On The Prowl, Chapter One

Story by Joshiah on SoFurry

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The first of many uploads today, we have a story of an overly confident male and his latest target, for Blue_Fox999!

Duke, a fox with the looks, attitude and moves to pick up any male that he so desires, sets his sights on the local college in the town he's working in that evening. A literal globetrotter, he's likely to be gone just as fast as he arrives, but he enchants a young feline, Ronnie, with the idea of being able to pick up any female that the kitten can imagine!

Ronnie takes the bait and follows Duke downtown to his hotel room, where he makes a deal: Duke will teach him how to be the ultimate womanizer, in exchange for a little private fun...but even when the supposedly straight Ronnie follows through on his part of the bargain, Duke isn't willing to pay up!

As always, read, comment and enjoy!


Some males have terribly large egos. Worse still, some of them actually deserve to, and when one of them figures it out, they can become a truly deadly force in the bedroom.

If there were ever such a great example of the same, certainly, Duke would come to mind.

To Duke, life was all about the hunt, and it wasn't anything to do with his job; he was plenty satisfied in that regard, and was quite gainfully employed, for that matter.

The hunt was purely about sex, and in reality, Duke saw almost everyone as being beneath him, especially in regards to the bedroom. Good looks, a huge ego, and the skills to back up his talk meant that Duke was the kind of male who was allowed to pick and choose who he went to bed with, and as often as he traveled for work, he wasn't able to build up a reputation in any one place for being a bad person to go to bed with.

Most evenings, when he was done with work in whatever location he'd traveled to for the day, he'd make his way to a bar, but this time, he was especially lucky.

"College towns...love 'em."

Jeans that were just tight enough to press his bulge to the front while still accentuating the tone of his backside, with a tucked in polo shirt were the attire for Duke that evening, when he made his way toward the Greek Row of the local campus. He was staying at a hotel closer to downtown, but a quick taxi ride was all that it took to put him in the middle of the action, and he wasn't too far removed from college to have trouble fitting in.

Most people just assumed that he was new in town, whenever he had a new place to go "hunting."

"Hey, kid. You wanna do something crazy tonight?"

Frat parties were almost always the easiest place to pick someone up. The atmosphere around them was simply riddled with sexual overtones, and even those males who weren't able to get someone back to their dorm room would still be doing something in the evening, even if it was with one of their paws.

For Duke, it wasn't a matter of picking the smallest, the weakest, or anything of the sort. He didn't hunt like big cats, picking out which prey would take the least amount of effort.

He just went for whatever he wanted, and somehow, things always seemed to work out for him.

"I...I'm sorry, what?"

His approach was a bit too forward for some males, but then again, he still lived in a world where men were used to being the aggressor, rather than being hit on. It gave him the ability to easily take a man by surprise, and in this case, he was going after someone who could just barely be called that.

A popped collar on a teal polo shirt, white jeans and a visor just under his ears decorated the male of Duke's choice in such a stereotypical college bro fashion that it was almost painful. A typical, tan-furred, short-hair feline, Duke could tell that he was a few drinks deep, and beyond that, he'd been eyeing the ladies on the street since Duke arrived at the party.

The open air concept of summer parties at college campuses created the perfect atmosphere for a hunt, and though he had an inkling that the feline was straight, Duke had already made his choice for the evening. He was taking the kitty back to his hotel room, no matter what the cost was.

"You don't look like you're having too much luck out here. A real shame, that," Duke suggested. "Figure you might have a little more fun at a private party...get away from all these crowds, y'know?"

"That's literally the only reason I came to this college," the feline admitted, as he took a long, deep swig from his typical, red plastic cup. "There's so many fine ass bitches here, it's like fishing with dynamite!"

Duke snickered. "That may be, but it looks to me like you're all out of dynamite, buddy...and only a virgin talks like that."

It was a time-honored test for Duke: throwing out the prospect of someone being a virgin was met with vicious challenges, shameful admittance, or, most commonly, a casual snicker. It was actually quite rare that he encountered a truly virgin male in his travels.

"Pffft, you wish, bro! I've slept with over half the girls at this party already!" the feline shot back, even as he wobbled slightly in place from his over-indulging. "And that's not counting all the girls I slept with back home!"

That's some serious virgin talk, Duke thought, though he didn't need to rib the kitten about it any further. "Gotcha...so you've never slept with a dude before?"

"Why would I?"

"Because if you don't, I don't think you're sleeping with anyone tonight, fella."

To a sober mind, it would have been a little bit easier to argue the logic.

For the drunken feline, who spent almost all of his time surrounded by large, burly men while living in a frat house, and having seen almost all of them naked in the process, it wasn't as if he'd gone the past few years without thinking about the possibilities.

If he were still in his right of mind, he likely never would have admitted to thinking about such things, but as he cast a gaze over Duke, he had to pause and take a drink to keep from saying something he might regret.

"Just saying, kid. The offer is out there."

Duke would know if his tactics worked within seconds, after leaving the bait dangling in front of the feline. He turned away without so much as trying to hide his grin, allowing his tail to sway as he took a few steps in the other direction, and with each swish, his rump was accentuated, no doubt intentionally.

He got his answer, when he felt a quick tug on the white, fluffy tip of his tail.

"First off, I'm no kid. My name's Ronnie, and I know the kinda guy you are...thinking you're hot shit, just able to roll through a party, find yourself someone to sleep with and roll out, right?"

Duke paused in place and gave a quick nod. "Well, honestly...yeah. And it usually works."

"Do you think you could teach me how to do that?" Ronnie asked, still holding the very tip of the soft tail.

That wasn't the response that Duke was expecting from the supposed lady-killer, but he snickered and gave a quick shrug. "Oh...I suppose I could show you the way, for a price."

Ronnie already knew what the price was going to be. He gulped, and then, took a long swig from his cup, finishing the contents in the hopes that it might dull his concerns a little bit.

"All right...but you'd better deliver."

**

Ronnie wasn't sure what he was expecting, when he agreed to go back to Duke's hotel room. He didn't really think that the fox was going to teach him any secrets, and he certainly didn't believe that there was some mythical trick to picking up women.

At the end of the day, the feline was horny, tipsy, and if he had to be honest with himself, Duke was a good looking man, regardless of his slowly blurring lines of sexual preference.

"Open up."

Clothes came off, and that was as far as Ronnie knew what to do. He really was a virgin, and though it made sense to him that he'd end up naked, he didn't know where to go from there, until Duke literally put him on his knees...and now, he was looking up at the fox innocently, opening his muzzle slowly, and experiencing his first taste of another male's flesh on his tongue.

The warm, salty sensation against his taste buds wasn't unpleasant, even if he wasn't sure that it was to his liking.

For Duke, everything about the moment was to his liking, and having a clueless virgin meant that he could shape and mold the feline to his liking, no matter what that actually meant.

Icy blue orbs sparkled with curiosity as Duke pushed his hips forward, leaving more of the underside of his tapered, vulpine length on Ronnie's tongue. The feline reeled his head back slowly, but Duke gripped him by the scruff of his neck, bending over to keep the poor feline in place until he was sure that his cock was thoroughly coated with saliva.

After all, he wanted to be sure that he'd slide in nice and easily, and if Ronnie really was a virgin, that might not be such an easy task.

"Ish...ifs thish wight?" Ronnie spoke with his mouth full as he tried to adjust to moving his tongue around Duke's cock, inadvertently providing the fox with some unexpected pleasure in the process. The poor feline knew nothing of what he was doing, short of spilling saliva from the corners of his muzzle and feeling a little confused about his sexuality.

In the end, he was doing just enough, as Duke pulled his cock free and set it on the bridge of Ronnie's muzzle, letting a little precum spit from the tip and drool into the feline's fur. "That was decent...for a virgin, anyway," Duke replied, not wanting to give the kitten too much credit. "The good news is that you can't really screw this next part up, long as you hold still and relax...get on your paws and knees and wait for me."

"And you're really gonna tell me your secrets?" Ronnie asked, as he turned on his knees and flopped over, sticking his rump up in the air as he'd seen so many females do on his computer screen during late, lonely nights.

Duke was barely listening. He was more concerned with the lube that he was spreading over the sizable, impressive member that stuck out from his crotch.

"Huh? O-oh, oh yeah. I'll totally tell you," he replied finally, as he set the bottle of lubricant down on the nightstand in his hotel room and slumped right down to the floor. He gripped Ronnie tightly by the hips and held the cat in place, and immediately, he could see the feline tensing up, and though Ronnie's tail raised as he simply followed along with what he'd seen in videos, his tight, nervous pucker was still squeezing and tensing up, even as Duke pressed the tip of his uncovered manhood to it.

Warm, slick and pulsing, Ronnie tried to adjust against the feeling of the tapered tip, and only thanks to the alcohol was he able to ease the pressure upon his tailhole as Duke began to push forward.

"F-fuck...you weren't lying, kid! You're d-definitely a virgin..." Duke groaned, letting a wide, stupefied grin spread across his muzzle as he began to lunge forward with his hips. Poor Ronnie could barely account for the sudden, deep penetration, and his claws dug into the carpeted floor as he did everything in his power to relax, though it was a struggle, and his tailhole clenched while his inner muscles pushed back against the advancing vulpine.

Thank God I got wasted before this, Ronnie thought, believing that he was taking one for the proverbial team by sleeping with Duke...and to his benefit, the fox was just the right shape and size to brush up against Ronnie's prostate, giving the feline an internal sense of pleasure that he not only wasn't expecting, but wasn't even aware he could experience.

Duke continued to pump with his hips, giving no further instructions to the cat beneath him, finding that Ronnie was just relaxed enough that he didn't need anymore orders. He showed how little he cared about the encounter, however, as his ears picked up on a buzzing sound from his discarded jeans, and right in the middle of the act, he reached into his pocket to fish out his phone.

"Hello? Y-yeah, it's me. I'm...I'm kind of in the middle of something," Duke continued to chat even as his hips pumped, filling Ronnie's slowly stretching asshole with all of the cock that it could physically hold. " What? Are you s-serious? Damn...a-all right...I'll be back as soon as I...soon as I c-can."

The struggles in his voice made it clear how close Duke was to an orgasm, and though Ronnie could pick up on the same, he was too inexperienced to reach his own climax. He panted quietly from the pressure against his inner muscles, but was only able to attain a fraction of the pleasure that Duke did as the fox kept his knot from popping inside the poor virgin...

...Though a thick, creamy torrent of heated, sticky cum still spilled into Ronnie, and dripped out of his stretched, abused tailhole as Duke pulled back, clenching a paw tightly around his own member to simulate a tie.

"D-did you really...just answer a fucking phone call...w-when we were fucking?!" Ronnie yelled back at his first ever sexual partner, his face riddled with frustration.

The feline could still feel streaks of ejaculate spraying across the curves of his ass and his lower back as Duke leaned over his body and smiled. "Sure did," he replied casually. "And my secrets will have to wait for another time, kiddo."

" WHAT?!"

"Just got a call from the office," Duke said. "I've gotta come back in...sounds like it's time for me to relocate permanently."