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pink-sparkly-witch · 6 months

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The Babysitter

Summary: Jared convinces Jensen to go to a bar and have a little fun, but it’s not until he’s driving the babysitter home that he gets the kind of fun he didn’t even know he wanted.

Pairing: Jensen Ackles x Female Reader

Rating: 18+ Only

Bingo Square: Hot Babysitter for @j3bingo

Warnings: flirting, age gap (20/41), pwp, daddy kink, praise kink, smut, oral sex (m rec), fingering, p in v.

Word Count: 2.4k

A/N: I hope you enjoy this filth! 😘💖

My Masterlist AO3 Ko-Fi

“Come on, man!” Jared encouraged. “It’s been a year since your divorce. You gotta get back out there.”

“I’m not ready to date, Jar. I told you that. My focus is on my kids right now,” Jensen huffed, having lost count of how many times Jared had tried to get him to start dating.

“Hey, I didn’t say anything about dating,” Jared chuckled. “I’m talking about going out to a bar, having a few drinks, maybe taking a girl home for some fun. We could go out tomorrow? I’ll be your wingman, just like old times.”

“And where am I supposed to find a babysitter with such short notice, huh? Gen’s away, so it’s not like we can ask her,” Jensen retorted.

“I’ll ask Y/N,” Jared shrugged. “Gen and I trust her completely. She’s a med student and has been watching our kids for a couple of years now.”

“I don’t know, man,” Jensen groaned.

“She’s not a complete stranger to your kids either, you know. Y/N’s watched them before, too,” Jared continued, not taking notice of his friend’s reluctance. “Come on, even if it doesn’t end in a good time between the sheets with a hot girl—which I am all for, FYI, because, dude, how long has it been?—we can at least go out, have a few beers, watch a football game. What d’ya say?”

“It has been a long time since that. And even longer since I went to a bar to watch a game,” Jensen agreed. “And the Cowboys are playing. Yeah, alright, let’s do it.”

“Yeah?” Jared grinned.

“Yeah. Call Y/N and see if she’s free and doesn’t mind a couple of extra kids for the night.”

While driving to Jared’s, Jensen couldn’t help but feel excited for their night ahead. It had been so long since he’d taken any time to himself. He’d been so focused on his kids and work since the divorce and had fooled himself into thinking he was happy. He deserved to have a little fun. He still had a lot of life to live and a lot of love to give, and although he wasn’t looking to date quite yet, if someone caught his eye tonight, maybe he’d get lucky.

Jensen pulled up in the driveway, got himself and the kids out of the car, and went up to the house. With their families so close, the kids opened the Padalecki’s front door and ran straight into the house.

Chuckling, Jensen walked in after them and closed the door behind him. As he made his way down the hallway, a laugh as sweet as honey reached his ears, and he found himself straightening his posture and puffing his chest slightly.

“Hey, man,” Jared said as he walked into the kitchen, where a woman with Y/H/C hair had her back to him. “This is Y/N,” his friend continued, and when she turned around and smiled at him, Jensen’s heart skipped a beat, and everything else Jared said was lost in this stunning woman’s haze.

Y/N was hot and way out of his league, and not just because he was old enough to be her father. She was gorgeous with her big doe eyes, beautiful smile, curves in all the right places—

“Jay? You with me, man?” Jared’s voice pulls him away from his stupor and back to the two people in the room: Jared, with a concerned frown on his brow and Y/N, smirking softly at him and gently chewing on her bottom lip.

“Uh, yeah, sorry. Just trying to remember if I locked the door when I left,” Jensen lied.

“Okay,” Jared said, not sounding entirely convinced but seemingly letting it go. “Ready to go?”

“Sure. Thanks for this, Y/N. I appreciate you taking on another two kids for the night,” Jensen said, finally getting something out to the girl.

“It’s my pleasure,” Y/N smiled softly, and he swore he saw a little bit of flirtatiousness in her eyes.

“Thanks, man. I think this is just what I needed,” Jensen said as he and Jared got into the car to drive home. “It’s been so long since we just grabbed a beer and some wings.”

“It has,” Jared agreed. “It was nice to have my buddy back, but I gotta ask, no interest in any of the women in there? At least five had their eyes on you, man, and some of them were gorgeous.”

“I don’t think I’m ready for that, but when I am, you’ll be the first to know.” It wasn’t entirely true. If Y/N were older, he’d definitely try and hit that, but he was far too old for her, and there was no chance she’d want to have sex with an old man.

They settled into a quiet ride back to Jared’s house, filled with light conversation on their plans for a day at the lake with the kids tomorrow.

Pulling into Jared’s drive for the second time that day, both men exited the vehicle and headed into the house and through to the living room.

Jensen stopped in the doorway, noticing that Y/N was watching a movie, her hair pulled back in a messy knot on top of her head, teasing him with her bare, unblemished neck that he wanted to cover in his marks.

He needed to get a grip of himself. And he definitely needed to dig out his favourite porn videos and carve out a little time to take care of himself because this was ridiculous. Y/N was hot; there was no doubting that, but his fascination with her had to be because of his lack of sexual release.

“Hey,” Y/N said when she saw them. “The kids are fine. They’re all asleep in the tent we put up in the playroom.”

“Great, thanks, Y/N. They didn’t give you any trouble?” Jared checked.

“None. They were perfect, as always,” Y/N smiled as she put on her jacket, threw her backpack over her shoulder, and tucked the cash Jared had given her for babysitting into her pocket.

“Thanks again. I appreciate you coming out at short notice and giving up your weekend,” Jared smiled at the young woman.

“They’re good kids, so it’s no problem. Plus, I managed to get some studying done without my roommates being too loud,” she giggled.

“I appreciate it all the same,” Jared nodded. “Hey, man,” he added, turning his attention to Jensen. “Why don’t you leave the kids here for the night? They’re sleeping comfortably, and you’ll be over for breakfast anyway, right?”

“You sure?” Jensen checked.

“Yeah,” Jared confirmed. “No point in waking and upsetting them when they’ll be coming back here anyway.”

“Alright, thanks, Jared,” Jensen said as he slapped his friend on the back, his mind already drifting to those porn videos. “Y/N, do you need a ride home? I didn’t see a car out there, and it’s the least I can do.”

“Sure. Thank you, Jensen,” Y/N replied, a shy smirk pulling at lips.

“How was your night?” Y/N asked as they climbed into his car.

“Good. It’s been a while since I just went for a beer with a friend,” Jensen replied.

“So it was just a drink with a friend? No ladies on your radar? Jared made it sound like you were out on the prowl, and he needed to be your wingman!” Y/N grinned at him.

“Uh, there were a few pretty girls, sure, but I’m not looking for that right now.”

“That’s a shame. I would’ve done anything to get a handsome guy like you to go home with me,” Y/N grinned wider, giggling when his head snapped towards her with his eyebrows practically hitting his hairline.

“Sweetheart, I’m old enough to be your dad!” Jensen spluttered.

“I don’t mind older men. In fact, I prefer them… Daddy,” Y/N looked at him and batted her lashes.

“Fuck, Y/N,” Jensen gasped. He couldn’t believe she wanted him. “We can’t.” It was a weak attempt, but he needed to at least look like he was trying to turn down his best friend’s hot babysitter.

“But why, Daddy? Don’t you want me? Was I a bad girl?” she pouted and slid her hand into his lap, palming his hard cock through his denims.

“Shit! We’re really doing this?” Jensen groaned when she squeezed his erection, and she nodded her head.

“If you want to,” Y/N said, dropping her act. “If not, you can drive me home, and we’ll pretend this never happened. But if you want me, I’m yours.”

Jensen was speechless. An incredibly attractive twenty-year-old woman was in his car, calling him Daddy, making his dick harder than it had ever been, and offering herself to him on a platter. He must’ve died and gone to heaven.

“I want you, Y/N. Fuck, I’d be crazy not to. You’re fucking perfect,” Jensen said, looking into her eyes and making sure she heard him. He chuckled when her face lit up at his praise, noting that not only did this girl have a daddy kink, which he’d happily indulge her with, but a praise kink, too.

“Then let’s go home, Daddy.”

“That’s my good girl,” Jensen praised, watching Y/N undo his belt and pants and pull his stiff cock from his boxers. “Open up, sweetheart, let Daddy in.”

Y/N’s mouth fell open, and he groaned at the sight. “That’s it, baby girl,” he praised again, pushing himself between her plump lips.

Jensen moaned deep and long as she timidly closed her lips around him and sucked, gently rubbing her tongue over his leaking slit.

“Fuck, sweetheart, you’re so good at that. You love sucking daddy’s cock, huh?” Jensen groaned when she nodded. “Yeah, I know you do, baby girl. Come on, I know you can take more than that.”

Y/N moaned around him, taking more of his cock down her throat, gagging on his length.

“Fuck, yeah, baby girl. Just like that. So good for your daddy, huh? Are you Daddy’s good little girl?” Jensen grunted as he pushed a little deeper.

“Yes, Daddy,” she gasped as he pulled himself from her throat and grabbed her chin, squeezing gently and running his fingers over her spit-slick lips.

“Do you need Daddy to help you undress, or are you a big girl that can do it herself?”

“I can do it, Daddy,” Y/N said as she quickly stripped out of her clothes.

Jensen groaned as his hands skimmed over her perfect, perky breasts and down her taut stomach. “You’re so perfect, baby girl. Daddy loves this beautiful body,” Jensen rasped. “Get up on the bed, sweetheart, and spread those pretty little legs. Let Daddy get a good look at you.”

Y/N climbed on his bed and crawled towards the headboard. Laying down, she spread her legs wide and smirked at Jensen’s deep groan.

“Good girl,” he praised as he crawled up the bed, caressed his hands over her thighs, pushed them apart and lowered his head to her hot, wet centre. “Fucking delicious,” he groaned, licking from the bottom of her slit to the top.

Pushing through her folds, he moaned when her slick pooled on his tongue, and he quickly lapped it up, licking and sucking and thrusting his wet muscle into her tight, dripping hole.

He moved to her clit, licking and sucking on the tiny bud while his fingers toyed with her entrance, circling it gently before slipping one inside.

“So fucking tight, baby girl,” Jensen grunted against her clit. “Gonna need to loosen you up before you can take Daddy’s big cock in your tight little pussy.” He added another finger and curled them upwards, rubbing against her sweet spot over and over.

“Daddy!” Y/N gasped, grinding her hips down on his fingers desperately.

“What is it, baby?” Jensen asked, looking up between her legs and seeing her desperate little pout. “Is Daddy making you feel good?”

“Yes! More, Daddy, please!” she begged.

“Oh, you sound so pretty when you beg, baby girl, and you know Daddy can’t resist when you beg.” He pulled his fingers from her and sucked her juices from them with a hum before crawling up her body and caging her beneath him.

“Please!” she mumbled again, and Jensen couldn’t hold back any longer.

“Alright, since my little princess begged so prettily, she can have Daddy’s cock in her sweet, tight, perfect little pussy,” Jensen growled and pushed his hips forward.

Y/N’s brow furrowed in pleasure with every inch he pushed inside her. When his hips met hers, and he couldn’t go any further, he groaned deeply at the feel of her tight cunt, stretching and fluttering to accommodate his intrusion.

“Fuck!” Jensen roared. “You feel so good, baby girl. So fucking tight and perfect for Daddy, fuck!” He pulled back his hips and slammed forward again, placing his hand on her stomach and pushing down gently, groaning lowly as he felt himself move inside her.

Y/N’s eyes rolled back, and her hips moved with his. “Fuck, Daddy! You’re so big. Feel so good, so full,” she moaned.

“Yeah? That’s because this little pussy was made just for me, sweetheart.” He’d never felt a pussy so good, and the daddy roleplaying they were doing made everything ten times hotter. “Who owns this sweet little pussy, baby girl?”

“You do, Daddy,” Y/N whined.

“That’s right, Daddy owns it. It’s mine,” he grunted with every jerk of his hips, and when Y/N’s orgasm hit, Jensen stalled his movements, holding himself inside her as her tight walls squeezed and pulsed around his cock.

“Fuck, baby girl! You feel so fucking good. I’m gonna come, sweetheart. You want Daddy’s come, huh?” Jensen chuckled as Y/N nodded desperately.

“Yeah? Where do you want Daddy to come?” he gasped, pulling his hips back and pounding roughly into her still-quivering heat.

“Inside me, Daddy, please! I need it!” Y/N whined. Jensen groaned loudly, pushing himself as far in as he could, and came hard, resting against her cervix.

“Fuck, Y/N,” he gasped when he finally regained his senses and pulled his spent and softening cock from her satiated hole. “That was hot, sweetheart, and something I’d be up for more of with you.”

“It was,” she agreed with a giggle. “Unexpected, but hot, and something I definitely want to do with you again.”

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#j3bingo #the babysitter #jensen ackles x female!reader #jensen ackles x reader #jensen x reader #jensen ackles smut

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