his ass, and only a tiny bottle of lube had been stashed in one of the leather straps at her hip.

She drizzled some of the cool, slick lubricant onto the end of her toy and leaned her weight against that opening, finding that his body was receptive to the first push; she gritted her fangs in an act of pure resistance, fighting off the urge to absolutely throttle his ass.

"More than you can imagine," she admitted. The weight of the harness was pressing hard against the flesh of her pubic mound, even before she had the chance to encounter the first proper resistance from Rock. When the tip of the toy sunk inside and the inches that followed were grabbed by his inexperienced muscles, the harness left such a delightful pressure on her clit that she'd try to take it easy on the boy, but she knew she couldn't make any promises. "So t-this is what it feels like to have a cock...it's wonderful, Rock...f-feels so good inside of you!"

From the flat of his back, Rock could see his own cock bouncing and twitching, spitting an impressive volume of precum into the air without ever having been touched. He would have been too bashful to comment on the mess he was making, but as he felt a couple inches of false flesh ease into his tailhole, he was struggling with any words, much less those of a pointed nature.

"Glad y-you...like it..." he stammered his way through, knowing enough about the act to know that he needed to stay relaxed. "What s-should I do, Aiko?"

"Lay back, enjoy yourself, and if you're having fun...beg your Mistress Aiko to pound your ass harder."

For being so inexperienced, Rock was doing a wonderful job of keeping his legs slack. He was folded over completely, at such an angle that his own precum was pooling in the pit of his navel as Aiko leaned her genuine weight into his ass.

The final inch of the toy disappeared within the submissive wolf, complete with an extra, generous drizzle of lubricant to aid on the next pass...and a slow, easy pull allowed Rock's body to truly revel in the moment, feeling a tight, tugging sensation from within.

He'd never known anything like it, and the first time around, it was nothing short of panic inducing...but when the full tip was back out of his asshole and his pucker remained stretched for Aiko's visual pleasures, he watched another spurt of precum trail across his own torso, higher up on his chest.

"That...w-wow...that did feel kinda nice," he confessed, finding the words an unabashed truth. "I can't believe I'm saying this, but...Mistress Aiko?"

Her tail was already swishing with anticipation of his next words, casting about that much more of her arousing, natural scent. "Yes, my plaything?"

"I know you're going easy on me," Rock said, his face wincing immediately at the fate he was inviting on himself. "You...y-you don't have to...p-please, fuck me harder..."

It had been ages since the last time Rock saw Aiko wear such a sinister grin, but it looked so natural on her that he felt an inward sort of comfort at the sight of it.

She was back in her element, and with a quick adjustment and a deep, full thrust, she was back inside of the submissive wolf, pinning him further back to the floor. "Only because you begged like a good boy ," Aiko answered him, reminding him of his status, whenever was around. "And good boys like you are always handsomely rewarded..."

It would have been better for Aiko to grind the false cock and roll it within Rock, for the sake of her own pleasure: her clit would have been rubbed just to the point of discomfort if she kept that up, but she wanted to give him the authentic experience, replicating the effort and passion that he'd shown to her so many times in the past.

For that, she was happy to sacrifice a hint of the physical delights, in favor of the mental thrill of clapping his ass with the front of the harness.

"That's one...h-hell of a reward," Rock panted, trying his best to stay relaxed as Aiko's powerful muscles drove the toy all the way into his body, hilting his tailhole with greater ease on every pass. "I dunno h-how much more of it I can...t-take!"

Sucking in a deep gasp and letting out a louder moan, Rock only served to further encourage Aiko with his desperation; he couldn't help the sounds that escaped his lips when the soaking toy was stretching his ass with such a deep, satisfying thrust.

Pleasures that he never would have imagined were building up within him as Aiko grabbed the backs of his ankles, keeping him folded...but when she gleaned the sight of his warm, pink cock, leaking precum like a broken faucet, she found that one arm was more than enough to keep him pinned and pounded.

The other reached forth almost immediately, capturing his shaft and feeling a layer of precum squish between the digits.

"It is just your first time," Aiko noted. "Guess we'll have to work you into a longer session next time, won't we?"

Rock was trying his best to nod, but he knew that wouldn't be enough for Aiko.

"Yes...M-Mistress..."

" Good boy ," she repeated, knowing the words were as much a part of the thrill as any physical touch could be. "And just like I promised...good boys are always rewarded for their efforts."

The subtle pap of Aiko's hips bouncing against Rock's backside finally settled as she leaned her full weight into his lifted ass, burying the entire toy within him and adding the pressure of her resting body to the spot.

That alone was almost enough to bring Rock to his climax, but a rapid, eager pump at his shaft and the delicate flesh of Aiko's lips against his own sealed the deal in an instant.

His cock absolutely painted their bodies; every stroke brought another long, messy gush of cum to the tip of his member, the yield jumping violently from his body. With the weight of the toy still buried inside of his ass, he felt inner muscles clenching and working in a way that he'd never realized before, but the extra weight and presence only aided his body in sending his seed as far as it would reach...utterly painting his own stomach and leaving a few dangling strands in the looming fur upon Aiko's breasts.

So many sounds were muffled by their kiss that Rock was grateful for that final point of contact; he couldn't imagine what kind of trouble he would have gotten himself into if he'd been able to actually speak his mind.