Disclaimer: Nope. So sorry. You didn't stumble upon Eric Kripke's fanfiction. LOL.

Author's Note: HI ALL! So, if you follow me on tumblr, (same name, btw. Come see me!) You knew to expect this...My friend, Gina, and I are embarking on a lovely little series of one-shots based off sexual experiences Dean has. This actually started with my Dean/Reader Insert story for the GIEPP over on Tumblr, which I'll post on here as well. I told G about it and she decided to write something. She sent me a dark!Dean story (which I am going to post, but not here. It's too dark and there are too many warnings.) Anyway, after talking, and she and I discussing additional ideas, we decided to join up and write a series of one-shots. So, this one is mine. Next up is hers...I think. I'll let you know as I go.

So, here we are...hope you're ready for some sexcapades! Ready for Dean's first time? Hehehehe.

Warnings: Smut, obviously, one spank, mentions of John being mean to Dean, First time, virgin!dean, experienced!girl. Both characters are under 18. NO DUBCON or NONCON. Just a fun little ditty. Hope you like it!


The Sexcapades of Squirrel

Chapter One

"Love Shack"

Dean walked into the grocery store with a cool twenty in his hand. His dad had told him to get some food for himself and to make sure to buy snacks and stuff for the following week for Sammy. But for two whole days, Dean could eat what he wanted, do what he wanted. Their dad was taking Sammy out to hunt a vengeful spirit and do some practice drills. John had noticed Dean had been taking the lion's share of the work and Sam had begun to rely on that. Well, why shouldn't he? The kid wasn't eleven for two more months! But the two other Winchesters were going to be gone, leaving fifteen year old Dean to his own devices. And right now? Ogling Tiffany Spangler, the prom queen, and buying himself a box of Lucky Charms to eat his way out of were his biggest plans. He was also gonna try and see if he could maybe hear or see something on one of the blurry porn channels on the motel's TV.

He had yet to do the deed...most girls his age, well, they were still young enough to wanna hold onto their v-card, and the older girls...weren't interested. That didn't mean his hand hadn't been his best friend in that department for the past two years.

He heard the bell above the door jingle as he walked in and he glanced around, cautious, like his dad had taught him. He picked up a basket and quickly gathered his items before slowly walking back up toward the front. Sure enough, Tiffany was working. This was her parent's store and she was forced to work in it for her "moral fortitude" or so he'd heard. He wasn't entirely sure Tiffany knew what 'moral' or 'fortitude' meant.

She was popping her gum in that half annoying/half sexy way girls would do and she was twirling her hair around her finger as she talked on the phone while checking out customers. He strained his ears and heard her arguing. "Damn it, Jason! You know my parents are going out of town!" She paused, then growled, "Fine! See if you get in my panties ever again!" Dean jumped at the sound of the phone slamming down onto its cradle and he smirked. Jason Richardson was the captain of the football team. He was also a major dick. Dean had heard he'd gotten caught doing something...inappropriate with the local preacher's daughter. His parents had shipped him off to church camp for the weekend.

Dean only knew this because he kept his head down and his ears open. He wasn't quite filled out yet. The freshman girls giggled and cooed around him, and of course, the girls in Sam's class looked at him with their hearts all a flutter, but older girls? Nope. Nada.

He swallowed hard and took his basket of goodies to Tiffany's line. The store wasn't busy. They were staying in a small town in Nebraska. John had left them alone quite a bit and it had become their home base for the past couple of months. He didn't have friends, but Sam did, and that was the main thing. The kid was on the book-a-thon team and had gotten honor roll, too. Dean couldn't have been prouder of his baby brother.

Tiffany glanced at him and narrowed her eyes. "You go to my school, don't you?"

Dean blinked in surprise that she was even talking to him. "Y-yes." He cleared his throat and tried to get his voice to go down an octave. "Yeah, I do," he tried again. Better, but he still sounded like a damn kid.

She continued to eye him speculatively as she rang up his purchases, smacking on that damn gum. Dean was fascinated as he watched her mouth move. "You're cute," she told him, finally.

He felt the blush run up to his cheeks, to the tips of his ears, then down his neck. "S-So are you."

"You got a name?"

"Dean," he managed.

She blew a bubble and said, "That'll be ten twenty-seven."

He handed over the twenty and counted out a dime, nickel, and twelve pennies from his pocket, quickly added up how much a double cheeseburger would cost from the diner down the road. That would be heaven if he could get an awesome cheeseburger and fries.

She handed him his change and eyed him again. "Are you a virgin?"

He blinked and wished, just for a minute, he could melt into the floor. "Wh-What?!" he squeaked.

She smirked. "Thought so."

"Hey, I have you know..." he started, but she leaned across the counter, pushing her breasts up slightly as she leaned on her folded arms before she put her finger on his lip.

"Don't try to bluff, I know a scarlet V when I see it." She smirked. "My weekend plans just fell through. Want to come over to my house? Let me rid you of that albatross and show you what a girl really likes."

His brain short-circuited. "All I wanted to do was enjoy being alone this weekend. My dad and brother are out on a hu-uh, I mean, they're gone for the weekend."

Her lip quirked. "So...what? Spending time fisting your junk is better than having it sucked on by me?"

He swallowed again and rubbed his erection against the wall of the counter. He was gonna cream his pants if she didn't stop talking. "I-uh...no! Of course not!"

She smiled. "Great. Then come by my house tonight at seven. And, uh, here..." She reached over where the cans of pineapple were on sale, three for a dollar. "Eat this."

"Wh-Why?" he questioned as he took it.

"I read it makes your jizz taste better. I wanna find out if Cosmo was right or not."

"Really?!" Damn. Had his voice always been this high?

She giggled. "Oh, the things I'm gonna teach you..."

"Do I need to buy...?" Holy shit. Did he need condoms? Lube? What did a person actually need for sex, anyway?

She shook her head. "I've got condoms...and other things we will need. Trust me. I got you covered."

He swallowed hard one more time. "Al-Alright. See you tonight, Tiffany."

She winked. "Oh, and rub one out before you come over, okay?"

"Wh-Why?"

She rolled her eyes. "Can't have you blow your load too soon, alright?"

"Will I...are you sure?"

To his surprise, she leaned across the counter and put a hand in his face. "I'll take care of you, Dean. I promise."

He nodded and walked blindly out of the store, almost running into the door in his way out. He had a lot to process in the next few hours.


At seven, sharp, he arrived on Tiffany's doorstep. He'd had to walk over, but luckily it wasn't unbearably hot yet so he didn't have to worry about pit stains. And he'd used a bunch of deodorant. And taken a shower. And rubbed one out. Well, okay, two, because the cold shower didn't help, and now his palms were sweating. But he swallowed hard and rang the bell.

She opened the door in a tiny tank top and and even tinier shorts, much too little clothing for the chilly March evening. "Fuck," he murmured under his breath.

She chortled and held the door open. "We'll get to that soon enough, tiger. Come on upstairs."

"Al-Already?!" he exclaimed.

She rolled her eyes. "Unless you want to talk about the Gulf War and President Bush's decision to go in, which is an interesting discussion at the right time. I'm planning on being a journalist. So, I'd be interested in your thoughts on the subject, however, I suggest you follow me."

He licked his lips nervously. "Oh-Okay."

She smiled and grabbed his hand. "Come on, Dean. I won't bite. Yet."

He followed her blindly up the stairs and into her room. He glanced at her canopy bed and his eyebrow rose.

She smiled. "Daddy still thinks I'm his angel." She pouted prettily. "You won't tell him I'm a devil, will you?"

He chuckled. "Your secret's safe with me."

She nodded. "Good." She appraised him. "Strip."

He blinked. "Excuse me?"

She smirked. "Strip. Trust me, Dean."

He nodded and began taking his clothes off, ignoring the shaking of his hands. He was going to do this. His dad had given him the talk and gave him a condom to use in case the urge struck. But that had been over a year ago. Did condoms expire? He probably needed to check into that.

He stood tall as he finished undressing and watched her appraise him. He knew he was decent looking. He'd recently started lifting weights in addition to his dad's training. He was still kind of skinny, but at least he was starting to fill out.

Her eyebrow rose. "Not bad. Yep. You're definitely cute. Give you a few years and you'll be smoking hot. Girls will throw themselves at you."

His chest puffed out at that.

She smirked and sidled up to him, careful not to touch him. Her voice was soft, low and dangerous as she said, "Let me show you how to fuck, and you'll have girls eating out of your hand."

"Okay," he breathed.

She leaned back and walked around him. "See, it's not enough to have a pretty face, not enough to have a good body, you gotta show you know what you're doing, and not be a total dick in the sack. Wanna turn a woman off? Don't give her hers. Trust me; we've got radar for that sort of thing." She brushed her fingers over his knuckles. They were bruised from a training session with his dad. He was getting better. He'd managed a good few hits, earning a grunt of approval and a war whoop from Sammy. "It's not enough to be a fighter," she told him. "You gotta be a lover, too."

He nodded reverently.

She smiled and her fingers trailed over his back, down to the slight curve of his butt. "My god, you've got a nice ass for a boy."

She came around to his front and the question he'd been dying to ask, popped out of his mouth. "How do you know so much about sex?"

She chuckled. "Sweets, I've been doing this for a few years. And very few of my lovers have been teenage boys"

Dean's mouth fell open. "You mean..."

She smirked. "Coach Miller? Let's just say he knows about a hell of a lot more than just how to conjugate a verb."

Dean couldn't believe it. Even being a guy, he knew Coach M was a good looking guy. All the girls talked about him. But Tiffany had actually...

He gasped as she grabbed his cock, knocking him out of his thoughts. "The hell?!" he growled.

Instead of answering, she merely dropped to her knees and gave him an experimental lick before she sucked him deep. "Gah, fuck..." he whimpered.

She pulled off of him with a "pop" and sat back on her heels as she looked up at him. "Okay. So, here's your education in blow jobs. Rule number one. NEVER fuck her mouth. You let her lead unless she tells you different. Getting head is a privilege. Repeat that."

"Getting head is a privilege," he repeated and then gasped anew as she seemed to swallow his Johnson whole. His hand reached out and he gently put a hand on her head, massaging her scalp lightly. She hummed and it went straight through him, making him grit his teeth in pleasure as he sucked in a ragged breath. "I...Tiffany..."

She pulled off and looked up at him again. "I like that. Good job, Dean," she praised him with a smile. "Now, I don't mind you pulling my hair a little bit, just don't get forceful. Oh, and, word of warning, I'm a swallower."

"What do you-" but thought left him as she dove back onto him, sucking him like a Hoover, not letting up until he felt it, he was going to... "Christ!" he screamed as he came. She swallowed around him a few times and released him. He staggered until he all but fell onto her bed. "Sweet fuck," he managed as he sat.

She giggled and wiped her mouth daintily. "Was that good, baby?" she purred.

He nodded fervently. "I had no idea..." He shook his head in wonder. "My hand will never do it for me again."

She smirked. "Trust me, you'll have to use that more than you'll get a girl's mouth. Now comes the hard part."

He smirked this time. "Pretty sure I was already hard once," he told her.

She laughed throatily. "Cocky? I like that." She pushed him down and straddled him, still fully clothed. She leaned down onto him and just barely kissed his lips. "Now, we move on to kissing."

"I thought we were gonna have sex...?" he inquired, confused.

"Rule number two; foreplay is the most important part."

His brows furrowed.

"Look at it this way; you wouldn't go down a dry water slide, would you?"

He'd never been on a water slide, but the comparison made him wince. He'd been down slides before, when he was younger, that burned his legs and scraped and he had to do that butt scoot thing to make his way down. It was less than fun. Was that what it was like for a girl when...?

She smiled. "I see that light bulb going off in your head. Okay, so, we make out a little bit, work on your kissing skills, get me wet and ready..."

That was all it took for him to start getting hard again. She reached a hand down and pumped him a few times. "Trust me. We'll get there. But first...making out..."

She showed him how to kiss, how not to use too much tongue, how to slowly (and gently) grope her through her clothes, making his way to second base, taking his time as he slowly moved over her body until she was gasping and panting in want as well.

"You're good," she mused breathlessly. "You've got some damn good natural talent."

He smiled. "Thanks."

She stood and looked him over. "Wow, you're so pretty."

He blushed, just slightly. Guys weren't supposed to be pretty, were they? But the way she was looking at him, surely that couldn't be a bad thing, could it? But then those thoughts fled as she slipped that tiny tank off and slid those shorts down her impossibly long legs and then she was dressed in only a pair of blue satin panties. He swallowed hard as she slunk back over to him. She smiled as she kissed him again. "Now, you can play with my tits. Just like over the clothes, don't be rough with them. Kiss them. Lick them. Suck them. Gently. If a girl wants it rough, she'll encourage you. Trust me."

He nodded and she laid back down next to him, on her back, and she tugged him on top of her. "No sex," she commanded. "Just...get my motor running."

He licked his lips and they continued making out. He felt...he felt like doing more. So, his hands roamed down to those blue satin panties and he rubbed her, between her legs, over the top of those panties, feeling the satin slip and slide against his hand.

"Oh, God, yes," she whimpered. "I like that."

He grinned at the fact he was doing something right and continued gently rubbing, teasing her. "Put your fingers inside," she instructed.

He froze. She smiled up at him and guided his hand under her panties. His fingers brushed her lower lips causing him to clench his jaw and force himself to think about salting and burning a rotting corpse to control his urge to rut against her leg and come like the virgin he was.

"Slow and easy at first," she instructed. "One finger at a time, then, there," she said as his finger touched a harder little nub. "That's my clit. Pay special attention to that, but not too much. Circular motions work for me, some girls like it up and down. Trust me, you'll know if they're happy."

"Girls like this?" he asked in awe.

"Some more than others. Just go slow, and always let her lead you. You let her lead you, and trust me, babe, she'll do just about anything you want her to."

He let her guide him as he slipped one finger inside of wet heat, pumping it slightly, in and out. "Add another finger," she told him, and he complied. "Damn. You've got big fingers and you're not even finished growing."

He chuckled and put his mouth to her breast again. He felt her fingers grip his hair as her hips began to move. He continued pumping his fingers as his mouth began exploring her breasts, her neck, her collarbones, up to her face, her lips, then he could almost feel it, his fingers were causing something within her. Her hips continued to move and she moved his hands slightly, guiding him wordlessly to get her where she needed and then suddenly, he felt her wetness drench his fingers as her inner muscles clamped down on him and his eyes grew wide. "Holy shit," he whispered. "Did you just...?"

She licked her lips and smiled. "Lots of natural talent."

He smiled down at her. "Wow."

She giggled. "Do you want to take a breath, or...?"

He eyed her. "What's the next lesson?"

She smirked and tugged his hand out of her panties. He marveled at the wetness clinging to his fingers. He did that. He caused that. Awesome.

"Lick them," she commanded.

He blinked. "What?"

"Your next lesson? Cunnilingus."

He'd read enough about sex to know what that was, but he wasn't so sure...

She smirked at him. "Think of it as Gatorade without the flavoring. It's salty, a little tangy, and delicious."

"How would you know?" he asked.

She just chuckled. "Who said all my a sexual experience was with men?"

His eyes widened. "You...you're gay?"

She laughed out loud. "Oh you poor sweet innocent thing. No. I'm bisexual. I like guys and girls."

"That's...is that a real thing?"

She smiled and nodded. "Most definitely. So believe me when I say I know what to teach you. Now, lick those big beautiful fingers of yours."

He swallowed and took a tentative lick to one digit. She was right. It was a salty flavor, tangy. Really, he kind of liked it. He licked each finger by turn and then turned his gaze toward her. Her pupils were blown and she was breathing in little huffs. He smiled. "Does that turn you on?" he asked, half in amazement, and half in boastful bravado.

She nodded vehemently. "Yes," she panted. "Damn, that's sexy." She slipped her panties down and off her legs, flinging them in the direction of the door.

He maneuvered himself so his shoulders were settled between her thighs. "Okay, so...what do I do?"

"Just like with making out, make out with my pussy. Lots of tongue, and, if you want, you can use some fingers inside, easy, like you did before."

He swallowed hard and eyed her lower lips, pink and glistening with her come. He looked back up at her. "You're sure?"

She nestled back against the pillows. "Definitely."

He took one langue lick and he felt her shiver. "That...that's good. That's so good, Dean," she told him as her hand fisted in his hair, tugging slightly.

He began rubbing his cock on the sheets, moving his hips in time with his tongue and it felt awesome.

"Are you playing with yourself down there?" she asked in a chiding tone.

He pulled away from her and looked up. "No. Of course not."

"You can, you know. Fist that sexy cock of yours in your hand. Get yourself off while you're getting me off. Just make sure to pay more attention to me than yourself. Trust me, I'll make it good for you, too."

She kept telling him to trust her. Did she think he was gonna stop now, with his mouth buried in her pussy? He didn't ask. Instead, he did as she instructed, diving back onto her with renewed vigor as he palmed his cock. His other hand moved up to her and he slipped one, then another finger into her.

"Yessss," she hissed as she began gyrating her hips, fucking his face, his tongue, and he loved every damn minute of it. This was the kind of education he could get behind.

He licked, nipped, sucked on the skin surrounding her folds all the while pumping his dick in his other hand. He felt himself getting close and, figuring she knew what she was talking about, thrust through his orgasm, coming all over the sheets beneath him as he continued moving his tongue, his fingers, until they were exhausted, but that was when she gasped and clamped her legs around his shoulders and he felt her inner walls squeeze around his fingers as he curved them upward and his mouth was suddenly flooded with her sweet release. He licked her clean and pulled away, realizing how sticky he was.

She chortled. "Wow. That was awesome." She glanced down at the mess on Dean and the sheets. "Looks like you need a shower."

He blushed slightly. "You said to..."

She nodded. "I sure did, baby. And that's sexy." She looked him over a moment before she sat up and fused her lips to his, pulling him onto the bed. "But first," she panted, "let's get a bit dirtier."

He smirked as she turned so he was in his back once more. He looked up at her. "Ya know, I realize I got this whole 'natural talent' thing, but I don't know if I can get it back up that fast."

She smiled. "You're fourteen years old"

"I turned fifteen almost three months ago," he growled.

She smirked. "Fine. You're practically sixteen," she said with an eye roll. "You'll be ready by the time I'm finished with you."

His eyes grew wide. "What-ah, what are you going to do to me?"

She didn't answer, only attacked. She began licking, kissing, and biting down his body. Sometimes, she left little red spots, sometimes she left teeth marks. Finally, she got down to the jizz rapidly cooling on his cock and bush and eagerly began cleaning him with her tongue, petting, teasing, until he was hard as a damn rock again. "F-F-Fuck!" he cried as she used a little more teeth. He grabbed her hair, not enough to hurt her, but enough to get her attention.

She pulled off of him and reached over to the drawer in the night stand, coming out with a condom. "Okay. Now, I know you had Sex Ed. Please tell me you at least know how to put a condom on."

He blushed again. He'd bought a couple in the bathroom of the gas station a few towns ago, and hid in the bathroom to practice with them while their dad was gone and Sammy was in bed. He'd then taken the evidence out to the dumpster afterward so Sammy wouldn't tease him about it. So he nodded. "Yeah. That one I know."

She nodded and handed him the condom. "You should be able to go a little bit longer now that you've come a few times. You'll get better at that as you practice."

He swallowed and nodded. All this stuff was awesome. But he was about to feel the real thing. She'd sucked him off, he'd gotten her off almost any way imaginable, but now it was time for the main event. Suddenly, he felt nerves like he'd never felt before. What if he wasn't good? What if he was just terrible at this? What if...

"Dean? You alright?"

He swallowed hard and nodded. Her face softened. "You can be nervous, Dean. I won't make fun of you, I swear."

"What if I suck?" he asked softly, suddenly aware of how young he sounded.

She shrugged. "Your dad and brother are gone all weekend, right?" He nodded. "My parents are, too, taking my little sister to a dance competition. So, we've got all weekend to make you a sex God, Dean Winchester. And by God, I swear we will."

He didn't even realize she knew his last name. But he smiled. "Sex God: Dean Winchester," had a nice ring to it. He ripped the condom wrapper open and slipped it on. He glanced up into her warm brown eyes. "I'm trustin ya, Tiff."

She didn't use any flowery words, didn't laugh like a villain in a Batman movie, just aligned herself with him and seated herself on his dick. He hissed as the heat enveloped him and he grasped her hips as if he knew what he was doing.

"God," she panted. "You're big."

His teeth and jaw were clenched as he started thinking about the stuff his dad had made him read about shape shifters in order to calm himself. "That's not a bad thing, is it?"

"Fuck no," she growled. She rolled her hips and he almost came. "This is amazing."

He could say the same. No description, no penthouse forum, no amount of porn could have prepared him for the awesome feeling of being buried balls deep in a woman. And it was all too evident, Tiffany might not be a Mrs. Robinson, but she wasn't just a girl, either.

She grabbed his hands and brought them to her tits. "Fucking isn't enough for some women," she stated and he wondered how she could be so damn calm as she was riding his dick, but he nodded as he tried to focus on her words. "Sometimes we need more stimulation. Play with her tits, kiss her anywhere you can reach, and..." She moved one hand down to where they were joined. "Feel free to rub her clit if you think you're not gonna last. She should always come first, at least once, if she can. Not all women are blessed with the ability to have multiple orgasms. I, however, am. So you need to make sure you get her off before you do your thing, or at the least, at the same time as you. Remember, the guy is almost always the aggressor, or certainly you will be. I can sense it." She paused. "But don't be afraid to let her lead you. You can let her take control. You might find you like that."

He nodded vehemently and she smiled as she leaned down to kiss him. "Flip us," she commanded.

He hesitated only for a moment before he grabbed her waist and, using some of the fighting skills his dad had taught him, flipped them, keeping them still connected. She gasped in surprise, but then moaned as his mouth latched on her nipple as he began thrusting slowly, mindful of the fact he didn't want to disappoint her. He was too used to hearing gruff pot shots at the many different ways he disappointed his dad on a daily basis. He didn't need to disappoint her, too. To his surprise, she praised him. "My god. Are you sure you're a virgin?"

He smirked. "Not anymore."

She smacked his butt cheek and he jumped slightly, thrusting into her hard. "Smart ass," she chided softly.

"Did you...did you just spank me?" His dad had quit spanking him years ago. Now it was usually a slap to the face if he mouthed off...occasionally something a little worse, depending on what the infraction was. Most of the time, though, John just worked him harder, made him go out into the woods, man up, quit being a little bitch, that sort of thing. It was effective.

She giggled. "I did. And you might like it if I did it again."

He might would. But that was for another day. Right now, he was feeling that pull in his gut again. It was starting. "Tiff..."

"Stop," she demanded, and he did, immediately.

"What? Did I hurt you? Shit, I..."

She shook her head. "No, you didn't. This feels great, I promise. Just...slow, go slow."

He moved his hips a few times, slow, like she said, and he felt the urge taper off slightly. She smiled. "Now, let's start building it back up again. I may not come with you inside me. Sometimes I don't. It's okay. I got mine, and that was the important thing."

Dean's eyes narrowed. If there was one thing he liked, it was a challenge. So, he smirked and bent to lick her nipple before he ran his mouth up to her ear and whispered low, dangerous, his inner hunter coming out to play. "You're coming again, sweetheart. I promise you that."

He leaned back up in time to see her eyes widen slightly, as if she finally realized, while he might be inexperienced in this area, he wasn't someone to fuck with. Hell, he killed a damn werewolf just last weekend. He dug up graves and sent ghosts packing. He had been trained to fight and kill by his Marine dad. He might be a bumbling virgin, but he was dangerous. Deadly. And he was determined as all hell to make her come again, even if he had to try and try and try, all damn night, he'd get one more her big O out of her.

He began tentatively moving again, slowly sliding in and out of her, almost all the way out, then smoothly back in, over and over, gritting his teeth as he staved off his release. He had to make her come. He had to. He looked at her face. She was enjoying it, so that was good. Hell, he was, too. Being inside of her, the warmth of her body, it was amazing. Probably the most comfortable, happiest, he'd felt since, ever. He reached a hand between them and he found that button on her body. He began rolling it between two fingers, rubbing, flicking lightly and she started to moan as her fingernails bit into the skin of his upper arms. He bend closer to her so he could kiss her again and she began sucking his tongue in earnest. He began rubbing her clit, faster and faster as he pumped harder and harder and he felt it, he couldn't stop. It was coming, but that was okay, she was too, and she let go of his tongue in time to scream out his name as her whole body seemed to convulse and he cried out as he seemed to come and come and come.

Suddenly it was like every damn moment of the day caught up with him and he had to force himself to stay upright and inside her as her body continued to quake. Finally she stilled and looked up at him.

"Well?" he managed as he panted. It felt like he'd ran a damn marathon, which he felt sure his dad would probably make him do, at least once, just to make sure he could.

She licked her lips and smiled. "I'm impressed."

He grinned.


Over twenty years later, Dean found himself riding shotgun nursing a dislocated shoulder and a headache to beat the band when Sammy flipped the radio on. Dean let out a growl but then a familiar song came on. "Love Shack" by the B-52's and Dean started humming along with it, singing the words he knew. That was the song...the song on the radio when he and Tiff were doing the deed.

"Where'd you hear that?"

Dean shut up immediately. "What?" he asked, hoping and praying Sam would just forget about this.

"I was expecting you to bitch at me for my music choices."

"Driver picks music. And judging by the fact I'm still seeing double, Sam, I can't drive. Ergo, you are driver and you pick the music."

Sam shot him the bitch face. "Jerk."

"Bitch," Dean fired back automatically.

Sam paused and then smiled. Dean returned it hesitantly. They hadn't been seeing eye to eye on much lately. But moments like this, fresh from a hunt, nursing wounds, it made it seem like the good old days.

"So? The song?"

Dean swallowed hard. "Nothing. It's nothing. Musta heard it somewhere."

Sam whipped off onto the side of the road so fast, he almost gave Dean whiplash and made his head throb even worse. "Dude! What the hell?!" Dean growled.

"You can't give a half assed answer like that without finishing it. Why in the actual hell would you even know a B-52's song?"

"Is that who they are? Chick's got a decent voice, I guess."

"Dean…" Sam's tone held nothing but warning.

He thought about lying, but they'd done so damn much of that lately. However, it was embarrassing as all hell. "Uhm, I...it was...she...hell, I don't know why I'm ashamed to admit it, but there was this girl. She taught me everything, and I do mean EVERYTHING..."

Sam's brows knit. "By everything you mean..."

"I mean I misplaced my virginity at her place." He went into detail, telling everything he could remember, which was most of it, because he had brought it to his mind almost every time he had sex. There was always something he could use Tiffany had taught him.

Sam's eyes were as big as saucers before he let out a great big belly laugh. He couldn't seem to stop laughing. "Only you, Dean!" he crowed. "Only you would manage to lose your virginity to someone who taught you everything you know!"

"Oh yeah? Well, how'd you lose yours?" Dean growled.

Sam's mouth snapped shut as he froze then blushed furiously. "It, it was, uh..."

"Lemme guess...some sweet little innocent thing? You were both virgins and bumbled your way through it, right?"

Sam didn't answer, he just winced.

Somehow, that didn't surprise him. And truthfully? Dean was glad. As fucked as their lives were, Sammy needed some normal. But he couldn't say that to Sam. That wasn't his style. So he had to tease his little brother. "Ha, I KNEW it! How bad was it?"

Sam cleared his throat and did the bitch face again. "It wasn't...terrible."

Dean snorted. "Sure it wasn't. Did you last five minutes?"

Sam didn't answer.

Dean guffawed. "Thanks, man, I'm feeling better already. Let's move our asses. I wanna find a damn bed."

"Dean...you alright? That last fight..."

Dean glared as his brother as his arm went to the mark hiding under his sleeve. "I'm fine, damn it. Now, come on, Speedy. You go fast. Drive."

Sam shot him one more look, then clearing his throat once more for effect, put the car in drive and kicked up dirt as he pulled away.

"Awww, come on, Sammy, I just washed her two days ago! Don't dirty up my baby!"

He caught Sam smiling. "Bitch," he muttered again, glad he wasn't a damn demon, and especially glad his brother was by his side.

Sam was still smiling. "Jerk," he happily replied.

Dean smiled a little, too. He didn't feel great, but he was feeling better. Maybe they were gonna beat this thing, get this mark off him. He had to keep the faith. Sam would help him research this, get this damn mark off his arm. He'd lost faith in Sam once or twice, but he was determined not to do it again.


An2: Was that good for you? Because I sure as hell enjoyed it.

Chapter 2 will be up next week. Should be fun!