Will Doesn't Fuck Jailbait

Story by ewald on SoFurry

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#1 of Will Fucks Jailbait

What seems like a simple weekend job to grab more money takes a turn for the worse when Will ends up locked up alone with a horny teen for a weekend. And the boy has difficulty taking no for an answer.


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Will had written this job off a week before starting it. He never fancied himself a babysitter, and he'd laughed right into the phone when he first got the call. Watch some kid over the weekend? What a joke. Will wasn't some prissy high-school girl looking to pick up a wad of chump change to blow on a girls' night out; he was an adult maned wolf with a job and rent to pay.

Then he saw the pay. Holy shit. A thousand bucks to watch some twerp for a weekend? And the twerp wasn't even a kid, but a high school freshman, which was basically old enough to self-supervise, anyway.

And that shouldn't have been a surprise: the Ewalds were a respected, wealthy raccoon family in the neigborhood with too damn much money on their hands. They had a sprawling two-story house with a sprawling yard, way too much shit for two persons and one little twerp to share, and too damn much money to sling around to watch their spoiled brat.

Fucking sweet, he'd thought as he drove his dinged-up Honda Accord through the gates. Damn, this is nice, he'd thought as parked his car in the garage next to the Mercedes. Fucking hell, he thought when he entered the place and saw the chandelier, the grand piano, and the back deck with a fucking jacuzzi...

Standard, he'd thought as mom-raccoon handed him a list: no R-rated movies, bed time at 10:00, no Internet, no violent video games, no snacks, no delivery from the pizza joint or the Chinese place, no this or that or--honestly, he didn't care, but the long list made the silver cross and the framed Lord's Prayer up by the dinner table make a whole lot more sense.

Then the kid showed.

"I don't need a babysitter." Those had been his first words. The raccoon was slender and short--maybe fourteen or fifteen years old, judging by his schooling. He plodded along in angry footsteps, bare-footed. He wore pajama pants emblazoned with a popular soda brand's logo and a slightly oversized tee. Will had about a foot of height on him, and his slender build made Will's lean one look muscular by comparison.

She approached the boy and bent over slightly, her face creasing with concern. "Alex, it doesn't have to be this way. Be nice. And get dressed."

"I'm old enough to stay home on my own," he snapped. What would have been a cute procyonid snout with all those pretty whiskers now flared in anger.

"I wish you'd just accept it when you're grounded. Be good this time, okay?"

Will's eyes met with the boy's, and he saw a flash of loathing already. Will flashed him a smile and a wink.

Alex rolled his eyes. "Yeah, whatever. I'll see you Sunday."

With that, she frowned, withdrew, and left them alone.


Paradise, Will thought as he sprawled out over the plush sectional set up across from the massive television. He clicked the remote on, grinning, and only then turned to the boy who was pouting at him, arms crossed like he were an adversary.

Will sighed. "Look, kid. I'm gonna be real with you. I'm just here for the cash. I ain't doing any of that no Internet shit. So you just go off to your room, do whatever teen boys do, leave me alone, and we'll be fine."

Alex's response was to eye him suspiciously. And--damn, the kid was cute. IF Will were into kids, that was, but shit, he wouldn't touch a high-schooler with a ten-foot pole, and his pole wasn't even ten feet. (Just ten inches.). Maybe he'd make a good fuck when he turned eighteen: spoiled brats needed a good dicking to pry out that stick they kept stuffed up their ass. But the boy just shook his head, turned tail, and left... and that was that. Problem solved. Now it was just Will, all the channels he could ever ask for, a fridge with an endless supply of beer, and--

The sound of a poptop rang out as Alex plodded back into the room, cradling a Pilsner in his adolescent hands. He had his phone in the other, and with a grin, he changed the television over to some violent horror movie as he plopped down on the other side of the sectional.

Will glared at him. "Prick," he said. "Look, I told you. Leave me alone, I'll leave you alone. Easy."

The teen snapped back. "What if I don't want to be left alone?"

"I'm not here to be your fucking friend," Will barked. He hit the jump button on the remote to change the channel back to his movie, then reigned in his temper and sighed. "Just stop bein' a little shit. The fuck is your deal?"

"The fuck is your deal?" he mimed back, pitched an octave higher while he made a face. He changed the channel back to his dumb fucking horror movie, then just leaned back and grinned. Will's phone buzzed in his pocket, but he ignored it.

"Yeah, little kid all mad he got grounded? Awww. Christ. Now I see why you need a damn babysitter."

"I'm not a kid," the boy snapped.

"Yeah, what are you, thirteen?"

"Fifteen."

"And you sure fucking act like it."

The boy piped down and crossed his arms. He growled, but it was much more cute than scary. "I wanna watch this."

Kids were fucking obnoxious. Will hated them with every fiber of his being, and it was no fucking wonder this job paid so much. He groaned. "Fine. Drink your beer. We'll watch your movie. And I'll order pizza. And don't you dare tell your mom about any of this."

He only realized the mistake once that dumb smug grin bloomed on his face: Alex had gotten his way. Will had shown weakness.


The movie went on, and it was a good thing the lights were off, because Will's pants strained. A GrindR hottie and an old fuckbuddy were both accosting him at once. Sexting thirsty hotties with some underaged brat in the room was... risky as fuck. Damn. But the boy seemed distracted enough with his movie, enough that Will ventured a grope to himself every now and then.

He looked up from his phone at last over at the boy, just to find the kid looking right at him. And--fuck, he was cute, even if he was dressed in pajamas. He was more slender than the hottie sexting him on GrindR, and... it struck Will that looking at this cute teen with a rager throbbing could get some real conflicting emotions rising up real fast.

"What?" he barked.

The raccoon flashed him a naughty grin and he looked away with a shrug.

Will returned to his phone. Another text message. Full-on ass shot from a rottweiler friend of his: muscular fellow with a fat ass that was real fun to wreck. Then, another GrindR message. Probably from the local horse twink who wanted his first real deep-dicking.

"Hi"

That was it. That was the whole message, from someone new. He almost closed the window, but then he noticed the profile picture with a vaguely familiar fur pattern, and...

"Hung teen twink racc bottom. If you're hung hmu"

20 feet away.

His eyes snapped up and he glared over at the boy, who met him with an innocent grin. "What?" he asked, a mimery of Will's earlier question.

Will frowned. Nah, it couldn't be. "Watch your movie," he barked, but he held the boy's eyes. The kid grinned, bit his lip...

"Do you have a big dick?"

If it were possible for him to imagine the worst possible thing that could come out of some fifteen-year-old he's supposed to be babysitting's mouth, it'd have to be pretty close to that. The question sent a chill down his spine and made his mouth feel dry, and the ensuing sip he took of his own beer did little to quench the thirst.

He looked away. Defuse, deny, delete GrindR, run away. Easy, right? His mouth opened and what came out was, "Real big."

It was almost worth it, because the raccoon's mouth opened wide in shock at his bluntness. But it wasn't worth it, because the kid got up, clambered over, and sat down right next to Will.

"Let me see."

A hand that was three years too young to be touching him rolled over his thigh, racing for his straining dickbulge. Will pulled back and shoved the boy back into the couch.

"Hey, what the fuck? Don't hit me."

"Don't--" Deep breath. "Kid, look. You're fifteen."

"Old enough to know what I want."

"You're a fuckin--walking life sentence."

"Just let me SEE it--"

The kid grabbed for him again. It wasn't until he had the boy pinned to the couch with both hands that he realized his bulge was straining, leaking, staining into the underwear beneath his jeans, and those cute pajama pants the kid wore had a huge tent in them, too. The kid was horny out of his mind. But so was Will. They were both breathing fast.

Will growled. ...what the fuck? He wasn't a fucking pedophile, and he had to set this straight real fast so no one got any wrong ideas. He got in the boy's face: "I don't fuck kids."

"I'm not a kid."

Will squinted. Of course. "Okay... when did you hit puberty, squirt? Last fucking year?"

"Fuck you, I know what I want." The kid broke free and punched him, fucking clocked him, right in the gut. "You're just like my mom."

Will pinned him again, put his weight into pinning the boy against the couch. The boy took in a deep breath, let out a cute little whimper. His eyes didn't meet Will's. They were... between the adult's legs, staring.

Will didn't fuck kids. Okay, maybe the boy wasn't a kid. Maybe he was just jailbait, but that didn't matter because Will didn't fuck jailbait. But--god damn. Something about this whole situation, it awoke something inside him, and he watched himself lean in. He savored the way the boy's cute snout flinched away against him at first, then leaned up and brushed that adorable nose up under him, like in submission. God, this kid was way too fucking cute to be such a fucking bitch. Twinks got Will hard and this boy was such a damn pretty twink, more twinkish than the eighteen- and nineteen-year-olds he'd screwed. Will let out a breath over the boy's ears, then said, low and deep, "Ten inches."

And the raccoon moaned. He squirmed and bit his lip. "L-liar. Prove it."

"Ten whole inches," he repeated. "And thicker than your wrist."

Another moan, this one longer. The boy shook his head. "Show me, show me, showme!! I wanna seeeeeeee."

There was, admittedly, some temptation. He could flop out his huge cock, blow this kid's mind, and fuck him all goddamn weekend non-fucking-stop... but he'd have to live with that forever. He was the adult in this situation, the responsible one, and even if this kid was being a sexually-aggressive little prick... it was still Will's responsibility to shut things down. So, he had to be firm: an unequivocal rejection.

"No," he said. "If you were eighteen we'd fuck like rabbits, but you aren't." A whine built in the boy's throat at that, and Will growled to shut him up. "Go jerk off so you aren't trying to jump down my pants anymore, and then let's eat dinner. I don't care how pretty your ass is, it ain't worth going to jail over."

The boy frowned. He slowly eased his way out of the maned wolf's grasp and slid over to the opposite end of the sectional. The boy's dickbulge strained the whole way. Kid was hung, definitely.

And so they sat on opposite ends, staring at each other, and... shit, it was fucking weird. Will was rock fucking hard. This dumb fucking stupid-hot kid was rock-hard. They both clearly wanted to fuck. And animosity was clear in the air. Christ--how did some dumb fucking kid get him so wound up? He stared back with bared teeth, and the boy did the same, until the little fucking bitch flashed him a pair of middle fingers and turned away. Alex grabbed a blanket and pulled it over himself to hide.

Will tried to relax: took a sip of beer, sprawled out, and put HIS choice of movie on, now. His was try really, really hard not to think about how a cock-hungry fifteen-year-old had got his dick harder than a couple of his usual fuckbuddies, when he heard a noise over from the boy's direction and jesus fucking christ in a handbasket.

Oh, no.

The raccoon was sprawled out on the sectional, his body under the planet. His pajama pants lay on the floor beside him. A lithe arm dangled out, and it had... the boy's underwear, a pair of bright green briefs. The little dickhead locked eyes with Will. Both his hands disappeared underneath the blanket. Those big, eager eyes settled on him, and... yeah, he was jerking it under the blanket.

What the fuck had Will done to deserve this torment? The sight went right to his cock. The raccoon was jerking that big dick doublehand under the blanket, while his eyes watched the adult. The teen bit his lip and ventured a small, boyish moan as his hands moved.

Will balled up a fist and punched the couch. "God... fucking..."

"You told me to go jerk off," he said. His snout bloomed into a grin.

"N-not, not in front of me, Christ."

"Are you gonna leave or just sit here and watch me?"

"I'm..." He paused, wracking his brain. What was the fucking legality of this? Could he watch a kid jerk it if he couldn't see his dick? ...probably. Shit. But should he? It wasn't until he grabbed his phone to try googling it that he realized he was absolutely fucking nuts. Like that wouldn't have the FBI and NSA knocking on his door in a heartbeat.

It didn't help that this kid was shit-talking him right to his face, and he couldn't do anything about it, because... fuck, the raccoon was just a kid. A loud-mouth kid.

"You wanna fuck me, don't you? You look so hard. And it's huge."

"I don't," he said. Thoughts turned back to the boy's GrindR profile. "You're just a fucking kid. You say you're a bottom but I bet you don't even know what the fuck you want. Have you ever even taken anything before?"

Okay. Not a good look to ask that question to an underaged boy, admittedly. But Alex grinned. "I play with my ass all the time. I, uh, make toys. And I--" His tongue poked out the side of his mouth, and he shifted around. Then he moaned. "Mmmmrfff. Mmf, I've got a finger in there now."

Will froze. He just watched, stared at the motions underneath the blanket, stared at every expression on the teen's face. He couldn't look away. Every soft little noise went right to his dick. He pictured how the boy's ass would look. Those pretty, slender thighs leading up to a firm rump. Bright pink between them, begging and pleading for attention. Fingers. Tongue. Cock.

"Two fingers," the boy said.

"I'm so fucking hard," Will blurted out. "Please..."

"Grow a pair and fuuuuuck me."

"I--I fucking can't!!" Parents. Cameras? Blackmail? Half-formed thoughts swirled in his head, but his dick used so damn much blood and focus that he couldn't even articulate anything.

The boy cackled. He was silent a moment while he toyed with himself from both ends underneath the blanket, chewing on his upper lip as he did so. He looked so fucking smug, and Will couldn't do anything about it, because as much as he hated to admit it, he did want to fuck the boy. Bad. He'd always liked twinks. Eighteen, nineteen, twenty. Was fifteen really that different? Of course. Was sixteen? Was--

The teen sat up. "Spread your legs."

Will listened automatically, putting that fat bulge on display for the teen. He couldn't ever recall being this hard before, and he couldn't ever recall his bulge looking so damn huge. Will swore that his pants were damp near his tip, like he'd leaked through his underwear.

"Squeeze it."

Two hands went around that huge bulge.The boy watched intently while Will squeezed it. The kid chewed on a lip, hands still moving beneath the blanket. Two fingers in his ass, one playing with his cock?

"Take it out."

Will froze. "No."

The boy met his eyes and snapped his jaws, like a cute little chihuahua gnashing his teeth. "How long ya gonna be able to keep that up?"

Rage bubbled into a shout: "FUCK you."

"Yeah," the smug-ass kid said, resting his head in a hand. "Yeah, you will, by the time you leave. And you're gonna fuckin' love it."

Will stood and stomped around, refusing to look at the boy. What if he pulled the covers down? What if there were cameras here recording? "I'm--" He growled. "I'm ordering dinner. Put your clothes back on. And--" He paused. "...a-and leave me alone."

The boy gave him a Look. It told him Alex knew Will wanted him to keep going. The boy flashed him a knowing smile.

How many hours before Will was deep-dicking jailbait? Would he last through the weekend? Through tomorrow? Through tonight? Through the next few hours?

Will didn't know, and he tried not to think about it, just as he tried not to think about the damp spot in his trousers, or the cute sounds and faces Alex had made while he masturbated right in front of him, or the burning, forbidden questions of (1) how fucking pretty was this evil demon's ass, and (2) why nothing had ever gotten his dick as hard as the thought of burying his face in some teenage boy's ass.