Pretty - Kinktober 2021, Day 9

Story by Jeeves on SoFurry

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#10 of Kinktober 2021

Nico gets caught dressing up in the clothes of his best friend's girlfriend. Rather than being angry or confused though, his buddy reacts to the pretty fennec in the best way possible.


This story was written for Aaronblackfox as Day #9 of Kinktober 2021! Today's theme was Crossdressing, and the story contains M/Solo masturbation and M/M sex between consenting adults. :3 This post is being shared early because I'm gonna be afk for a couple of days! Normal posting will resume on Monday 11th. :D

Pretty

"You're so cute... you're so... mnh, fuck... pretty, I..."

Nico's cheeks burned scarlet beneath his snowy fur as he swayed back and forth in front of the closet mirror, dressed in a bra padded with a pair of socks apiece and with matching black lace lingerie that did nothing to conceal the vivid blue, knotted erection poking out of its waistband. He ran his hands down his sides, imagining himself even more curvy, even more voluptuous, filling out the lingerie with curves in all the right places to drive any man wild. He trembled as a dribble of pre-cum oozed from the tip of his cock. Biting his lip the white furred fennec fox turned his back on the mirror, as much to resist the temptation of staring at his own cock poking out of those panties any longer as to instead check out how they framed his firm ass. He whined softly, that sight not making the urge to masturbate any less impossible to resist. His hips swayed once more. He jiggled his rump as best he could, and moaned as he playfully hooked his thumbs around the fabric of his panties and began to ease them down, flashing his fluffy furred cheeks for no-one's benefit but his own.

"Call me pretty. Call me pretty... then bend me over like the naughty girl I am, and f-"

The bedroom door swung open, and Nico finished that curse as a yelp of humiliation rather than a longing plea as his friend and the owner of the apartment he was dressing up in stood and stared at him in complete shock.

"C-Chris, I... it's not..."

Nico began, but couldn't even bring himself to utter the entirety of the lie. After all, it so clearly and absolutely was precisely what it looked like. It was him, Nico, using his spare key to enter Chris' apartment at a time when he knew the horse was supposed to be at work all day, and dressing up in some of the clothes which Chris' girlfriend kept there for the nights when she slept over. It was dishonest and shamefully disrespectful. It was absolutely worthy of Chris' anger, and something that Nico had every reason to feel utterly humiliated for succumbing to the illicit temptation of not just on this occasion, but each and every one of the five or six times in the last month when he had done so without the horse catching him.

And yet even as Nico stewed in all that shame, even as the arctic fennec trembled and blushed and tried to hide his aroused, nearly naked body and the women's lingerie in which it was dressed from his friend, he didn't hear Chris' outrage. He didn't hear the horse yelling at him or stomping towards him on heavy hooves to grab him and toss him out into the apartment building's hallway in just those stretched out, stolen pieces of underwear. Instead he heard the last thing he had could ever have expected, and the one thing that Nico had dreamed of hearing from someone since long before he'd actually summoned up the courage to slip into his first pair of panties.

"Holy fuck, you're pretty..."

Nico swallowed and forced himself to look up, still nervously wincing in the expectation of that sentence being finished with an additional few words like '...pretty fucked up' or '...pretty screwed if you don't think I'm gonna tell everyone what a sissy pervert you are!' Once his eyes met with Chris' though, the fennec fox felt foolish for ever having doubted his friend's acceptance. After all, Chris knew a thing or two about kinks, about desires beyond the norm and the accepted. Hell, his entire career was built around making sexual fantasies come true. Maybe if there was anyone in the world who could understand what had driven Nico to this, it was the man standing in front of him right now. And yet in a way that made it all the worse, because Nico knew that even if he could have opened up to Chris about his longings, his urges to try on and fool around in women's clothing, he had chosen to hide it and go behind his friend's back instead.

"I... I'm sorry I didn't say anything. Sorry I used the spare key you gave me for... for this."

The fennec spoke, and his face burned hotter as he not only saw Chris smile, but watched the horse's eyes dancing up and down the length of his still extremely exposed and humiliatingly still rock hard body.

"I can buy replacement underwear, I... you don't have to tell anyone else. It'll never happen again, I pro-..."

"So, is this why you keep texting me on days when you know I'm working asking if I'll be home at the normal time?"

Chris cut Nico off, and the white furred male's cheeks glowed vibrantly, betraying his answer before he could even whimper and nod. The stallion chuckled.

"Dude. Next time, just tell me you're gonna come round. If you want this to be a private thing, I can make myself scarce for a few extra hours."

Nico blinked. His brow furrowed as he replayed in his mind what he'd just heard, unable to comprehend how, or why, such generous and accepting words could have followed his capture and confession.

"But... w-what? Chris, these are your girlfriends clothes, and I..."

The horse held up a hand.

"You're embarrassed at getting caught, I get that. But, c'mon, Nico. Listen to me. Trust me. It's okay. I don't care, and she won't either. I fucking make porn for a living and star in a bunch of explicit adult movies with my twin brother. You think my girlfriend's gonna be upset? She'll probably just be mad that she wasn't here to see this herself."

The fennec's ears fell back against his head, not with fear, but from the sheer emotional impact of hearing those words from the horse.

It's okay.

He trembled. He whimpered, and dared to let himself smile.

"You're... you're cool with this?"

Chris smiled and shrugged.

"Do I wish you'd told me what you wanted to do? Sure. But, yeah, dude, we're fine. And like I said, if you want some privacy, I can totally grab what I came back to get and head out again, leave you to it."

It would have been so easy for Nico just to nod, smile, and thank Chris for his understanding. Then he could be alone again, and he could spend as much time as he wanted looking at himself and his pretty, underwear wrapped body in the mirror until the temptation to act on what he could see was too much. He could do it without fear of getting found out, without the worry of being judged and hated for his desires. It would be so perfect, and so easy.

And yet, after what had just happened and what Chris had just said about trusting him, Nico found himself determined to speak up. Determined to take a risk, and ask for something more than that which he had already received.

"But, what if I don't want some privacy?"

The fennec murmured, face glowing hotter still as Chris raised a curious eyebrow and chuckled.

"What if... what if I'd like someone, maybe a... a handsome guy... to tell me that I'm..."

Nico's voice trailed off, but he took a deep breath and forced himself to continue.

"...that I'm pretty. That I'm sexy. Dressed like this. Like..."

He trembled and whined as right in front of Chris' eyes his hands fell away from his crotch to reveal his dripping, throbbing hard-on. The stallion huffed softly, and murmured almost instantly in response.

"...like a very pretty, very sexy lady?"

Nico moaned and nodded. His legs felt like they were going to give way as he watched Chris take a step forward, then another, and another, circling around behind him until the much taller, stronger stallion was encircling him from behind with muscular arms. His hands stroked the soft fluff of Nico's bare belly, and the fennec whined in pure elation as he felt something starting to swell and stiffen against the small of his back, Chris' arousal starting to manifest as it poked at Nico's large blue snowflake tattoo, etched into his fur just above where Chris' girlfriend's panties were resting upon his hips.

"You're cute as hell, Nikki..."

Chris teased, the fennec's eyes bulging in their sockets and a spurt of pre-cum launching from his cock with sudden force enough to propel it out against the mirror more than two feet in front of him.

"I wanna see you in a pretty little cocktail dress. Or, hell, maybe one of my girlfriend's swimsuits. She's got a one-piece that would look great on a girl like you. Though, I dunno if it'd fit right. You're carrying just a little bit more than her... around this area..."

The stallion's fingers danced over the underside of Nico's cock. The fennec shuddered and his legs did actually give way, but of course Chris was there to catch him, to support him with one strong arm while the fingers of his other hands continued to tease at the smaller, lingerie clad figure's trembling cock.

"You like that, huh? Being told you're pretty? Thinking about me dressing you up in my head?"

Nico quivered and whined, nodding feverishly as his head span.

"Yeah..."

Chris chuckled. He reached down and caressed Nico's balls through the lacy black fabric of his panties, then slid his fingers back up again, only to grasp at the material of that undergarment and stretch it over the straining blue tip of Nico's arousal.

"Pretty lady getting so hard for me. So wet. Feels like you're gonna make a mess of those panties soon, huh?"

Nico could only gurgle and gasp as his head bobbed up and down in urgent affirmation. By that point he could feel Chris' own erection grinding against his tail, rocking back and forth against his lingerie-wrapped buttocks. The fennec's whole body was on fire. He had never felt so hot. So unbearably sexy before. He had this incredible guy, this porn star fawning all over him. Calling him nice things. Touching him as he stood there in his sexy underwear, so sweet, sexy, and pretty.

"These panties are yours now. I want you to wear 'em home today, coz they're so pretty on you. I want you to keep them on, and every time you think about how hot it is that you're wearing them, I want you to do to yourself exactly what I'm doing to you now, okay, pretty girl?"

Chris murmured tenderly as his fingers rubbed Nico's cock through the lacy fabric.

"You'll look so naughty, but so pretty with those cum-stained panties clinging to you. And then tonight, when I'm fully done with work? Maybe I'll stop by. Maybe I'll bring some stuff from the wardrobe department at work. Some new, pretty, slutty outfits for a naughty, needy girl to try on. Does that sound good to you, Nikki?"

Nico's heart thundered in his chest. His head jerked up and down in a frenzy, and he yelped at the top of his lungs as Chris' fingertips wrapped around his now fully panty-clad cock, and squeezed at its knotted base.

" Yes!"

Cum spurted clean through the lacy and already pre-saturated fabric, barely seeming to acknowledge there was any material there at all. The fennec's eruption was immediate and powerful, and as that initial screamed trailed off into several more mindless, frantic yelps and whimpers of pure ecstasy Chris kept squeezing and stroking Nico's cock through his panties, whispering softly to him all the while.

"Cum for me, cutie. Ohh god, fuck. You're so pretty. What a pretty, lewd lady you are, Nikki."

The fennec's head span. The teasing, the touching, the stallion's efforts not just to help him out a little but make his wildest dreams come true was all too much. He howled to the heavens. He bucked and shuddered and stared through glazed, blurred vision into the mirror where a sexy lady was writhing in the arms of a bigger, stronger man as he made her cum, and cum, and cum until she simply couldn't take it any more, and passed out from pure pleasure.

*******

When Nico awoke, he was lying under the covers of Chris' bed. His cock was still hard, and he could feel the texture of his cum, partially dried into the fabric, letting him know that he had been out for quite a while.

Pulling the sheets back, Nico whined happily as he saw that he was still dressed in the same lingerie as before, though one of the pairs of socks used to stuff his bra had popped out leaving his upper body rather lopsided. He blushed, giggled, and slipped it back in again to restore his chest to its former glory. Sitting up, Nico looked around and immediately spotted the note on the night stand. He stretched over, grabbed it, and blushed as he read what it had to say.

'_Had to get back to work. See you later! _

~ Chris

P.S. You look really pretty when you're sleeping, too.

A soft giggle escaped Nico's muzzle as he pulled the note to his chest, holding it against his heart that was already pounding once again.

"Pretty..."

He echoed the note's language, trembling and feeling his tail starting to wag back and forth as he did so.

"I'm pretty..."

He'd said it before. Dozens of times, several that very day before Chris caught him. But now it wasn't just him telling himself that fact. Now he was repeating the stallion's words, and because he trusted Chris, it meant he could feel and believe that word so much more now.

Blushing and giggling, the fennec's hands fell to his underwear wrapped crotch, and squeezed his still hard cock through the partially dried fabric of his panties.

He was pretty. In fact, dressed up like he was and curled up in bed, he was so pretty that Nico didn't think he'd be able to make it home until he'd indulged in just how pretty he was one more time.

By Jeeves

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