here's a warning/apology for how bad the smut will be LMAO

"So we're dealing with a racist truck that no one has seen since the 60's." Jenny said, holding her heels as she, Sam and Dean walked back to the impala. She pressed her lips firmly together.

"You two ever hear of the flying dutchman?" Dean asked as Jenny stopped walking, which in turn made Sam and Dean stop to turn to her.

"Are we talking Pirates of the Caribbean, Spongebob Squarpants, or 17th century Dutch merchantman?" Sam and Dean looked at one another, and Jenny shrugged. "Look, if you ask me what I've heard of that's been real and on a fictional movie or tv show, I'm gonna ask which one you're talking about."

"The 17th century one, Jen." Dean frowned as she smiled, nodding.

"Well then I know way more about that one." Sam frowned at her, shaking his head as they started walking again.

"Well— What do you know?" Dean looked between Sam and Jenny, waiting to see who spoke first in the topic.

"The oldest extant version of the legend has been dated to the late 18th century." Jenny started as Sam opened his mouth to speak, shutting it quickly. "But basically, the captain of the ship was tied to the Flying Dutchman... Basically became a part of him."

"Yeah. So what if we're dealing with the same thing? You know, a phantom truck, an extension of some bastard's ghost, re-enacting past crimes." Sam shrugged at Dean's idea, nodding.

"I mean... The victims have all been black men." Sam mentioned, looking to Dean and Jenny.

"Yeah, but they also are in connection to Cassie and her family. Maybe it has something to do with that?" Jenny suggested, Dean looking over at her.

"We could look into it." He spoke up, Jenny turning to look at him, shrugging. Sam looked between the two, bossing slowly in realization

"Yeah. Uh— Sure. We could head back to the motel. See what we can find online." Dean nodded as they walked up to the Impala.

"Actually. I think I'm going to try and talk to Cassie, if that's alright with you two? And if she doesn't say much, well... You two got the internet." Dean gave his brother a threatening, knowing look as Jenny cleared her throat, getting into the car quickly.

✧*:･ﾟ✧*:･ﾟ✧

After dropping Sam off and going back to the motel, Jenny sat on the bed while Dean sat at a table, the two on laptops, looking through what they could find on Cassie's family.

"Why are you so interested in Cassie?" Dean spoke up after a few minutes of them being silent, Jenny shrugged, shaking her head.

"I'm not. Just trying to work on the case." She scrolled, furrowing her brows.

"Well, it kinda seemed like you were a little more interested in my past love lives." Jenny frowned, looking at Dean.

"Why would I be? She was just a fling, right?" Dean stayed quiet as Jenny's frown softened. "Oh." She hummed, Dean glanced at her before looking away. "You lived her and that's why you told her about the hunting stuff?"

He stayed quiet, and she hummed again. "Okay. Silent seems like I'm right."

"Well, I don't love her anymore, so there's no need to be jealous." Jenny gave Dean a partially offended look.

"Why would I be jealous of a relationship that happened for a few weeks that was years ago, Dean?" Jenny set her computer on the nightstand, sitting up.

"I don't know. It just seems like you've been a little uncomfortable with Cassie."

"I am completely comfortable with her. It's her that has a problem!" Jenny raised her voice, standing up and flailing her arms everywhere. "I mean, I told her I was your girlfriend, and the girl is still giving you the eyes a dog makes when it sees it's favorite treat!"

"She wasn't giving me those kinda eyes." Dean stood up, frowning at Jenny, who scoffed.

"Right. Apologies for staring at her staring at you and feeling the need to snap at her to watch who she's looking at!" Dean and Jenny stepped towards each other.

"Look. If you feel like telling her to back off, do it. I'm not going to stop you. Because if I'm in a relationship, I plan on staying loyal, alright? Cassie is nothing more than a friend." Dean clasped his hands together, pointing at Jenny, who shrugged.

"Okay. I will."

"Fine."

"Fine." The two stared at each other for a moment. Jenny spun back around, going to go back to research when Dean grabbed her arm, pulling her back.

Jenny gasped quietly in shock, staring up at Dean. The silence continued for only a second, then clouded by Jenny's heart thundering in her ears as Dean kissed her.

His hands cupped the back of her neck as hers stayed on his chest, trailing up and down, finding the buttons on his flannel and nearly ripped them off at house fast she had done it.

Dean clipped the buttons on her overalls off, Jenny throwing his flannel to the side and snuck her hands under his shirt as they continued to make out. She ran her hands over his muscles, sliding up further and tore off his shirt.

Dean had worked on removing hers, hands sliding down below her ass before lifting her up, taking her to their bed.

Dean's cold necklace hit Jenny's neck, letting out another soft gasp, her parting enough to let Dean's tongue slip in. She arched her back as Dean's hands slid under, unclasping her bra with one hand as he used the other to hold himself above her. He paused for a moment, pulling away to look down at her.

"Is this okay?" He asked in a gravelly voice. Jenny sucked on her lower lip, smiling with a nod. Dean reciprocated the smile as Jenny pulled him back into another long, rough kiss, removing her bra.

"We don't—" Jenny was cut off by another kiss. "Have neighbors—" Another kiss as she tried to hold back a laugh. "Do we?"

Dean shook his head, kissing her neck. She looked up at the ceiling, one hand grabbing Dean's hair as he groaned into her neck. He bit down softly, a quiet moan leaving Jenny as he circled his tongue around, pausing to look down at her.

His eyes trailed lower, stopping at her breasts. A groan escaped his throat and he slid down, on hand slowly caressing her side, down to the pants of her overalls.

Dean moved one hand up to her breast, rubbing it as he licked the other, sucking on it gently. Jenny turned her head to the pillow as Dean grinned against her thigh, feeling the bulge in his pants.

Her eyes suddenly snapped open at a thought. One that hadn't crossed her mind until the worst possible timing. "Condoms." She barely whispered, causing Dean to stop, looking up at her.

"What?" He asked quietly, now rubbing her hip.

"You don't have any condoms, do you?" Her breath shuddered and Dean's eyes widened. That was the answer she needed. She hit her head against the pillow, shaking her head. "Shit."

Dean climbed back up to hover his face over hers. "Do you want to stop now?" He asked. Jenny looked up at him through her lashes, shaking her head.

"No. We don't have to do it like that." She suddenly grabbed him by the shoulders, shocking Dean when she turned him to his back, sitting right on top of him. His eyes widened as he looked at her, a smile on the woman's face as she slithered down.

"There are other ways." Her hands paused at his belt, looking down at the giant bulge and then back up at him. The moon shone right into his eyes, brightening them beautifully. "Unless—"

"Do it. Please." He begged quietly, suddenly blushing in embarrassment. Jenny hummed, slowly undoing his belt with a smirk. Dean covered his face as Jenny slithered her hand up at down his jeans, groaning.

Dean grabbed her wrist, undoing his belt quickly with his opposite hand, and unzipped his pants. Jenny's eyes widened when his dick had practically jumped her.

"Fuck me." She grumbled, getting lower as he hand rubbed against his dick, a moan leaving Dean that nearly caused Jenny to lose it all and fuck him right there. She had never expected him to be more of a bottom than a top.

His dick was already coated at the tip as she licked him up and down, looking at Dean wiping his face as he let out another groan. "Shit." He spoke hoarsely as Jenny sucked on his dick, bobbing up and down.

His hand grabbed onto her hair, gripping it with a gentle force and he moaned again. Jenny hummed in satisfaction, which only made Dean topple over more as it vibrated against his cock.

Dean huffed, looking down at Jenny, who rubbed his dick up and down, looking at him through her lashes once again. A smile stuck to her face, his head falling back down onto the pillow. "Fuck, you're good."

Jenny's stomach cartwheeled as she rubbed his dick a little slower. She continued doing so whilst going back up to kiss Dean, who couldn't care where her mouth had just been.

She let out another gasp as he turned her over, shaking her pants off. "My turn." He whispered as she frowned.

"But you didn't—"

"Doesn't matter. You come first in both ways." He left a trail of kisses down to her stomach, pausing at her panties. He looked up at her, waiting for her to say something. She only nodded, leaving Dean to tug them off.

Jenny looked up, letting a moan out as his thumb rubbed against her clit, clamping her mouth shut as her eyes fluttered close. She fell into her back, arching it at the feeling of his lips kissing between her thighs, getting closer to her clit.

She felt a smile from Dean as he licked her up and down, moans leaving Jenny more as he slipped a finger inside of her. "Oh fuck." She trailed out, her breath hitching as her insides churned with pleasure. Dean curved his finger, sucking on her clit hard, and another moan escaped her.

A second finger slipped inside, Dean pumping them in and out of her pussy. Jenny kept on moaning, her eyes rolling to the back of her head as Dean slowed down. His free had gripped her outer thigh as he sped up again, Jenny huffing over and over again.

"Oh my god." She moaned, gripping his head as she felt heat boiling up inside her. She but down on her tongue to stop a louder moan, Dean only grinning again.

Jenny felt she was on the edge of her orgasm, squinting her eyes shut and let out a loud moan. Dean groaned into her clit, just enough that she came right there. Jenny's back arched as Dean licked her clean, trailing kisses back up to her neck again. He nibbled in a new spot, kissing her jawline, then her cheek.

"Good?" He asked quietly into her ear and she hummed a yes, kissing him passionately.

"Amazing." She grinned, sitting up as Dean fixed himself up. The two got under the covers, Dean pulling her close, smiling to himself as Jenny stared out the window, a grin on her face as well.

The moment was then quickly ruined by Sam bursting through the door, then proceeded to yell in horror and slam his face into the door, covering his eyes. "I didn't see anything!" He promised, turning away as Jenny rushed to cover her bare chest.

"This is why knocking is a thing!" Jenny snapped, Dean helping her use the blanket like a robe. Jenny grabbed a new set of clothes, wobbling to the bathroom.

She dropped the blanket, gripping onto the sink and stared at herself in the mirror. Two hickeys had already formed in her neck, and she had nothing to cover them up with. Sam and Dean started talking quietly, to the point Jenny couldn't hear them.

After cleaning herself up, Jenny awkwardly walked back out, standing in the bathroom doorway. Sam smiled awkwardly, eyes quickly landing on the two hickeys. Jenny slapped her hands over them, glaring. "It's rude to stare."

"And not knock." Dean mumbled, turning back to Jenny. "Sam just told me they found a body. And we'll be going their tomorrow." Jenny pressed her lips together, nodding.

"Great. Maybe this new YouTube thing knows how to get rid of these." Benny waved her elbows to indicate she was talking about the hickeys, Sam clearing his throat.

"Right, we'll uhm.. I'm gonna get to bed."

✧*:･ﾟ✧*:･ﾟ✧

The next morning, Sam, Dean and Jenny had driven to a field, pretending to be part of the FBI. It was snowing, so Jenny's recently-purchased scarf wouldn't cause any heads to turn suspiciously.

"So, what were you saying about the body, again?" Dean asked as they walked away from a cop. Sam looked to his brother, then at Jenny.

"Every bone crushed. Internal organ's turned to pudding. The cops are all stumped, it's like something ran him over." Sam reminded the two, who nodded.

"Something like a truck?" Dean questioned. Sam nodded in confirmation.

"Tracks?" Jenny asked, shoving her hands in her trench coat. Sam shook his head.

"What was the Mayor doing here anyway?" Dean wondered, watching as the coroners dragged the Mayor's body off.

"He owned the property. Bought it a few weeks ago." Sam sighed, and stopped walking.

"But he's white, he doesn't fit the pattern."  Dean gave the two a confused look, shaking his head

"Killings didn't happen up on the road. That doesn't fit either." Jenny mentioned, frowning in confusion. She turned back to the manor, squinting.

was the smut good 🧍🏻‍♀️ tbh i don't think it was 🥲