My Sister Wants to be a Hooker
Introduction:
Can Carlie’s brother convince her she doesn’t have what it takes to be a prostitute?
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“What is that?”
Carlie jumped at the unexpected intrusion. She’d had no idea that her brother Dennis was in town, let alone in her room. She’d been so caught up in what she was doing and sure she was alone that she hadn’t even noticed when he walked right through her open door and looked over her shoulder. She quickly tried to close the browser.
“Dennis! What are you doing here?”
“Who is ‘Apple’?” Carlie closed her eyes as her brother asked. It was too late; Dennis had plenty of time to read what she’d been typing before he announced himself. They both looked over at her bed, where she’d laid out a not-subtle outfit. She thought of her face, covered in thick make-up. There was no way Dennis hadn’t already put two and two and two together.
“Nothing,” Carlie insisted. “Get out.”
Dennis ignored her, walking to her bed and flicking the stockings. “You can’t be serious.”
“Go away. This is none of your business. You don’t even live here.” She leaned into him, pushing hard to get him out the door, but, stronger, he stood firm.
“Really? You’re going to post an ad as ‘Apple’ on Craigslist?”
“Shut up. It’s not your business,” Carlie repeated, pushing harder.
Dennis shook his head, and just started laughing, a deep, full laugh. Somehow, the laugh was more humiliating than the righteous anger she expected from her brother. She stopped pushing.
“Really? You think you’re going to be a prostitute?” When her face told him she wasn’t kidding, he started laughing again.
“What? You think I can’t do it?”
“Carlie, there’s no way you’re gonna do it.”
“What’s going to stop me? You don’t live here, this is the first time I’ve seen you in months. Ever since you moved out, Mom and Dad have started their Tour of America, like they don’t even care that I still live here, letting me go to school on my own. In the last two months, they’ve been away as much as they’ve been here.”
Dennis just laughed again. “That’s not what I mean.”
The laughing just set her off. “Oh, you can’t believe your little sister is going to go fuck guys for money?”
“There’s no way it’ll happen,” Dennis said, still grinning, “because you don’t like people. Especially guys. You really kind of hate and get mad at everyone.”
“Only when they’re dumbasses, like you, Dennis.”
“You think everyone’s a dumbass,” Dennis said slowly. “Remember your first boyfriend? You frickin’ hated that guy. How would you possibly deal with the kind of guys who get prostitutes off Craigslist?”
“I don’t need lectures on how dangerous it is, Dennis. I’m a big girl now, and am already taking care of myself. Girls do it all the time.”
“I’m not lecturing, you, Carlie. I don’t need to,” he said, laugh breaking into his voice again. “‘Cause there’s no way you’re going to go through with it. If you do even try it, the first time will be an epic disaster.”
“Oh, fuck you, Dennis. I know how to fuck a guy. Why don’t you get out of here? What are you even doing here?”
“Mom and Dad asked to check on you. Guess I don’t need to, since you’re a grown-up now.”
“Yep. Now get out. I’ve got a listing to post.”
“Alright, then. See ya later, ‘Apple’.”
It was two days later when she worked up the nerve to press the “Post” button. Within an hour, she had a message with an address and a time for that very night.
She spent nearly three hours getting ready, clothes, hair, and makeup, before finally driving off. When she found the place, well across town in another suburb, she circled it nearly a dozen times before pulling to a stop. She had on a long coat, though it was a warm day in early spring, and she pulled it closed tight around her as she approached the door. She took a deep breath, not wanting to seem too nervous for her first client. Simply act like she did this every day. She tried to think about what she’d spend the money on instead of wondering what he would look like. Body almost shaking, she rang the bell and waited, trying to put the sexiest look on her face that she could.
She gasped a little when the door broke open, and she breathed in, puffing up and trying to look hot, anxious to get a look at her first paying customer. All the air went out of her and she slumped over.
It was her brother.
“You asshole.”
“You’re an hour late. Not a good start to your new career.”
“Oh, fuck you,” Carlie said, pushing into his chest. He gave, letting her push him back into his apartment. “I don’t need you telling me how I’m rushing into to this without being ready or knowing what I’m getting into.”
“Are you?”
“Is that why you messaged me? So you could lecture me some more?”
“Nope. I called you to hire you. So are you working or not?”
It took her a second of a crooked look to get his meaning. “Oh, fuck you, Dennis. Give me a fucking break.”
“I saw your prices, and I got a big wad of cash here. Now are you a prostitute or aren’t you?”
“I know what you’re doing, asshole. You’re not going to scare me straight just because I don’t want to fuck my brother.”
“Well why not? It’s about the money, isn’t it? I’m cleaner and more attractive than almost any guy you’ll meet doing this.”
“Please. Most guys are just sad lonely middle-aged guys.”
“You don’t know that.”
“You may be younger and hotter than most of the guys, but that doesn’t make their money worse.”
“My money’s good too. What difference does it make if I’m your brother? Those guys will have you doing much sicker stuff than that. Are you really up for being a prostitute or not?”
“Oh, get off it, Dennis. Mind your own goddamn business. I’ll fuck who I want, thank you, and that isn’t you. Now if you’ll excuse me,” Carlie said, moving back toward the door, “I have some money to make somewhere, so that when I move out I won’t have to live in a shitty little place like this. Is this really your apartment?”
“Yep. I guess you’ve never actually come over here before, or else you might have recognized the address.”
Carlie stopped, holding the edge of the door in her hand. “Well, maybe I’ve never been here because you never once asked me to come over.”
“I gave you my address the day I moved in here, when you were too busy to help me move in. I told you to come over any time. What, did you need an engraved invitation?”
Carlie slammed the door shut and turned back to her brother. “Yeah, that would have been nice,” she said, jabbing a finger into his chest. “Why would I think I’d be welcome over here? I have barely heard two words from you since you moved out two years ago. You know, I used to look up to you. I used to think, when you weren’t being a dick, that underneath you actually loved me and tried to take care of me. I actually thought you were the one guy I could count on for anything. Then you moved out, and never wanted to fucking see me again.”
“You’ve seen me.”
“Christmas and shit doesn’t count. You have to be there for that.”
“I spent like two weeks over there last summer. We were hanging out.”
“Ooo, wow, two weeks of service time. Then I didn’t hear from you again.”
“I used to email you every week, but you never responded!”
“I never check my email, you dumbass. I’m only on Instagram.”
“Well I didn’t know that. I just thought you were busy or something and didn’t want to be bothered.”
“You could have asked.”
“I guess I should have.”
She suddenly became aware that while she’d been yelling at her brother, she’d let her coat go and it had fallen open.
Along with her make-up and big hair, he could see the black lingerie she had on underneath, a corset holding her boobs up, with black-sheer panties and garters connected to panty hose. She closed the coat up again, holding it tightly.
Some of the wind had gone from her sails, but she still felt defensive. “Well, you didn’t need to. I’m doing fine without you, anyway.”
“Yeah, I can see that.”
“Oh, fuck you, Dennis. You know what? Maybe you’re right. Maybe this is good practice. ‘Cause I’m not going to come across anyone else doing this who makes me madder than you.”
“They’re still going to make you mad, Carlie. Everyone always does. And then what are you doing to do? Storm off? What if they don’t pay you? Do you really want to get herpes from some guy who didn’t even pay you because you got mad after he wanted you to call him ‘Daddy’?”
“Oh, I can control myself when it’s not you, fuckface. I’m not just going to get mad at everybody.”
“Yes, you are. Don’t act all pissy with me, it’s not a bad thing. You’ve got too much pride to lower yourself just for money. That’s not a criticism.”
“What do you know about me now? I’ve grown up, I’m not fifteen anymore. I know guys are just sad douche bags, and, you know what? I do want some fucking money, and if those sad forty-year-olds want to pay me hundreds of dollars just for an hour of action, I’m going to take their money, and in five years I’ll be living a much better life than them or you.”
“Oh, so it’s just about the money. That’s all you care about. Well, if that’s true, I got two hundred bucks, right here,” Dennis said, waving the fan of cash in Carlie’s face.
“You know what? Fine.” She grabbed the money from him, stuffed it in her coat pocket and flung it off onto the floor behind her. In nothing but heels and lingerie, she spread her arms wide. “Here ya go, Dennis. Here’s your sister, just like you ordered. I’m calling your bluff, you asshole. Go ahead. What are you going to do with me? That’s what I thought. Nothing.”
“Fine, then. You owe me an hour.”
“Great. I can stand here while you act like an asshole for an hour for two hundred bucks.”
“You’re going to have to do better than that if you want to be a real prostitute.”
“You’re the one paying here, Dennis. You call the shots, remember?”
“Fine.” With a few broad, snappy motions, Dennis yanked his belt and pants open, pulling them off and sitting, bottomless, on his couch.
“Oh, what, is seeing your dick supposed to scare me straight? I remember a certain eighteen-year-old boy who liked to sneak up on me when I was sitting on the couch and lay his dick across the top of my head.”
“Don’t act like I was the only one who did that. You did it to me, too.”
“Oh, one time! It was nowhere near the same! And the night before the one time I did it, you’d gone into my room while I was sleeping, climbed onto my bed, straddled my face, set your balls onto my eyes and rubbed your dick on my cheeks and lips until I woke up! Do you know what it’s like to wake up with that on your face?”
“Yes! ‘Cause you did the same thing to me! You came right into my room while I was sleeping and plopped yourself right down on my face! Except I was gentle and just messing with you, and you were trying to fucking smother me!”
“I was not. It was just pay-back.”
“You were yelling ‘Eat it! How do you like that?’ How is that just payback?”
“Yeah, well…” Carlie had to suppress a little smile. She had been proud of that one, and still kind of was. “You had it coming. And don’t act like you weren’t going to get me back again. Every night after that I heard you jiggling my door handle to get in, but I kept it locked and barricaded.”
“I wasn’t going to do anything.”
“Right. You were just coming in to apologize, I’m sure. I spent a month expecting to wake up to find you sticking your dick in my mouth. I still can’t get the image out of my head.”
“It serves YOU right. I’ve never gotten the image of your sloppy pussy all over my face out of my head, either.”
Carlie suppressed a smile again, looking for a distraction. She soon found one. “Well, obviously,” she said, looking down at his dick. It was starting to swell a bit.
“Please. You haven’t even gotten me hard yet. You’re a terrible prostitute. All you’ve done is yell at me. I want my money back.”
“I’m still waiting for you to tell me what you want, dipshit. C’mon, what’s it going to be? What do you want to pay your sister to do to you, Captain Pervert?”
“Well, alright then, ‘APPLE’, since you’re such a good whore, why don’t you come over here and suck it?”
“Don’t think that I won’t. You’re the one paying your sister for it.”
“Well, come on then. I’m waiting.”
Carlie walked over to him on the couch, standing over him and glaring down at him in her lingerie, waiting for him to say something, to back down. Slowly, one leg at a time, she dropped to her knees between his legs, slapping a hand down on each thigh. They stared each other down, waiting for the other to blink.
She grabbed hold of his dick and popped it into her mouth.
Dennis was shocked at what his sister had done, stared slack-jawed. Carlie herself was just as surprised. She just held it in place, not quite believing that Dennis’ dick was on her tongue.
“Carlie, what are you doing?” Dennis finally managed.
“Making some money, dumbfuck.” She slid it farther into her mouth.
“Carlie, knock it off.” His arms were hovering in the air, not sure where to go.
“What? You wanted a blowjob, you’re getting a blowjob. I’m getting my two hundred bucks.” She sucked him back in, bobbing and nodding her head as she slid his cock across her lips.
This is not the way this was supposed to go, Dennis thought. Carlie shouldn’t be doing this. More than that, she shouldn’t feel this good. He needed a new plan to derail her.
He needed to make her mad.
“Is that the best you can do? My ex-girlfriend was better than that when she was dead drunk.” Carlie stopped to glare at him. Seeing his window, he pressed on.
“So, ‘Apple’, what kind of name is that for a hooker? Sounds to me like someone with tiny tits.”
“Obviously not,” Carlie said, leaning back and sticking them out. They filled out the c-cups of her corset easily.
“Well, let’s see them. Take your clothes off, Apple. What? Hooker’s gotta be naked. Or are you ready to stop and give me back my money?”
“Pffft,” Carlie dismissed. She reached behind her back to pop open the corset.
“No, not like that. Seriously, you’re terrible at this. You have to be sexy, take your time. Arouse me. So far, you’re about as hot as a dead skunk.”
Carlie bit her tongue, determining that proving him wrong would be more satisfying that yelling at him.
She went slower, sliding the corset down her front until her breasts came exposed. More seamlessly than he expected, she unhooked the garters and slid off the corset, stretching each leg separately and turning to show off her ass in the process. Though he’d never tell her, he could certainly see her having the body for it. She had a pert round ass, nice tits, curves, and welcoming wide hips that he didn’t think she’d ever really appreciated as much as she should have. While not a scrawny cheerleader-type that she always wished for, Dennis felt that her body fit her personality better than that would have anyway.
“Leave the hose on,” Dennis said as she started on one leg. She cringed at the instruction, but pulled it back in place. With the smirk of a new thought, she bent over, pulling her panties off.
She stepped up to him, looming over him again where he sat, and eased her legs apart with slow, hip tilting steps outward. “Remember this?” she asked, taunting him over her moment of triumph. If he was trying to push her over the edge, two could play at that game.
He didn’t flinch as much as she’d hoped, but just kind of stared at it coldly. It was shaved smooth.
“Well?” He asked as she hovered over him.
“This is your show, Dennis.”
“I already told you to suck it. And why don’t you try to do it good this time?” He added, with a hick twang in his voice.
“I can see what you’re doing, fuckhead, and it won’t work. You’re not going to scare me straight.”
“Then why don’t you get started?”
“Fine,” Carlie barked, plopping back on her knees and grabbing his cock. “Don’t act like I’m the one way off the deep end here when you’re paying me to do it to you. You’re not going to scare me off by acting like a shithead. You just don’t have it in you. ‘Cause if you’re willing to order your own sister to do it, I’m willing to my brother’s money. You’ll give in way before I do.” Her head went down and the end of his dick vanished into her mouth.
“Fine, then you’re going to do it right. None of this two inches crap. Take it in!”
He watched as, little by little, a surprising amount of his dick went out of view, almost his whole length surrounded by warm, soft pressure. With a twinge of guilt, he saw the part of him that just wanted to lie back and watch her do it. But he had to stay mean. It would break her soon enough.
“Don’t just sit there on it. C’mon now!” He started pushing and thrusting gently. He didn’t want to gag or choke her, just make her uncomfortable. Instead, she seemed to accomodate him. He gradually ramped up, trying to push her to a breaking point, but she just kept taking it, somehow, without visible discomfort.
“Oh, you like having your face fucked, don’t you?” Dennis asked, trying to sound mean, but his voice faltered. He started to doubt he could really pull off the mean John act he was trying to pull. Still, he couldn’t give up now. She needed to be broken of this before she went out and did something really stupid.
“Come on.” He stood up and grabbed her, throwing her over his shoulder.
“What are you doing?” He stomped her through his apartment into the back bedroom, tossing her onto his bed with a bounce. She righted herself, pushing the hair out of her face, and found a derisive smirk. She could feel him getting uncomfortable; the blowjob was more than he’d been ready for. “Ooo, are you scaring me by being rough now?”
“Roll over,” he instructed, helping her spin onto her chest. With one hand, he pressed down on her back, holding her in place, and with the other, he hovered over her butt, bringing it down across both cheeks.
“What was that?” Carlie asked with a laugh. He did it again, no stronger than the first. “Are you trying to spank or pat me?”
It made him almost want to give her a good swat, but Dennis just didn’t have it in him to actually strike his sister, even in a practically harmless way. His hand hesitated over her, then flopped down one more time.
“Ooo, you really taught me a lesson about how mean guys can be.” Carlie rolled over on her side, facing Dennis, propping her head up on one hand.
“You should take that lesson. Other guys won’t hold back. People don’t respect a hooker. Some of them will slap you around.”
“Please. I think I can handle myself.”
“I’m serious. It’s not just about getting physically hurt. Those guys aren’t going to have any qualms about doing things to you. I don’t think you really understand what that’ll be like, to be violated that way.”
“Ooo, violated. Since when do you care about your little sister’s honor? You’re so fucking melodramatic.”
Suddenly, he grabbed her, pulling her closer to himself. He held her shoulder tight in one hand, while the other found its way to her mound, finger pushing its way in sharply.
Carlie gasped at the suddenness of it. “This is what I’m talking about. Guys doing what they want with you. Are you really going to be able to sit back and let them do whatever?”
It took a few frightened breaths, but her stubbornness returned. “What do you know? I’ll do what I need to do.”
“Oh, really? You’re okay with this?” He wiggled his finger inside her once, making her jump.
“Yep. Go ahead, Dennis, do your worst.”
“Alright, if you insist.” He started fingering her, pulling out, rubbing around the outside, and pushing back in deep, swirling around inside.
She let her head down onto the bed, closing her eyes to wrestle with the feeling inside her. “No, you can’t just lay there and act sullen. You have to sell it, act like it you love it no matter what the guy does. Right?”
She scowled, but closed her eyes and took a breath, forcing it to melt off of her. Inhaling again deep, she pushed down against his hands, moaning lightly.
“C’mon, you have to sell it, Apple.”
She pressed down harder, rolling her hips on his finger. He crammed it in, pressing his hand into the outside of her vulva, rubbing his finger against her walls, trying to overstimulate her.
“Mmmm, yeah, baby, that’s nice. Don’t stop,” Carlie said. Her moans became more forceful, almost convincing. Dennis pumped his finger into her, feeling his cock twinge.
Keep it together, he thought to himself. Don’t get carried away. I know you liked fingering Liz, but this isn’t Liz. This is Carlie. Stay in character.
“You like that, don’t you?”
“Yeah, baby.”
“Yeah, you like it. You’re a total slut. You just want anyone to come and fuck you, don’t you?”
“Mm, yeah.”
She still wasn’t getting mad, but was somehow fighting through. “You’re fucking stubborn, you know that, Carlie?”
“Hell yes.”
“Fine. You want to suck my cock some more, then?”
“If that’s what you want.”
“No, tell me. Tell me you want to suck my cock some more.”
“Fine. I want to suck your cock some more.”
“No, tell ME you want to suck my cock some more. Say you want to suck your brother’s cock.”
“What?”
“C’mon, Apple. You’re a hooker. You have to play to people’s fantasies. And people have much more disgusting fetishes than incest. Or just admit it, you’re not willing to play along with some weird pervert’s fantasy.”
“Don’t tell me what I’m willing to do.”
“C’mon, Carlie. You’re not going to say that. It’s too much, even for your stubbornness. Just admit it and we can quit this.”
“I already sucked your cock, fuckhead. You are not getting your money back. If you want your sister to talk about your cock, that’s what you’re going to get.”
She closed her eyes again and took a breath, trying to prepare herself. Keeping her off balance, Dennis pushed a second finger in with the first, pulling her by her pussy an inch closer to himself and using all his experience to stimulate her inside as much as possible. She grimaced, the face of her irritation that he was so used to, usually the look that preceded yelling and fights between them. But to his surprise, she took another breath, easing the look away, using some newly-found self-control to relax her body and accept his fingers.
“You’d better watch it, Dennis. You’re getting good at that,” she taunted.
“I’m waiting.”
“Oh, you are, huh? Well, why don’t you give to me again, baby. C’mon, Dennis, stick that fat cock of yours back in your sister’s mouth.”
“Is that the best you can do? You still sound like you’re making fun of me. Is that how you’re going to talk to a real client? They’ll pop you for that, if they don’t kick you out with nothing first. You’ll be lucky if they let you get dressed.”
“Oh, and how the hell am I supposed to make you believe it? You’re obviously not going to no matter what I say.”
“It’s your job to make me believe, ‘Apple’. If you can’t at least try to sell it, you’ve got no hope.”
“Shut up, I was just getting started. You just think I could never really do it because you think I’m afraid of your dick. Well, I got news for you, I’m not. I like cocks. Is that what you want to hear your sister say? I like the way they feel, I like the way they look. I like the hot guys that they’re attached to, and I like the way they turn to putty in your hands the moment you put their dick in your mouth. I watch porn sometimes just to see guys getting sucked off.
I’ve even done it myself. What do you think of that? You’re little sister’s sucked cock before, Dennis. What are you stopping for? You’re just starting to get me wet.”
He started fingering again, not able to quite call up the vigor to try and scare her with, but not wanting to back down. He tried to think of something else to say, but Carlie wasn’t letting up.
“So you think I’m scared of your dick, just because I used to run when you’d rub it on the side of my face? I wasn’t running because of your dick, genius, I was running because you were a dick. It was your stupid little testosterone control game. But I didn’t just hide or tell Mommy, did I? No, I got even. I stuck my pussy right in your face. I didn’t care if you retaliated, I expected it. I was only afraid of letting you think you’d won.
“See, I knew you weren’t done after that. I knew you were planning to get back at me. I barricaded my door the first night, but after that I didn’t bother. I knew sooner or later you’d get in there when I was asleep and stick you dick in my mouth. I knew that’s what you were planning; don’t even try to deny it.” Dennis steeled his jaw and kept up his fingers, but said nothing. He couldn’t deny it.
“But I had my own plan. After you did that, I was going to wait a few days, and then sneak into your room at night, hold you onto your bed, and plant my juicy wet pussy onto your face again, only this time I wasn’t going to let you up until you’d stuck your tongue in as deep as you could and kept it there.
“I went to bed every night for weeks expecting to wake up in the middle of the night to the feeling of your cock pushing into my tongue. I was ready for you. But you, you goddamn pussy, never even tried it.”
“Your door was locked,” Dennis said, finally finding some sort of response.
“You dumb fuck. Those door locks were shit. The key was in the bathroom, for Christ’s sake. Hell, you could pick it with a paperclip. I always figured you were just waiting so I’d let my guard down, but really, you were just a fucking coward. Once you knew I wouldn’t just let you win, you just gave up. It was the only time you ever gave up trying to beat me at something.
“I spent months thinking about it. Even after you’d moved out, I still expected every weekend that you’d sneak in late one night and do it. I was just waiting for it, looking forward to my revenge when you did, but you never had the balls. Just left me completely hanging. You left, and stopped caring about me at all, while I was at home, thinking about you every night.
“So you think I’m afraid of your dick, Dennis? My first real, consistent fantasy was of your dick sliding into my sleeping mouth.
“So what do you think big brother? Is that believable enough for you?” She’d propped herself up on one arm as best she could, voice quivering as she reached her conclusion, staring up into her brother’s eyes with a forceful look as she spoke that almost made him want to run.
“So, yeah, Dennis, I want to suck your dick. I’ve been waiting two years for you to stick it in my mouth.” She eased off her arm, laying her shoulder and head on the bed, near the edge. “So come on already, Dennis. Get over here and finally give your little sister what she’s been waiting for.” She closed her eyes, and opened her lips less than an inch.
Flabbergasted, Dennis found little in himself except the willingness to simply do as she told him. Stretching his arm, he moved his hips to her, his stiff cock hovering near her face. She made no motion, didn’t even open her eyes, but just waited. She expected him to put it in her mouth himself. He found it hard to believe her story, but at the same time had found it hard to dismiss her, either. She’d never been a convincing liar when she was mad. As he stretched his arm, he put more pressure around the top of her pussy, and he could feel her body responding with what certainly seemed like real arousal.
Either way, she won’t admit anything if I back down now, he convinced himself. Guiding it carefully, he touched it to her lips. She made no response except to pucker slightly. He rubbed his tip against her soft lips.
It was hard not to get aroused, and, damn it, it had been a while. Not giving himself time to think, he pushed past her lips. Still, she didn’t react, just letting it sit there, and he moved it small circles around her lips, then pushing around inside them. As he moved in closer, he noticed her leaning in, too, mostly at the hips, and felt some of her juices starting to ease down his palm as he fingered her. Gradually, her mouth closed around him, moving from passive to active on him.
Even near the edge, she had to stretch her neck to reach him, and he moved in, pushing into the side of the mattress, then climbing his knees on top and leaning partway over her, really stretching to keep his hand in place. She rolled onto her back, taking his dick in her mouth and squeezing his hand between her thighs. She put one hand on his chest, at first steadying them while she sucked, then giving him a little nudge to the side.
It was the only communication they needed. He rolled past her onto the bed on his back, and keeping his cock in her mouth, she rolled with him, throwing her leg over his shoulder and dropping her dripping wet pussy onto his face. Moving his moist hand to her thigh, he sloshed his tongue around her flesh.
Moaning, she planted firmer onto his face, and he had to tilt to try to get enough breath through his nose while he drove his tongue into her. Muffled by his cock, she kept moaning while she bobbed and twisted on his dick, doing everything she could think of on him.
Dennis couldn’t remember liking a pussy so much, or wanting it so badly, and he struggled to keep his character from vanishing to his lust. He still needed to teach her something, and if he shot off then, she’d have won. Trying to figure out what to do, his hips started automatically to push, and his addled mind jumped on the idea.
Gradually, because he was still unsure of the idea even as he acted, he started pushing harder. Surprised, she backed off him a moment, but to his annoyance, regained her composure and dropped on again. He ramped it up, finding her taking more in than he expected, only pulling back a little. At the same time, she responded by pushing harder on his head. Her wide-open pussy seemed to try to engulf him, liquid running down his chin.
His lips on Carlie’s labia, he had the memory of her saying “Eat it!” He unburied his face, tilting his head back hard and letting her press into his chin, freeing his mouth. Reaching down with one hand, he moved past her shoulder and found her head. More gently than he wanted to make it seem, he pushed it down, holding it.
“Come on, ‘Apple’, take it! Take it all!” He ordered, pushing against her, waiting every moment for her to gag or at least rise off him angrily. Still, she took it, managing more of his length than he’d ever imagined. Even with him thrusting his cock into her mouth, Carlie wasn’t backing down. And worse, he knew that if she kept up much longer, she’d win.
Frustration coming over him, he picked her up and flopped her off of himself onto the side of the bed, standing up.
Splayed out and not bothering to correct her position, she flipped her hair back and gave her brother a pleased, taunting look. “What’s the matter, Dennis? Not getting what you paid for? Ready to admit that your sister is just super fucking hot?” He just scowled. “Admit it! You’re too much of a pussy now to act, just like you were too much of a pussy two years ago.”
“I knew you’d just retaliate with something crazy, just like you said. And then where would we have been? I wouldn’t have given in, and neither would you, and it would just keep going back and forth. I shouldn’t have started the damn thing, so I ended it. So, yeah, call me a pussy for not wanting to do that to my sister.”
“So you just went off without a word instead, left me by myself to figure it out.”
“What was I supposed to say?!”
Carlie sat up, leaning closer to her brother. “God, you’re an idiot! You hardly say two words to me in two years, and then you show up and want to tell me what to do! Well, come on then, Dennis. Tell me what to do, why don’t you? Or do you want to save the next lecture for when your hour is up?” She opened her mouth and leaned forward, teasing as though to return to his cock.
“Shut up, Carlie!” Dennis said, pushing her head back. Instead of resisting, she let it roll her backwards, ending up on her back with her legs spread. “Ooo, tough guy. Are you going to fuck me now, Dennis?”
“Do you think being a prostitute is a joke, Carlie? You have no idea what you’re getting into.”
“What? I though that’s what you were here to show me. Get a condom on and come teach me all about it.”
“It’s a terrible idea, Carlie, and you’re not going to taunt me into saying different. You think you can just ask some guy to use a condom? What if he doesn’t have one? What if he’s tampered with it? You want to get a disease? Get pregnant?”
“Oh, please, Dennis. You really think I’d do anything if I wasn’t on the pill? So are you going to get one or not?”
“No, I’m not. What are you going to do? What if some guy just says no and goes for you anyway?”
“Well, for you I’ll make an exception. I know you’re too paranoid to have gotten anything. You probably had that girlfriend of yours go in for tests before you fucked her. Real romantic.”
“So you’re giving up on the condom after one comment? You’re going to end up beaten and STDed without any money to show for it.”
“I already have your money. And I won’t be a push over for other guys. I’m just letting you off with special treatment. So, Dennis…” Turning over and getting on all fours, she moved her backside to the edge of the bed right by him, wiggling it while she looked over her shoulder. “What’s it going to be?”
Her smirk was just so smug, so sure she’d won. Looking at her hard, he took a step forward. Still, she didn’t flinch, wiggling on. It was maddening. He stepped forward again.
He slid in more easily than he expected; one moment, he’d just made up his mind, and the next, he was entirely inside her. She breathed in so sharply that for a moment, he wondered if she’d finally stop him. If maybe he’d won.
She just laughed, a snarky laugh of amusement.
A bit of him wanted to punish her, show her how guys would treat her, but his anger with her wasn’t strong enough. Instead, he started slow, working with her body but pushing deep. Again, despite his searching, he couldn’t find the sense of resistance or apprehension from her he expected, as she seemed genuinely up for every thrust he made. He went faster, finding a will to go on her harder, ramping up until his thighs were slapping into her as she kept meeting his every thrust.
Pushing her with his hips, he pulled his knees onto the bed, pressing her down underneath him and continuing to fuck. It felt good to finally be fucking again after several dry months, and now with such abandon; even before, he’d never really let loose like this. He wasn’t prepared for what he was feeling. She wasn’t the smallish, unsure type of girl he’d done before; even now she wasn’t simply managing his force, she was pushing back strong, thrust for thrust. His balls were slapping into her skin, right at her clit, and it made them ache a little.
Carlie’s skin and Carlie’s clit. He’d never imagined it would go this far, that he’d actually be fucking his sister.
He slammed into her again, pushing in as deep as he could, driving her into the bed. Moments away, he had one last gasp of good sense, pulled out, rolling face up onto the bed next to her. That was it; the end of the crazy game.
Except that it wasn’t. Carlie wasted no time in sliding over and throwing her leg over Dennis’ body. “Let’s finish the job,” she said, holding up his cock and lowering herself onto it.
He closed his eyes, trying not to think of it as Carlie on top of him, trying to imagine his last girlfriend, anyone else. It was impossible. His eyes opened and there she was, naked, hands pressed down into his chest, titties bouncing, her body rolling on his cock. The look on her face wasn’t what he expected. Rather than the smug, taunting look he was so used to, she was focused. Her eyes drifted shut, mouth open as she breathed, tongue curling up. The same mouth that a minute ago had been filled his cock without apparent trouble.
Her eyes opened again, and she saw him looking at her and smiled. She changed her motion to push deeper. She bit her lower lit a little, in one gesture saying, “Is your sister making it believable now, Dennis?” She paused, sitting herself up straight, taking his cock in deeper, every bit of it filling her, and she moaned.
Instinctively, Dennis pushed up into her, rocking just a bit. Carlie started moving against him, and in just a few seconds, she’d fallen back forward with her hands on his chest as they pounded each other harder than ever.
“Oh, yeah, Dennis. Just like that. Fuck me, fuck me Dennis. I’ll be your little whore, I’ll say anything you want. Fuck your little sister. Cum for me, Dennis, shoot you cum deep in your sister’s pussy.”
He did.
As they slowed and he continued squirting, Carlie laughed a little, but not the mean laugh that she’d often directed at her brother. She held him in, feeling everything she could about the moment, from the movement of his cock inside her to the sensations going through her own body.
It took more than a minute for them both to catch their breath, and Carlie finally dismounted, feeling her brother’s softened cock pop out as she slumped on the bed beside him, draining cum onto the sheets. They said nothing, both feeling their nakedness but not wanting to be the first to ruin from the moment.
Dennis ran through it in his mind, still not sure how much of it had been an act. “I’m sorry,” Dennis said, finally breaking the silence.
“Why?” she asked.
“I guess I was wrong. You can obviously handle it pretty well. And, for, uh, being mean to you. I shouldn’t have acted that way. I should have been supportive, even if I didn’t agree with it.”
“Eh, you were right anyway. There’s no way I could do that with some stranger. I would get way too pissed at them and storm out or smack them or something. With you, I’d used to fighting you anyway,” she said with a smirk.
“Well, I’m glad that you finally agree with me.”
“Shut up, nerd,” she said, flicking his dick lightly. He shrank back a bit, and she laughed at his embarrassment. “Just don’t be such a stranger, now, butthead. I want to see you more.”
“Sure thing. And you’re welcome to come over here any time.”
“Yeah, I bet so.” She looked down at their naked bodies.
“That’s, uh, not actually what I meant.”
“Oh, it’s not? Sure, I’ll be around.” She flicked his dick again, lifting it an inch and letting it drop. She smirked. “Still, maybe you should keep some cash on hand anyway. I may want some more spending cash this summer.”
