Gray Area

Story by Tayu on SoFurry

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Just because it's legal doesn't make it less questionable.


Here you go! No real context here, just something I thought would be fun to write. Let me know what you think!

~~~~~~~~~~~

Friday nights were the best nights for so many reasons. For most of the working class, and students, it was the beginning of the weekend, which was cause enough to celebrate. For Dustin it meant poker nights with his boss and some coworkers. Dustin wasn't terribly good at poker, but his boss provided beer, pizza, and was a fun guy to hang out with.

Dustin, the only wolf in the group, worked as an accountant for Layered Tech. The company had really taken off about ten years ago when his boss first started expanding his personal web hosting and IT support business. Now they hosted websites and site data for companies internationally and the staff grew from just him to a full network of people.

The wolf lucked out and got hired on right out of college some years back when the company was still growing. He didn't have any experience at the time, but he worked hard, and when the company expanded and could afford to have someone better, his tenure kept him on board. Now he was making more and would have a very nice resume assuming he ever left.

"Two to call," Jeff, his boss, said to him, pulling him out of his thoughts. Jeff

"Oh, sorry," Dustin peeked at the cards he'd been dealt. His heart skipped a beat when he saw the quad 7s in his hand, but, remembering the game he was playing, he sighed and tossed them into the muck.

The poker group all hung out in Jeff's basement every Friday, dropped about forty bucks on poker, and played until much-too-late in the night. Dustin was the youngest one in the group in his early thirties, and he wasn't very good at poker. He enjoyed his coworker's company, though, and it was nice to spend time together outside of work.

Jeff, a broad-shouldered, barrel-chested fox, was in his early fifties and his black fur was streaked with grey. He was quick with a joke at work, but knew how to run a business, and could be deadly serious when he needed to be. He lived the dream, too. A loving wife, two kids, a nice house, and steady work. Sharon, his wife, took Friday nights to go off with her gal pals and their oldest kid was away on college.

Dustin checked his phone for the time and looked around at his coworkers around the table. They were staring each other down and making bets and wouldn't notice if he excused himself. "I'll be right back," he said, nodding to the others and getting a grunt in return. Everyone was too focused on the hand.

The wolf headed up the stairs out of the basement and into the main hallway of the house. His pulse picked up, but not from the stairs. As soon as he closed the door two paws found their way around his waist and pulled him into a firm hug.

Braden, Jeff's younger son, was a good foot shorter than Dustin, though to be fair, Dustin was definitely above average. The small fox had to stand up on his toes to press his muzzle to the older wolf's and Dustin didn't hesitate in returning that kiss. This was the real reason Friday nights were the best.

A year ago, when he drank too much and stayed over to sober up, Braden had snuck down to the basement to score leftover booze and found a half-naked wolf asleep on the couch. He was just a sophomore in highschool at the time, but knew plenty about guys to get the wolf to moan out into a pillow so as not to alert anyone.

Jeff's kid was just barely over the age of consent, but there was still that taboo of involving yourself with someone nearly half your age. Nevertheless the wolf found an excuse to slip away from poker to see the fox the following week and things evolved from there.

Since then they'd found some time together during poker nights, and occasionally on the weekend when they could sneak away. Dustin's coworkers knew he was gay, and they'd warmed up to the idea over time, but if any of them knew he was hooking up with Jeff's kid, they would probably change their tune. Jeff would certainly skin him alive. That just made it that much better.

Dustin wrapped his arms around the small fox and squeezed him close, tongue exploring the kid's muzzle as he stooped to make the height difference less awkward. At first their fun had been all heat and excitement, but now there was definitely a tenderness behind their actions on occasion.

Braden broke the kiss first and let out a soft sigh, nuzzling against Dustin's shirt. "God, I missed you. I was hoping you'd come up sooner," he said.

The wolf chuckled and brushed Braden's hair from his eyes, kissing his forehead. "I had to at least eat some food and play a few hands so no one would expect anything."

The black fox nodded and pulled away from the embrace, grabbing Dustin's paw and tugging insistently. "Come on, I need you. Now," he demanded.

Dustin's pulse was definitely up now. He followed up another flight of stairs to the last room down the hall, closing the door behind him. Their kiss resumed, but this time paws were sliding up underneath shirts and dragging fingers through fur. Dustin was brown and grey all over with a long, brown ponytail and blue eyes. He was tall, lanky, and had a body that belied his real strength.

Braden tugged the wolf's shirt up and Dustin had to duck down to be relieved of it. The fox's muzzle went immediately for one of his nipples, nibbling and sucking at the small bit of flesh and bringing it to attention. "Mmm, have I told you how hot you are lately?"

Dustin groaned and ran a paw over the back of Braden's head, rubbing his neck. "Mmm, yeah. Have I told YOU how hot YOU are?" he countered, looking down at the kid and starting to tug the small t-shirt up.

Braden shrugged out of the shirt and pulled the wolf over towards his bed. The fox had jet black fur, messy black hair, and deep amber eyes that were the only color on his body. "I could always stand to hear it again," he said, licking his lips and gazing longingly up at the wolf.

He might have been just a teenager, but no one had ever gotten him as heated before. Dustin climbed up on the bed, pressing his muzzle to Braden's and pressing his tongue into the boy's muzzle. One of his paws moved down between them and tugged at the waistband of Braden's shorts and the boy arched his back to help tug them away.

The fox's paws shucked the wolf's khakis and the two lay naked on the bed, bodies pressed together intimately. With nothing in the way, those small, black paws wrapped around a grey-furred sheath and cupped a heavy set of balls, rewarded with a needy grunt.

Dustin broke the kiss and pressed his muzzle into Braden's neck, giving a few sharp nips. "You're not hot, you're beautiful," he murmured, biting down on the fox's neck and drawing a soft whimper.

Braden sprawled out beneath the wolf and pressed a couple fingers into the wolf's sheath, teasing his hidden member. "Mmm, oh yeah? Well, you're... hot," he muttered dumbly, eyes closed.

The wolf smiled and let up on the bite, licking the fur there before rolling onto his back and pulling Braden atop his chest. The young fox tried hard to put on the tough, dominant act, but got flustered with compliments and biting. "Go on, kid," the wolf teased, spreading his legs, paws drawing up to rest behind his head.

The fox wasted no time in turning completely around so that he was sitting on Dustin's chest, tail held high out of the way. Both hoped that the fox wouldn't grow much taller at this rate, because the difference in height made their playing quite enjoyable. Braden's slim black muzzle dove down to the grey sheath in front of him and he kissed the furry holder before closing his lips around the end. His slippery, pink tongue pushed forward and wedged itself into the entrance of the wolf's large sheath before it slid down inside.

Dustin groaned and closed his eyes, both paws finding the fox's butt and squeezing hard. He spread those fluffy, black cheeks and leaned in to drag his tongue across the puckered, black flesh. Both got exactly they wanted in this position, and it was hard not to focus on their tasks while tongues got to work in various areas.

Braden's tongue teased around the wolf's hidden flesh, drawing several inches out into his muzzle as he slurped and sucked. His paws squeezed and tugged at the grey holder, one juggling the heavy balls in front of his nose. His own cock was hard as a rock, black, and dripping on the wolf's chest, but nothing mattered to him as much as pleasuring the older wolf.

Dustin's tongue pressed into the teenager's passage and he moaned against the fox's body as his sheath was attended to. The fox was small enough that the wolf's tongue was able to press on some intimate areas within the fox's walls and drew out needy moans around the emerging wolf cock.

Soon enough the fox's lips were sealed around a slick, pink shaft and bobbing back and forth with the sort of eagerness that only comes with youth or lust, and Braden had both. When they'd first gotten together, that eagerness had made up for any inexperience the fox had, but now the eagerness was coupled with experience and an intimate knowledge of what his partner enjoyed.

The wolf's shaft pulsed in time with his heart and pre oozed out against the fox's tongue, paws working the base of his shaft to work at getting that knot to inflate. Time was often an issue for them, and tonight was no exception. When Dustin's knot started to grow the fox pulled off with a wanton gasp, licking pre from his lips.

Dustin slid his tongue from the fox's muzzle and he fell back against the bed with a content sigh. Braden turned around so they were face to face again and the wolf felt the tip of his cock press against the fox's passage. "Mmm, can't wait to get you away for longer," he said, running his paws up Braden's thighs before giving that black cock a few short strokes.

Braden shivered and his cock throbbed in the wolf's paw, some pre shooting up into his fur. "Mom and dad are going out of town in a couple weeks for a wedding. I'll be staying here,"

Dustin's cock throbbed at that thought and he nodded in understanding. "I'll be here with you," he said.

Braden pushed down and his ring spread around the wolf's thick member, lubed by their own foreplay. "Fuck... it's easier than it used to be, but I never will get used to how big you are," the fox muttered, shifting his weight and pushing down a few more inches.

The wolf ground his teeth together and squeezed the fox's thighs. He wanted to take the fox hard and fast, but with his size, he had to let the fox adjust first. It was a torturous couple of minutes.

The young fox bounced up and down on the wolf's cock a few times, a couple whines escaping his lips and pre sprinkling across Dustin's stomach. "O-okay, I think I'm good,"

That was all the encouragement that the wolf needed. He gripped the fox tightly and rolled them both over, pinning Braden beneath him. Now on his knees, he dragged his cock back to the tip and thrust it back in until the barely-swollen knot sunk inside. Braden let out a girly moan and wrapped his legs around the wolf's waist, fingers digging into Dustin's shoulders.

When they had some time alone, there would be time for gentle and romantic, but it wouldn't be long until his coworkers began wondering why his trip to the bathroom was taking so long. The wolf planted both paws on the fox's shoulders to keep him from moving around on the bed and began jackhammering his cock in and out of the boy's passage.

His heavy balls slapped against the fox's upturned ass and his cock throbbed needily inside the tight passage, flooding it with pre alone. Their muzzles locked together to stifle moans and whines, tongues wrestling for dominance even as the wolf's cock plowed a much-younger hole.

Braden might have been small, but he was stretchy enough, and used to the intimate abuse that the wolf was able to grind his engorged knot to that tight passage before it popped inside audibly. The fox moaned into Dustin's muzzle and then cried out when he felt that turgid knob pull right back out. His claws dug into the wolf's shoulders and sides, tears running down his muzzle from the pain.

It hurt, but that pain was needed, and craved by the young fox. He tried to clench down on the thick knot whenever Dustin plunged into him, but he was stretched too wide to give it a squeeze, and the wolf's hips moved too quick to time it. His own knot was swollen and thumping on his lower abdomen and he tried to focus on his own rising orgasm; it wouldn't be the first time Dustin had fucked one out of him.

The wolf's hips humped hard and rough, dragging that fat knot back and forth through the battered passage, balls drawing up tight to his body. The kiss broke and he panted heavily against Braden's ears. "Wh-where do y-"

"F-face, chest. Just everywhere," the fox breathed, body beginning to tremble as his orgasm snuck past the point of no return.

Dustin thrust a few more times before he withdrew his cock from the fox's tunnel. He climbed atop Braden's legs, grabbing both of their knotted cocks together, and stroked quickly at their flesh, humping into his paws. Frotting their cocks together, pre dripping into black fur, they moaned out as they exploded together.

Ropes of cum streaked through the black fox's fur, leaving sticky, visible pools everywhere. Both had been pent up nearly all week waiting for this moment, and it shown in large, wet arcs of cum that went as far as the pillow behind Braden's head, and left marks across his face and neck.

The canines shuddered and convulsed as their cocks throbbed in Dustin's paws. The wolf's orgasm lasted a few shots longer, and the fox let out a held-breath of contentment. He opened his eyes and looked down at the mess they'd left; he was absolutely drenched. "You know," he chuckled, looking up at Dustin. "One day you'll be the one that looks like they sneezed way way too hard."

Dustin grinned and wiped the tip of his cock off along the fox's leg as he pulled back. "Hey, I'm fine with that. Just not when I have to go back down and continue playing poker with your dad," he said, sticking his tongue out. He started fumbling with clothes, using the fox's discarded shirt to clean up any mess he'd made of his own fur.

"Mmm, soon enough. Think you'll be able to sneak away later tonight? Maybe get too drunk to drive home?" the fox asked hopefully, watching the wolf from where he lay.

The wolf smiled to himself as he got the last of his clothes on. "I doubt it, hon. I'll see how the night goes, though. I'll sneak up for a few quick kisses when I can, though," he said, walking back to the bed and leaning over to give Braden a softer, deeper kiss, tasting their cum on his lips. "Love you, hon,"

"Love you too," the fox replied, smiling dreamily.

"Sorry that took so long, anything interesting happen?" Dustin asked as he sat back at the table, accepting a beer from the tiger to his left.

The tiger, Jerry, just shook his head and laughed, smacking Dustin's shoulder. "Nah. Jeff made the rookie mistake of thinking he had a flush with three cards in his hand, so no more omaha," the tiger said, laughing again.

Jeff scowled across the table as he dealt two cards to everyone, but it was an exaggerated scowl, free of all ill wishes. "Omaha is a stupid game anyway," he said.

The table laughed and Dustin joined in, peeking at his cards, mind still upstairs with his boss's son. He saw the pair of aces and chuckled inwardly. "Already had two rockets, what's another two?" he thought childishly. "Raise to four," he said, dropping a couple chips in front of his card. Friday nights were definitely the best nights.