Wonderbolts Vacation

The wind in Cloudsdale was a little more brisk than it was on the tropical island, but with the weather control center located at the heart of the cloudy city in the sky, it was never too cold and never too hot. After a while, Josh had come to enjoy the breeze just as he had months before. Now, he wouldn't want to go outside without feeling the wind on his balls.

But none of the other ponies seemed to notice. As he strolled down the street, he could see just as many ponies, almost exclusively pegasi, flitting about, wearing just as little clothing as he was. And he felt comfortable among them. He had managed to speak with a few stallions a bit more candidly about it, and they agreed that something enjoyable was lost whenever their bodies were covered from the air currents that swirled in the city. So Josh had no qualms about strolling openly nude, letting his eyes wander wherever they may, even at the flanks of the mares overhead. Of course, this left him quite erect more often than not, but Josh could spot a couple of stallions just as hard as he was. In the world of the ponies, though, such things were commonplace. Normal.

Even many of the citizens had gotten used to seeing him. "Hey, Josh!" a blue mare with a rainbow mane called as she zipped past him. He had gotten to know her a little as he became more involved with the Wonderbolts, and she was more outgoing than any of them. Even if she didn't fully appreciate the genius of his special cloudwalking shoes, they were quickly becoming friends, even if they weren't as close as he was with his vacation mares. She idolized Spitfire, and after he had come highly recommended by the captain, Dash had actually been the one to introduce him to Twilight, who had combined her knowledge of pegasus magic with his technological expertise to create the thin, airy slippers he wore on his soles.

A resounding success in the field of human-pony relations and accommodations, and one that had left his bosses quite impressed. His success led to a promotion, which led to a transfer, which led to his new job: Wonderbolt Flight Technician. His old human company still technically employed him, but it hadn't been hard to join them in cooperation with the Wonderbolts franchise to provide his offices and help him find a place to live in the city.

So after a few months, this nude walk to work had become routine. Not that he failed to appreciate it. It simply felt like ages since he and the other three had said goodbye on that island, worried they would never see each other again. And it did take a few months before they were able to contact each other again. But now he saw his three best mares every day.

In fact, as he entered the Wonderbolts' facilities, heading through their locker room to his office, Night Glider was the first one he saw. She was lying belly-up on a bench, her legs spread wide open as Soarin stuffed her ass full of cock. Still, she managed to greet him with the same excitement as always. "Hey, Josh! How's it going?"

"Good. What are you up to?" he asked, feigning innocence.

"Oh- nng- you know. Helping the boys warm up," she answered, cutting back groans as the blue stallion had his way with her. "That boner for me? I'd love to swallow a load, " she offered.

"I'll do the honors, thank you very much," Fleetfoot said as she appeared around the corner. She was dressed in her uniform, and Josh loved it when they wore it. Their jumpsuits only made their supple bodies look tighter, sleeker, all the more appealing. She smiled up at Josh, and he didn't stop her from coming to him, only rubbing her white mane affectionately as she nuzzled his belly, then his cock, before taking the shaft in her lips, sucking all the way to the hilt.

"Ohh, morning to you too, Fleetfoot," Josh groaned, giving her another friendly pat. She only responded with a moan in her throat, sucking him off to the best of her abilities, clearly enjoying herself.

"Hey Josh," Soarin greeted him. "If you want a round with this ass when I'm done, just let me know. I don't think she could get enough."

Before he could respond, Fleetfoot pulled off of him. "Sadly, he's got work to do. Spitfire was asking for you, which means I probably shouldn't keep you too long."

"Shame," he answered, letting his hands wander over her body.

She nuzzled his belly again. "Still, when you're done with her, if you want to finish what we've started, come find me. You know how thirsty we mares get during workouts."

He chuckled, but moved on. Things went so fast among the Wonderbolts that he had learned to roll with it all, taking everything in stride. Conversations, meals, breaks, and even sex all seemed to happen as a team, and each one never seemed to last quite long enough.

Josh passed his office as he headed up the stairs to Spitfire's. He and the captain had grown closer than any of them over the course of his new job, and he sincerely hoped this was one of their "human/pony relations" meetings that she was so fond of. After meeting Josh, she had become a very vocal proponent of better relations with humans, and she met with him at least once a day to model to her subordinates her commitment to human diplomacy.

But when he opened the door, he not only saw Spitfire sitting at her desk, but what seemed to be a potential new Wonderbolt. It was the rainbow-maned mare who hung around the Wonderbolts sometimes. She was dressed in the flightsuit, but she had the goggles up, her fuschia eyes sparkling with fierce determination.

"Glad you could make it Josh," Spitfire began. She rose, moving around the desk as she spoke. "This here's Rainbow Dash. I think you've been acquainted with each other. She's been a potential recruit with us for a long time, but she's had other duties interfere with her training. Still, she's got lots of talent, so I decided to make her a cadet again. But I'd like her to meet with you daily for some extra behavioral coaching. She can be a bit reckless and cocky at times, so I need you to teach her discipline and submission. Can I count on you?"

"Of course, Spits," he answered with a grin.

"Excellent," she grinned back. Then she turned to Rainbow Dash. Barking loudly, she ordered, "Hooves on the desk, Cadet! Eyes forward! Legs apart! Ass up! Tail high!"

"Yes ma'am!" the Cadet responded, snapping into her position. Just as quickly as she moved, Spitfire's hooves flashed down her chest, unzipping her jumpsuit, exposing her trim, toned ass, her tight little marehood, and her even tighter tailhole. She stared straight ahead as she presented herself to Josh, waiting for him to take her.

"She's all yours, Josh. Have at her stud," Spitfire said, her eyes gleaming.

Josh stepped up to her, prodding her butt with his cock, parting her folds with his head, thrusting his shaft between her cheeks, exploring. "Very nice, Cadet. I think you're going to do very well here," he said, patting her rump with a firm grope.

"Thank you, sir!" she barked her response, maintaining her position with perfect discipline. But even if she was doing her best to show how dedicated she was to following orders, Josh could tell how badly she wanted him to take her. His cockhead was already soaked with her juices.

But with a little chuckle to himself, he gripped the base of her tail, gave her a rough spank on the ass, and sank himself to the hilt in her tight little rump, thrusting quickly as she moaned loud. She was going to be a good recruit indeed. Tight as a vice and hot as a furnace. Josh's cock was already throbbing within her.

"Oh, and once you're done with your disciplinary training, Josh," Spitfire began casually, "I was hoping you would help me plan next year's vacation. There are some nice little snowy cabins up in the Crystal Mountains," she said.

"Sounds cozy," he answered, spanking Rainbow Dash again, earning another cry from her. "Perhaps we should take this one with us. Break her in."

"If she can hold up," Spitfire teased, drawing her hoof along the cadet's wing.

"I think she has a good chance. You weren't kidding when you said she was talented."

"Thank you, sir! Ah!" Rainbow Dash managed before she gasped in orgasm, her juices splattering the floor as she slumped on Spitfire's desk.

"Hey! Keep those flanks up! You've gotta earn that cum, Cadet!" Spitfire barked.

"Yes, ma'am!" Rainbow Dash said.

Josh just spanked her again, riding her harder. "I love my job," he thought to himself. No, he wouldn't mind another vacation with the Wonderbolts at all. He was already eager to spend a month with Spitfire and this little new pegasus, surrounded by shimmering snow fields, hot springs, and a warm log cabin, stuffing their asses full of cum morning, noon, and night.