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When Ronnie agreed to go back to a hotel room with Duke, he foolishly thought he knew what he was getting himself into.

In exchange for a sexual favor, he was going to learn the trick to making any woman at any party go back to his dorm room, and for such a gold mine of information, he was willing to go to lengths that he never dreamed he would before.

Now, he was sitting in a seat on a plane, still feeling rather sore in his hindquarters, flying to a city that he'd never been to...and he still had class on the coming Monday.

"I really don't see how any of this is pertinent to learning your secrets," Ronnie said, as he sat next to the fox that had tricked him into all of this in the first place. Anymore, Ronnie was just going along with the charade because he was too afraid to admit that he was wrong, but things were getting weirder by the moment, as the plane began to descend.

The rather alpha looking male who courted him the night before looked nothing like what Ronnie was expecting when he woke up the next day. His asshole was still gaping just slightly, and the seed of the dominant male had stained into his fur while he was face down against the carpet. It would have been a terribly embarrassing situation to be caught in by anyone, but for some reason, the idea of a female catching him in such a state felt even worse.

His shock was that much greater, then, when he woke up in the morning to the sound of a husky, yet feminine voice, and what appeared to be a vixen standing over him, sporting a flowing, pleated skirt and a tight, tucked in t-shirt.

"Looks like you didn't sleep so well, little guy. Real shame...you could have gotten into the bed with me, y'know."

There was an air of familiarity around the vixen, and though Ronnie was slumped over on the floor, he could see that she was exceptionally tall, even if she were a man.

The little bit of extra muscle in her legs and arms, the slight bulge against the front of her skirt, and the length of her tail were all the cues that Ronnie needed, however, to put the pieces of the puzzle together.

"W...wait a minute. Duke?"

A secret that was kept so well from Ronnie the night before was revealed in an instant, and the feline could feel his jaw dropping, even though it was already near to the floor. The outfit was convincing enough, and if Ronnie had been introduced to Duke this way, he wouldn't have been able to guess that the female was actually a male until moments before the big act.

With the secret revealed, however, Ronnie would never be able to forget that there was a man hiding under the illusion, and his frustration only grew from there, as something in his pride didn't sit well with the idea of a cross-dressing fox taking his anal virginity.

It took quite a bit of smooth talking for Ronnie to end up on the plane next to Duke, heading back to the city where his corporate headquarters were. Just the promise of learning a few tricks of the sexual trade wasn't enough to reel Ronnie in anymore, but for all of his confidence and control, it was Duke who was the one pushing a bit more firmly for Ronnie to stay by his side.

As the wheels of the plane touched down, Duke bounced in his seat, and playfully sprawled across the seat next to him, allowing his paws to fondle over Ronnie's lap and tickle the feline's cock through his jeans.

"J-jeez, Duke! In public, seriously?" he asked, still feeling the effects of a very self-conscious upbringing. The myth that losing his virginity would make him less uptight was dissolving right before Ronnie's eyes, and he was frustrated to find that the people sitting in the aisle across from him were fooled by Duke's disguise.

Duke looked up at Ronnie from his lap and winked, keeping the wig upon his headfur in place as he did so. "Hehe...using that pet name on me in public, you big softie! I told you that you can call me Destiny, sweetie."

Ronnie was absolutely sure that none of this had anything to do with learning how to seduce women. Instead, he was blushing furiously under the soft, tan fur of his cheeks as Duke finally sat upright and adjusted his top, somehow adding to the appearance of thick, heavy breasts where Ronnie knew there were none.

"Right...sorry about that, sweetie," Ronnie replied with a drop of venom upon his tongue, and his ears folded back as people around the plane giggled at his predicament. They really were none the wiser to what was going on, and even though multiple sets of eyes were on them, no one saw Duke sneaking one last grope of Ronnie's sack through his pants as he sat upright. "Nnnngh..."

"Oh, the flight wasn't that bad, Ronnie. We're on the ground, safe and sound!" Duke taunted him, offering a quick wink and leaning against his shoulder to complete the illusion that they were a couple. Everyone seemed to be buying it, and Ronnie, not wanting to look the part of an asshole in public, put a trembling, regretful arm around the supposed vixen, holding her in close. "If you really thought the flight was bumpy, you might not enjoy our hotel room as much as I thought you would!"

Snickers and giggles arose from the crowd as the plane slowly emptied out at the gate, and Ronnie shook with frustration as he hoped that somehow, everything he was putting up with on this foolish trip would pay off.

**

Ronnie never slept well after jet lag, and he slept worse knowing that he was sleeping next to someone who was still, in effect, a total stranger.

Duke didn't know anything about Ronnie either, for that matter. He picked the feline based purely on the looks that he brought to the table, and his personality didn't seem to be anything to call home about; the cat was cold and menacing, now that he'd gotten over his buzz, and he seemed regretful to have taken Duke up on the opportunity at all.

It made at least a little sense: it was fairly rare that a college student got on a plane with a stranger for the offer of something greater than what they were currently doing, and perhaps Ronnie deserved his fate, as his reasoning was shallow, but he didn't think that he deserved what was coming the next morning, when he woke up in the hotel, only to notice that Duke was gone...and so were most of his clothes.

"You have got to be fucking kidding me!" Ronnie growled out in rage as he jumped out of the large, plush hotel bed and went down to the floor, able to see little more than tatters left of his favorite shirt. His jeans were ripped to such a point that wearing them served no purpose, and the rest of his clothes had been stolen, as far as he could tell.

With Duke nowhere to be found and no idea where to go in the city he was in, Ronnie tried to keep his head on a swivel as panic set in. His wallet seemed to be missing, and his license was still in it, meaning that he would be trapped here; there was no way that he would be able to get onto a plane without an ID, and he didn't have any money on his person anymore.

He was utterly trapped, and only after he began pacing around the room and breathing heavily did Duke finally return, still dressing up as the woman, Destiny.

"Duke, w-we got robbed!" Ronnie verbalized his panic to the fox as Duke, calm as could be, walked back into the hotel room and locked the door. "M-my clothes are all gone, and my wallet's missing, and I...I...ohshitwhatamIgonnado?!"

"You could start by slowing down," Duke replied, his voice still somewhere beyond nonchalant. "I can barely understand a word you're saying. And second, you can stop panicking, because I'm the one who stole your clothes...and yes, I'm holding onto your wallet, too."

For some reason, Ronnie hadn't put the clues together, even though it was painfully obvious in hindsight. The door was dead-bolted and locked all night, so there was no way into the room without making quite a fuss.

Slapping his forehead in frustration and sighing heavily, Ronnie tried not to ball his paw up into a fist. Punching the lights out of a stranger didn't seem like such a good idea, but he was on the verge of it when he finally spoke again. "Why...did you take my clothes...and steal my wallet?"

"It's the next part of the lesson, of course."

" What lesson?!"

"If you want to learn how to bag all of the ladies, you need to think like a lady," Duke explained, though it sounded like flimsy logic to Ronnie, at best. "And the first step to understanding a woman is to dress like one...then, you walk the walk, talk the talk, and really get in touch with your feminine side!"

Ronnie was never more certain of anything in his life than he was about the fact that Duke was screwing with him. "...Yeah, okay. I'm gonna call the cops now, I think."

"And tell them that you came here of your own will with a total stranger? Good luck getting me arrested," Duke suggested. "Far as I see it, you've got two options. You can walk down the street naked to get some new threads, or you can put on this skirt and tube top, and I can start showing you all of the secrets that I've got to offer."

Though he was dressing and acting as a woman, Duke was still larger, and likely stronger than Ronnie...and the feline knew it.

"You'd better be going somewhere with this," Ronnie groaned, as he rolled his eyes at the sight of Duke grinning wide and holding up a tiny skirt. On Ronnie's frame, it would barely cover up the bottom of his rear, and with each step, people would be able to see the curve of the underside of his rump, no doubt.

He was already growling with displeasure when he slipped the tube top on over his chest, able to feel some padding in the very edges of it so that it would accentuate the breasts that he didn't have. "Oh, I promise, by the time you're all done with my lessons, you'll completely understand what I was trying to teach you," Duke admitted, though he chose his words carefully, never quite saying that he was going to teach Ronnie the secrets to getting with any woman he desired.

Instead, he was taking advantage of a young, easily warped mind, and as he watched Ronnie slipping into a skirt that clung so tight to his hips that it nearly sunk under his fur, Duke rubbed his paws together with a delight that he couldn't hide.

"Looking better already, baby. Let's hit the strip...I want you to know what it's like to be a good looking lady downtown...especially on a Saturday night."

Regretfully, Ronnie took in a long, heavy sigh and made his way to the door, but not before Duke slapped a wide, open palm right across his ass. His stiffened upright and growled, but still, by virtue of his own foolishness, Duke was his only chance to get home on Monday, and he had to abide the cross-dressing fox.

He had no idea that Duke had no intention of letting Ronnie make it home Monday, or at all, but he'd come to see the truth, as the pair walked down the sidewalk, and as Duke looked every bit the natural, Ronnie moved slowly and awkwardly, trying to keep the bulge of his cock contained by the flowing, bouncing fabric of his skirt.

"Feeling a bit more like you understand women?" Duke asked, casting a gaze back at the stumbling, flushing feline.

Struggling to keep up, Ronnie kept his skirt pressed down and shook his head. "I...n-no. Not even a little bit, really."

"Well, give it time, Ronnie...we've got a long night ahead of us."