Wonderbolts Vacation

Eventually, someone had to fly over to the next island to purchase food for the group, and today that pony was Night Glider. Josh was silently glad for this, even if the two of them had been awfully close lately. Whenever Spitfire or Fleetfoot went, they always brought back a surplus of fresh veggies, health food even for pony standards, and nothing to really fill his stomach. But Josh knew he could count on Night Glider to bring back oodles of snacks and hearty foods, much to the disappointment of her superiors.

Still, it had been over two weeks since Josh had worn a shred of clothing, and a part of him wished he never had to put on another scrap again. The tropical weather did make nudity much more feasible, but being naked had given him so much confidence, and made him so much more in tune with his body. He loved the feeling of the warm ocean on his balls when they went swimming, only to shiver at the breeze between his wet thighs when they retreated to the beach. The soft chairs and beds in the villa were so much more cozy when their silky surfaces could touch every part of his body. The tropical sun and late night beach bonfires were all the more enjoyable when the waves of heat could pour over him without obstruction. And where Josh had normally been so shy and modest, now he let his body do as it pleased. He no longer felt a shred of shame over his erections, even when they appeared out of nowhere. He had the esteem now to display them proudly, and had no qualms over rubbing his hard cock when he felt like it, even if only for a moment.

But even with three horny mares around, sometimes the best thing for a man was a good session with his own hands. So as Night Glider flapped off with an empty bag around her neck, Josh watched her go from his chair, following her through the window as he stroked himself lazily.

He let out a loud groan, knowing that it was encouraged for him to let his pleasure be heard throughout the villa. He liked the way the sound of his hand meeting his groin mixed with the sound of the wind and waves filtering in through the windows. It was good to have his private, sexual moments put into the open, and accepted so readily.

Josh pleasured himself for a while, his voice continuing to echo throughout the villa, until he heard another moan answer him. Immediately he knew it was Spitfire and Fleetfoot, and he had been with them enough times to know what their sex voices sounded like.

Josh rose from his seat. As good as his hand felt, sometimes the best thing for a man was a good, hard fuck.

As he headed upstairs, he could already hear the sounds of the bed rocking in time with their moans. He groped at his throbbing erection, the anticipation making it difficult to resist. When he rounded the corner, he could see their hindlegs through the open door.

"Fuck, Fleetfoot," he heard Spitfire moan.

"Morning ladies," Josh said as he entered. He couldn't help but grin. Spitfire and Fleetfoot were on the bed, Fleetfoot on her back and Spitfire on top as they spread their legs, rubbing their engorged pussies together, their sticky juices already beginning to mix and drip down their lips.

"Oh, hey Josh," Fleetfoot greeted him, looking past Spitfire.

"Just in time," Spitfire said. "Want to join?"

"Do you even have to ask?" he chuckled. Releasing his cock, he stepped up to the sweaty mares as Spitfire raised her tail high for him.

He gave a heavy sigh as he slid his cock in between their marehoods, spreading each of their lips apart with his flesh as he ground into their clitorises. They groaned in response, each of them grinding down on his shaft, sandwiching his member between their warm, wet folds. Having one mare grind on his erection was heavenly for Josh, but having both mares pressing against each other, rubbing their moist flesh over his throbbing length, coating it in sticky mare juices was like nothing he had ever experienced before.

He began to pump between them, grabbing Spitfire by the tail as he rocked his hips forward, letting his balls slap against Fleetfoot's flanks as his other hand kneaded Spitfire's toned ass. Josh could practically smell the mare's need in the air, but they weren't shy about vocalizing it, either.

"Celestia, this is hot," Fleetfoot said before leaning up to plant kiss after kiss on Spitfire's neck.

"Told you what we needed was some big, fat cock," Spitfire replied with a grin. She wrapped a hoof in Fleetfoot's mane, pressing her subordinate to her chest as she looked back at Josh, their hips still gyrating over his dick. "Thanks for providing the meat for this little sandwich of ours."

Josh had to laugh. "Don't mention it." He continued to thrust forward slowly, taking in every bit of texture their pussies provided, his cock now soaked in their juices and begging him to enter one of the juicy mares grinding on him. But his focus was too riveted on Spitfire and Fleetfoot before him. He watched with rapt attention as Spitfire pulled Fleetfoot away from her chest, only to lean down and stick her tongue in the bottom mare's mouth. Josh could see the bits of pink exchanging between them, and the low noises they made deep in their throats were lusty, steamy. He could see bits of saliva wetting their lips and chins, their makeout as sloppy as their pussies, their breathing as heavy as their grinding.

"Think he's had enough torture?" Fleetfoot said before letting a long lick run from Spitfire's chest to her jaw.

"He's a grown man, Fleetfoot," Spitfire said with a chuckle. "He's got two mares bent over with their tails raised sky-high all for him. If he wants to shove it in, he's gonna shove it in."

Josh caught the implicit invitation, but he was also surprised to see Spitfire being so submissive toward him. Normally sex with her was hot, fast, and heavy, but now she was patient, letting him take charge of her. He smiled as he caught a dirty look in her eye. Even if she was captain of the Wonderbolts, Josh realized that sometimes the best thing for a mare was to be bent over and have her brains humped out.

So, with a yank on Spitfire's tail to hoist her flanks up a little more, Josh angled his hips and rammed every last inch into her wet marehood all in one thrust.

"Ahh!" she started, squeezing Fleetfoot's head to her chest in response. "Oh, fuck yeah..."

Josh didn't waste time in thrusting. He let his hips ram into Spitfire's fit rump, taking as much of her as he could as hard as he wanted. Her pussy clenched on his shaft in response, clearly having wanted a thick rod to fill it for a while now. Below, he could feel some moisture collect on his balls as Fleetfoot continued to grind against Spitfire, adjusting her hips so that their clits rubbed together while Josh pounded the captain.

Normally calm and composed, even in bed, this double-assault took its toll on her. "Yeah, fuck me! Give it to me hard Josh! Ohh!" Her voice had a ragged edge to it, and Josh watched with amusement as she bit her lip, throwing her hips back into his thrusts, grinding against Fleetfoot.

But Josh was in control, and after he had fucked Spitfire for a while, he pulled out of her hot depths only to thrust into Fleetfoot's waiting pussy.

She gasped loud, throwing her head back as her marehood was filled with Josh's pounding cock. Spitfire regained her composure, grinning now as she had her chance to take some revenge. The yellow mare leaned down to bite on Fleetfoots ear, licking over her jaw and scraping her teeth against her neck as Josh took her roughly. Fleetfoot was just as tight as Spitfire, and just as needy, her body practically quivering with pleasure as Josh thrust and Spitfire rubbed their clits, the captain's juices dripping down onto Josh's already-soaked shaft.

Spitfire looked back at him again with a grin. "Enjoying yourself big guy?" she asked.

"Hell yeah," he answered with an equally cocky grin. Pulling out of Fleetfoot now, he pulled Spitfire's rump down to him as he thrust himself back inside of her, earning a particularly loud cry as he spanked her flanks right as he entered.

Accustomed to what was going on, Fleetfoot took this opportunity of bodily control to tease and arouse Spitfire back before her cunt was stuffed full of human cock again and all she would be able to do was lie back and take whatever the other two gave her. Josh thrust as he pleased, swapping from one wet pussy to the other when he felt like it, taking great pleasure in watching their surprised faces and hearing their needy gasps as they were filled and stimulated.

But after a while, Josh knew that this wasn't going to get any of them anywhere. Their marehoods had mostly been for warm up, but now that Josh too had sweat trickling down his neck and face, and could feel the heat of arousal pouring off of the mare's rears, he pulled out of Spitfire. Getting a strong grip to control Spitfire's rear, he prodded her butthole with his soaking wet tip before letting their juices do the work, slowly sliding himself into her.

"Mmm," she groaned as her ass was filled to the hilt with Josh's cock. "That's what I'm talking about," she said with a grin, her eyes closed in bliss.

Once he was balls-deep in Spitfire's tight rear, he began to fuck her. If it had been a double-threat before, it was a triple-threat now as his dick pounded her butt, his balls slapped against her wet lips, and Fleetfoot's clit continued to slide against hers. Gasps and moans tore from Spitfire, her ass squeezing down on his length, getting tighter the rougher he was.

And Josh was rough. He laid into Spitfire's rump, making her voice rise louder and higher with every thrust and getting even Spitfire's muscular cheeks to jiggle a bit with the force of his pounding hips. Her ass was much tighter than her pussy, and only getting tighter with her clenches and spasms of pleasure. Josh was harder than ever, and he wasn't about to pull out of Spitfire's butt anytime soon. He was teasing her earlier, making her whimper with need and moan when she was fulfilled, but now he would make her beg.

Heat was pouring off their pussies as fluid dripped more and more from them in long, sticky strands, Josh's ballsack absolutely soaked with their arousal. But the heat spread upward, sweat beading on their brows as they mashed their marehoods together and plastered their tongues all over each others' bodies. Even if Fleetfoot wasn't currently being rammed full of thick mancock, the lusty energy in the room had a powerful effect on her, hearing Spitfire's gasps and Josh's grunts only increasing her need for his dick in her ass as well.

Josh had been with Spitfire long enough to know that she was close. The desperate tones entering her voice, the way her eyes threatened to cross as he pounded her, rolling upward as her mouth gaped for the flow of air and her calls were all signals. But that didn't stop her from telling him outright.

"Celestia, Josh, I'm close," she whined. "Give it to me. Give it to me hard."

Biting his lip and widening his stance, Josh obliged. He gripped her tail and flanks, pulling her into him with every thrust, taking total control. Spitfire gave it all to him, letting him have his way with her asshole just so she could orgasm. He could hear the pressure building within her, and her limbs began to quiver as her eyes fluttered.

"Ahhh... Ahhh..." she heaved, her hips surging forward and back, both mashing her soaked lips into Fleetfoot while ramming her butt onto Josh's cock. Finally, with a powerful seize of her rump, she threw her head back. "Yeah! Ohh, Celestia!" Her juices began to flow and soak the sheets and Fleetfoot's tail below, Spitfire's pleasure overtaking all other sound in the room.

Sweat was already coating Josh's body, and the bed and room were stained with the musky smell of sex, but he could see the whines forming on Fleetfoot's expression already. As long as his cock stayed hard, though, he was prepared to fuck mares as long as they needed. Josh pulled out of Spitfire, her hole snapping shut tightly as the captain let out a long sigh, the edge of her climax taken off, even if the heat from her pussy was still cooking Josh's groin.

A different sigh issued from Fleetfoot, one of fulfilled needs, as Josh lowered his hips and sank himself into her rear. Fleetfoot was smaller than Spitfire, thinner and tighter, and while she may have lacked the meaty muscle on her ass that made plowing it so much fun, the squeeze around Josh's dick was another mind-blowing sensation all by itself.

He kept things fair, though, and gave Fleetfoot the same rough fucking that he did to Spitfire. The two groaned loud now, Fleetfoot at the heavenly sensations of having her legs spread wide and ass stuffed full of fat dick, and Josh at the outset of another sexual conquest, feeling all the tightness and pleasure he had just experienced with Spitfire once more with a fresh mare. He felt like a lion breeding his harem, king of their own little jungle island as the females beneath him kissed and rubbed their pussies and praised him.

"Ohh, it's so good," Fleetfoot moaned. "Don't you dare stop! I want you to fuck me."

But Josh couldn't be totally sure she was just talking to him. Spitfire was exercising all of her dexterity, her groin grinding against Fleetfoot's pussy and entire pelvis in long, rough strokes, soaking her subordinate's belly and legs in the last bits of sticky mare cum. To see the flexibility of the yellow mare as her hips dragged across Fleetfoot, and to see Fleetfoot's hips jerk and buck into Josh's thrusts in response made him want to unload in her.

That would be too soon, though. Gripping her by the ankles and pushing her hips backwards, Josh moved Fleetfoot's rear, thrusting into her now at a nearly downward angle. Spitfire adjusted, rubbing her pussy against Fleetfoot's in a slow circle now, and he could see their clits winking madly as gravity aided him. He did as Fleetfoot requested, fucking her ass fast and raw, the sound of his nuts slapping her cheeks echoing sharply throughout the villa.

The plopping sound was joined as Spitfire began to bounce now, bracing herself to throw her hindquarters down against Fleetfoot's, their pussies impacting wetly, little droplets of fluid flying with each contact. The strings of their juices stretched in the open air every time Spitfire raised her flanks, only to be squashed as their marehoods slapped together. Their nethers were reduced to quivering messes, their clits swollen with need, and the alternating forces of Spitfire's hips and Josh's thick cock were sure to make Fleetfoot cum soon.

"Nnng, ohhh," she sighed. Her partners had overtaken her body completely, and there was nothing she could do but let them have their way with her, waiting until her butt was pounded enough to cause her own pussy to erupt over her captain's.

Just as Spitfire before her, Josh began to drive himself home, feeling her tight depths clench around him with an hot iron grip as her body tensed like a coil. "Ah! Fuck!" was her quick call as her head threw back, her eyes clamping shut as her hindlegs spasmed in Josh's hands, little gushes of juice spurting from her onto Spitfire and Josh's bellies.

But now that his mares were satisfied, Josh wasn't about to waste a moment earning his own release. Grabbing Spitfire by the tail and yanking her back, forcing her and Fleetfoot into their original positions, Josh shoved his cock back in between their pussies. They could barely react before he started pumping himself between them, pressing down on Spitfire's rear to increase the pressure of the squeeze between their burning, dripping folds.

Josh didn't just sandwich his throbbing length between them though. His thrusts were wild and primal, controlled only by his need to for release and to fuck his mares. While their marehoods acted as guides to keep his motions relatively straight, Josh didn't hesitate to pull back a little longer, allowing himself to stuff the pussy of one of the mares, earning a shuddering grip on his shaft before pulling out, returning his length either to the hot clamp between them or the wet depths of their marehoods. He hardly noticed which mare he was fucking, and they didn't seem to care. Josh's power over them was taking its toll, and their pleasure built with his as they lifted their tails and thrust backward, ready to rub themselves all over his manhood or gladly accept it into their marehoods, whichever he wanted.

The sensations of being stuffed and spread, grinding and squeezing, overtook the mares, blanking their minds as they gave themselves to Josh, letting him fuck and grab and squeeze and bite as long as he wanted until it ended in his well-earned climax.

It felt like Josh humped them for an eternity, all of them balancing on the hot point of orgasm, until he withdrew from their pussies, placing a hand on each of their asses, shoving himself between their lips as his fingers dug into their rumps, every buck rocking their entire bodies and the bed beneath them, and the mares felt their pleasures coming to a head as his thick cock stroked their burning clitorises. They knew he was on the edge.

"Cum on us, Josh! Give us that load!" Spitfire barked.

"Empty your balls on us! Pour that cream all over our bellies!" Fleetfoot cried.

With a mighty roar, Josh did just that. His final thrust brought the first spurt of cum, and with the tight press of the mare's bodies, his cum spread quickly, soaking into their fur in a hot, gooey mess as his cum streamed from him. The mare's could feel their fronts being coated as it leaked around the seal of their torsos, dripping down their sides and flanks, and the feeling of warm fluid spreading between them and the sound of Josh's masculine grunts sent them over the edge as well, reducing them to nearly a single twitching mass as they let their male cum on them, riding the soaring high with him.

Their voices were nearly all used up, and their legs wobbled. Josh hadn't realized how long he had been standing, and Spitfire and Fleetfoot felt like they had just been through a workout. With shaky balance, Spitfire rose to her hooves, and Josh's body gave one last shudder of pleasure as he saw the thick strands of his cum form between the pools of soaked fur between their bellies.

"Get a good look," Spitfire said. "Once I lie down, we'll just be two wet mares."

"Of course, you could just do this to us tomorrow. I wouldn't mind. This is awesome," Fleetfoot said, peeking at his seed as it slowly flowed down the strings from Spitfire to her.

After a moment, Spitfire did roll over, taking her own spot on the bed and lying on her back as Josh did the same, placing himself between them and resting his arms behind his head as the mares pressed their cheeks against his chest and belly.

"I wouldn't mind either," Spitfire said. "I mean, we've only got two weeks left. I don't know about you two, but I'm going to get all the sweaty mansex I can before it's time to go."

"It feels like it'll never end," Fleetfoot remarked. "I wish it wouldn't."

Josh was speechless. The thought had always been in the back of his mind, but it was something he preferred to ignore. These mares were more than just holes for him to fuck. They had quickly become some of his best friends. For the past two weeks, they had done everything together, seen every part of each other, and shared in countless moments of pure bliss. He had never been this open and this comfortable around anyone, let alone a female, and he couldn't imagine going back to a lonely existence.

But it couldn't be helped. And that's why it was better ignored.

The mares rubbed his sweaty body in lazy circles, and he knew they were contemplating the future as well, imagining life afterwards. He would have offered to fuck them again, if only as a distraction, but the mood had left them. They sat quietly, cuddling together in naked warmth until Night Glider returned and it was time for dinner.