Karen & Her Brother Ch. 03

Story Info
Being blackmailed can be satisfying.
6.2k words
4.44
166.9k
18

Part 3 of the 6 part series

Updated 11/02/2022
Created 11/21/2004
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

The plot thickens. One night my girlfriend Karen told me that she let her brother Peter fuck her brains out. The day after she told me that he filled her tight cunt twice. That was supposed to be the end of their little affair. However, apparently their sister Jeanine saw them fucking around and now she wants Karen to do something for her so she won't spill the beans to their parents and me.

"What did she want you to do?" I asked her while she was lying against me on the couch. Karen still wore her top, but other than that she was naked from the waist down.

Karen started to tell me how Jeanine played her carts.

Karen was taking a bath, soaking her nicely shaped body in hot water. Jeanine walked in the bathroom. She did not bother knocking.

"Hey, what the fuck are you doing? I am having my bath!" Karen yelled irritated.

"Yeah, so what? I've got to talk to you, little sister."

Jeanine gave her a stern look. Meanwhile she looked her sister over. She hated her sister's slim body and beautiful breasts. Now, Jeanine wasn't ugly or anything, but not a looker either. Her ass was a bit plump and her big tits did sag a little bit. But on the positive side, those breasts were impressive and she had great full lips that would make any cock happy. Still, Karen seemed to come home with all the cute boys, while Jeanine... well actually we didn't know a lot about her at that point. She never brought anyone home, so we assumed so was sort of a wallflower. But who knows whom she was fucking outside of the house.

"You know Raymond, right?" Jeanine asked.

Karen wasn't interested. "Who?"

"Raymond, the guy I work for at the bookstore."

"The big black guy?"

Jeanine nodded. She walked behind Karen and squatted down on the ground. Jeanine put her hands on Karen's shoulder.

"What about him?" Karen asked. Feeling a bit uncomfortable by her sister's hands on her body.

Jeanine came close to Karen and whispered: "Raymond has always found you very attractive. The other day he told me he really likes to fuck you."

Karen replied: "So what? I've got a boyfriend remember?"

"Really? That didn't stop you from fucking Peter a while ago..." She whispered in Karen's ear.

Karen began to sweat. So Jeanine did see the whole thing. "I-I don't know what the hell your talking about."

Jeanine grabbed Karen's shoulders tight. "Don't play with me little sister. I saw you guys screwing each other. He even took photo's of your soaking cunt."

"You can't proof that."

"Can't I? What would Robert say if I told him what you did? What would dad say? Peter is not the only one with a digital camera you know," Jeanine said.

Karen knew she was in trouble. "What do you want?"

Jeanine let go of Karen's shoulders, and put her hands into the hot water. She let her hands creep down Karen's body until she reached her breasts. Jeanine took hold of Karen's nipples.

"You've got two options. One, you'll let Raymond fuck you in every hole he desires."

She paused for a moment, tightening her grip on Karen's nipples – making them hard. It left Karen almost breathless. "Second choice might be slightly better..."

"What is it? Stop twitching my nipples..."

Jeanine did quite the opposite and pinched a little harder. It hurt Karen, but she got horny despite the situation she was in.

"Second option is, I get to fuck Robert. I want his fucking dick in my slit pumping away, like Peter did yours." Karen was silent for a moment. That fucking bitch saw everything they did and now she wanted to do her boyfriend. "Well, although Robert always said you needed a good fuck to loosen you up a bit, I really doubt he was thinking of himself as the one to do it. I think you can forget about that, aaahh..." Jeanine was turning Karen's nipples even harder. Karen didn't want to admit it, but she liked every second of it.

"Listen baby sister. You've got a week to work this out. You either let yourself be fucked by Raymond – boy I'd love to see that big black cock of his impale your skinny white pussy. Or your boyfriend is going to give me a lot of pleasure. How you make him do that, I don't care. Just do it."

Jeanine let go of Karen's nipples. She dropped one hand deeper and quickly inserted two fingers in Karen's pussy. "Oh, and one more thing. If you let Robert fuck me, I want you present when it happens. I want you to see your boyfriend fucking me. You fucking horny bitch," she said. Karen decided not to stop Jeanine and let her touch her most private area since she didn't want to cross her sister anymore. Besides, once upon a time, when Jeanine and Karen were much closer, they had felt each other up lots of times discovering their sexuality. (But that's another story.) Jeanine pumped Karen's slit three times, and touched her engorged clit when she retracted from her wet pussy. Karen's legs shuddered. She was on the brink of cumming. Then Jeanine stood up and walked out of the bathroom. "One week, Karen. One week."

When the door closed, Karen let out a deep breath. She put her left hand on her clit, rubbed it and came instantly. "Oooohhhhhhhh..."

I couldn't believe my ears when Karen had told me that. I was so stunned, that I hadn't touched her body during the whole story.

After being silent for I while I said: "That little bitch. She got us by the balls."

"Yes, I guess she does," Karen replied.

"Have you spoken to Peter about it."

Karen shook her head. "Nope. I decided to tell you first, to tell you everything so she couldn't blackmail me anymore."

"Well, she can still tell your parents. Or show the pictures if she indeed made photo's that night."

Karen sighed. "I guess so. So what are we going to do?"

"Well, I don't know about you, but I don't fancy you being fucked by that Raymond. Don't like that one bit."

"Neither do I, honey. I don't like the bastard. He is always looking me over, with those horny beady eyes of his. I'd rather die before I let his cock penetrate me."

I kissed her forehead. "So, that leaves us with option two, doesn't it?"

Karen looked me in the eye; she had a surprised look on her face. "Don't tell me you're seriously considering giving Jeanine what she wants. Y-you don't want to fuck her, do you?"

I kissed her on her mouth. "Don't want to, no." Actually, that was a lie. Although Jeanine could be quite the bitch, secretly I'd always wondered what she looked like naked. Wandered if her cunt looked and felt the same as her sister's and if they tasted any different. Still, I wasn't going to admit that to Karen, despite the fact that she had fucked her older brother.

"The problem is, though," I said, "even if we give Jeanine what she wants, and she gives us the photo's she took, who is to say she doesn't have more backup copies stashed away somewhere?"

"Right."

"I mean," I continued, "you never know. She could have a dozen of digital copies. She could blackmail you indefinitely."

Karen supposed we could search her room. "Yes," I replied, "but she could have sent a copy by email to some one for safekeeping."

Karen's eyes showed some fear now. "She wouldn't have, would she?"

I shrugged. For all we knew, she could have sent Raymond a copy of Karen and Peter fucking. This was going to be a problem. "What do we do?" I asked.

"Well, the question is, do you want to fuck my sister?" Karen asked. I couldn't really make out the way she looked at me. Was she concerned or did I see a little bit of horniness in her eyes?

"I'll fuck your sister. Thank God you will be present so at least I have something to focus on if I can't get it up," I said jokingly.

Karen smiled. "Okay. Since it is her birthday this weekend, we will be at my parent's place anyway. We'll take her aside, discuss terms. I think it would be best if you fucked her here, instead of there. That way we won't get caught."

"Good thinking. We'll figure out how to handle the digital copies thing later."

So it was agreed.

That weekend Karen and I went to her parent's place. It was strange to see Peter this time knowing he had fucked his sister, my girlfriend. I wandered what the scene looked like for real and was desperate to see the pictures he took of Karen and the pictures Jeanine had taken. The first few minutes talking to Peter were kind of awkward I must admit.

At one time, Karen and I sneaked upstairs and went into Peter's room.

"Let me show you his scrapbook of dripping pussy's."

The book was hidden behind a closet. Karen knew where to find it. The book was filled with drooling pussies and naked girls. Most of them looked pretty wonderful I must admit. Karen's cunt was one of the last one taken, give or take a few cunts. "Your brother is a busy guy."

"Look," Karen said, "here's my slit." The picture gave me an instant hard on. Seeing Karen's pussy up close, her brother's cum dripping from her pussy lips. It was a magnificent sight.

"We should ask your brother for a copy, and frame it above my bed," I joked.

Karen and I looked at each other. We kissed. She lay down on the ground and I was on top of her. Kissing her, fondling her body. Then Peter walked in.

"Aren't you guys in the wrong room?"

We got up. "Sorry, Pete," Karen said. Peter could see his photo book on the floor.

"We're checking out your little collection of pussy, brother of mine."

"I see." Peter looked from me to her.

Karen nodded. "Yes, he knows."

This was the first time I saw Peter blush. He's a nice looking fellow, about as tall as I am. A redhead just like his sister.

"I heard about what you guys did Pete. What can I say, shit happens?" I tried to make a joke about it.

"Good shit happens," Karen said.

"And you're cool with it, Rob?"

"As long as we can get a copy of this picture."

Pete smiled.

"And as long as it was a one time deal..." I added. Pete nodded and understood.

All was good between us.

We did tell Peter about our little problem with Jeanine though. He was furious about it. But he became the man with the plan. "Listen guys, he said. What if we filmed the whole thing."

"What? Make a porn movie?" Karen asked incredulously.

"No, not like that. As evidence of course. If she blackmails you ever again, at least you have material of her seducing your boyfriend. A nice fuck video for on the internet, we could send to all her little buddies, if she has any more copies of you and me fucking."

I liked the idea. This might work out for all of us.

The rest of the weekend was pretty good. We sat around in the living room, celebrating Jeanine's birthday. Later that night we would make arrangements for next weekend, when Jeanine would come over for her little fuck-fest. After a while most people left, and Karen's parents came back from wherever they came from. They sat in the living room too. Karen's dad was a strange guy, nice but hard to figure out. Her mom was great though, a nice big-hearted person.

Raymond, Jeanine's boss, was present too and at one time Karen and he met up at the toilet in the bathroom, the only working toilet in the house, since the other one broke down a while ago.

Karen just got out of the bathroom and bumped into Raymond.

"Oh hi Karen. How're doing babe?" he asked.

"Fine Raymond. Fine." Karen could help but think about the stuff he had said to Jeanine, how he would like to fuck her. She also didn't know whether Raymond had seen the pictures of her and Pete. This pissed her off.

"How are things between Robert and you going?" he asked not impolitely.

"We're doing great. Why you ask?"

Raymond gave her a charming smile. "Well, just wanted to know when I could finally ask you out for once."

Karen liked the compliment. "Why don't you go out with Jeanine, she seems to like you."

Raymond smiled and went into the bathroom. Karen couldn't quite figure him out, though he was a fine looking guy, she thought. At least not as mean as she thought.

On the morning of the big event, Karen and I were lying in bed, just waking up after a good night sleep. Karen shrugged her beautiful body against me. We hadn't fucked in two days; since she was having her period and I wanted to preserve my strength for her sister I was about to fuck that evening.

"Robert, I had the strangest dream last night," Karen said.

"Tell me."

"Well, I dreamed I was going into the bookstore Jeanine works, to pick her up. I was to escort her to your place so you could fuck her. The place was deserted, but I heard some panting noises and some low-key screams coming from within the shop. I walked in, and saw you and her on the counter. You were fucking her doggy style and it seemed like you two really had a good time."

"Really? Then what happened?"

"Well, two hands grabbed my tits from behind, and pulled my shirt open. Raymond was standing behind me and said he was finally going to fuck me. I ran away from him, my naked tits swaying in the cold air. I ran through the store, passing bookshelves filled with sex magazines. Then I bumped into Raymond again, he was standing in front of me. He was star naked and so was I. His cock was stiff and huge. He must have been at least ten inches, maybe more."

"My cunt got wet seeing his cock, but I didn't want it in me. I wanted to run again, but he hit me on the face. I felt down on the carpet. He pulled my legs apart and looked at my soaked slit. He was grinning. His cock was pointing at my pussy. He asked you and Jeanine for some help and suddenly you were standing near me. You said, "Sure, we'll help you." And then Jeanine pulled at my left foot, while you pulled my right. You were pulling my legs apart, opening me up for Raymond. Actually you sat down on the floor and started to suck my toes. So did Jeanine. You were still pulling my legs and it hurt my pussy, because it felt like you were pulling me apart."

Karen paused for a moment, noticing the big tent forming under the sheets.

"Then what happened Karen?"

"Raymond laid on top of me, and rubbed the head of his dick between my cunt lips, making its head wet. My body shuddered. Raymond pointed his thick cock at my entrance, and really, his cock was fucking thick. I think it was twice the size of your cock. I wanted to slap him, but didn't have the strength.

"He pressed his head against my pussy, but it just wouldn't fit. I was still too dry to receive him."

"I can't get in your tight cunt bitch," is what Raymond said. "That's okay," you answered and presented a tube of K-Y jelly. He put some in his fingers, and put his fingers in my slit. Then he put some lube on his dick and without any warning, he pushed his fat cock in my tight cunt. I was filled up completely, he stretched my cunny to the limit. Maybe beyond that. When he started to fuck me, it hurt like hell. I begged him to stop, but he just fucked me harder and harder. I asked for your help, but you would just suck my big toe."

"Fuck that small cunt of hers, Raymond," Jeanine said. "I love the sight of that black cock of yours filling her white tight cunt! Make her bleed!" She yelled.

Raymond pressed his heavy body on top of me and pushed his cock further in my cunt. He fucked me, and fucked me, and fucked me harder. Then you guys let go of my feet, but I still couldn't get away. Jeanine stepped near me, placing her feet near the sides of my head and lowered her cunt on my mouth. "Suck me bitch!" she said and I complied. I sucked her cunt and put my tongue between her lips. This way I couldn't see Raymond anymore, but I still felt his cock pounding in to me. I must have bled, because a beating like that can only cause serious damage.

"Then things got worse. Jeanine started to pee right in my face, in my mouth. Since she was holding my head in a tight grip, I couldn't move. She pissed all over me and I tasted some of it. When she finally got off me, Raymond turned me around. I was lying on my stomach and he lay on top of me, pressing my tits into the hard carpet. First he fucked my stretched cunt, which was sort of getting used to his size by now. But then he pulled at my ass cheeks. He spat at my brown pucker centred between the globes of my butt. He pulled his cock out of my cunt. There was cunt juice mixed with my blood. I was relieved to have that thing out of me. But then he pressed his dick into my virgin ass. And he pressed and pressed until his balls were slapping against my cheeks. It must have torn my butt hole, because it was hurting so much.

"Please stop. You're hurting me.. aaaaahh! Please.. I'll do anything...!" I pleaded weakly to no avail.

"Raymond continued pounding in and out of my ass. In and out, in and out. Then the strangest thing happened: because he was pressing my clit against the rough carpet, I got an unbelievable climax. Out of pure lust, I began to beg: "Please Raymond, fuck my little ass with your big cock. Please fuck me. Make me your whore. Fuck me in the ass, harder, harder."

"Oh, you want me to fuck you harder, slut? Well, you can get it."

"Then he fucked me so hard my body was shaking. When he pulled out my body practically lifted from the ground only to be crashed back on the carpet as soon as he pushed back in me again. "Yess, make me your fucking whore. Fuck me! Fuck me hard!" I yelled.

"Yeah, babe. Keep going I am cumming, I am cumming!" I screamed. And again I came.

Raymond was close too. He pulled out his cock, and stepped over my body. He pulled at my hair, bringing my face up to his cock. His cock was soiled with cunt juice, K-Y jelly, and stuff that came from my ass. He smacked my mouth and I opened it to receive his filthy cock. He shoved it down my throat. It didn't taste particularly well, but what choice did I have? I sucked as though my life depended on it and then he came. He blew his wads into my mouth and it went straight down my throat. It was so much it seemed like he completely filled my stomach with it. I knew I would be his fuck slut forever, and would let him fuck me everyday, in every hole he desired."

That's where Karen's dream ended. I was lost for words when she told me that. The words being so graphic and the dream being so detailed.

"Oh Robert, I don't know what is happening to me. I've never dreamed something like this before."

"Don't worry baby. You're probably stressed because of the whole blackmail thing with your sister. It was only a very bad dream. Don't worry, you do not have to fuck Raymond. Everything will be over by tomorrow morning. Jus hang in there," I soothed her.

We were both silent for a while.

"Honey?" Karen said.

"What is it, babe."

"Will you promise me one thing?"

"What?"

"Try not to have too much fun tonight okay?"

I kissed her nose. "Promise babe." While I said it, I realised I actually was looking forward to fucking Jeanine. I could hardly wait.

At exactly 8 o'clock that night Jeanine rang my doorbell. I let her in. She was looking very stunning: nice make-up, tight jeans that accented her round ass perfectly and a tight top. Her breasts were bigger than Karen's. While Karen was about 75 B, Jeanine seemed to be a D cup.

"Hi there, lover." She said when she came in. We went into the living room. I could tell Karen was nervous meeting her sister. They greeted each other distantly. We sat down and had a cup of coffee first, as if this was just a regular visit. After the second cup, Jeanine said: "Well, shall we get started?"

"Why don't we move into the bedroom?" I said. We had to fuck in the bedroom because the camera was there. I put the camera out of sight, but it was at such an angle that most of the room would be in the picture.

"That would be lovely. But let me go to the toilet first," Jeanine said. Perfect. Karen and I walked to the bedroom. I turned on the camera.

"Karen, are you all right?"

"Yes, but I just hate the fun she has at pooling our strings. She really gets off on the power.." I hugged her.

12