Front Row Seat
Title: Front Row Seat
Author: softbluebuddy
Pairing: Dean/OFC
Genre: Het, PWP
Rating: NC-17
Word Count: 7352
Warnings: Exhibitionism, voyeurism, kink, dirty talk, in control!Dean, sex for money.
Summary: A man offers Dean $1,500 to have sex with his wife. While the husband AND Sam watch. Dean is tempted to say “no way,” but he and Sam are really strapped for cash.
Beta'd by
carinas_carinae
Feedback: Yes, please. Feedback makes me very happy. I love to hear what people think, even if it is just one word.
The Winchester boys were killing time in some little Podunk bar in another little Podunk town in the middle of nowhere.
If you were the kind of person that likes to bet, you would never bet against that being how they would spend any particular evening.
Sam sat enjoying a beer, his back against the bar so he could see the whole room, and glancing up every now and again to watch Dean over near the one pool table playing pool with a very sexy woman. Sam didn’t even know what she was doing in a place like this, she looked like she had a lot more class than to be hanging around in the kind of dumps the Winchesters frequented.
The woman was gorgeous; she was about 5 feet 8 inches of brunette goodness. She wasn’t too thin - she had a nice ass and her tits were just right. Not too big, not too little, and they looked natural. She was wearing a loose, flirty skirt that hit a few inches above her knees and swished every time she walked around the pool table to take her next shot, with a tight tank top of some sort and a short denim jacket. She had long tan legs in some kind of sandal with a heel, long brown hair, and lips that were almost as pouty as his brothers were.
Where in the hell did that come from? Since when had he started noticing his brother’s pouty lips? Sure, checking out the chicks that were always hanging all over Dean was one thing, but comparing their mouths to Dean’s was something else entirely.
Sam guessed that watching yet one more woman all but wrap herself around his brother was making him imagine what Dean would be doing to her before the night was out, if the past was any indication of what this girl could expect later.
Shifting in his seat to get more comfortable, Sam realized he was more than a little aroused thinking about what it would be like if he were in Dean’s place and the girl was all over him instead of his brother. Thankfully he had on his requisite number of shirts that were completely covering his dick that was throbbing inside the denim of his pants.
Turning away from Dean and Ms. Flavor-of-the-Night, Sam signaled to the bartender for another beer just as a guy slid onto the stool next to him. The man positioned himself the same way that Sam had, with his back to the bar and facing the room.
“Hey man, how are you?” said the man as he got comfortable on the seat.
The bartender delivered Sam’s beer and walked off to the other end of the bar. “I’m fine. You?”
“Got no complaints,” said the stranger as he took a long pull from his beer. He was pretty clean cut and didn’t look like he belonged here any more than the woman who was playing pool with Dean.
Sam continued to nurse his beer, every once in a while sparing a glance toward his brother. How did he do it? He just had that charm that women loved. They must respond to him being flirty and confident, and to that wicked grin that looked like he’d never promise something he couldn’t deliver. Dean Winchester, the master of the hook-up.
Sitting there for a few more minutes, the guy next to Sam broke the silence for a second time. “That your friend over there shooting pool?” as he motioned with his beer over to where his brother was about to take his shot.
“No. That’s my big brother.”
“No offense or anything, but you look like the big one,” said the guy appraising Sam from top to bottom clearly impressed by Sam’s 6 foot 4 inch frame.
Sam had to laugh, “Yeah, I get that a lot. I am the big one, but he’s my older brother.”
“He looks like quite a pool player. He isn’t having any problem concentrating and that gal is all over him.”
“I think he might be used to it by now. Plus he is a pretty focused kind of guy. You seem pretty interested? Interested in the girl or maybe playing some pool?” asked Sam because one of the reasons they were in this bar in the first place was to make some money and that usually happened when Dean found someone to hustle.
If Sam could drum up a game for Dean then they could score some cash and go back to the room and get some sleep since they had an early start tomorrow.
“Neither, really. The girl is my wife.”
“Oh, fuck!” said Sam starting to get in a defensive posture and ready to leverage himself off the stool as soon as this guy made a move.
“Don’t worry. Seriously, it’s cool,” said the guy to Sam. “Don’t worry; I’m not planning on trying to kick your brother’s ass or anything.”
“Good, cause that just never ends well. I’m sure she never said anything about being married. My brother will flirt but if he knows a girl is married he will back right off.”
“Hey, I’m not blaming your brother. I’m sure she didn’t tell him she was married. Every once in a while if we are out and she sees someone that she thinks is hot I back off and let her flirt up a storm. It’s me who takes her home, so what do I care? It is actually a pretty nice arrangement.”
Sam just looked at the guy. “Yeah, a great arrangement for you and the little woman, but what about the guys she gets all riled up? Doesn’t seem real fair to them now does it? I’m going to go and get my brother and go. I think it might actually be better if you and your wife took off while I distract him because I have a feeling he is going to be pissed.”
“Wait a minute. I’m not sure he will be pissed. What I said is in the past we have always gone home together and left the guys at the bar. We actually had a different plan tonight. We’d actually like to take him home and if he lets me watch him fuck my wife, I’ll pay him,” said the husband of the woman who was playing pool with Dean.
Sam’s stomach lurched to hear this man so casually discuss this. He was all kinds of distressed and the guy wasn’t even talking about him, he was talking about Dean. Jesus, this was fucked up. What the fuck was this guy thinking? There was no way this was going to happen.
“Sorry, buddy. You picked the wrong guy; there is no way my brother is going to agree to that. No fucking way.”
“Not even for a thousand bucks?”
“What?” Sam’s mouth dropped open.
“I said I’ll give your brother a thousand bucks if he lets me watch him fuck my wife.”
“Do I look like a pimp to you? There is no way I’m pimping out my brother for a thousand bucks. Just take your wife home and you fuck her. Christ.”
“Look at them: he’s planning right now on fucking her for free. Why the hell wouldn’t he do it and get paid? There’d be nothing funny - no threesome. Just the two of them, but I get to watch. I’ll even make it fifteen hundred.”
Sam sat in absolutely stunned silence. Holy fucking Christ! They needed the money and the guy was right. Dean was right now working on how to get the girl out the door so he could fuck her. This was so fucked up to echo the thought he had earlier. God, if they didn’t need the money he’d have already told this guy to fuck off.
“Look, let me make a suggestion. No, you don’t look like a pimp, but why don’t you ask him. If he isn’t interested we’ll take off, no harm, no foul. If he is, for fifteen hundred bucks, willing to let me watch while he fucks my wife until she is tired of fucking, then I’ll rent a room and we’ll go there. Hell, you can come too, if it makes you feel any better that we don’t have any ulterior motive. Ask him,” said the man with a tilt of his head toward Dean.
Sam, Stanford Sam, the bookish one, usually never at a loss for words in how to react to something was almost speechless. Well, there is a first time for everything.
Unable to believe what he was about to do and dreading his brother’s reaction, Sam got off the stool. He looked the husband in the face and said, “I really don’t know how he is going to react to this. He might be pissed and if he is you better be ready to haul ass as soon as you can and take her with you.”
“Okay. I’ll wait here,” said the man to Sam. The man shifted to lean on the bar sideways but facing the pool table area, ready to make a quick getaway if Dean didn’t take his offer very well.
Sam squared his shoulders and swallowed as he started to walk toward Dean. Why was his throat so dry all of a sudden? Uh, fear, maybe?
Sam walked up to the pool table just as his brother was lining up for a shot.
“Hey, Sammy. What’s goin’ on?”
“Can I talk to you for a minute, Dean?”
“Kinda busy here, Sam,” said Dean with his signature lopsided smirk.
“Yeah, I know. Hey, sweetheart, can you go get us a couple more beers and give us a minute?” said Sam as he handed her a ten dollar bill.
“Sure. I’ll be back in a couple of minutes. Two beers coming up.”
“This better be good Sam. If you just sent her away and I don’t get any tonight I’m gonna be pissed.” Dean glowered at his taller but younger brother.
“Oh, I don’t think that’s gonna be the half of it. You see that guy sitting over there next to where I’ve been parked all night?” said Sam with a glance toward the bar.
“Yeah. I see him. What of it? Who is he and why should I care?”
“That’s her husband.”
“What the fuck? She never said she was married. Fucking bitch! Goddammit!”
“Hold on. Don’t go off half-cocked. There is more to this than meets the eye. Dude, you gotta listen to me and don’t say anything till I’m done. Alright?” Sam glared at Dean until he shook his head in agreement.
“Okay. What’s the deal, Sam?”
“The deal is this: it’s how they have fun. The wife kind of picks a guy at a bar and spends the whole night flirting with him and then they go home together and fuck. But tonight, they have a little change of plan. They want to go home but the husband offered fifteen hundred dollars if you’d let him watch you fuck his wife. He wants me to come, too, so you know that other than that kinky shit, nothing else bad is going to happen.” Sam finished and looked at his brother.
Dean burst out laughing and slapped Sam on the back. “Funny, Sam, you almost had me going. That was a good one. You come up with that yourself? It isn’t even April Fool’s Day.”
“I’m not kidding. The guy asked me like it was my choice and I told him there was no way you’d do it. He finally convinced me it wasn’t my decision and he pointed out it looked like you were planning on fucking her for free, so what the hell was the difference. Fuck her for free by yourself, which isn’t going to happen now. Or, fuck her for fifteen hundred bucks with an audience sitting in a front row seat.” Sam explained to his brother.
“Jesus Christ, this is fucked up,” Said Dean.
“No shit. That is the exact phrase that went through my head as soon as I realized we weren’t going to be getting into a bar brawl.”
“Fuck. Goddammit. Fifteen hundred dollars? Shit, piss, goddammit but we could use fifteen hundred bucks. I haven’t been able to hustle a game of pool or get into a poker game in almost a week and we are running out of green,” said Dean, totally pissed at this predicament.
“The money situation is the only reason I am standing here talking to you, man. Because my first instinct was to tell the guy to fuck off. Which is exactly what I did do.” Sam explained to Dean.
“Did I mention this was fucked up? Tell him I’ll do it for a thousand and no one watches,” said Dean decisively.
“Oh my god. Now I’m a Mack Daddy. Fucking turned you out didn’t I, bitch?”
“Hey that’s my line. Bitch,” said Dean actually smiling.
“Jerk,” replied Sam.
“I’ll go talk to him. I’ll be right back,” said Sam as he walked toward the bar to attempt a renegotiation with the husband.
Dean watched Sam walk over to the woman’s husband and start talking to him. They were talking quietly but were quite animated. They kept looking over to where Dean was standing. Sam was shaking his head. Finally Sam got done talking to the man and came back over to Dean.
“This is the deal, Romeo. Fifteen hundred and he watches and I’ll come too just to be sure there are no shenanigans or anything. What’s it gonna be?”
“Fuck. I was afraid of that. Try and get him up to two thousand dollars, but if he won’t budge, I’ll do it for fifteen. Shit, he’s right I was going to fuck her for free. Have you seen her, she is so hot and tight, god; I hope I can get it up with an audience. Tell him that, too. If we come back to a motel with him, we get the money, no matter what.”
“Okay. That it?”
“No. Actually that isn’t it. I have a few guidelines myself. First he doesn’t open his goddamn mouth. I want to try and be able to forget I have an audience and if he is all involved and doing the play by play that ain’t gonna happen. He keeps his pie hole shut. Second, I want us to go back to our motel, but I want him to go in and get another room with a king sized bed. Third, I’m not doing anything until I talk to her and make sure this is what she wants. This is some kinky shit, and as big of an ass as I am, I am not going to force this girl to do something she really isn’t into just because of her asshole husband.”
“Shit, Dean. Okay. I got it. Anything else?” asked Sam.
“Yeah, one more thing. The only thing this dude is in charge of is paying out the money. I’m in charge of everything else. She belongs to me tonight. She will do what I tell her to do and he just watches. That’s what he wanted. That’s what he gets. Watching and nothing more. Oh, and Sammy, the last thing. Nobody touches you. Got it?” Dean said with a smile.
“Well, alright then,” said Sam.
“Go get our money and tell him the drill and send the girl over here. I want to talk to her.”
“Okay.” Sam paused before walking off. “Dean, I know we need the cash, but you don’t have to do this.”
“I know, Sammy. But the dude was right; I was gonna fuck her for free. This is kinky but what the fuck? It’ll be alright as long as I know you have my back.”
“Dean, I always have your back.”
“I know. Now let’s get this show on the road.”
The woman that had been playing pool and flirting with Dean all night came back over to where Dean was standing leaning against the pool table, ankles crossed and arms crossed. A pretty closed position if the body language experts were looking at him.
“Do you know what is going on and why I wanted to talk to you?” Dean asked her.
“I think so.”
“Well, this is the drill. Nothing is going to happen until I understand from you that this is what you want and that you aren’t doing it for him. Do you understand me? I am not going back to that motel to have sex with you while your husband watches unless I know that you are one hundred percent into it for you.” Dean explained to her.
“It is for me. We started doing this little thing where if we were out and I wanted to flirt with someone, it was his idea that I actually do it. At first I did do it for him, but it made our sexual relationship so hot when we would go home and he and I were together.” She confessed to Dean.
“Honey, it is a long way from flirting with a guy in a bar to going to a motel and having sex with him while your husband watches. That is an entirely different ballgame. Is that what you want? Or is that what he wants?”
“It was my idea. When we got here tonight and I saw you, I knew I wanted to flirt with you, that tonight you were the one. But it was something more too. We had talked maybe about us taking someone home if it was the right someone. I told my husband that tonight was the night as soon as I saw you. He agreed. For me. Because it was what I wanted and I think he wants that, too.”
“If we do this, then I’m in charge. Not him. He is going to watch. Are you okay with that? I’ve never been paid for having sex before; I’ve never had anyone watch me have sex before. We are doing this on my terms or we aren’t doing it. Understand?”
“Yeah. I think I like that idea. That it’s just you and it’s like no one else is there. You are in charge. That is not only fine, that’s what I want. Besides, I think it might drive him a little crazy if we ignore him. I’m okay with driving him crazy. I think I’ll benefit from that later.”
“Okay. Do you have a purse or anything you need to get?” Dean asked her.
“No. I just have my I.D. and stuff in my pocket. I didn’t bring a purse or anything.”
“Well let’s go then.” Dean said as he grabbed her hand and walked over to Sam and the husband.
“Sam. We’re ready. You two follow us back to the motel. We’ll wait in the car till he gets the room. Be sure to get the money before we get into the room, I don’t want any distractions.”
The husband started to interject, but was stopped by Sam. “Hey, first rule, dude; you don’t say a word. That’s the deal. You want a show; he’ll give you a show, but if he doesn’t want to hear you or your opinion, then shut it.”
“Damn, Sammy, you can be my Mack Daddy anytime,” said Dean as he led the brunette past Sam and her husband and to the door of the bar.
~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~
About a half and hour later the four of them entered the room at the same motel that Dean and Sam were staying in. The husband and Sam grabbed chairs and sat in the shadows. There were a few sources of indirect light that hit right on the bed and the area where Dean and the woman were standing.
Dean leaned over and whispered in her ear, “Okay, baby. Are you ready to put on a show?” as he backed her up against the wall.
“Uh huh. Please,” she whispered to Dean as he bent his head to kiss her, gently coaxing her lips open a little with his tongue. Dean kissed her and tasted her for the first time and was lost right then, almost forgetting they weren’t alone.
Dean braced himself with both hands on the wall, one hand on each side of her head. Dean loved to fuck, but he really liked to kiss and foreplay was his strong suit. Fucking was awesome, but if he had a girl so revved up she was begging for it, it was always that much sweeter.
It was really too bad that he didn’t have the luxury to take his time more often, having had his share of waitresses up against a bathroom wall or outside behind a diner.
He continued nibbling, sucking and tasting her mouth. Then he worked his way down her neck, licking and sucking that spot right under her ear where her neck met her shoulder. She positively whimpered when he started sucking and teasing her there. He had never seen a map of the human erogenous zones, but if there were such a map, that spot right there where he was licking and sucking would have to be listed as number one. Other than Dean’s dick, that was his number one erogenous zone.
While Dean kissed her neck and back up to her mouth, he slid his hands down her hips and pulled up her skirt till he was touching the smooth skin of her tan thighs. He leaned back so he could fully appreciate her legs.
“God, you have great legs. So tan and smooth and those shoes they make them look incredible.”
She took the opportunity of Dean putting a little bit of breathing room between them to reach toward him and pull off his overshirt and then his t-shirt over his head, effectively leaving Dean standing before her in his pants and boots.
“Get on your knees and take off my boots. Now.” He said to her. Dean wasn’t into the control thing so much as having a good fast fuck with some waitress when he was in a hurry, or actually making sweet love to a girl if he had plenty of time. But there was a little something about this whole set up that made him crave control and the will to display it, lest anyone think he was their lackey or their fuck-toy.
She dropped to her knees. Just as easy as that. Didn’t say a word, just bent her head in a subservient way and started unlacing his boots, removing first one then the other and then both of his socks.
When she finished, she started to stand up.
“I didn’t tell you to stand up yet, did I?” Dean asked her.
“No.”
“Then stay on your knees. Understand?”
“Yes.”
“First thing we are going to do is have you take off your jacket. Do that now.”
Again, no argument from her. He could get used to this.
“Open my pants. Take out my cock. You know what to do next.” Dean told her. Since he had backed her up against the wall as soon as they came into the room, Dean and she could be seen in profile by Sam and her husband.
The brunette, still on her knees reached up and unbuttoned the top of Dean’s pants and slowly slid down the zipper. She worked them open and slid her hand into the top of his briefs and pulled out his swollen cock. The head of his cock was already glistening with pre-cum.
She leaned forward and licked the drops off the end of his cock with her tongue and brought her tongue back into her mouth to taste them. “Mmmm,” she purred as she leaned forward again and sucked the head of his cock into her mouth and licked and sucked, then taking it out of her mouth so she could admire how beautiful his cock was. She licked and sucked and took it as far down as she could, repeatedly pulling her head back to look at it like it was the most unbelievable thing she’d ever seen. And maybe it was. Dean Winchester had a cock no woman had ever forgotten.
“Good girl. You are such a good cocksucker. Taking it all. Your mouth is amazing. Catch your breath baby, cause I’m gonna fuck your mouth till I’m shooting my load down your throat,” warned Dean as he wrapped each of his hands into her hair and started fucking her mouth.
She was a good girl. She opened her throat right up for him and let him fuck her mouth. Holy fucking Christ, this girl was an incredible cocksucker. “Yeah, baby. Just like that. Take it all, you cocksucker. Oh, fuck, that’s good. C’mon, keep sucking, you like that, don’t you. Take it all down your throat. You want me to come down your throat, don’t you? Going to swallow all my come?”
She was sucking his cock like a champ and he was about to lose it. He clenched every muscle in his body and he pulled her head toward him one last time and shot his load down her throat just like he said he would. She slowly leaned away from his body so that his cock would come out far enough that she could swallow his load without missing any.
He leaned down and lifted her to her feet and brought his head down and kissed her, tasting his come in her mouth and licking off the small amount that had trickled onto her lower lip.
“Jesus. That was incredible.”
“Yeah, it was. I love sucking cock, but I have to tell you, yours is beautiful. God, I feel like I could suck it all night.”
“That would be something, wouldn’t it? But I have a few ideas that I think you are going to like. Take off your shoes, your skirt and your top. I want you naked except your panties and your bra. Then stand there so I can look at you.”
Dean circled her after she took off her clothes except the bra and panties. It was the first time that the husband and Sam were in his line of sight. He thought it would annoy him, but it actually did anything but. He couldn’t believe he had this hot piece of ass standing here almost naked, had gotten one of the best blow jobs of his life, all while her husband and Sam watched, and he was so far from done with what he had planned for her and all the husband could do was watch.
“Jesus,” the husband said leaning toward Sam and whispering.
“Shhh. He’ll hear you. If he hears you, he’ll stop and we get the money anyway.” Sam whispered back to the husband.
Dean continued to circle the wife. He actually turned her body just so to be sure she was facing the audience in the front row seats.
Dean stood behind her and leaned down and licked her neck in that same spot he was working on when they first got back to the room. He whispered to her, “Do you see them watching us? Does it make you hot?”
She looked toward where her husband and Sam sat in the shadows and nodded her head up and down never taking her eyes away from them.
Dean slowly traced his hands over her body and over her clothes, first grazing her nipples through the lacy fabric of her bra, then moving down the plane of her stomach to her panties. He had his left hand on her shoulder now and his right hand dipping into her panties and let his fingers slide down and then into her wetness. He didn’t put his fingers in her, just got them wet with her juices and took his hand out of her panties and brought his fingers to his lips and licked and sucked till every trace of her was gone. “Mmmm, good. You taste so sweet, baby. I’m going to have to taste you even more. God, I can’t wait to go down on you and lick you till you are begging for my cock. Is that what you want?”
“God, yes.” She replied in almost a whisper.
Dean slid his hand into her panties one more time getting some more of her juices on his fingers. “So sweet. Taste how sweet you are,” as he slid his fingers between her lips and with the other hand reached up and tweaked her nipple through her bra. “That’s a good girl. Lick ‘em good. Don’t be embarrassed, you taste so good. Like candy.”
With that, Dean slid his hands to her bra straps and started to pull them down. She started to bring her arms up to cover herself. “No. Don’t do that. I want them to see how beautiful you are.” He reached in front and unsnapped her bra which unhooked in the front and slowly exposed her breasts to the gazes of three sets of eyes and the cool air which made her nipples pucker up like little erasers.
“Oh, baby, they are beautiful,” said Dean almost reverently while at the same time reaching down and tweaking both nipples between his fingers and pulling on them until she let out a moan of pleasure. Then he reached down tearing her panties right off her body by ripping the sides and then just letting the fabric fall to the floor.
Dean moved back behind her, wrapped his fingers in her long brown hair and tugged until her head fell back leaving her long neck exposed. He dipped his head and licked and bit her neck and then kissed her full and wet on the mouth. Lifting his head he whispered, “Stay here. I’ll be back for you in a minute. Let them look at you and how beautiful you are. In fact, touch yourself a little; remember we are putting on a show.”
Dean left her standing there to go over to the bed and turn down the covers. He took the condoms he had gotten out of his bag in the Impala and put them on the bedside table, and then he propped the pillows up so she would be comfortable when he brought her over to the bed. Having completed that, he turned to go get her and his breath almost caught in his throat. He had told her to give them a bit of a show, and she was. Nothing too blatant, but she was swaying side to side with her eyes closed and her lips parted as she lightly ran her hands up and down her body, stopping to touch and play with her nipples. Damn, this girl was gorgeous.
The first time he had noticed Sam and the husband in the shadows Dean had become a little aroused. Now he was having second thoughts about being used as a stud for these people, and felt that it was too bad he could make out the outlines of the husband and Sam in silhouette.
This whole thing was so wrong. He knew it, but since it had been set in motion didn’t feel he had any control over stopping it. He’d just suck it up and do his job, like always. The problem is, having sex or making love had never been a job. It had always been a respite from the work, the family business of killing demons and taking on the supernatural.
Dean continued having conflicting thoughts about how turned on he was by what he was about to do with this girl and why he was doing it. If he and Sam didn’t need the money as badly as they did he never would have said yes. He just hadn’t realized that one little fact would change everything. But everything being set in motion, he just felt that the time to have said no was past and he was committed to playing his part in this fucked up play. At least he had arranged everything over near the bed so that he couldn’t see that he was being watched. Of course, there was no way he couldn’t feel the gazes on him, or remember they were there, but he was going to finish this like a champ and get the hell out of there.
Still wearing his pants, he walked over and took her by the hand and led her to the bed and laid her on it, propped up a little on the pillows. Facing her, with his back to the room he slid out of his pants and briefs and then climbed on the bed on his side next to her. He reached up and touched her face, turning it toward him and kissing her, a long wet, sloppy kiss full of promise. She kissed him back and whimpered into his mouth.
He slid up on top of her his hard cock resting in the ‘v’ of her legs and kept kissing her, tangling their tongues together and nibbling each others lips. He started to slide down and lick and taste the rest of her starting at her neck, then moving to her nipples. He teased and licked and bit first one then the other till her back was arching off the bed only to be held down by the weight of his body on top of hers.
“Like that, huh?” Dean purred at her.
“Oh, yeah. Love it.” She whispered back to him.
“I’ve got something else that I think you’ll like,” said Dean as he slid further down her body.
Dean slid all of the way down until he was between her splayed legs. He lightly touched her inner thighs and licked and kissed up towards her center, but not yet touching her there. As he moved from one inner thigh to the other he stopped momentarily and breathed in her scent and blew on her wet pussy then moved to the other thigh and repeated the process.
From the sounds of her moans, she seemed to like it quite a bit. Her feet were on the bed with her knees up and the more Dean touched her the more her legs were moving in toward his head then open to encourage him to touch her slit. With her legs moving in and out she raised her hips off the bed just trying to get his mouth on her pussy. He held her down with a hand on each inner thigh.
“You want it bad, don’t you?” he asked her.
“Fuck. Yes. Please.” She replied.
“Please what?” Dean insisted, still not moving and holding her down by her inner thighs.
“Please lick my pussy. Make me come. Please stick your tongue in me and fuck me with it and then fuck me. Fuck my pussy; I am so wet and ready. Please…..I want it. I’ll do anything you want, just gotta come. Please.”
“Oh, you beg so pretty. Since you begged so pretty I think I will have a little taste.” As he dipped his head and used his tongue to lap right up the center of her slit from bottom to top. “I knew you’d taste this sweet.” And dipping his head again and flicking his tongue under her hood and circling her clit while she was writhing underneath him on the bed. He had to hold her down with his hands on her hips because she was actually trying to fuck his face.
“Hold on, hold on, I’ll get you there. Tell me what you like.”
“I love it. Keep eating me. Your tongue, I love your tongue. Put it in me, suck my pussy juices and lick my clit. Fuck me with your face. God you are so fucking hot. I’ve never had my pussy eaten like that before.” She said breathlessly squirming and trying so hard to break from his grasp, when he finally slid two fingers in her pussy and started finger fucking her and licking and nibbling her clit. “Oh my god, oh fuck, there, there, there. I’m coming,” and she squeezed her legs tight around Dean’s head as she rode out her orgasm and he licked and sucked her pussy while she came around his fingers.
As she lay panting on the bed, he rose up over her and reached the night table and grabbed a condom, quickly rolling it on, he slid back down and lined his cock up with her pussy. “Look at me.” He told her.
She opened her eyes which were blown wide from coming just moments before.
He watched her face as he slid his cock inside her wet heat. If it was possible for her eyes to darken anymore, they did. She gasped and raised her legs to give him deeper access, but he only slid about two or three inches of his cock into her dripping cunt and then slid it back out. Over and over again, because every time he slid out the ridge on the top of his cock was hitting her g-spot and she was moaning and writhing on the bed and her pussy was getting wetter and wetter.
Dean bent toward her and kissed her, his lips and chin still wet with her juices. “Do you like that, baby? See how good you taste? Your pussy is beautiful and it feels so good on my cock. Am I hitting all your spots? Or do you want me to fuck you deep and hard?”
“Anything. Everything. It’s all good. You make the decisions. Keep doing it just like that cause I’m gonna come again from you hitting my spot.” She told him as she pulled his mouth down to hers and kissed him deeply while her pussy spasmed around his cock. She was holding his head and all but devouring his mouth while it felt like her pussy was devouring is cock.
When she finally let go of his head, he leaned back and said, “Fuck. Hold on.” And proceeded to slam his cock all of the way home for the first time. It went in so deep because she still had her legs up and her knees near her ears with her pussy just open and wet and ready for everything he had.
Dean set up a rhythm and she met him thrust for thrust. She was keening and whimpering under him, urging him on. “Yes, yes, love it. More, harder, fuck me, fuck me!”
Dean didn’t need to be told twice, he fucked her and with one hand played with her nipples, pinching them between his fingers, then dipping his head and sucking them hard into his mouth.
She reached between them and started rubbing her clit, when all of a sudden he pulled out of her. “Get on your knees.” He told her.
She wasn’t fast enough as she started to turn over, so he manhandled her the rest of the way. If he was going to be able to hold on much longer then he needed a minute or two of absolutely nothing touching his cock, so instead of slamming it right back into her the minute she was on her knees, he leaned over and ran his tongue up the crack of her ass.
“Oh, god. Oh, god.” She moaned clearly loving the idea of assplay.
He ran his tongue down and around her puckered hole and flattened his tongue and gave it a liberal bath before making it pointy and sliding it into her ass. She was vigorously rubbing her pussy and her clit, while he was rimming out her ass. She was so wet and tight at the same time. She had pussy juice dripping down her thighs and was mumbling unintelligent words as she spread her legs and her ass cheeks giving Dean better access for his tongue, and now his spit slick thumbs, to slide into her ass and open her up. She screamed and came again, forcing her face into the pillow.
Dean pulled his mouth off her and lined back up with her cunt and slid his cock back into her cunt while he fingered her ass with one hand and had the awesome idea that this bitch would probably get off a little getting her ass spanked while he was fucking her in both holes with his cock and his fingers. He pulled back and slapped her ass and the sound was like a shot and she clenched down on his cock and his fingers. “You like that, you little whore?” as he slapped her again. “You like getting your ass slapped while I fuck you and they watch? You are so turned on right now, aren’t you? You’d do anything I fucking told you, wouldn’t you?”
“Yes, God, I love getting my ass slapped. Please don’t stop. Please, god everything, I love it. More. More.”
Dean kept fucking her dripping cunt and fingering her ass and slapping her till her ass was red all over, not a white patch of skin to be seen.
He slid his cock out of her pussy and spit in his hand and slathered it on his cock and then brought it right up against her wet asshole. He’d prepped it good. She was ready, but he wanted to make sure.
“You want me to fuck you in the ass?”
“Please, yes.”
And that was all the encouragement he needed. He slid the head of his cock into her ass, waited about two seconds for her to get used to it then slid it the rest of the way with one stroke while he had one had on each hip. “Touch yourself.” He said as he started pounding her ass with his cock.
She reached up and slid her fingers all over her wet pussy, teasing her clit and then sliding her fingers in her pussy so she was getting it from Dean in the ass and her own fingers in the front. Her face was in the pillow, her ass was in the air and she was moaning and slamming back into Dean with every one of his thrusts. She was so fucking turned on she was screaming into the pillow and clenching down on her fingers and his cock coming again. God, this girl was incredible. After coming again her body became a little limp and he slid his still hard and pulsing cock out of her ass, ripped the condom off and jacked off all over her ass. It took three pulls before he was shooting his load and he scooped some of it off her ass and reached down to her mouth and told her, “Clean my fingers. Don’t waste any.” And he repeated the process till she had licked up and swallowed his entire load.
He rolled her over onto her back and he lay down on top of her and gave her a long wet kiss. “Was it what you wanted?”
“Better. Thank you.”
He bent down and kissed her one more time. And stood up to find his clothes, with his back to the room he pulled on his briefs and his pants and his t-shirt and carried his other shirt in one hand and his boots and socks in the other.
“Sam. You got the money?”
“Yeah.”
“Let’s go then.” As Dean turned the door knob without ever looking toward the shadows or back to the bed.
Sam followed Dean out the door and into the parking lot. Dean tossed the keys to the Impala to Sam. “Move the car over near our room. I’m going to take a shower.”
Sam caught the keys and turned toward their car when he heard Dean say, “And Sam?”
“What?”
“I don’t care how much we need the money. I’m never doing that again.” As he quickly turned toward their room, he hoped that Sam hadn’t been able to see from his face just how much this night had cost him.
~fin~
Author: softbluebuddy
Pairing: Dean/OFC
Genre: Het, PWP
Rating: NC-17
Word Count: 7352
Warnings: Exhibitionism, voyeurism, kink, dirty talk, in control!Dean, sex for money.
Summary: A man offers Dean $1,500 to have sex with his wife. While the husband AND Sam watch. Dean is tempted to say “no way,” but he and Sam are really strapped for cash.
Beta'd by
carinas_carinae
Feedback: Yes, please. Feedback makes me very happy. I love to hear what people think, even if it is just one word.
The Winchester boys were killing time in some little Podunk bar in another little Podunk town in the middle of nowhere.
If you were the kind of person that likes to bet, you would never bet against that being how they would spend any particular evening.
Sam sat enjoying a beer, his back against the bar so he could see the whole room, and glancing up every now and again to watch Dean over near the one pool table playing pool with a very sexy woman. Sam didn’t even know what she was doing in a place like this, she looked like she had a lot more class than to be hanging around in the kind of dumps the Winchesters frequented.
The woman was gorgeous; she was about 5 feet 8 inches of brunette goodness. She wasn’t too thin - she had a nice ass and her tits were just right. Not too big, not too little, and they looked natural. She was wearing a loose, flirty skirt that hit a few inches above her knees and swished every time she walked around the pool table to take her next shot, with a tight tank top of some sort and a short denim jacket. She had long tan legs in some kind of sandal with a heel, long brown hair, and lips that were almost as pouty as his brothers were.
Where in the hell did that come from? Since when had he started noticing his brother’s pouty lips? Sure, checking out the chicks that were always hanging all over Dean was one thing, but comparing their mouths to Dean’s was something else entirely.
Sam guessed that watching yet one more woman all but wrap herself around his brother was making him imagine what Dean would be doing to her before the night was out, if the past was any indication of what this girl could expect later.
Shifting in his seat to get more comfortable, Sam realized he was more than a little aroused thinking about what it would be like if he were in Dean’s place and the girl was all over him instead of his brother. Thankfully he had on his requisite number of shirts that were completely covering his dick that was throbbing inside the denim of his pants.
Turning away from Dean and Ms. Flavor-of-the-Night, Sam signaled to the bartender for another beer just as a guy slid onto the stool next to him. The man positioned himself the same way that Sam had, with his back to the bar and facing the room.
“Hey man, how are you?” said the man as he got comfortable on the seat.
The bartender delivered Sam’s beer and walked off to the other end of the bar. “I’m fine. You?”
“Got no complaints,” said the stranger as he took a long pull from his beer. He was pretty clean cut and didn’t look like he belonged here any more than the woman who was playing pool with Dean.
Sam continued to nurse his beer, every once in a while sparing a glance toward his brother. How did he do it? He just had that charm that women loved. They must respond to him being flirty and confident, and to that wicked grin that looked like he’d never promise something he couldn’t deliver. Dean Winchester, the master of the hook-up.
Sitting there for a few more minutes, the guy next to Sam broke the silence for a second time. “That your friend over there shooting pool?” as he motioned with his beer over to where his brother was about to take his shot.
“No. That’s my big brother.”
“No offense or anything, but you look like the big one,” said the guy appraising Sam from top to bottom clearly impressed by Sam’s 6 foot 4 inch frame.
Sam had to laugh, “Yeah, I get that a lot. I am the big one, but he’s my older brother.”
“He looks like quite a pool player. He isn’t having any problem concentrating and that gal is all over him.”
“I think he might be used to it by now. Plus he is a pretty focused kind of guy. You seem pretty interested? Interested in the girl or maybe playing some pool?” asked Sam because one of the reasons they were in this bar in the first place was to make some money and that usually happened when Dean found someone to hustle.
If Sam could drum up a game for Dean then they could score some cash and go back to the room and get some sleep since they had an early start tomorrow.
“Neither, really. The girl is my wife.”
“Oh, fuck!” said Sam starting to get in a defensive posture and ready to leverage himself off the stool as soon as this guy made a move.
“Don’t worry. Seriously, it’s cool,” said the guy to Sam. “Don’t worry; I’m not planning on trying to kick your brother’s ass or anything.”
“Good, cause that just never ends well. I’m sure she never said anything about being married. My brother will flirt but if he knows a girl is married he will back right off.”
“Hey, I’m not blaming your brother. I’m sure she didn’t tell him she was married. Every once in a while if we are out and she sees someone that she thinks is hot I back off and let her flirt up a storm. It’s me who takes her home, so what do I care? It is actually a pretty nice arrangement.”
Sam just looked at the guy. “Yeah, a great arrangement for you and the little woman, but what about the guys she gets all riled up? Doesn’t seem real fair to them now does it? I’m going to go and get my brother and go. I think it might actually be better if you and your wife took off while I distract him because I have a feeling he is going to be pissed.”
“Wait a minute. I’m not sure he will be pissed. What I said is in the past we have always gone home together and left the guys at the bar. We actually had a different plan tonight. We’d actually like to take him home and if he lets me watch him fuck my wife, I’ll pay him,” said the husband of the woman who was playing pool with Dean.
Sam’s stomach lurched to hear this man so casually discuss this. He was all kinds of distressed and the guy wasn’t even talking about him, he was talking about Dean. Jesus, this was fucked up. What the fuck was this guy thinking? There was no way this was going to happen.
“Sorry, buddy. You picked the wrong guy; there is no way my brother is going to agree to that. No fucking way.”
“Not even for a thousand bucks?”
“What?” Sam’s mouth dropped open.
“I said I’ll give your brother a thousand bucks if he lets me watch him fuck my wife.”
“Do I look like a pimp to you? There is no way I’m pimping out my brother for a thousand bucks. Just take your wife home and you fuck her. Christ.”
“Look at them: he’s planning right now on fucking her for free. Why the hell wouldn’t he do it and get paid? There’d be nothing funny - no threesome. Just the two of them, but I get to watch. I’ll even make it fifteen hundred.”
Sam sat in absolutely stunned silence. Holy fucking Christ! They needed the money and the guy was right. Dean was right now working on how to get the girl out the door so he could fuck her. This was so fucked up to echo the thought he had earlier. God, if they didn’t need the money he’d have already told this guy to fuck off.
“Look, let me make a suggestion. No, you don’t look like a pimp, but why don’t you ask him. If he isn’t interested we’ll take off, no harm, no foul. If he is, for fifteen hundred bucks, willing to let me watch while he fucks my wife until she is tired of fucking, then I’ll rent a room and we’ll go there. Hell, you can come too, if it makes you feel any better that we don’t have any ulterior motive. Ask him,” said the man with a tilt of his head toward Dean.
Sam, Stanford Sam, the bookish one, usually never at a loss for words in how to react to something was almost speechless. Well, there is a first time for everything.
Unable to believe what he was about to do and dreading his brother’s reaction, Sam got off the stool. He looked the husband in the face and said, “I really don’t know how he is going to react to this. He might be pissed and if he is you better be ready to haul ass as soon as you can and take her with you.”
“Okay. I’ll wait here,” said the man to Sam. The man shifted to lean on the bar sideways but facing the pool table area, ready to make a quick getaway if Dean didn’t take his offer very well.
Sam squared his shoulders and swallowed as he started to walk toward Dean. Why was his throat so dry all of a sudden? Uh, fear, maybe?
Sam walked up to the pool table just as his brother was lining up for a shot.
“Hey, Sammy. What’s goin’ on?”
“Can I talk to you for a minute, Dean?”
“Kinda busy here, Sam,” said Dean with his signature lopsided smirk.
“Yeah, I know. Hey, sweetheart, can you go get us a couple more beers and give us a minute?” said Sam as he handed her a ten dollar bill.
“Sure. I’ll be back in a couple of minutes. Two beers coming up.”
“This better be good Sam. If you just sent her away and I don’t get any tonight I’m gonna be pissed.” Dean glowered at his taller but younger brother.
“Oh, I don’t think that’s gonna be the half of it. You see that guy sitting over there next to where I’ve been parked all night?” said Sam with a glance toward the bar.
“Yeah. I see him. What of it? Who is he and why should I care?”
“That’s her husband.”
“What the fuck? She never said she was married. Fucking bitch! Goddammit!”
“Hold on. Don’t go off half-cocked. There is more to this than meets the eye. Dude, you gotta listen to me and don’t say anything till I’m done. Alright?” Sam glared at Dean until he shook his head in agreement.
“Okay. What’s the deal, Sam?”
“The deal is this: it’s how they have fun. The wife kind of picks a guy at a bar and spends the whole night flirting with him and then they go home together and fuck. But tonight, they have a little change of plan. They want to go home but the husband offered fifteen hundred dollars if you’d let him watch you fuck his wife. He wants me to come, too, so you know that other than that kinky shit, nothing else bad is going to happen.” Sam finished and looked at his brother.
Dean burst out laughing and slapped Sam on the back. “Funny, Sam, you almost had me going. That was a good one. You come up with that yourself? It isn’t even April Fool’s Day.”
“I’m not kidding. The guy asked me like it was my choice and I told him there was no way you’d do it. He finally convinced me it wasn’t my decision and he pointed out it looked like you were planning on fucking her for free, so what the hell was the difference. Fuck her for free by yourself, which isn’t going to happen now. Or, fuck her for fifteen hundred bucks with an audience sitting in a front row seat.” Sam explained to his brother.
“Jesus Christ, this is fucked up,” Said Dean.
“No shit. That is the exact phrase that went through my head as soon as I realized we weren’t going to be getting into a bar brawl.”
“Fuck. Goddammit. Fifteen hundred dollars? Shit, piss, goddammit but we could use fifteen hundred bucks. I haven’t been able to hustle a game of pool or get into a poker game in almost a week and we are running out of green,” said Dean, totally pissed at this predicament.
“The money situation is the only reason I am standing here talking to you, man. Because my first instinct was to tell the guy to fuck off. Which is exactly what I did do.” Sam explained to Dean.
“Did I mention this was fucked up? Tell him I’ll do it for a thousand and no one watches,” said Dean decisively.
“Oh my god. Now I’m a Mack Daddy. Fucking turned you out didn’t I, bitch?”
“Hey that’s my line. Bitch,” said Dean actually smiling.
“Jerk,” replied Sam.
“I’ll go talk to him. I’ll be right back,” said Sam as he walked toward the bar to attempt a renegotiation with the husband.
Dean watched Sam walk over to the woman’s husband and start talking to him. They were talking quietly but were quite animated. They kept looking over to where Dean was standing. Sam was shaking his head. Finally Sam got done talking to the man and came back over to Dean.
“This is the deal, Romeo. Fifteen hundred and he watches and I’ll come too just to be sure there are no shenanigans or anything. What’s it gonna be?”
“Fuck. I was afraid of that. Try and get him up to two thousand dollars, but if he won’t budge, I’ll do it for fifteen. Shit, he’s right I was going to fuck her for free. Have you seen her, she is so hot and tight, god; I hope I can get it up with an audience. Tell him that, too. If we come back to a motel with him, we get the money, no matter what.”
“Okay. That it?”
“No. Actually that isn’t it. I have a few guidelines myself. First he doesn’t open his goddamn mouth. I want to try and be able to forget I have an audience and if he is all involved and doing the play by play that ain’t gonna happen. He keeps his pie hole shut. Second, I want us to go back to our motel, but I want him to go in and get another room with a king sized bed. Third, I’m not doing anything until I talk to her and make sure this is what she wants. This is some kinky shit, and as big of an ass as I am, I am not going to force this girl to do something she really isn’t into just because of her asshole husband.”
“Shit, Dean. Okay. I got it. Anything else?” asked Sam.
“Yeah, one more thing. The only thing this dude is in charge of is paying out the money. I’m in charge of everything else. She belongs to me tonight. She will do what I tell her to do and he just watches. That’s what he wanted. That’s what he gets. Watching and nothing more. Oh, and Sammy, the last thing. Nobody touches you. Got it?” Dean said with a smile.
“Well, alright then,” said Sam.
“Go get our money and tell him the drill and send the girl over here. I want to talk to her.”
“Okay.” Sam paused before walking off. “Dean, I know we need the cash, but you don’t have to do this.”
“I know, Sammy. But the dude was right; I was gonna fuck her for free. This is kinky but what the fuck? It’ll be alright as long as I know you have my back.”
“Dean, I always have your back.”
“I know. Now let’s get this show on the road.”
The woman that had been playing pool and flirting with Dean all night came back over to where Dean was standing leaning against the pool table, ankles crossed and arms crossed. A pretty closed position if the body language experts were looking at him.
“Do you know what is going on and why I wanted to talk to you?” Dean asked her.
“I think so.”
“Well, this is the drill. Nothing is going to happen until I understand from you that this is what you want and that you aren’t doing it for him. Do you understand me? I am not going back to that motel to have sex with you while your husband watches unless I know that you are one hundred percent into it for you.” Dean explained to her.
“It is for me. We started doing this little thing where if we were out and I wanted to flirt with someone, it was his idea that I actually do it. At first I did do it for him, but it made our sexual relationship so hot when we would go home and he and I were together.” She confessed to Dean.
“Honey, it is a long way from flirting with a guy in a bar to going to a motel and having sex with him while your husband watches. That is an entirely different ballgame. Is that what you want? Or is that what he wants?”
“It was my idea. When we got here tonight and I saw you, I knew I wanted to flirt with you, that tonight you were the one. But it was something more too. We had talked maybe about us taking someone home if it was the right someone. I told my husband that tonight was the night as soon as I saw you. He agreed. For me. Because it was what I wanted and I think he wants that, too.”
“If we do this, then I’m in charge. Not him. He is going to watch. Are you okay with that? I’ve never been paid for having sex before; I’ve never had anyone watch me have sex before. We are doing this on my terms or we aren’t doing it. Understand?”
“Yeah. I think I like that idea. That it’s just you and it’s like no one else is there. You are in charge. That is not only fine, that’s what I want. Besides, I think it might drive him a little crazy if we ignore him. I’m okay with driving him crazy. I think I’ll benefit from that later.”
“Okay. Do you have a purse or anything you need to get?” Dean asked her.
“No. I just have my I.D. and stuff in my pocket. I didn’t bring a purse or anything.”
“Well let’s go then.” Dean said as he grabbed her hand and walked over to Sam and the husband.
“Sam. We’re ready. You two follow us back to the motel. We’ll wait in the car till he gets the room. Be sure to get the money before we get into the room, I don’t want any distractions.”
The husband started to interject, but was stopped by Sam. “Hey, first rule, dude; you don’t say a word. That’s the deal. You want a show; he’ll give you a show, but if he doesn’t want to hear you or your opinion, then shut it.”
“Damn, Sammy, you can be my Mack Daddy anytime,” said Dean as he led the brunette past Sam and her husband and to the door of the bar.
~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~
About a half and hour later the four of them entered the room at the same motel that Dean and Sam were staying in. The husband and Sam grabbed chairs and sat in the shadows. There were a few sources of indirect light that hit right on the bed and the area where Dean and the woman were standing.
Dean leaned over and whispered in her ear, “Okay, baby. Are you ready to put on a show?” as he backed her up against the wall.
“Uh huh. Please,” she whispered to Dean as he bent his head to kiss her, gently coaxing her lips open a little with his tongue. Dean kissed her and tasted her for the first time and was lost right then, almost forgetting they weren’t alone.
Dean braced himself with both hands on the wall, one hand on each side of her head. Dean loved to fuck, but he really liked to kiss and foreplay was his strong suit. Fucking was awesome, but if he had a girl so revved up she was begging for it, it was always that much sweeter.
It was really too bad that he didn’t have the luxury to take his time more often, having had his share of waitresses up against a bathroom wall or outside behind a diner.
He continued nibbling, sucking and tasting her mouth. Then he worked his way down her neck, licking and sucking that spot right under her ear where her neck met her shoulder. She positively whimpered when he started sucking and teasing her there. He had never seen a map of the human erogenous zones, but if there were such a map, that spot right there where he was licking and sucking would have to be listed as number one. Other than Dean’s dick, that was his number one erogenous zone.
While Dean kissed her neck and back up to her mouth, he slid his hands down her hips and pulled up her skirt till he was touching the smooth skin of her tan thighs. He leaned back so he could fully appreciate her legs.
“God, you have great legs. So tan and smooth and those shoes they make them look incredible.”
She took the opportunity of Dean putting a little bit of breathing room between them to reach toward him and pull off his overshirt and then his t-shirt over his head, effectively leaving Dean standing before her in his pants and boots.
“Get on your knees and take off my boots. Now.” He said to her. Dean wasn’t into the control thing so much as having a good fast fuck with some waitress when he was in a hurry, or actually making sweet love to a girl if he had plenty of time. But there was a little something about this whole set up that made him crave control and the will to display it, lest anyone think he was their lackey or their fuck-toy.
She dropped to her knees. Just as easy as that. Didn’t say a word, just bent her head in a subservient way and started unlacing his boots, removing first one then the other and then both of his socks.
When she finished, she started to stand up.
“I didn’t tell you to stand up yet, did I?” Dean asked her.
“No.”
“Then stay on your knees. Understand?”
“Yes.”
“First thing we are going to do is have you take off your jacket. Do that now.”
Again, no argument from her. He could get used to this.
“Open my pants. Take out my cock. You know what to do next.” Dean told her. Since he had backed her up against the wall as soon as they came into the room, Dean and she could be seen in profile by Sam and her husband.
The brunette, still on her knees reached up and unbuttoned the top of Dean’s pants and slowly slid down the zipper. She worked them open and slid her hand into the top of his briefs and pulled out his swollen cock. The head of his cock was already glistening with pre-cum.
She leaned forward and licked the drops off the end of his cock with her tongue and brought her tongue back into her mouth to taste them. “Mmmm,” she purred as she leaned forward again and sucked the head of his cock into her mouth and licked and sucked, then taking it out of her mouth so she could admire how beautiful his cock was. She licked and sucked and took it as far down as she could, repeatedly pulling her head back to look at it like it was the most unbelievable thing she’d ever seen. And maybe it was. Dean Winchester had a cock no woman had ever forgotten.
“Good girl. You are such a good cocksucker. Taking it all. Your mouth is amazing. Catch your breath baby, cause I’m gonna fuck your mouth till I’m shooting my load down your throat,” warned Dean as he wrapped each of his hands into her hair and started fucking her mouth.
She was a good girl. She opened her throat right up for him and let him fuck her mouth. Holy fucking Christ, this girl was an incredible cocksucker. “Yeah, baby. Just like that. Take it all, you cocksucker. Oh, fuck, that’s good. C’mon, keep sucking, you like that, don’t you. Take it all down your throat. You want me to come down your throat, don’t you? Going to swallow all my come?”
She was sucking his cock like a champ and he was about to lose it. He clenched every muscle in his body and he pulled her head toward him one last time and shot his load down her throat just like he said he would. She slowly leaned away from his body so that his cock would come out far enough that she could swallow his load without missing any.
He leaned down and lifted her to her feet and brought his head down and kissed her, tasting his come in her mouth and licking off the small amount that had trickled onto her lower lip.
“Jesus. That was incredible.”
“Yeah, it was. I love sucking cock, but I have to tell you, yours is beautiful. God, I feel like I could suck it all night.”
“That would be something, wouldn’t it? But I have a few ideas that I think you are going to like. Take off your shoes, your skirt and your top. I want you naked except your panties and your bra. Then stand there so I can look at you.”
Dean circled her after she took off her clothes except the bra and panties. It was the first time that the husband and Sam were in his line of sight. He thought it would annoy him, but it actually did anything but. He couldn’t believe he had this hot piece of ass standing here almost naked, had gotten one of the best blow jobs of his life, all while her husband and Sam watched, and he was so far from done with what he had planned for her and all the husband could do was watch.
“Jesus,” the husband said leaning toward Sam and whispering.
“Shhh. He’ll hear you. If he hears you, he’ll stop and we get the money anyway.” Sam whispered back to the husband.
Dean continued to circle the wife. He actually turned her body just so to be sure she was facing the audience in the front row seats.
Dean stood behind her and leaned down and licked her neck in that same spot he was working on when they first got back to the room. He whispered to her, “Do you see them watching us? Does it make you hot?”
She looked toward where her husband and Sam sat in the shadows and nodded her head up and down never taking her eyes away from them.
Dean slowly traced his hands over her body and over her clothes, first grazing her nipples through the lacy fabric of her bra, then moving down the plane of her stomach to her panties. He had his left hand on her shoulder now and his right hand dipping into her panties and let his fingers slide down and then into her wetness. He didn’t put his fingers in her, just got them wet with her juices and took his hand out of her panties and brought his fingers to his lips and licked and sucked till every trace of her was gone. “Mmmm, good. You taste so sweet, baby. I’m going to have to taste you even more. God, I can’t wait to go down on you and lick you till you are begging for my cock. Is that what you want?”
“God, yes.” She replied in almost a whisper.
Dean slid his hand into her panties one more time getting some more of her juices on his fingers. “So sweet. Taste how sweet you are,” as he slid his fingers between her lips and with the other hand reached up and tweaked her nipple through her bra. “That’s a good girl. Lick ‘em good. Don’t be embarrassed, you taste so good. Like candy.”
With that, Dean slid his hands to her bra straps and started to pull them down. She started to bring her arms up to cover herself. “No. Don’t do that. I want them to see how beautiful you are.” He reached in front and unsnapped her bra which unhooked in the front and slowly exposed her breasts to the gazes of three sets of eyes and the cool air which made her nipples pucker up like little erasers.
“Oh, baby, they are beautiful,” said Dean almost reverently while at the same time reaching down and tweaking both nipples between his fingers and pulling on them until she let out a moan of pleasure. Then he reached down tearing her panties right off her body by ripping the sides and then just letting the fabric fall to the floor.
Dean moved back behind her, wrapped his fingers in her long brown hair and tugged until her head fell back leaving her long neck exposed. He dipped his head and licked and bit her neck and then kissed her full and wet on the mouth. Lifting his head he whispered, “Stay here. I’ll be back for you in a minute. Let them look at you and how beautiful you are. In fact, touch yourself a little; remember we are putting on a show.”
Dean left her standing there to go over to the bed and turn down the covers. He took the condoms he had gotten out of his bag in the Impala and put them on the bedside table, and then he propped the pillows up so she would be comfortable when he brought her over to the bed. Having completed that, he turned to go get her and his breath almost caught in his throat. He had told her to give them a bit of a show, and she was. Nothing too blatant, but she was swaying side to side with her eyes closed and her lips parted as she lightly ran her hands up and down her body, stopping to touch and play with her nipples. Damn, this girl was gorgeous.
The first time he had noticed Sam and the husband in the shadows Dean had become a little aroused. Now he was having second thoughts about being used as a stud for these people, and felt that it was too bad he could make out the outlines of the husband and Sam in silhouette.
This whole thing was so wrong. He knew it, but since it had been set in motion didn’t feel he had any control over stopping it. He’d just suck it up and do his job, like always. The problem is, having sex or making love had never been a job. It had always been a respite from the work, the family business of killing demons and taking on the supernatural.
Dean continued having conflicting thoughts about how turned on he was by what he was about to do with this girl and why he was doing it. If he and Sam didn’t need the money as badly as they did he never would have said yes. He just hadn’t realized that one little fact would change everything. But everything being set in motion, he just felt that the time to have said no was past and he was committed to playing his part in this fucked up play. At least he had arranged everything over near the bed so that he couldn’t see that he was being watched. Of course, there was no way he couldn’t feel the gazes on him, or remember they were there, but he was going to finish this like a champ and get the hell out of there.
Still wearing his pants, he walked over and took her by the hand and led her to the bed and laid her on it, propped up a little on the pillows. Facing her, with his back to the room he slid out of his pants and briefs and then climbed on the bed on his side next to her. He reached up and touched her face, turning it toward him and kissing her, a long wet, sloppy kiss full of promise. She kissed him back and whimpered into his mouth.
He slid up on top of her his hard cock resting in the ‘v’ of her legs and kept kissing her, tangling their tongues together and nibbling each others lips. He started to slide down and lick and taste the rest of her starting at her neck, then moving to her nipples. He teased and licked and bit first one then the other till her back was arching off the bed only to be held down by the weight of his body on top of hers.
“Like that, huh?” Dean purred at her.
“Oh, yeah. Love it.” She whispered back to him.
“I’ve got something else that I think you’ll like,” said Dean as he slid further down her body.
Dean slid all of the way down until he was between her splayed legs. He lightly touched her inner thighs and licked and kissed up towards her center, but not yet touching her there. As he moved from one inner thigh to the other he stopped momentarily and breathed in her scent and blew on her wet pussy then moved to the other thigh and repeated the process.
From the sounds of her moans, she seemed to like it quite a bit. Her feet were on the bed with her knees up and the more Dean touched her the more her legs were moving in toward his head then open to encourage him to touch her slit. With her legs moving in and out she raised her hips off the bed just trying to get his mouth on her pussy. He held her down with a hand on each inner thigh.
“You want it bad, don’t you?” he asked her.
“Fuck. Yes. Please.” She replied.
“Please what?” Dean insisted, still not moving and holding her down by her inner thighs.
“Please lick my pussy. Make me come. Please stick your tongue in me and fuck me with it and then fuck me. Fuck my pussy; I am so wet and ready. Please…..I want it. I’ll do anything you want, just gotta come. Please.”
“Oh, you beg so pretty. Since you begged so pretty I think I will have a little taste.” As he dipped his head and used his tongue to lap right up the center of her slit from bottom to top. “I knew you’d taste this sweet.” And dipping his head again and flicking his tongue under her hood and circling her clit while she was writhing underneath him on the bed. He had to hold her down with his hands on her hips because she was actually trying to fuck his face.
“Hold on, hold on, I’ll get you there. Tell me what you like.”
“I love it. Keep eating me. Your tongue, I love your tongue. Put it in me, suck my pussy juices and lick my clit. Fuck me with your face. God you are so fucking hot. I’ve never had my pussy eaten like that before.” She said breathlessly squirming and trying so hard to break from his grasp, when he finally slid two fingers in her pussy and started finger fucking her and licking and nibbling her clit. “Oh my god, oh fuck, there, there, there. I’m coming,” and she squeezed her legs tight around Dean’s head as she rode out her orgasm and he licked and sucked her pussy while she came around his fingers.
As she lay panting on the bed, he rose up over her and reached the night table and grabbed a condom, quickly rolling it on, he slid back down and lined his cock up with her pussy. “Look at me.” He told her.
She opened her eyes which were blown wide from coming just moments before.
He watched her face as he slid his cock inside her wet heat. If it was possible for her eyes to darken anymore, they did. She gasped and raised her legs to give him deeper access, but he only slid about two or three inches of his cock into her dripping cunt and then slid it back out. Over and over again, because every time he slid out the ridge on the top of his cock was hitting her g-spot and she was moaning and writhing on the bed and her pussy was getting wetter and wetter.
Dean bent toward her and kissed her, his lips and chin still wet with her juices. “Do you like that, baby? See how good you taste? Your pussy is beautiful and it feels so good on my cock. Am I hitting all your spots? Or do you want me to fuck you deep and hard?”
“Anything. Everything. It’s all good. You make the decisions. Keep doing it just like that cause I’m gonna come again from you hitting my spot.” She told him as she pulled his mouth down to hers and kissed him deeply while her pussy spasmed around his cock. She was holding his head and all but devouring his mouth while it felt like her pussy was devouring is cock.
When she finally let go of his head, he leaned back and said, “Fuck. Hold on.” And proceeded to slam his cock all of the way home for the first time. It went in so deep because she still had her legs up and her knees near her ears with her pussy just open and wet and ready for everything he had.
Dean set up a rhythm and she met him thrust for thrust. She was keening and whimpering under him, urging him on. “Yes, yes, love it. More, harder, fuck me, fuck me!”
Dean didn’t need to be told twice, he fucked her and with one hand played with her nipples, pinching them between his fingers, then dipping his head and sucking them hard into his mouth.
She reached between them and started rubbing her clit, when all of a sudden he pulled out of her. “Get on your knees.” He told her.
She wasn’t fast enough as she started to turn over, so he manhandled her the rest of the way. If he was going to be able to hold on much longer then he needed a minute or two of absolutely nothing touching his cock, so instead of slamming it right back into her the minute she was on her knees, he leaned over and ran his tongue up the crack of her ass.
“Oh, god. Oh, god.” She moaned clearly loving the idea of assplay.
He ran his tongue down and around her puckered hole and flattened his tongue and gave it a liberal bath before making it pointy and sliding it into her ass. She was vigorously rubbing her pussy and her clit, while he was rimming out her ass. She was so wet and tight at the same time. She had pussy juice dripping down her thighs and was mumbling unintelligent words as she spread her legs and her ass cheeks giving Dean better access for his tongue, and now his spit slick thumbs, to slide into her ass and open her up. She screamed and came again, forcing her face into the pillow.
Dean pulled his mouth off her and lined back up with her cunt and slid his cock back into her cunt while he fingered her ass with one hand and had the awesome idea that this bitch would probably get off a little getting her ass spanked while he was fucking her in both holes with his cock and his fingers. He pulled back and slapped her ass and the sound was like a shot and she clenched down on his cock and his fingers. “You like that, you little whore?” as he slapped her again. “You like getting your ass slapped while I fuck you and they watch? You are so turned on right now, aren’t you? You’d do anything I fucking told you, wouldn’t you?”
“Yes, God, I love getting my ass slapped. Please don’t stop. Please, god everything, I love it. More. More.”
Dean kept fucking her dripping cunt and fingering her ass and slapping her till her ass was red all over, not a white patch of skin to be seen.
He slid his cock out of her pussy and spit in his hand and slathered it on his cock and then brought it right up against her wet asshole. He’d prepped it good. She was ready, but he wanted to make sure.
“You want me to fuck you in the ass?”
“Please, yes.”
And that was all the encouragement he needed. He slid the head of his cock into her ass, waited about two seconds for her to get used to it then slid it the rest of the way with one stroke while he had one had on each hip. “Touch yourself.” He said as he started pounding her ass with his cock.
She reached up and slid her fingers all over her wet pussy, teasing her clit and then sliding her fingers in her pussy so she was getting it from Dean in the ass and her own fingers in the front. Her face was in the pillow, her ass was in the air and she was moaning and slamming back into Dean with every one of his thrusts. She was so fucking turned on she was screaming into the pillow and clenching down on her fingers and his cock coming again. God, this girl was incredible. After coming again her body became a little limp and he slid his still hard and pulsing cock out of her ass, ripped the condom off and jacked off all over her ass. It took three pulls before he was shooting his load and he scooped some of it off her ass and reached down to her mouth and told her, “Clean my fingers. Don’t waste any.” And he repeated the process till she had licked up and swallowed his entire load.
He rolled her over onto her back and he lay down on top of her and gave her a long wet kiss. “Was it what you wanted?”
“Better. Thank you.”
He bent down and kissed her one more time. And stood up to find his clothes, with his back to the room he pulled on his briefs and his pants and his t-shirt and carried his other shirt in one hand and his boots and socks in the other.
“Sam. You got the money?”
“Yeah.”
“Let’s go then.” As Dean turned the door knob without ever looking toward the shadows or back to the bed.
Sam followed Dean out the door and into the parking lot. Dean tossed the keys to the Impala to Sam. “Move the car over near our room. I’m going to take a shower.”
Sam caught the keys and turned toward their car when he heard Dean say, “And Sam?”
“What?”
“I don’t care how much we need the money. I’m never doing that again.” As he quickly turned toward their room, he hoped that Sam hadn’t been able to see from his face just how much this night had cost him.
~fin~