Shot Through The Heart; Ch 5/7; NC-17; Dean/OFC Part B

[softbluebuddy]

       


Title: Shot Through the Heart; Ch 5/7; NC-17 Dean/OFC
Author: softbluebuddy
Pairing: Dean/OFC - Het
Rating: NC-17

Word Count: 10,532 (broken into two parts because of LJ posting limitations. Link at the bottom of the page to the second part)

Summary: While at a firing range, Dean meets a woman who really knows her way around her weapons. His joke that she is the woman of his dreams leads to an invitation to spend a no strings attached weekend with her, knowing he is leaving in 3 days. Now he is sure that he has met the girl of his dreams. This is the story of that weekend and how fantasies can come true.

Warnings: Het - Kink - Pegging - First Time

Disclaimer: I don’t own these characters. Just having a bit of fun with them.

Beta:  
carinas_carinae   
Banner made by:   
realm_of_ylith   from a couple of pictures that I sent her.  I was a tough customer and she made me very happy with the end result.

****Feedback is Totally Awesome****

“Are you ready for your massage?” she asked him innocently watching his face when he turned to see her in her strap-on and heels.

‘Oh fuck’ he thought to himself. ‘How wrong is it that she looks so fucking hot like that?’

“Yes, I’m ready for my massage,” he told her, getting up and feigning total disinterest in how she was attired. “Nice outfit,” he added as he walked past her into her room full of candles and soft music.

“Thanks. I thought you might like it. Or at least wouldn’t mind me being ready for you, once you are ready for me.”

“Great,” said Dean. “Where do you want me?” he asked her realizing that this was at least the third time he had stood near her bed and asked her the exact same question. If it was any other girl he would feel like he was being objectified, he thought with a smile.

“Let’s get your clothes off and have you lie right in the middle of the bed, with your head up near the top,” she directed him as she came toward him in her heels and strap-on. She slowly peeled his t-shirt up and off of his body, and then lightly running her hands all over his upper torso she bent to flick her tongue over each of his nipples and blew on them till they were standing up fully erect.

Dean stood in front of Shannon and let her take his shirt and rub his upper body and suck and blow on his nipples. He was already rock hard seeing her wearing the strap-on and high heels, now this was making him even harder. He didn’t want her to know that she already had him in the palm of her hand and would pretty easily give it up to her when the time was right, so said, “Here, let me go ahead and get my pants off.” He turned away from her removing his pants and laying them on the chair and climbing onto the bed with his back to her hoping she hadn’t seen just how aroused he already was.

Once Dean lay on the bed he suddenly became overly aware of the music that she had playing. “Shannon, baby? You might like this music, but if you don’t turn it off I can guarantee nothing is going to happen. Who is that anyway, Yanni?”

“No. It’s Enya. That’s what they play at the place that I get my massages. It is supposed to be relaxing. You don’t like it?” she asked him.

“To be perfectly honest, it doesn’t matter if it’s Yanni or Enya; to me it sounds like fingernails scratching on a chalkboard,” he explained to her with a shudder.

“Okay then. No music,” she agreed turning off the music.

“Oh, that is so much better. Thank you, very much.”

“Everything else okay? You ready?” she asked him indulgently with a smile in her voice as she touched his shoulder briefly, letting him know that his happiness was her total objective, and if he had asked her something else - even if it seemed silly like not liking the music - he knew by how she asked him and touched him she would give it to him.

“Yeah. Everything else is great. I’m ready,” Dean told her laying his head on his forearms in anticipation of the upcoming massage experience.

“Okay, then. Relax because I am going to give you an awesome massage. Dean, I want you to totally relax for me, okay?” she told him in a quiet and soothing voice designed to help get him in the mood.

Shannon picked up the bottle of massage oil and poured some in her hand and let some dribble directly onto his back and buttocks and the tops of his thighs. She set the bottle back down and warmed the oil that was in her hands and placed them on his upper back and quickly spread all of the oil that had already dribbled over him onto his body so that it wouldn’t drip onto the bed.

She ignored the oil though that she had intentionally let drip into the crack of his ass. Before he was ready for her, there would be so much oil and lube in that small area of his body, sliding that dildo into him was going to be like putting a hot knife through butter.

‘Oops.’  It was a good thing she didn’t use that analogy out loud. Any reference to a knife being similar to something she was going to be doing to his ass probably wouldn’t go over well. At all.

Shannon was enjoying herself immensely since touching Dean was a very pleasing experience, and she kept working on his back and kept up a litany of very soothing sexy talk, in essence trying to get her prom date, Dean, into the idea of taking it in the ass. As much fun as she was having she almost felt a little guilty trying to get him to put out.  Not guilty enough to stop, she thought to herself, because there was no way she would voluntarily stop touching the beautiful man displayed before her.

She decided that she needed to tell him specifically how much he was turning her on and how gorgeous he was, “Dean, you are so hot. You turn me on so much, baby. I can’t wait to touch you all over. I want you to be so ready for me. Ooh, your shoulders are so big and strong. Your back has so many muscles and it is so broad, but your waist is so small. You feel so good, baby. Do you like it when I touch you here? How about here?” asking him this last part as she rubbed and squeezed one ass cheek, then the other and then sliding further down his thighs. She was actually in heaven here, and if he ended up wanting nothing but a massage, she’d be okay with that too, but damn, he was a fine looking man.

Dean was conspicuously silent. He hadn’t had much opportunity to get a massage before and he actually was enjoying himself considerably and reveling in every touch, every whispered endearment, in the candle lit room.

She continued working on first one leg, near the upper thigh and spending a little extra time near where his thigh met his muscular ass. “Oh, baby. Your ass is so hot. I can’t believe how hot your ass is. It is going to feel so good when you finally let me know you are ready for me to slide my cock into your beautiful ass,” she told him in a seductive voice reminiscent of how the high school boys used to try to get to have their way with her.  She meant everything she said, but suddenly she had a new appreciation for those high school boys who wanted it so bad for the first time, kind of like her right now wanting and needing Dean to let her tap his ass. She didn’t understand it, but it had become a minor compulsion to her that she may be obsessing on just a wee bit.

Shannon moved over to the other leg and worked him over in the same way, spending time up near his ass again and continued her campaign. “Dean, you are going to love it, so much. Letting me slide my nice purple cock into your ass, nice and slowly and fucking you so slow and sweet. Baby, I’m going to make it so good for you. I want it so much, and I know you will too.”

Finishing his legs she spread them apart and told him, “Don’t worry. I know you aren’t ready yet, but I need to be here so that I can see your tight, beautiful hole and work on getting you ready for my hot purple cock. You are going to love it.” She promised in a voice that dripped sex.

Dean didn’t say anything just helped move his legs into whatever position she wanted him in. He wasn’t worried. In fact, listening to her he was actually anticipating when she would slide her purple cock into his ass and fuck him slow and sweet just like she had told him she would.

She was so happy with how things had gone so far. Dean was the perfect recipient for everything she wanted to give him. Shannon reached back over to the table before climbing between Dean’s open legs and grabbed the massage oil, the lube, and the small butt plug.

She squeezed oil all over his ass and let a liberal amount dribble into his ass crack. She was getting kind of excited because she was in the exact position to see his pink puckered hole and the purple cock on the strap on was pointing at exactly the object of her obsession.

God, but she wanted to just lean forward right then and slide that purple dildo into his ass and fuck him silly, but she knew for a fact that he wasn’t ready yet and she didn’t want to do anything that would make him not enjoy himself one hundred percent. So with an amazing amount of restraint, she massaged his ass and let her fingers slide up his crack, and with every slide up his crack she paid extra attention to slowing down near his ass hole.

She’d let her fingers linger near his hole and tease it by sliding her finger tip in just past her first knuckle while she was still kneading his ass with her other hand. Being so close to that part of Dean was getting her so turned on; she had no idea how sexy this was going to be. Not only seeing that part of him, but as she kneeled on the bed between his open legs, her strap on was right there, always in sight, and that in combination with the proximity to his hole was starting to drive her fucking nuts.

Dean was starting to squirm a little inside as well as outside. He actually shifted under her and it looked to her like he was trying to get some friction on his cock and lift his hips up a little and open his ass to her for more. God, if he didn’t know better you’d think he was a big slut for the cock, but Jesus if she wasn’t making him feel good touching him like that.

Seeing him squirming like that she had to ask him, “You like that, Dean? Your hole is so hot and hungry for just the tips of my fingers. Do you want more? Should I slide my fingers in further and see if we can find your sweet spot? Would you like that, baby?” as she continued circling his hole and just barely dipping the tips of her fingers in there. Sometimes one finger, and other times two, but not much more than an inch.

“Feels good,” Dean murmured into his forearm where his head was resting. That was the understatement of the year. It felt fucking fantastic. He had no idea how good this was going to feel when he agreed to her proposition

“Tell me. Do you want a little more?” she asked him in a teasing voice as she repeatedly curled her two fingers that were currently occupying just the very opening of his ass. “Like that?”

“Yes,” is what Dean said, but what he meant, was, ‘hell yes, please don’t fucking stop, please, don’t fucking stop, it feels so good I can’t stand it,’ but he couldn’t actually say that, because that sounded too much like begging and he was definitely not going there. Yet.

“I thought you’d like that,” she agreed with him with a knowing smirk.

She didn’t push it yet, didn’t make him beg. She was saving that for the main event. She just wanted to make sure every step of the way that she wasn’t rushing him.

She put more oil on her fingers and opened his ass cheeks to have a nice look at what he had for her. God, she could not believe she was going to be getting some of that. She wasn’t exactly sure why this was so important to her, but with everything that Dean had given her, she felt that she wanted to give him something tooand being inside of him was somehow integral to accomplishing that.

She slid her middle finger further into his ass and put more oil there and worked that into his ass too, adding another finger with even more oil. She did this while keeping one hand on his hip. She slowly worked her two fingers in and out of Dean and asked him, “How’s this? You okay? You like it? You want more?” making sure he was okay.

“It’s great. I’m fine and yes, I like it. And yes, I want more,” translated in Dean’s internal dialog as ‘Fuck yes. Please give me more! Do you have any idea how fucking good this feels? Jesus, I had no idea or I’d have been asking you to fulfill my ass-play fantasies that I didn’t even know that I had until you started working on my ass.’

Dean was so amazingly relaxed, but excited all at the same time. He figured she could keep adding fingers, or anything else that she wanted, because she was doing it in such a perfect sequence and not going too quickly. She really did seem to want to give him pleasure and so far there wasn’t a thing this girl was doing that he didn’t completely love.

And she did give him more. “Dean, I’m so glad that you like it. I’m going to keep giving it to you. You are going to love it.” She slid three fingers inside and played around until she found his sweet spot and he moaned aloud and tried to simultaneously rub his cock into the mattress while trying to get more of the feeling she was giving him in his ass as her middle finger brushed over his prostate, again and again.

“Oh, Jesus. Shannon. That feels so good,” Dean had to admit. He was incapable of holding back his praise because he wanted to be sure that she didn’t stop. That was as close to begging as he’d come yet, but he had a feeling that before they were done, he would indeed be begging for more.

“You like that? Oh, that’s so good. I can feel how much you like it,” she told him as she kept working her three fingers in his ass and cradled his balls in her other hand.

He started squirming into the bed, rubbing his cock.

Shannon got wind of what he was doing and let go of his balls and slapped him once on the ass, hard. “Stop grinding your cock on the bed. You don’t get to come until my purple cock is in your ass. You want to come?” she asked him in a commanding voice, not dissimilar to the one he used on her when he was dragging her around with a collar and leash. “Because if you want to come, you know what you’ve got to do. All you have to do is ask.”

“No.”

“No?” She slapped his ass again. “You don’t want to come?”

He didn’t answer her. He loved every fucking thing she was doing, but he wasn’t ready yet. God but he was enjoying himself, but truth be told he never had a cock in his ass before, real or latex and being a novice to the idea of that, was incapable yet of asking for it.

“You serious? I know you want it. But I can see that I might have to persuade you a little further, and I think I have just the thing,” she told him smugly as she removed her fingers from his ass, grabbed the butt plug and lubed it up with a huge quantity of lube when she decided this wasn’t going to work at all. She smacked him on the ass again, she was actually enjoying doing that, and told him, “On your knees, bitch. I want to see what you have for me baby, and I need you to be more open for this plug,” said with a voice that had retained a bit of the commanding quality to it.

Dean felt her smack his ass again and, no way, did she just call him, ‘bitch’? He was actually digging everything she was doing to him and the smacks on the ass were pretty nice, but, ‘bitch’? he thought to himself all the while getting up on his knees for her without complaining.

Maybe he was a bitch. Nah, but he’d be hers tonight if it meant that much to her, and frankly all the stuff she was doing to him was actually making his cock throb with the need to release. Dammit. She said he couldn’t come until that purple cock of hers was up his ass. Might actually be nice to see how it felt to have her fucking him while he was stroking his cock.   That might just double the sensations of just being stimulated on his cock from a hand, a mouth, or a pussy. It might actually make it twice as nice. ‘Hell, I’ll keep playing along,’ he decided.

“Oh Dean, do you know how fucking hot you look like that on your knees getting ready for me with your ass in the air and I can see your tight pink pucker? So hot,” she described to him while she held the already lubed up plug in one hand and pushed one of his ass cheeks to open him further for her.

Looking at his ass like that and the plug in her hand, she had wished now that she’d actually had a taste of his hole. Fuck but that would be good. But he was already greased up and she had a definite goal in mind: ‘Keep focused Shannon. If this works out as good as I think it will you can eat his ass later.’

She put the plug right up against the entrance of his hole and stopped. The plug that she was using didn’t have batteries, just an old school butt plug, all the way. She actually thought that a vibrating plug might be way too much for Dean’s first time and, as turned on as she was, she didn’t want to overwhelm him with too much too soon.

Shannon slid first just the tip of the plug into his ass and told him exactly what she had for him next. “Dean, we need to get you ready. I think you are almost there. What I have for you now is the butt plug. I’ve lubed it all up and I’m going to work it in and out of your ass. I want to see your hole open and suck this plug right up inside of you.”

Dean leaned forward on his arms and relaxed as best as he could with his throbbing cock dripping pre-cum on to the sheet and simultaneously feeling her hand on his ass cheek and the tip of the plug going inside of his ass, then sliding most of the way back out the whole time she was giving him a play by play of just how hot it looked, him taking that black plug in a little further each time and how much he was going to love it when she got it all of the way inside of him, before she slipped it out, and lubed up her purple cock and replaced the black plug with her purple cock.

“Baby, you have no idea how your ass is opening up for me. Every time I push this black plug into you a little further, I see that muscle at your opening stretch just a little bit more and the plug is actually getting sucked up inside of you cause your ass wants it so bad. You like this, baby?”

“Uh huh. I do. It feels really good,” he told her as he reached down to touch his cock.

Slap. “What did I tell you? No touching your cock or coming until I am fucking you. Or are you just getting off on me slapping you on your little ass while I work this plug in and out of you?” And she slapped him again and, lo and behold, that was exactly what he wanted but hadn’t been able to tell her, because every time she slapped him, he pushed his ass further into the air, opening himself to her and the plug slipped all of the way into his ass. Now that she didn’t have to hold onto the plug anymore she decided to give his ass a few more smacks with both hands.

And the commanding voice addressed him again, “So fucking hot, bent over the bed like that with your ass in the air, that black plug filling up your hole and me smacking your ass like this. I think you must be just about ready, what do you say Dean? You ready for me to slide that black plug out of your ass and slide this purple cock in its place? Or do you want to give my purple cock a kiss first? What’s it gonna be? Huh? Decision time, Dean. You want it or do you want me to stop?” she asked him as she reached around him and pinched his nipples then barely touched his cock and then brought both hands up onto his hips braced right behind him ready to slide inside of him as soon as he asked.

“Yes. Okay.”

“Yes, okay? Yes, okay what? You have to do better than that Dean. Tell me what you want and be specific or I am going to stop right now, get off this bed, take off the harness and turn you over and tie you with the restraints that you left on the bed, slide a cock ring on you and make you watch me fuck myself with every fucking toy in that box and I am not going to let you come. Do you understand me? Decide. Now,” she told him in no uncertain terms, talking to him a little bit like he was a bitch. A wishy - washy bitch who couldn’t decide what the fuck he wanted. She had finally decided it was time and if he wasn’t ready to ask for it, by damn, she’d just have to push the issue and make him decide.

“Jesus, fuck. You wouldn’t do that to me, would you?”

“Don’t test me, bitch. What’s it gonna be? Tell me what you want.”

“Shannon. Please take the plug out of my ass, and slide that purple cock inside of me and fuck me slow and sweet just like you said and let me touch my cock while you fuck me because I want to come so bad, and I know it will be that much better when you are fucking me with that purple cock of yours,” Dean told her specifically what he thought she wanted to hear to do just that and give it to him. But in saying all of those things out loud he realized that she had done a very nice job getting him right where he needed to be to not just give it up to her, but he really wanted her to fuck him. He didn’t have any idea how that was possible, but he just wanted her inside him so badly right now.

“Good boy. Wasn’t that easy?” she said in her normal Shannon voice. She had gotten him to agree to what she wanted so she didn’t need to be a hardass anymore. Not unless it seemed like he liked it. She’d keep the voice handy, just in case, she thought to herself, but didn’t really think it was going to be what was needed from this point on.

Before taking out the plug she grabbed the bottle of lube and liberally coated her purple cock with it, and then she held onto his hip while she worked the black plug out of his ass, so turned on when his muscle had to stretch enough for the fattest part of the plug to start sliding out of him.

When the plug plopped out his hole was still open a little because she had done such a nice job prepping him in stages. She took the bottle of lube and told him sweetly, “Almost time, baby. I’m just going to open you up a little bit more and lube you up so that it slides right in okay? You have no idea how hot your little hole looks right now, so open and ready for me to fuck. And the thought of filling you with my cock and giving it to you slow and sweet, then as hard as you want it, is almost enough to make me come right now and I’m not even touching myself. You sure you’re ready?” she asked him as she finished telling him how much she was looking forward to this as she simultaneously finished adding an enormous amount of lube to smooth the way.

“Fuck. Yes. I need you inside me right fucking now. Stop teasing me and do it,” he told her in a pleading voice.

Bingo. That was as close to begging as she had expected to get from him, and there it was, ‘Stop teasing me and do it.’ Well, she didn’t plan on disappointing him. “Spread your knees as far as you can so that I can reach you and give it to you good,” she told him. After he did that she realized that she had him exactly where she wanted him, lined up the head of her cock to the opening that was just begging for it and slowly slid just the tip in and waited a few seconds then started slowly sliding all of the way in until she bottomed out and her belly touched the top of his ass.

“You okay? You ready for me to move?”

“Jesus. Yes. Please. It feels so good. Fuck me. Please,” Dean told her realizing that it almost sounded like he was begging, and fuck it, maybe he was, but it felt amazing.

Shannon didn’t need to be told again, she could hear in Dean’s voice how much he was enjoying this and she grabbed onto his hips and pulled almost all the way out and then slid back in. “Dean, I love this. I can’t tell you how much this means to me that you have opened yourself up for me and let me in. You are so beautiful and sexy. I want to make you feel as good as you have made me feel,” and after telling him that, she showed him just how much it meant to her that he was letting her in.

Dean was spellbound with the force of the sensations that he was feeling with Shannon inside of him and making love to him and caring for him and touching him in ways that he had never been touched before. He was so open to her that had she been facing him she may have seen a little glimpse of his soul, something that no one else had ever seen.

Surrendering to her had been easy in one respect and difficult in another. He had already committed to making her fantasies come true and knew as soon as she told him what she wanted that he would give it to her, do what she wanted. When she told him of this fantasy he thought it would be completely sexual and he was as freaky as your normal heterosexual guy, which is basically not so much, especially when your girl is describing how she wants to get into your ass. But with Shannon, Dean now realized her wanting to be inside him was much more than sexual, she was wanting - no needing - to have him let her in and surrender everything to her in a way that would bring him closer than he had ever been to a woman before.

Dean was on the receiving end of things this time and he was amazed at how relaxing and letting her be in charge had allowed him to feel so much more than during a regular Dean Winchester sexual encounter.

Dean had always prided himself on being sure his partners were satisfied, or even more than satisfied, and that always brought him a tremendous amount of pleasure in and of itself. Plus, he was a man and stimulation to his cock was pretty much guaranteed to result in a great orgasm.

But as he knelt in front of Shannon, being the total recipient of all of her efforts ever since they came back into the bedroom without him having to be responsible for anybody else for a change, he completely let go and enjoyed the act of receiving without having to reciprocate, because she had made it known to him in no uncertain terms that this was all about him.

For the first time since he was four years old and the fire, he wasn’t responsible for anything at all, from taking care of Sam and his family obligations, hunting supernatural things and saving people, giving everything to satisfy the girls, then later the women that he was with. He’d never complained about any of it. He loved Sam more than anything, he understood his position in his family and the family business, and he sure as heck wasn’t complaining about any of the sex he’d had before.

It’s just that this? This was different.

This was incredible and he moaned as she hit his prostate and angled himself so that she would do it again and again. He was breathing in shallow breaths and moaning and writhing under her and definitely opening himself to her and saying things like, “Yes, right there, more,” and other unintelligible sounds of enjoyment.

Shannon felt overwhelmed herself. She could tell that all of her preparations had had the desired effect. Dean was absolute putty in her hands. She knew when she was hitting his sweet spot by the sounds he was making under her. She reassured him with her words and her hands touching him all over, stroking him with soothing, strong hands.

She asked him then, “You ready to come for me, baby? Come on, Dean, if you want to come, go ahead and grab onto your cock and stroke yourself while I keep right on fucking your sweet, beautiful ass. Can you do that for me?”

Dean had been wanting to come for quite some time now, but he was actually enjoying every bit of what she was doing to him, just reveling in the sensations without having the end game uppermost in mind. But when she asked him if he was ready to come, for her, he knew that he was. He told her he was and reached down and grasped his throbbing and dripping cock in his hand, and as she continued to hit his sweet spot with every stroke and kept urging him on to please come for her now, he stroked himself enjoying the full feeling of her cock going in and out of his ass and shot his cum all over his hand and the sheet that he was kneeling over.

The sensation of coming with a cock in his ass was the most intense sexual sensation that he had ever experienced. The act of coming clenched up all of the muscles in his ass and they tightened around the cock he was shoving back onto and his whole body began to spasm and he let out a completely spontaneous moan that started low in his chest and went on and on until the spasms completely died away.

Shannon leaned over his still spasming body and cooed in his ear, “I’ve got you, okay. It’s okay baby, I’ve got you,” as she pressed the front of her body completely upon his back and braced herself on one arm and wrapped her other arm completely around him.
“Good boy, Dean. You were beautiful. I have never in a million years had any idea that could be so incredible. Are you okay?” she asked him in a whisper.

“Yeah. I’m good.”

Shannon slid the purple cock out of Dean’s beautiful ass and rubbed his backside and told him to lie down, she’d be back to cuddle him as soon as she got the harness off. She didn’t want to leave him at all, so stood next to the bed, took off the harness and dropped it on the floor.

She grabbed another blanket and walked around the bed so that when she climbed on they were facing each other. She covered them both up and scooted into his arms and wrapped hers around him too.

She leaned in and kissed him, tender kisses all over his face. He pulled her to him and she nestled her head under his chin and they fell asleep wrapped together, after what had been one of the most amazing experiences either of them had ever had.

This weekend was certainly a weekend where fantasies were coming true, for both of them. What neither of them had realized when they had agreed on their weekend of no strings attached sex was that they had fantasies that had nothing to do with sex, but of intimacy, and those were the ones that would have scared them the most if they hadn’t drifted off to sleep before those thoughts could enter their conscious minds.



Go back to the beginning and see how Chapter 5 A started...

Shot Through The Heart - Chapter One
 Shot Through The Heart - Chapter 6