Chereads / Clandestine Entanglement / Chapter 5 - What Hurts the Most

Chapter 5 - What Hurts the Most

The sound of Rascal Flatts filled the house.

Dean sat in the living room in the dark. He was on the world's most uncomfortable couch, drinking a beer, wallowing in misery, and listening to What Hurts the Most. Yesterday, his life was normal. Today it had fallen apart.

He sucked down the rest of the beer and put the empty bottle on the coffee table, then grabbed a full one and twisted it open. He rested his head on the back of the couch and stared at the ceiling. He felt a tear roll out the side of his eye, down his cheek, and rested on his ear. He took a long drag on his beer.

Fuck my life. Actually, my life is already fucked up, so that's actually been taken care of.

He heard the garage door open. Sarah was home. He didn't want to talk to her about this, but he really needed her right now. She put her keys in the bowl, made her way through the kitchen, and walked into the dark living room.

She heard the music playing.

"Hey, Tink," he said

She jumped. "Holy mother fucking bitch, Dean! You scared the crap out of me!" she yelped. "Why are you sitting alone in the dark listening to one of the world's saddest songs?"

She turned the lamp on. He squinted as the light hit his eyes. She looked over at him and the empty beer bottles that surrounded him, and two full ones were sitting on the couch next to him.

"Bean, what is going on? You look like shit. Did your horse die?" she asked. She put the beers on the table. "Did you drink these all on your own?" She took a seat next to him, folding her legs underneath her.

"Yeah. I also finished off my bottle of Remy Martin Cognac Louis XIII."

"That's a special occasion bottle. You don't just drink it, and this doesn't strike me as a special occasion," she said, looking around. "What the hell is going on?"

He squeezed the bridge of his nose. "I talked to Allison. She said she couldn't be a part of my life anymore unless I do something for her?"

She rolled her eyes. "And what would that be? Does she want an allowance or your PIN number? I told you she was--"

Tink. That's not it. She asked me to do something that I absolutely refused to do."

She could tell he was hammered. It must be really bad. "What did she ask you to do?"

"She made me choose between you and her. She said she's always been uncomfortable with our dynamic. She told me that we were a little too close for her comfort. I had no idea how right she was until the other night."

"I'm sorry, Bean. I can tone it down if she's around."

"Don't worry about it; she's been cheating on me, too. I guess that explains why we haven't had any intimacy in months. She told me that how we act around each other isn't normal, and when I chose to come here instead of staying with her and going somewhere, she was done with me. She wished us a long, happy life together. Tink, she's not wrong. We've reached the point of no return regarding our dynamic. He sniffed heavily and wiped his eyes with his sleeve. "I feel like I am going to die. My heart literally feels like it is breaking." He drained the beer. He went to grab the last one.

"Whoa! Hold up there, Big Man! I think you've had enough." She grabbed his wrist. I couldn't tell you the last time I saw you this drunk. I think it was when your horse did die."

"I really loved Biscuit. He was such a good horse. Tink, I really love you. I just don't know if I made the right choice. I mean, it's not like--" His breath hitched, and he started to sob.

Sarah rose to her knees and held as much of her big brother as her little arms could gather. He leaned his head onto her shoulder and nestled his head in her neck, and she rested her chin on the top of his head.

"Remember, your current situation is not your final destination. Time really does heal. I remember when I broke my back, I was convinced I would never get back on my feet, and do you remember what you told me?"

"That you really suck at poker," he quipped with a sniffle.

"No jackass. That you can never let your emotions control you; you control your emotions."

"If I remembered that the other day, it would have never happened, and that day should have never happened."

She took him gently by the chin and lifted his face up to look at her.

"It's going to be okay, big brother. I promise." She leaned in to kiss him.

He pulled back. "Tink, what are you doing?"

"I'm kissing it to make it feel better," she whispered. She kissed him softly, waiting for him to pull away again. He didn't, and he just followed her lead. He took his hand and cradled her face. The kissing got a little firmer, a little bit sloppy. She ran her hand down his torso to his crotch and began to kneed his cock, putting more pressure on each touch. Dean's eyes opened wide, and he stopped pushing her away.

"No. We can't. I told you yesterday that it was a one-time thing. We don't need to keep proving Allison right. Technically, I cheated on her yesterday and with my sister, of all people."

Sarah straddled him. Before he could object, she slid off her shirt.

"Come on. Mom and Dad are gone for the night. Just one tiny kiss, one suck, one nibble."

She rose to her knees and put her breasts in his face. She started running her fingers through his hair. He always loved it when she did that. Her long nails massaged his scalp.

He closed his eyes and rolled his neck around. "This isn't fair. You know I love it when you do that."

"Then just go with it. Take solace in me."

"I want to. It's not right."

"It would be okay. You're hurting, and I want to comfort you. It hurts me to see you like this, so please let me help you feel better. I have always been there when you have had your heart broken. Let me love you, Bean."

She started to run her fingers through his hair again.

"Once more. That's it. Then please don't ask again, and don't try to talk me into it."

He cupped her breast and brought his head to her soft skin. He tongued her nipple in his warm mouth and bit it lightly. "Yes. Mmmm. Yes. Harder." The harder he sucked, the more her pussy throbbed and pulsated.

He put more pressure on his bite and worked on her other nipple. He put his hand on her pussy and rubbed her. He could feel her warmth and the wetness forming under her silk dress pants.

"You are so wet for me. Allison was never this wet for me with her I should have bought stock in lube."

She moved her hips against the rhythm of his hand.

His tongue invaded her mouth, twirling around, touching gently, tasting each other.

He pulled away from the kiss."Did you sleep with Vasquez?"

"Would it make a difference?" She looked at his face. "Bean, are you really jealous of the thought of your little sister fucking someone else?"

He knew it shouldn't matter what she did or who she did it with. He sat there looking at her. He removed his hand and ran his hands down her back. She pushed her chest out and sat down on him firmly, the prominent hard bulge pressing against her. She very slowly started to move her hips, gyrating, grinding herself on him her wetness was so heavy it was leaving a spot on his shorts.

"Fuck," he moaned. "I need to know. Did you fuck Vasquez tonight? I don't want my cock in you if you did. I'm sorry, but the thought makes me angry."

"Why is it such a big deal?" she asked, trying to move his hands off of her hips.

"Answer me," he said.

She put her hands on his cheeks, squishing them together. "So, does it make you jealous?" she smirked. She loved that he was jealous.

He released her and pulled his face from her hands. "No. Itmakesmeangry," he said, muddled together. "Please tell me," he begged.

"God, your cock feels so good against me." She started to move her hips again. "Be honest, Bean. It makes you jealous to think of Enrique's cock in my pussy?"

He looked down and watched her grinding into him. Yep, still going to hell. His hands gripped her hips, and this time, he pushed his hips up to press into her and began to grind his rock-hard cock against her warm wet opening. He rested his head on the back of the couch and closed his eyes, taking in the sweet feeling.

"Fuck, that feels amazing." "Jealous? Maybe a little bit I mean, I was your first."

"And you always will be. No matter how many guys I'm with."

"I know. But did you sleep with him?" he begged her to answer. "Please just tell me."

She took his shirt off. She started kissing his chest and his neck and then began to nibble his ear, avoiding the question.

"How many more guys do you plan on sleeping with?" he asked, sounding hurt.

"What do you want the answer to be?"

"Zero."

"You want to be my one and only? You know that isn't going to happen. That means I will have sex only once. It felt amazing. I am not going to have a one-and-done," she said.

"With that being said, did you fuck Vasquez?"

"You have the most beautiful body. Now I know why every single friend I ever had was masturbating to the thought of you." She kissed his neck. "Including me," she whispered into his ear.

"You're avoiding the question, Tink," he whispered.

She stood up and slid her silk dress pants off. She stood there in all her naked glory. She pulled at his shorts as he lifted his hips, and they came off easily.

"That night in your bathroom, I imagined you fucking me like I have so many times before." She backed up to his lap he back to him. She took his gigantic cock in her tiny hand. She rubbed the velvety tip on her swollen clit, her pussy clenching with every pass. The sound of her juice slopping around. It was a lewd, sticky sound. He massaged her ass.

"How many times before? When was the first time?" he asked, his hands running up her back into her hair.

"Do you really want to know?" Her hips gyrated.

He moaned. "Sure," he said.

"I was thirteen and I have lost count. But it's amazing every time. and after the other day, it's been unbelievable."

"Fuck, that feels so good. This is the last time. We can't keep doing this."

"Sure, anything you say, big brother."

She swirled the tip of his cock around her until it started to enter her slowly. She slid just the tip in and moved her hips. She was just fucking the tip, letting her entrance get used to his size.

His head flopped back, and his mouth opened wide. "Holy fucking shit. Where did you learn that?"

"Where do you think? From watching porn, duh! She put her hands on his thighs and was trying to swallow him whole with her pussy inch by glorious inch, the walls opening wide for him.

She went down halfway and came back up. Over and over. Slowly stretching her out. The feeling was otherworldly. "Fuck. I love feeling you stretching me out. God, it feels so fucking good."

She threw her head back, tossing her hair. The smell of baby shampoo hit his nostrils. All he could think of was how wrong what they were doing was, but how good he felt inside her. She was tight and wet. He loved what she was doing. He moved his hips up and down, sliding her pussy up and down his long, hard shaft. He relished how it felt for her to ride him.

"Do you like how that feels, Baby? Fuck. Your pussy is strangling my cock," he whispered into her ear.

"Oh God, yes. I'm supposed to be making you feel better." She was squealing with pain and pleasure. Her moans were becoming grunts and growls.

"God, that is so fucking hot. You have no idea how good you are making me feel," he said.

Finally, she said what he had been begging to hear. "I didn't fuck Vasquez. I came home early because I wanted to fuck you. I just had to have you inside me again. My cunt was aching for your cock. It's all I can think about. My pussy was hungry for another taste."

"You have no clue how happy that makes me, and I am going to fuck you however your fucking pussy wants it. All you have to do is ask. I live to make you happy, Tink."

She propped herself up with her feet on the couch. He began pumping his hips up and down, going slow at first.

"Oh yes. God, that feels amazing. What if no one ever feels as good as you? I just want to fuck you. I wouldn't be satisfied with a small cock. You've spoiled me, Big Brother. "

The comment caused him to start thrusting harder and faster. With each pump, he went deeper and harder. His cock was rubbing the inside of her cunt, hitting her O spot with each thrust. The feeling was like nirvana.

"You know Mom was right; no one will ever be worthy of you. Not even me." "Fuck Tink, I love you."

She craned her neck and kissed him. "I love you too. Call me your baby sister. Tell me how much you love my pussy. Talk dirty to me."

The sound of skin slapping together filled the room. The room smelled like sex and sins. She felt his balls fly up and smack into her clit. She started to feel dizzy. It was intoxicating.

"Do you like that? Do you like when I fuck you like this baby sister? Do you like my cock stretching out that tight little pussy? Huh?"

"Oh God, yes. Please don't stop, just like that. Don't Stop. I'm going to come. Fuck me, Bean. Fuck me." She whimpered with wanting and lust.

"Come all over me, soak my fucking cock. Soak your big brother's fucking cock!"

That pushed her over the edge. Her pussy clenched around his cock, and her cum flowed like water. She soaked his balls and the couch. He didn't stop he rode out her orgasm, making it longer and more intense.

She was panting hard. "Holy fuck, you made me do it again. You made me fucking squirt all over you. Oh my God."

"Oh, fuck yes. Mother fucker, I don't want to come yet."

He continued to slam himself into her. She bucked her up and down like she was on a bull.

"Tell me what you do want."

"Get on your knees, Tink."

She bent forward, and he followed her. His cock never left her pussy. She was on all fours for the second time for him.

"That's a good girl."

He was making long thrusts as fast as his body would let go. Pulling out to the head, then ramming back into her. She was yelping and screaming with delight.

"Oh, holy fucking shit. Yes, please slam it in my pussy. Use my fucking pussy."

"You keep talking to me like this, and I am going to come even faster." He bent over his body so large he was able to put his hands on the ground, caging her in. He bit the back of her shoulder. She was so small he had never experienced this position. It was animalistic.

"I'm going to come. Let me come inside you again."

"Do it then. Fucking come inside me. Fucking come deep inside me. Oh yes. Fuck yes. Fill me up." "Pull my hair. Bite me. Use me. Fuck me like you own me." "God, I fucking love you."

She bucked back into him. Slap, slap, slap echoed through the room. He took hold of her hips and pinned her against him. He buried himself as deeply as he could. He wished he had even more cock to have inside her. He spasmed and felt energy come up his legs, down through his chest, and converge in his cock. He threw his head back his hot seed shot deep into her cunt.

"HOLY FUCKING SHIT SARAH! I FUCKING LOVE YOUR PUSSY! YOU WERE MEANT TO BE MINE."

Hearing him call her name made her grind him in as far as she could. She gave herself over to him, calling his name. Her orgasm was intense. Her walls hugged his cock, her cunt spasmed around him to squeeze every drop of cum he had to give. She didn't want to move she wanted to stay like that forever. She wanted this feeling to last. She concentrated on how it felt. They stayed that way for a full minute.

"Tink, you have to move."

She moved her hips around, grinding into him.

"Oh, dear lord. Not like that."

"I don't want to move any other way."

"I don't want you to either, but you can't live with my cock inside you."

"Can't we try?"

She started to rock back and forth. "Please just fuck me forever. I don't want it to be over. Please, big brother, fuck my pussy again. Don't let this be the last time. You said I was meant to be yours. If you live to make me happy, then don't deny me of you."

He let go of her hips. The feeling when he finally popped out of her made them both inhale deeply.

His cum dribbled down her leg. He took his T-shirt and began to wipe off her leg. She looked at him; he was lovingly cleaning her. "I can't Tink."

"I love you, Bean."

"I love you, too."

"Then, please. Please make love to me again. Don't let this be the last time. I'll die if I can't."

"We can't. We both know it."

"But--"

"We shouldn't, and we won't. Understand?"

She rolled her eyes. "Oh, completely, brother. "

Despite what he had said, they couldn't stop. All she had to do was make the smallest pass at him; he was all hers. He knew every inch of her body. He had licked, kissed, or been on it.

They spent the rest of the time making love whenever it was possible. They did it in their rooms, the pool house, the hot tub, the couch, the hay loft; they even fucked on the kitchen table. They were insatiable. In the two weeks, they must have fucked thirty times. They did it at least twice a day. They were addicted to each other. When the time came for them to leave, they held each other.

"This was a great two weeks."

"Best two weeks of my life." He kissed the top of her head.

"One more kiss, please?"

"Since you asked like such a good little sister." They kissed extremely inappropriately for siblings.

"I'll see you at Thanksgiving," he said, tucking a piece of hair behind her ear.

"Not as much of me as you saw this summer." She giggled to hide the disappointment she felt for him leaving. "Think of me"

"I will. Often. You're beautiful face and that glorious tight little pussy. I love you."

"I love you too, and every night when I play with my pussy, I will think of you. I'll be licking sweet come off my fingers."

"Thank you for the visual Tink. I wish I could be there to taste you. I fucking love how your pussy tastes. Sweet like candy."

He kissed her again and grabbed her by the pussy. He rubbed her, and she reciprocated.

"We can't get started up. I won't want to stop."

"I know. I love you and see you soon. Send pictures, okay."

"Oh, absolutely."

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