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Master Post || Prologue || 1 || 2 || 3 || 4 || 5 || 6 || 7 || 8 || Epilogue || Notes

-

Part 3

“Dinner!” Sam yells.

Charlie snorts in Dean's ear as she jerks awake. Dean feels the warmth of Charlie all along his body, doesn't want to make her get up. He's sure his panties will stick to him, but right now all he feels is warmth and comfort and the welcome pressure of a lover pushing him into the mat.

“I don't know whether he has awesome timing because I'm hungry or the worst timing in the world because I was really, really comfy,” Charlie complains as she shifts herself to Dean's right, letting herself slide down off him and onto the mat.

“Ditto,” Dean says as he works himself into a sitting position. “But it smells too good to ignore.”

“Mmm, yeah, it does,” Charlie says, pushing herself to her hands and knees. “Do you think Sam would mind us coming to dinner smelling like sex and you with your panties all nasty?”

Dean feels his dick twitch and comes to the realization that his dick has decided Charlie is sexy no matter what she does, and Dean's going to have to walk around with a semi all the time. He wonders if he should get some control panties or start looking into tucking.

“Sam won't care. In fact he'll probably need to be the last one to leave the table because of his little problem,” Dean says with a grin.

“Hah!” Charlie barks, then pulls herself up to stand. She offers Dean her hand and yanks him up with surprising strength.

Dean grabs Charlie and pulls her close for a kiss, then looks her in the eye. “But make sure and tease him a little, because he's probably gonna be trying for the whole gentleman thing so he doesn't upset or embarrass you, but if you're up for it, which I think you are if I know you at all, then see if you can get him to choke on his food or at least blush some, would ya?”

“You're evil,” Charlie says, her eyes widening, a smile growing. “I like it.”

They walk into the kitchen hand in hand, then sit down next to each other. “Smells good, Sam,” Charlie comments as she rubs her hands together.

“Why, thank you, Charlie,” Sam says as he puts a plate in front of her.

“Our own little Suzy Homemaker!” Dean teases, then he eyes up the plate set in front of him and feels his mouth water. “Are you teaching yourself all this stuff you've been making lately or are you sneaking out for chef school in the middle of the night?”

Sam chuckles as he sits down with his own plate. “No chef school. I've been watching some cooking videos online and just trying out new things, playing around with stuff.”

“Oh, Sam, this is so good!” Charlie moans with a mouthful of food.

“Watch it, Dee,” Sam says as he points his fork toward Dean. “Sounds like my cooking is making her moan louder than you do.”

Dean chokes so badly on his food that Charlie starts patting him on his back. Of course she's also laughing so hard she can barely smack his back.

“Don't worry, Sam,” Charlie says as her giggles die down. “I'm sure once we make it to the point where clothes are actually removed and I can take Dee's mouth for a ride, I'll moan much louder.”

Dean hears Sam doing a flat out belly laugh. Dean grabs his glass of water and downs it. “You were accusing me of being evil when it was you all along,” Dean croaks as he nudges Charlie in the ribs.

Dean chuckles, then looks over at Sam and starts laughing. Sam had laughed hard enough that there were tear tracks on his cheeks and he was holding his stomach.

“I'd accuse the two of you of planning that just to kill me by way of food inhalation, but I think I would have noticed if you two were discussing these evil plans over my head while Charlie and I were passed out,” Dean says as he digs into his food once more.

“So, Chef Sam,” Charlie says, still giggling. “What is it that you've made for us this evening?”

Sam wipes the tears from his face with his forearm. “That is chicken Kiev,” Sam says as he points to the Kiev on his own plate. “It's filleted chicken breast stuffed with herb garlic butter, then I breaded the chicken and pan fried it. Then we have asparagus with Hollandaise sauce and roasted red potatoes with some light seasoning and parsley flakes.”

“Mmm,” Dean moaned as he took a bite of the chicken Kiev. “You do realize you've just relegated yourself to kitchen duty, right?”

Sam smiles. “As long as you handle KP, I'm fine with it.”

“I can do that,” Dean says with a nod, then shoves a potato slice into his mouth, which deserves more moaning.

“I made dessert too, so save some room,” Sam says with a nod toward the counter.

“Ooh, what did you make?” Charlie says as she stabs a spear of her asparagus.

“There's this cake-y stuff that's kind of like brownies,” Sam says. “I'm going to put some vanilla ice cream with it, then a little whipped cream on top.”

“Okay, I changed my mind,” Dean says. “We're chaining you to the kitchen. Like putting a cuff around your ankle and chaining it to the stove.”

Sam chuckles. “I'm really enjoying the cooking, and it's cool that you guys really seem to like everything I make.”

“What made you start looking up recipes and trying things out?” Charlie asks.

Sam blushes a little. “I was reading a news article, and there was a blurb in there about a chef that made some really delicious steak sandwich thing. For some reason I checked out the chef's blog, read some of his entries, and the way he was talking about the cooking process and all, well, it seemed like it wouldn't be all that hard, and he seemed to have fun, so I wanted to try it out.”

“Cool!” Charlie says with a big smile.

“His blog included links to other chefs, then from there I found recipe sites, and I just bookmarked some things that looked interesting, and I've been working my way through the bookmarks, cooking a few things at a time,” Sam says.

“You had to have gone out shopping for some of this stuff,” Dean says, then points to the potatoes. “I don't remember picking these up the last time we went to the supermarket.”

“The day after I found the chef's blog I did a shopping trip,” Sam says, nodding. “After I'd made a couple of the meals, I needed a few more things, so I took another shopping trip, that time getting everything I thought I'd need for a week's worth of the recipes in my bookmarks.”

Dean takes a bite of the asparagus, thinking he wouldn't like it, but he's surprised when the Hollandaise sauce makes it seem like he isn't even eating a vegetable at all.

“You wouldn't happen to have plans for a bunch of future meals, would you, Sammy?” Dean asks.

Sam smiles. “Yeah, I've got plans for a few weeks out actually.”

“Awesome!” Dean says.

“Ready for dessert?” Sam asks as he stands up, his own plate in hand.

“Yeah!” Dean says, handing his empty plate to Sam.

As Sam takes the plate from him, the fork slides off the plate, and it surprises Dean that he never hears it hit the floor. Dean looks up at Sam and sees a funny look on his brother's face. Dean knows something's up. Sam never has that constipated look on his face for nothing.

“Care to share, Sam?” Dean asks, and Charlie looks between the both of them, clearly puzzled.

“Don't freak out, okay?” Sam asks.

“Asking me to not freak out makes me freak out,” Dean says, his voice raising a bit.

“I swear it's nothing bad, and I just have to figure a way to get it to go away,” Sam says.

“Spit it out, Sam!” Dean barks.

Sam's shoulders slump in defeat, then Dean sees the fork come around from behind Sam's back. And then Dean sees that there's something holding the fork.

“What the fuck is that?” Dean asks as he sits up straighter in his seat.

“That is so cool!” Charlie enthuses as she points at what can only be described as a tail holding the fork out for Dean.

“A tail,” Dean deadpans. “You have a tail.”

“Uhm, yeah, I have a tail,” Sam says.

“And this is not something to freak out about?” Dean asks.

“Can I touch it?” Charlie asks, her eyes wide and excitement in her voice.

The tail reaches over to Charlie, the fork held out to her. She squeals as she takes the fork from Sam's tail, then she runs her finger over the end of it. Sam gasps, and Charlie jumps, pulling her hand back.

“Did I hurt you?” Charlie asks with concern.

Sam blushes so hard that Dean chuckles. He knows that look on his brother's face. “That's not pain I see on his face.”

“Nobody but me has touched it yet,” Sam says with a wince. “I was just surprised by how it felt. That's all.”

“Yeah, so it didn't feel good at all, huh?” Dean asks with a grin.

“Shut up, Dee,” Sam grumbles.

“How did you get this?” Charlie asks, reaching out and touching it again with her finger.

Sam shivers, but doesn't pull his tail away. “I, ah, was in the library. I was r-reading when a, fuck!” Sam yelps as Charlie grabs the end of his tail.

“Sorry,” Charlie says, not sounding apologetic at all as she rolls the tail between her fingers. “I just wanted to see if I felt like a rat's tail or more like a cat's tail. It feels more like a rat's tail, if you wondered, Dee.”

Dean snorts as Sam adjust his jeans. “Thanks for the info, Charlie,” Dean says, not taking his eyes off Sam's face. This is fun.

Charlie finally lets go of Sam's tail, but Sam's breathing a little hard. “Reading. I was reading. And something fell out of the book,” Sam says, turning around and taking the dishes to the counter.

Charlie leans over, whispers in Dean's ear, “I totally did it on purpose.”

Dean snorts again, but he tries to cover his mouth, hoping Sam doesn't hear him. Sam starts getting the dessert onto plates.

“The thing that fell out of the book kind of seemed like a bookmark,” Sam says. “It wasn't anything special looking. It was flat silver with a hook on the end that went over the top of the pages, but when I picked it up off the floor, I felt this odd sensation at the bottom of my spine. It didn't hurt exactly, but the tail just kind of sprouted out of me, and as soon as it was full length, it was like it had always been there, and I could control it like it was a limb I've always had.”

“That's new,” Dean comments.

“I've tried doing some research on it, but the piece of metal doesn't seem to have any markings on it, and the shape of it isn't all that interesting,” Sam says, scooping the ice cream out onto the cake. “The book it was in wasn't even anything like a spell book or dark magic or anything.”

“It hasn't done anything odd other than the obvious?” Dean asks.

“Not so far. And it really does feel like I've always had it,” Sam says, getting three spoons out of the drawer. “That's why I didn't even think about it before I caught the fork with it.”

“So is this fucking with your head?” Dean asks, suddenly concerned of darker forces at work.

Sam shakes his head. “I don't think so. I'll admit that it feels oddly right to have the tail, and I'd like you guys to watch me in case I act strange, but I'm not getting any bad vibes or feeling strange or doing anything odd that I know of.”

Dean nods. “Okay, well make sure and say something if that changes, got me?”

“Yup,” Sam says, nodding.

“Does this mean,” Charlie interrupts in an extremely serious voice, “that we have to cancel dessert?”

Dean snorts. “No. Only an apocalypse will stop dessert, and only then if I'm mortally wounded.”

“Yay!” Charlie says as she claps.

Sam chuckles, then grabs the plates, sets them down on the table. “Enjoy.”

“Mmm,” Charlie moans after taking a bite. “You know, Sam, I haven't noticed you acting weird, but do you think maybe the whole chef thing came at the same time as the tail and you've got some kind of Ratatouille curse going on?”

Sam's jaw drops. Dean tries not to react because it looks like Sam is actually worried not only over the implications of what Charlie just said, but he seems to be trying to figure out whether she's serious or not. Dean's impressed by Charlie's innocently serious pretense.

“Uhm, well, I suppose it could be a –,” Sam starts, but is interrupted when Charlie lets out an obnoxiously loud bark of laughter.

Dean can't help it. His shoulders start shaking as he tries to hold in the laughter. Sam's blushing again and has this adorably goofy grin on his face. “I can't believe she got you so bad, Sammy,” Dean says, shaking his head and cutting another piece of cake with his spoon.

“How am I supposed to know she's not serious?” Sam asks, his eyebrows rising. “I thought she was about to start calling me Remy!”

Dean guffaws, then it hits him. “Wait, you actually watched a kids' movie and know the name of the lead character?” Dean asks in his most condescending big-brother voice.

Sam smirks. “And you know this how, Dee?” Sam asks as he bats his eyelashes.

Dean splutters for a moment before shrugging and shoving another spoonful of dessert into his mouth. “The dinner and dessert were good enough tonight that I'll let you have that one,” Dean garbles through a mouthful of food.

Sam gets that oh-so-annoying little-brother-won look on his face. Dean glances at Charlie to see her looking back and forth between them with an indulgent smile on her face.

- - -

Dean and Charlie make good on their promise to handle KP duty. Well, Dean makes good on it and Charlie insists on helping Dean.

Sam announced very loudly that he was on his way to the library, conveniently far enough away from the bedrooms that Sam wouldn't hear any noises coming out of one of the bedrooms with the door closed.

As Charlie dried the last fork and put it away, she suddenly declared, “I'm horny.”

Dean chuckled. “You are? Well, something has to be done about that.”

Charlie turned to him with a mischievous grin on her face. “I'll race you to bed!” she yells, then turns and takes off running.

“Hey!” Dean protests, but tosses the towel onto the counter and takes off after her.

Charlie giggles as she runs, and the sound already has Dean getting hard in his pants. They get to the doorway at the same time, but Charlie hip checks him, then shoves her way into the room.

“Cheater!” Dean accuses as he walks in, then closes the door behind him.

“Don't be a sore loser, baby,” Charlie says as she pulls her shirt over her head and tosses it.

Dean takes the hint and pulls his own shirt off. He starts undoing the button on his jeans when Charlie spins to look at him.

“Whoever gets naked first gets to top,” she says with excited look on her face.

Dean chuckles as he pulls the rest of his clothes off, nearly tearing the panties, but he's too late. By the time he throws the panties in the corner, Charlie's jumping onto the bed, bouncing on her knees as she comes down.

“I win,” Charlie drawls.

“You get to top. We both win,” Dean says with a cocky grin.

“We'll see about that. I didn't promise to let you come if I topped,” Charlie says as she puts her hands on her hips.

“Mmm,” Dean moans, his eyes closing for a moment while he lets the idea of that sink in.

“You like that, Dee?” Charlie asks, a subtle tone of command coming through.

“Yes, ma'am,” Dean says as he looks at her.

“Well, then get your cute little ass over to my backpack and bring me what's in it,” she says, pointing to the backpack on his dresser.

Dean walks over and unzips the backpack, and his dick twitches so hard he grunts when he sees what's in there. He pulls out the strap-on as if it's something delicate that he has to be careful with. There are black straps with a fitting for an attachment on the front and a long piece with two arms going off toward the inside of the straps for the wearer. Dean nearly drools when he sees that the thing is going to be going inside Charlie, it's going to be fucking her pussy and stimulating her clit at the same time.

There are two dildos in the bag, so he pulls them out too. There's a medium-sized and are very interestingly designed.

“You like?” Charlie asks sweetly.

“Ah, I think I do,” Dean says uncertainly. “I mean I get that it's gonna be fun, but I've never seen a dildo quite like these before,” he says as he turns around and walks to the bed.

“These are actually really geeky,” Charlie says as she takes the strap-on and dildos from Dean. “I modified the strap-on so I could use some toys I picked up from a really interesting store. This one,” Charlie says pointing to the dildo that will hopefully be going inside him, “is based on tentacle porn.”

Dean doesn't laugh. He can't. It looks like way too much fun to use. Something this fun shouldn't be mocked. It's an odd mix of orange, yellow, and green colors blending together throughout the length of the thing. It starts at the base with a flared area that might be balls, but shaped more like the tentacle had been cut off from a much larger part of the beast.

The dildo has a bit of a curve to it, and there are three vertical rows of small nubs that make Dean shiver as he imagines what they're going to do to his prostate. The thing really does look like a tentacle. Or at least a tentacle from a particularly raunchy hentei movie.

“This right here,” Charlie says as she points to the dildo that'll soon be going inside here, “is made to be kind of like what you'd think the aliens from Predator would have for a dick.”

The dildo is a mix of deep purples and greens. This one reminds Dean of an armadillo's shell. It has ridges that are about an inch and a half wide from the base to just under the head, which then flares out into something that's too curvy and pointed to be anything humanoid.

“You can pick which one you want to try. We can always use the other one later, but you get first choice this time,” Charlie says. She points to the alien dildo. “This one's my favorite, but they both feel great,” she says as she grins at him.

Dean looks at both of them. “I, ah, haven't been pegged in a long time, so I think I'll go with the tentacle just because it's a bit smaller,” Dean admits, reaching out and running his fingers over the tentacle.

“Okay,” Charlie says as she sets the strap-on and dildos behind her. “Get on the bed. I want you on your back,” she says, waving her hand in the direction she wants him to go.

Dean crawls onto the bed and flops down on his back, spreading his legs and his arms out and resting his head back on the pillow. “Do I get to do anything to you or is this shut up and enjoy the ride kind of thing?”

Charlie grins, a devious look on her face, as she gets on all fours and crawls to Dean, coming to a stop at the V of his legs and sitting on her heels. “If you're asking because you're wanting to pleasure me and make sure I get off, then don't worry. I definitely will be getting off and enjoying every bit of you.”

Dean's dick twitches. “Uhm, okay,” he says, then shivers as Charlie runs her fingers over his stomach.

“Are you going to be a good girl for me?” Charlie asks, circling his navel with her index finger.

Dean's whole body jerks in response to her words, his cock pulsing, his jaw dropping. He nodes shakily. “Yes, ma'am.”

“Good girls get rewarded for their behavior,” Charlie says as she leans down and licks into Dean's navel.

Dean's breath catches. The way she's talking to him, it's filling him with so many emotions that he couldn't even name them if he was asked to. Even the women he'd been with who had been okay with his gender issues hadn't used a feminine pronoun in their dirty talk.

Dean's eyes burned for a moment, and he felt slightly ridiculous for getting emotional when Charlie was nibbling and licking her way across his stomach, but he looked down at her, realized she was watching him carefully, not saying anything, but very attentive.

She had to know what she was doing to him. It had to be written all over his face. He didn't want her to stop, but it was taking him a moment to process this, and she was giving him that time.

“I-I want to be a good girl,” Dean dared to whisper.

It made his stomach quiver to say it, but it isn't upsetting. The more he thought about it, he'd waited so long, never expected to have this, and it's overwhelming. His dick is throbbing, Charlie's hair is tickling his hips, and he wants this. He wants this so badly he can taste it.

“Mmm, there's my good girl,” Charlie rasps, kissing Dean's belly.

He can sense she's still letting him process everything, but she must realize he's not going to completely freak out on her because she works her way up his chest, flicks her tongue over first his right, then his left nipple, then mouths around his left nipple, her lower body stretching out so that her belly is trapping his cock between them.

“Do you want me to suck on your little titties?” Charlie asks in between sucking nibbles.

Dean gasps, and he tries to speak, but when his brain doesn't function enough to allow him to speak, he nods. He's never called a woman's breasts titties. He's said tits, but never used titties before. It has a dirty connotation and coming from Charlie while she's hovering over him drives him a little crazy with need.

“You have such nice little tits, Dee,” Charlie says, reaching up with both hands, one hand on each area just below his nipples, cups them like there really are tits there.

Dean watches as Charlie uses her right hand to squeeze the skin around his nipple, gather it all together enough to make a mound, then mouths and sucks on it like it's a real tit, like it's more than enough for Charlie to play with.

Dean starts panting. He's never been more turned on in his life, and his dick twitches so hard that it's painful. He doesn't care about his dick at the moment because he can't wait to see what else Charlie has in store for him.

“Do you want to suck on my breasts, Dee?” Charlie asks as she looks him in the eye.

Dean nods stupidly. “Please,” he manages to beg.

Charlie slithers up his body. There's no other word for it but slither, and Dean love the feel of her body moving over his. She licks a stripe up his left cheek as she goes, then pulls up, her right tit just inches from his mouth. Dean leans forward, but Charlie backs up a little.

“Stick out your tongue,” Charlie says.

Dean immediately obeys, and Charlie thrusts her chest out just enough to rub her nipple over the tip of Dean's tongue. Dean wants more, but he stays still.

“You're being such a good girl,” Charlie says, smiling down at Dean.

She leans down for a gentle kiss, pulling back in between presses of her lips to his and licking Dean's lips. She leans back and rubs her nipple across Dean's lips.

“What do you say, Dee?” Charlie asks, rubbing her nipple over his cheek.

“Huh?” Dean asks stupidly, too dazed with arousal and excitement to understand what she wants.

“If you want something, how do you ask?” she says patiently.

“Oh! Please! Please, let me suck on your breasts,” Dean says, his fingers itching to touch her, gripping the sheets in an attempt to stay calm and let Charlie be in control.

“Mmm, there you go,” Charlie says, pushing her chest out more so that her breast smooshes over his lips and nose.

Dean moans as he opens his mouth and nuzzles her breast. They're perfect, he just knows it. And he wants so badly to touch them that his hands move to her waist and he holds on.

Charlie didn't say he could touch them, so he just mouths at her breast, licking a little, running his nose over the skin and smelling nothing but a hint of the soap Charlie uses and clean skin that just smells like Charlie. No masculine heaviness, and the taste just that wonderful mix of sweet and salty he loves about women, has always wanted for himself. He wished he could smell and taste as beautiful as a woman.

He hasn't even tasted her pussy yet, and already he's intoxicated by her. He focuses on her nipple next, not sucking too hard in case she's not into that, but when she shoves her breast harder into his face, a moan spilling from her open mouth, he takes that as encouragement and sucks on her nipple harder, using just a bit of teeth.

“Oh, yeah,” Charlie groans, her hips jerking into his stomach.

Dean wants to see if she's wet, but he doesn't want to take away her control of the situation, the control he's freely giving her. He gently runs his fingers around her sides, down her back until he's cupping her ass cheeks. She pushes her ass back into his hands, her chest pushing even more into his face, so he squeezes her ass, not too hard, but enough to get a gasp out of her.

Charlie starts grinding on Dean's stomach, and he groans into her breast when he feels her pussy dragging over his cock and stomach, his cock getting some rough treatment. Charlie shudders hard, so hard he thinks she about to come, but then she lifts her pussy right off his body and holds herself up. He blinks up at her.

“I didn't want to come until I was inside you,” Charlie says with a grin.

Dean chuckles. “If you're asking for my opinion, you can come as many times as you want to,” he says, wholeheartedly meaning every word.

He doesn't care at the moment if he gets to come as long as he can hear and feel Charlie come over and over again. Later, when he has a bad case of blue balls, he'll probably care more about not having come, but right now he just wants Charlie to fall apart on him.

Charlie smiles. “Oh, I will be coming at least twice tonight, but your opinion is noted,” she says as she settles back down on his stomach.

Charlie grabs his wrists, pulls his hands to her breasts, and he lets her use his hands to push and squeeze her tits. She grinds on his stomach again, only not as hard this time.

“Have you ever taken a dildo that big before?” Charlie asks as she tosses her head toward the tentacle dildo.

Dean shakes his head. “No. I've taken a few, but I'd say they were somewhere between medium and small-sized.”

“I can work with that,” Charlie says with confidence.

“I'm not worried,” Dean says with a smile as he looks her in the eye.

Charlie leans down, her lips ghosting over his. “Ever had a girl eat out your ass before?”

“No,” Dean whispers, his lips grazing hers as he speaks, his eyes widening as he wonders what she's up to.

“Would you like it if a girl at your ass out before she fucked you senseless?” Charlie asks, then licks his lips with a broad horizontal swipe.

Dean's breath catches, and he tries to answer, but instead something like a mix between a coughing choke and a squeak comes out of his mouth.

“I'll take that as an enthusiastic yes,” Charlie says as she sits up with a wicked grin on her face.

“Uh-huh,” Dean says as he nods his agreement.

“Now I really like asses,” Charlie says as she runs a finger down his chest. She crawls backward until she's kneeled between his spread legs again. “Sure, I really love pussies, and I really love tits, but a great ass trumps a great set of tits in my book. And you,” Charlie says, poking him in the chest, “have a great ass.”

Dean lets out a dirty chuckle. “I thought so myself,” he says with the most adorable look he can muster on his face.

Charlie leans back over his chest, her legs bracketing his with her knees under his thighs, his feet planted on the bed and legs bent at the knee. She kisses him hard, her tongue shoving in and practically fucking his mouth.

Dean reaches up behind her back, caressing the skin of her shoulders, running over her shoulder blades, then down her back and around her sides. Her skin is so soft, and she feels so warm, so right.

When she pulls away from the kiss, it's with a wet sound that makes Dean's balls tingle. She licks his lips one last time, then leans back, grabs him underneath each of his knees, and pushes his legs up, knees to his chest.

He feels so exposed that he blushes. After all the things he's done with women over the years, he doesn't remember a women ever manhandling him before, shoving him where she wants him, forcibly exposing him so intimately like this. He loves it.

“You're so pretty when you blush,” Charlie says with an affectionate tone to her voice.

Charlie watches him as she leans down and licks his balls. Dean's hips twitch, and so does his cock. She's looking at him with a hungry expression on her face that's taking his breath away even more so than the knees pushing into his chest.

Charlie gets a better grip on the backs of Dean's thighs to hold him where she wants him, then leans in again to lick the underside of his dick.

“You don't have to – ouch!” Dean yelps as Charlie bites his dick. She didn't bite hard, but enough to very quickly get his attention. He gapes up at her.

“Do I look like someone who does things in bed because I feel I have to?” Charlie says with one raised eyebrow and a dangerous look on her face.

“Uhm, no,” Dean squeaks.

“So when I lick your cock, it's because I want to lick your cock,” Charlie says. “Unless you want me to call it your clit,” she adds, the look on her face instantly changing from dangerous to inquisitive.

Dean shakes his head. “It's not a clit. I don't have –,” he starts to protest a little bitterly because he's got a cock whether he asks for one or not, damn it, but Charlie interrupts him.

“Okay, it's okay, Dee,” she says with a reassuring smile. “I really like you. And the cock between your legs gives you orgasms and fun times, which means I'm gonna play with it so we can have orgasms and good times. It's part of you, so how could I not like it and want to play with it? Got me?”

Dean relaxes. Even the worries he had still harbored after she'd told him about her previous relationships with males dies away. She means this. She likes him for him. And if he really thinks about it and keeps his own objections out of the way, she likes him for who he wishes he was already, and already in her mind, Dean's a she, Dean is Dee.

It truly doesn't matter to Charlie, and Dean was too stubborn to see it even up to just a minute ago. Again he notices she's paused to give him time to absorb the new information, and again he's grateful for it. She knows he's working through some of this stuff for the first time ever, unless her previous relationships where both males seemed to know what they wanted out of life, were sure in their sense of self.

“I got you,” Dean says.

He can't let himself have this thing he's always wanted inside his own head yet, but as far as Charlie goes, what she wants, what she sees in him, what she's doing to him, and everything in between, he gets it now. She wants her. She wants Dee, who Dean won't let himself be completely yet, but he's never been so close. He's never been on the cusp before. He'd only played with it, one-night stands offering him a glimpse of what could be his. He thinks he could eventually have it, but not yet.

Dean's thoughts fly right out of his head when Charlie leans down and licks a broad swipe over his asshole.

“Oh, fuck, yes!” Dean bellows as he tries to push his ass further into Charlie's face.

His knees pushed into his chest mean that all he ends up doing is squirming a little, and once he regains some of his brainpower, he realizes that was a good thing or Charlie would've gotten his ass shoved in her face.

“Somebody likes getting their asshole licked,” Charlie sing-songs, then blows over his asshole.

Dean shivers, the cool air flowing over his spit-slick asshole sending chills racing all over his body. “Yes, I, fuck, yeah. I like it. A lot,” Dean says, panting and squirming, and not caring a bit that he sounds desperate.

“Mmm, this'll be fun, then,” Charlie says, then dives back down.

Dean is lost to sensation for a long few minutes while Charlie licks over his asshole with first broad swipes, then little kitten licks. She swirls her tongue around, then pokes at his asshole with the tip of her tongue, making Dean yelp.

Dean's so lost that when she drops his left leg, holding onto only his right leg, he drops it to the bed with a whump, but she's already shoving him, positioning him how she wants, and his hips end up twisted, one ass cheek off the bed, the other on the bed, one knee in his chest, his opposite foot flat on the bed.

He hears a bottle top open on what sounds like a small tube of what he presumes is lube. When Charlie shoves a slick finger in beside her tongue, Dean claws at the sheets.

“I, oh fuck, please! Please, yeah!” Dean says incoherently, not caring all that much about what comes out of his mouth as long as she keeps going.

Charlie starts fucking his asshole with her finger, her tongue wriggling around sometimes near her finger, other times up and down his crease or out to his ass cheek. She bites his ass cheek, making him yelp and moan.

She shoves another finger in, and Dean expects it to be a little uncomfortable, but he hadn't realized how turned on he was. The other times he'd been pegged, it had burned some. It wasn't enough to make him call it quits, but it burned and hurt.

This time he's so desperate for more that he tries to push up onto her fingers. He doesn't end up moving much, but the keening noise that he's started making probably gets the message across to Charlie that he's thoroughly enjoying himself and would like more. At least he hopes she gets it.

Charlie moans into his skin, and Dean nearly comes just from the vibration it causes. Then he's pulled away from the edge of orgasm by a tugging sensation in his balls. It's not horribly painful, but it's enough to make him pay attention. He looks up, sees Charlie's right hand on his balls.

“You don't get to come yet, baby,” Charlie says with a shake of her head.

Dean groans. “I can do multiple orgasms in a night!” Dean whines pitifully, nearly pouting at her.

Charlie giggles. “That's good to know for future reference, but I'd rather you come while I'm fucking you,” she says.

“Future reference, my ass,” Dean grumbles.

Charlie chuckles, then shoves three fingers into his ass. He yelps and tries to squirm away. Two fingers weren't painful, but with the orgasm backing off and Dean having had time to tense up some, three fingers burns with the stretch.

Charlie works him slower than she did with the two fingers, letting him adjust, and soon he's trying to rock down onto her fingers again.

“You ready?” she asks, kissing his right ass cheek.

“Fuck me. Please,” Dean says as he nods.

Charlie lets his right leg down slowly, then turns and picks up the strap-on and the tentacle dildo. Dean's thighs are a little sore from being shoved up against his chest, but he could care less when he sees Charlie attaching the tentacle to the strap-on.

“You wanna watch me put it on?” she asks with a sly grin on her face.

“Hell, yeah,” Dean says as he scrambles to sit up. He's not going to miss this.

She stands up on the bed, and Dean nearly comes on the spot just because he knows she's standing up for him, knows she's giving him a show. This is the first time he's gotten a good look at her pussy, and she does have a little tuft of hair at the top of her slit with the rest of her pussy hairless.

He wants to eat her out so badly he whines. Charlie chuckles, and he glances up at her, then does a double take.

“I'm pretty wet already, but if you think I need more preparation before – oh!” Charlie moans, her sentence cut off by Dean jumping forward and pushing his nose into the crease between her thigh and pussy.

“Please. Please, I want to lick your pussy,” he moans into her leg.

Her hand rests on the top of his head. “Well, I suppose if you're going to be so polite about it, then yes,” Charlie says, then pushes his head a little in encouragement.

He doesn't need the encouragement, but he doesn't fight her either. He reaches up with both hands to hold onto her hips and gently licks her slit bottom to top, ending at the cute little patch of hair, which he then nuzzles his nose into and sniffs her.

“God, you smell so fucking good,” Dean groans, then kisses the little tuft of hair.

Charlie widens her stance on the bed so Dean has room to work, and he scoots closer so that he's sitting on his heels, his knees directly under her. He pulls her hips closer to his face and starts a gentle licking from the bottom to the top of her slit and then back again.

He grins when he feels her shiver against his face. She lets out a groan as he pushes between her lips just a bit, running his tongue up and down the length of her slit, moving a little faster now that he's just inside.

He's teasing just enough to get her to want more, but not enough to piss her off. On the next stroke up, he pushes in enough that he feels her hole and clit, getting a good taste of her slick. It tastes so good that he moans, making her squeak and push harder on his head.

“I think I don't want to wait to come inside you,” Charlie says with a breathless voice. “Your tongue. It's, oh, yeah. Your tongue is awesome!” she says, spreading her legs more and tilting her hips so he can lick deeper.

Dean pulls her toward his face with more force, wriggles his tongue in her whole enough to make her gasp, then moves to her clit, using some suction with his lips, then flicking her clit with the end of his tongue.

“Fuck! Yes, Dee, fuck!” Charlie yells as she tenses, shivers, and comes.

Her stomach is quivering, her pussy is contracting around his tongue, and he uses broad swipes of his tongue on her clit to get her through her orgasm. She's got both hands on his head and it feels like she's nearly riding his face she's moving so much.

As she comes down from her orgasm, he backs off, sitting back and looking up at her, his hands still on her hips to keep her steady.

She drops to her knees, bracketing his legs as she goes, and licks his lips hungrily. Her mouth is open and she's licking every trace of her slick off his lips, nose, and then dipping inside his mouth to get more.

He's so turned on he nearly comes, and all he can do is leave his mouth open for her and try to keep up as she grabs him, her hands on either side of his neck, shoving her tongue in to lick everywhere inside his mouth.

By the time she's done and sits back to look at him, Dean is panting, and he notices she is too, her breasts heaving with each breath in.

“I think I'm going to have a lot of fun with that mouth, baby,” Charlie says with a smirk.

Dean chuckles. “Anytime you want,” he says.

“I'll hold you to that,” Charlie says, then leans in for a quick kiss on his lips.

Charlie stands up again, though her legs are little shaky. She has the strap-on in her hand, the tentacle dildo still attached, and she spreads her legs again. He watches with rapt attention as she steps into the straps, pulls it up her legs, and slowly pushes the dildo for her side in.

She has to have done this more than once. It goes in smoothly and she tilts it just right, moaning as it goes in. The comfort level and familiarity with the strap-on makes him whimper, and he doesn't even know if she realizes that's why he whimpers.

Charlie pushes her hips out toward him, the tentacle dildo nearly touching his lips. It looks bigger now that it's on her, and he's a mixture of excited and a little nervous over taking it. He told her he's never taken anything so big, and she seems to know her way around it, so it's just a small amount of apprehension.

“On your back, Dee,” Charlie says as she kneels down.

Dean scrambles back, his head hitting the pillow and his legs spreading wide for her. She smiles, looking as if she thinks his enthusiasm is cute. She picks up the lube and squirts some more onto her fingers, then drips a small line over to the top of the dildo.

She uses her left hand to slick the dildo up and her right to shove two fingers into Dean again. He's still loose for her, so when she adds a third finger, there's no burn. She's just checking to make sure he's still open.

“Ready?” she asks with a raised eyebrow, her right hand wrapped around the tentacle dildo.

“Uh-huh,” Dean says, nodding as he bounces back and forth between watching her face and watching the dildo.

“Lift up your hips,” she says, grabbing a pillow with her left hand, then sliding it under his ass when he lifts.

Dean shoves another pillow in behind his head so he doesn't have to strain to see what she's doing to him. She knee walks closer, getting her knees under his upper thighs again, grabs his right leg and pushes it up and out to the side to make a better target for herself.

He holds his breath as she points the end of the dildo at his hole and moves toward it. She rubs the tip around the outside of his asshole, then pushes into his hole just a bit. Her hips start up a gentle rocking motion, taking her a little deeper with each forward motion.

Dean's mouth drops open, and he's still holding his breath. He reminds himself to breathe and ends up panting, not able to control his breathing. The head isn't so large that it's hard to get in, and he feels the small ridge as it goes in. He groans as he feels the three rows of vertical bumps start to slide into him, the dildo getting wider as it gets deeper.

Dean drops his head back onto the pillow as the dildo gets deep enough that the bumps start running over his prostate. His thighs shake and he grabs a handful of the sheets in each hand.

“You feel me inside you, Dee?” Charlie asks with a knowing grin on her face.

“Mmm, yeah,” Dean moans, then gasps as he gets a visual in his head of her using the tentacle dildo on herself. He closes his eyes, basking in the feeling and visual running through his head. Dean startles when Charlie smacks his left thigh with her hand.

“I want you here with me,” Charlie says, not sounding pissed, just like she wants his attention.

“Sorry, I was just imagining this going inside you,” Dean says with a sheepish grin.

She huffs. “I'm sure you'll get to see that. Right now I want you here with me and fully experiencing this,” she says as she twists her hips, driving the dildo in further and to the side.

Dean's back arches off the bed as he writhes in pleasure. The move she did with her hips dragged a few of the bumps on the dildo over his prostate hard. “I'm here! I'm right fucking here with you, totally experiencing this,” he says with a chuckle.

Charlie smiles sweetly. “That's my good girl.”

Dean feels warmth spread throughout him at the words. Charlie bottoms out with the tentacle dildo and Dean feels the harness rub against the skin of his ass. She doesn't give him much time to adjust, just starts fucking into him. She's not going all that fast at first, but she's going deep each in-stroke.

Once she has a good rhythm going, she leans over, puts her hands on the bed on either side of his torso, and kisses him as she fucks him. Dean lets go of the sheets, wraps his hands around her breasts, and kisses back, meeting her with the same intensity she's giving him.

He's missed this feeling of getting fucked. He hasn't done it a ton of times over the years, but he has enjoyed it every time. This time beats all the rest hands down. Charlie's great at this, is fucking him like no other woman has, and the way she's throwing her whole self into kissing him as her body moves over him, she's making it difficult to focus on anything but her, as if he even wanted to think about anything else.

She runs her tongue over his teeth, over the roof of his mouth, pushes and flicks at his tongue, then pulls out to suck open-mouthed kisses across his jawline, down his neck, behind his ear. She goes back to his neck and latches on, sucking and biting hard enough that he knows he's going to have a hickey.

She's marking him, and it makes Dean groan and arch his back, knowing that Sam's going to see it, knowing that she wants anybody who sees him to know she did that to him. It's possessive in a way that other girls just haven't been. Sure, he's been marked by girls before, but the intensity and the way she's doing it just screams possession and mine and not going to share.

He moves his thumbs to her nipples, rubbing over them roughly and making her moan. She finishes marking him and begins fucking him harder, faster. She's panting in his ear, snapping her hips up against him, and making little 'uhn' sounds that are driving him crazy with lust.

“Gonna come,” Charlie gasps in his ear. “Gonna come fucking you so hard you're going to feel it tomorrow.”

“Ah!” Dean yelps as she suddenly sits up straight and starts fucking him so hard he's bouncing with the force.

Charlie grabs his cock, hand slick with lube, and starts jacking him off with sure strokes that are almost too tight, but it feels nothing but good. Dean starts pushing up into her, meeting her thrusts the faster she goes. She uses her left hand to lean on his right hip, keeping her balanced while she fucks him even harder, strokes him even faster.

“Come for me,” Charlie says, looking down at him with eyes so dark he can barely see the green anymore. “I want you to come for me, all over your chest while I fuck you.”

Dean has nothing to hold onto but the sheets again. She's pounding him hard enough that he knows he'll feel it tomorrow, just like she said. Then he remembers the other half of the strap-on is inside her. He'd been so focused on everything else he'd forgotten that. When it hits him, the breath is punched out him, then he gasps in another breath.

His hips jerk as he comes, his back bowing and his neck straining as Charlie's hand jerks him off in perfect rhythm with her fucking.

“Yeah, all over. You're so messy. Fuck,” Charlie whines as she keeps fucking him.

As his cock twitches for the last time, he thinks she's going to stop, but she doesn't. He looks up at her, and she's not so lost in fucking him that she doesn't realize he's about to get sensitive. Her lips twist into a little grin, and he just knows what she's going to do. No one has ever done this to him before, and he hasn't even done it to himself.

“Be a good girl for me, Dee,” Charlie says, panting so hard Dean almost can't understand what she's saying.

Dean holds onto the sheets tighter as her hand on his cock starts to get uncomfortable. She's not slowing down, either in fucking him or jerking him off. He grits his teeth, not wanting to beg her to stop, both because he wants to be a good girl for her, but because there's a part of him enjoying the torture.

His stomach is pulling in, his body trying to get away from the too-much feeling of his cock being played with so hard after he's come, but she's got him right where she wants him.

“Ah, fuck!” Dean growls, squeezing his eyes shut and trying harder to not shove her off of his dick.

“Look at me,” Charlie says, whimpering following her command.

He does. And she moves her thumb to the tip of his cock, rubbing in a circular motion. “Fuck!” Dean yells. “Please! Fuck! Oh, fuck!”

Charlie squeezes his dick as her whole body starts shuddering with her orgasm. He watches every second of it, his teeth clenched and loving it. The rhythm of her hips is broken by jerky and uncoordinated movements, slamming into him and losing the grip on his cock.

“Oh, Dee! Fuck, yeah! Yes!” she yells as she leans harder on him, then lets herself fall onto his stomach and chest.

“Ah!” Dean yelps as the dildo gets shoved deeper into him.

They lie there panting for a while, Dean not minding at all that she's a heavy weight on him. He's feeling the strain in his thighs, he'd like it if the dildo could come out, but it's worth it to have her shivering through the little momentary aftershocks of her orgasm on him.

Dean lets go of his death grip on the sheets and wraps his arms around her back, running his hands up and down her back. “That. Was. Awesome,” Dean says, voice cracking and strained.

“Mmm, yeah it was,” Charlie mumbles into his neck.

“I wanna do that again,” Dean says, his eyes falling closed. “Just maybe not until my asshole recovers, and maybe my dick too.”

Charlie chuckles and turns to kiss his neck. “Your face was so adorable when I didn't stop jerking you off. I take it nobody's done that to you before.”

Dean snorts. “No. That was definitely a first for me.”

“Was it a 'hey, I wanna try this again' or was it more of a 'if she ever tries this on me again, I'm gonna punch her'?” she asks, lazily trailing her fingers over his biceps.

“Uhm, well, it wasn't horrible,” Dean admits. “I'd say don't do it every time and don't let me know ahead of time you're going to do it or I'll probably try to beg my way out of it.”

“Deal,” she says. “I was hoping it wouldn't totally ruin it for you, but I just had to do it. Your face when you realized what I was doing was too adorable not to.”

“Well, I'm glad you enjoyed it,” Dean teases.

Charlie pinches his side in retaliation. “Okay, let's get this thing out of you before I fall asleep on top of you,” Charlie says, pushing herself up. “Trust me. It's not a good idea to fall asleep with it in you.”

Dean hisses as she pulls out. It doesn't hurt, but it's an odd feeling when he'd gotten used to it inside him. She looks down at his hole, and he hisses again as she shoves her thumb in.

“Is it that sore or are you just sensitive?” she asks, looking concerned.

“Doesn't hurt,” Dean says as she runs her thumb around inside him, and Dean realizes she's checking to see if he's torn or injured.

“Don't try to be all big and bad about it. If it hurts, let me know,” Charlie says, looking him in the eye, her thumb still inside him, but holding still.

Dean shakes his head. “I'm not lying. It really doesn't hurt. It's sensitive and feels kinda weird now that I'm stretched to have something as small as your thumb moving in there.”

She smiles at him. “Okay, I just wanted to make sure you were okay. I was fucking you really hard.”

“Yes, you were,” Dean says, a big grin on his face. “And it was awesome, which I believe I mentioned earlier.”

She giggles, pulling her thumb out and dropping the strap-on onto the floor beside the bed. She picks up her discarded shirt and wipes his chest and stomach clean. He feels a little funny letting her do the cleaning up, but he doesn't say anything.

“Can I sleep in here with you?” Charlie asks.

“I was hoping you'd want to,” Dean says as he scoots over toward one side of the bed, gets on his side, pulls the blanket up, leaving a space for her to snuggle up beside him.

Charlie grins, lets out a little happy squeal, then crawls in with him, her back to his chest, and he wraps the blanket around them both.

“Do you like morning sex?” Dean asks, then kisses the back of her neck.

“Hell, yeah,” she says with as much enthusiasm as she can muster. “And I'm hoping that'll be my alarm clock.”

Dean chuckles. “Yes, ma'am,” he says as he snuggles closer, her body feeling perfect curled against his.

Her breathing changes quickly, and he smiles at how fast she fell asleep. He doesn't stay awake long either, but he tries, wanting to make the night last longer. She moans in her sleep, and it makes him grin. He plans on waking her up in the morning with more of those moans.


- - -

Next: Part 4

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January 2025

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