Winged Desires

Jason didn’t need to be told twice. He’d hardly needed to be told even once. Just the thought of being able to fuck her had had him straining to hold on through an incredible blowjob. He cut through the water at a rate that’d make an olympic swimmer hang up his goggles. He swam gracefully, eagerly, and, in fact, a bit too fast. He was overexcited, and his momentum came to a sudden stop, as he smacked his head against the raft, a fact which was met with a giggle from above as he repositioned himself, holding the raft with one hand, and his head with the other, giving a bit of a complaining groan.

“I can see you like that idea, eh?” He looked up. The dark mare extended her dripping hoof, offering him his way out. “You all good there?”

“Y-yeah...” He grunted, and she giggled, rubbing him. “How many hooves do I have.”

“Just the one...”

“You feel alright?”

“Yeah...” He mostly felt embarrassed, but she didn’t seem to care too much. “Then up ya get.”

He took the offered hoof, slipping onto the raft, the water splashing off of him. He looked down at the wet-maned mare. She looked between his legs, “Ahhh... Looks like that needs a bit of a revival.” She teased, and slipped her muzzle between his legs once more. Her tongue rolled around his shaft a couple times, the heavenly sensation quickly drowning out the pain that his own enthusiasm had just put him through.

Once her wonderfully talented mouth had returned him to hardness, she turned around, presenting her ass to him.

“Alright, Jason. In ya go” She teased. He stepped up, and grabbed her dripping wet flank. He pressed his cock against her ass, feeling the tight hole up against him. He pressed forward...

She twitched her hips, and he slid along her broad back, rubbing on the spreading muscles.

“Oops. Missed~” She teased him. He slipped back, aligning himself to her tight hole again. He pressed forward... Once again, she twitched her hips, sending him along the ridged muscles.

“Ha. Maybe you hit your head harder than ya thought?” She laughed.

One last time, he pulled back, and gave a final push. She tried to twitch out of the way, but he got her, his cock spreading her ass.

“Ooh, darn.” She giggled, “Ya got me.” He gave another push, and third, his cock about a third of the way into her tight ass.

With a final thrust, he managed to slip his shaft fully into her tight ass. Powerful rear muscles gripped at the human’s cock, massaging it as her instinct tried to force out the intrusion. She let out a gasp, low, and, quite frankly, adorable. She was usually a tough mare, but, well, she didn’t sound so tough with his cock in her ass. It was not, in fact, easy at all to sound tough when being anally fucked. Even if you’re someone like her.

“F-Feel good?” His voice was higher than he would have liked.

“O-Ohh yeah.” She rolled her hips, and he found himself bent over her back immediately, far more than he would have liked. “Feels... Really good.”

He didn’t know if she was in rut. He wasn’t sure if it was appropriate to ask, but it was undeniable, as he was bent forward to grip her shoulders, that at least some of the moisture dripping off her body wasn’t from the water. Not just the cum that she had sucked out, either. He may not have known much about mares, but some things you don’t need to learn. Some things, are just instinct, and the smell that wafted up from between her legs hit all his instinctive triggers to let him know that the mare beneath him was as hot for him as he was for her, even if her pride was probably not making it that easy for him to admit.

The thought that he was pleasuring a mare he’d jacked off to so many times, looking at her spread on the calendar, was a rush in and of itself. He held onto her hips as he pumped himself more, and reveled in the low pants and grunts she gave as he took her on the raft.

“Th-this... Is nice...” She panted, and looked up at him, “Y-you feel better... Than any stallion.”

He blushed, and he felt his cock buck. He looked up at the sky to try to calm himself down, not wanting to disappoint her with another too-fast orgasm. “Y-yeah? I thought... Stallions were... Bigger.”

“Ohh... They are...” She panted, “T-too big... They stretch too much... It hurts... You ever take a 20 inch cock?”

“No...”

“Trust me... You wanna keep it that way...” Her wings fluttered a little, and she looked back at him, with a mischevious smile, then called out to the other mares.

“Hey! Flitter! Chaser! Check out what I found!” She grinned, and began to buck herself back against him harder, straining his ability to hold back over her beautiful back. Then, her wing reached back, with the flexibility that pegasi wings so often showed, and smacked him on the ass. “C-come on! Give ‘em a show!”

He looked up at the house. His eyesight was far from perfect, which meant that his ability to see the details of the two light blue shapes up there was pretty low. He didn’t know what exactly they were doing, but you wouldn’t need perfect eyesight to know what sex looked looked like. He didn’t want to put on a poor performance, and sped up, his hips slamming into her, almost knocking her forward.
Night’s heavy panting was getting deeper, and louder, by the second. He didn’t know much about the bodies of pegasi, but the sounds spoke for themselves. Whatever it was he was doing, was working. His thrusting continued, picking up the pace, as her hips rolled back on him, less with a rhythm, and more with increasing desperation.

“Y-yeah! C-come on! Fuck me, Jason, fuck me!”

“I am!”

He was starting to get tired just from this. His hips slammed hers, her voice growing louder and higher, until finally crescendoing in a loud gasp and an explosion of juices from her pussy and quick contractions in her powerful ass. He gave a loud groan as well, his cock bucking inside her, eager to seed her as she clenched and ground on his shaft.

“Y-y-yyeeaaaaaghhhh!”

Her whole body twitched and bucked as she came for the human, shaking below him. He was just glad that he’d cum once already, in the water, or else he doubted he’d have lasted even this long in her tight ass.

As she came down from her orgasm, he grinned, holding himself inside her. “Have fun?”

“Didn’t say you were done!” She teased him, “Back to work, humie~”

He wasn’t sure he would be able to last for too much longer, the way her hot ass pressed in on his shaft, but he wasn’t going to disappoint a Wonderbolt. If he got lucky with this, he might even be able to stretch it out and get a ride on the other Wonderbolts as well, though that just might wear him out if they were all as excitable, erotic, and above all tight and hot as this beautiful mare.

He leaned over her back, and wrapped his arm around her chest, up near her neck to hold on. Her wings pressed up on his chest, as he kissed her sleek, shiny coat. His whole body pressed up on hers, chest to wings, mouth to neck, giving her the full force of his affection, and feeling the full power of the muscles of her ass rolling against his cock.

Her voice was rising once more, as his tongue stroked along her neck, mapping the slender but strong muscles, his head pressed up against her neck, he could feel each groan and pant as he pounded her. He considered himself in good shape. Far from perfect, but at least fairly good, but this was getting exhausting. He was in shape for housework, not for continuously rutting one of the most gorgeous and, in her own way, sexually imposing mares in Equestria. Pleasing her was like running a marathon, and he was almost out of breath. His stamina was flagging as well. Mares were lucky. Men could only cum once and then they got tired out, but she was past her first and barreling towards a second.

“Y-yes! Yes!” She cried out, and thrust back on his shaft, pushing him backwards as she did, held up entirely on her strong, wet back.

“YEEEEEESSSS!” She cried out, her orgasm shaking both of them. Her inner muscles went wild once more, twisting and grabbing, feeling like she was trying to pull the cum out of him. He wasn’t sure how long he’d been fucking her - It couldn’t have been too long - But he was already heading towards another orgasm, even as she shook and came against him, her wings stiffening and spreading against his chest. Each buck and twist, intentional or not, of her body made holding off that much harder, and just gripping her was becoming exhausting. His heart pounded in his chest, as they held close, both bodies glistening in the sunlight. Trying not to cum in her was like riding a rodeo bull, and he was getting worried about being bucked off. Water splashed, his cock twitched. He was fighting to hold on through her second powerful orgasm. He began to let out his own groans and gasps as her body shook on him, tossing droplets of water to the air. He continued to hold off, though, he wanted to - Needed to - Show her that he had the stamina to keep up until she was satisfied. Not many humans got the chance to fuck a pony even once, and he wanted this to last for as long as possible, however difficult her twisting, bucking body made it.

Finally, she calmed down, letting out low, relaxing sighs. He breathed easily as well, having weathered the storm of another powerful equine orgasm. He whispered in her ear as he ground himself towards his own orgasm.

“Feel goo-”

He didn’t get to finish the sentence. Before he was done, she twisted her neck, hiked him forward a bit by extending her wings, and began to aggressively kiss and grind against him. She gave him a challenging look, her hips slamming on his, taking his cock in deep with each thrust and roll. He moaned in her mouth, trying once more to hold on, as she began to use him as a human dildo, fucking herself on his cock. Repositioned by her wings, all he could do was hold on as she rolled her hips on him, pumping him as hard as he’d pumped her, if not harder. The look in her eye was daring him to hold on, to try to sate her. He had his doubts if he’d be able to, considering how close he was now, and how hot the feeling of her cumming had been. The orgasm was boiling in him, and he could tell it was in her, too. She was still getting off on this, fucking herself to orgasm with him on her back, holding on for the ride. Trying to, at least, show himself to be a strong enough stud to breed a Wonderbolt. It didn’t seem to be an easy task.

Her tongue pushed his around easily, rolling all over his own mouth. She took it like he had taken her, dominant, aggressive, making him moan into her mouth, and moaning back. He felt a familiar tightening from her powerful rear muscles. He knew she was close to cumming, and could only hope he’d last through the orgasm.

She began to moan into his mouth, an odd feeling as it vibrated along his smaller tongue. He held on tight, she tightened more and more, gasping and groaning. Finally, she gave a loud moan, and began to cum for the third time on his cock, crying out orgasmically, an odd tickling massage along his tongue, mouth, and throat. Pleasant, and in its own way, oddly forceful, as her ass began to clench, her bucking lost all co-ordination, and she just cried out and came like a freight train around his shaft. Her wings shot out in a picture perfect pose, her assrolling on his shaft harder, clenching, twisting, making him groan just from the effort of holding off. He wasn’t going to finish before she was ready, but that was rapidly becoming an incredibly difficult task. Even in unintended orgasmic contractions, she had the power to push around his stamina. His arms around her neck did nothing to help him, no matter how hard he clutched.

As she screamed out her orgasm in his mouth, he screamed out in hers as well, but not in orgasm. He just screamed trying to resist cumming in her, a herculean task if ever he’d known one. Her glorious wings tickled his chest, powerful yet delicate, reminding him of just who he was fucking. She finally slowed, her bucks and twists getting smaller, her breath coming slower and easier. He broke the kiss and looked in her eyes, breathing heavily after taking her to three orgasms.

“C-can I-”

Once again, she refused to let him finish, this time, bucking back, shrugging him off. He hit the wet boards on his back, as she quickly repositioned herself on top of him, her ass surrounding his dripping shaft. She squeezed tight as she looked down over her shoulder at him. He’d been trying to fight the orgasm for so long, but that squeeze had him near the edge... He gripped her hips tight, fingers digging into the mare’s body, as she looked down at him.

“You look tired, cutie, I’ll do the work for this one”

Just one more. He only had to last to one more orgasm in her, but that was no mean feat. Another squeeze and twist of her hips, and he felt it starting. The cum gathering in his balls, rolling up into his shaft. He bit his lip, trying to keep from just spurting in her. Fortunately for him, at least, this orgasm seemed to be approaching faster for her as well, rapidly riding his cock and crying out light bits of encouragement. “Yeah... Come on... Come on!”

He moaned, clenching all the muscles in his body to keep from spurting in her. He knew she was close, almost cumming. His orgasm was practically screaming to be released, though, and he was seconds from bursting in her beautiful ass. He let out a low groan, his hips seeming to roll against his will as he bounced. She looked back at him, with a teasing smile.

“That’s it, humie... Come on... Cum!”

Just the word coming from her beautiful lips was enough to do it. His back arched, his hips raising high off the ground. He didn’t have a chance for even another few seconds. The most powerful orgasm of Jason’s life blasted through his body, firing off into her tight ass. He had no idea how he’d even lasted this long, and his orgasm was immensely satisfying. The cum burst like a firehose, and as his dead, she came as well. Her wings spread out like an angel, throwing droplets of water outwards, creating a temporary rainbow. Her back arched, and with an orgasmic cry, she let out the loudest and longest groan he had heard come from her yet. His seed dripped back onto his hips, hers stained the wet wood even wetter. The sun glistened off their bodies. The beautiful wonderbolt’s back muscles stiffened and stretched out, dancing for him in the sun, emphasizing the beauty of the moment as the pair of them came together.

Finally, His powerful shots slowed down, stream becoming bursts, bursts finally finishing. As he did, her gasps and grinds slowed down as well, the powerful orgasm that had overcome the pair of them finally finishing off. She pulled herself off, turned to look down at him.

“Feel good?”

“Y-yeah.” He panted, and looked up at her, “Just... Need to rest a bit.”

She grinned, “Guess I wore ya out. Okay, take it easy humie. But don’t think this is the last you saw of me,” she teased him, and sauntered off. He watched her glorious ass as he did.

"You know," He muttered to himself "Looks like this Wonderbolt visit might be a good thing..."