Henry returns to his prostitute sister for another round. All characters are 18+
For the next week it ate away at me. It was easy to blame her for what had happened in her life, but my sister was little more than a child herself when the girls were born. Cut off from her family, no education, she must have been desperate. It’s no wonder she wound up in a bad situation. And here I was, pulling in six figures at the VC job Dad had gotten me. Of course she reached out to me for help. I should have given it. Not because I wanted something from her, but because for all of her mistakes she was still my sister. Instead, I had taken advantage of her. She came to me in her time of need and I had used her like an object for my own carnal gratification. I had done that to my own sister.
I was a real piece of shit.
I tried to take my mind off it with work and hobbies, to limited avail. Throwing myself into my jpb didn’t help. Carousing with the guys didn’t help. I even called up Vanessa, my on-again off-again hookup, hoping that sex with her would cleanse my palate. But as I pounded her pussy with every ounce of vigor I had, all I could see as I looked her was my sister. My own flesh and blood.
“That was excellent Henry. I don’t think I’ve ever seen you like that.” She opined, as we lay in bed together afterwards. “Whatever happened to make you this way, keep doing it. I need to get my guts rearranged like that more often.”
This only served to make me feel worse. As I started losing more sleep over it I realized that I had to do something or the guilt would destroy me. I couldn’t just pretend that nothing happened, so I resolved to apologize. That Friday I texted my sister asking if I could come over the next day so we could talk. Her response was a curt “yes”.
Saturday, early in the afternoon, I drove back to her derelict neighborhood. I was jittery the whole way there, and felt nearly like I was about to throw up. The elevator ride up to her floor was an eternity, and I genuinely stood outside her door for five minutes building up my nerve. Finally, I knocked.
Eve greeted me with a smile. “Hi Uncle Hank! Good to see you again so soon.” She led me into the living room as we exchanged pleasantries. I think she could tell that something was wrong with me. “Chloe’s busy right now.” She eventually said, jerking her thumb at the door to the room they shared, “But I think Mom’s expecting you. You can just let yourself in.”
I nodded without saying a word and walked over to the door to my sister’s room. I knocked on it to announce my presence, then let myself in as Eve gestured for me to do so. Jill was lying on her bed wearing yoga pants and a tank top, playing on her cell phone. I guess she wasn’t working today. She looked up at me somewhat dismissively and quirked an eyebrow as I closed the door behind me. “Yeah Henry, what do you want?” she asked, as if a week ago I wasn’t relentlessly force-fucking her face.
My mouth went dry and hands began to shake. I wanted to apologize. To say that I was wrong. That I had exploited her. That it never should have happened, and would never happen again. That she was my sister and I loved her. That I would spend the rest of my life making up for my mistake.
Finally, I spoke. “$1,000. One hour. No condom, no limits. I get to do whatever I want with you. If you want to stop, we can stop, but then you only get $500. Deal?”
The silence was deafening. I was stunned by what I had said, but as soon as the words were out of my mouth I realized how desperately they reflected what I truly wanted. Jill slowly rolled to a seated position and looked me up and down. I saw disdain in her eyes, but something else. Not just avarice. Was it lust? She rolled her eyes and laughed to herself. “Men. You’re all the same.”
Standing, she walked over, once again getting uncomfortably close to me. She held out her right hand. “Fine.” She said, “But I want half up front. And I’m setting a timer this time.”
I paid the woman and openly leered at her as she put the money in her nightstand and fumbled with her phone for a moment. She turned the screen toward me, showing the timer app set to one hour, and smirked as she hit start.
Once the countdown began I was in motion. I had one hour, and I was going to use it to live out all my most depraved, taboo teenage fantasies about my sister. I closed the distance between us in the time it took her to put down the phone. She gasped slightly as my right hand closed around her neck, jerking her face to mine and jamming my tongue into her mouth as I tried to inhale her. My left hand grabbed her firm ass and started squeezing.
I ground my hardening cock into her pelvis. My sister got the message. As she began returning my kiss she fumbled with my belt, shoving her hand down my pants as soon as it was loose. I moaned into her as her small, delicate fingers expertly jerked my dick and fondled my balls, swiftly bringing me to full erection. I shoved my hand down the back of her pants in return, luxuriating in the feeling of her naked ass-cheek in my hand.
Once my cockhead started leaking precum I pushed her off of me and onto the bed.
“Strip.” I said, as I began to fumble with my own clothing. Jill obliged, throwing her shirt into a corner and peeling her tight yoga pants off of her shapely legs. Her thong came off with them, and I stood for a moment admiring my sister’s body. I’d already seen her tits, both the other day and when I spied on her when we still lived together, but this was my first sight of my sister’s pussy. It was everything I could have dreamed of. A well-kept landing strip surmounted a meaty yet appealing vagina.
I stared for a moment, until Jill cleared her throat. Immediately I finished disrobing and practically launched myself onto her. Rolling my sister onto her back I pawed roughly at her tits, catching one of her erect nipples between my teeth. A sharp inhale was all the discomfort she showed, but I didn’t care. I was going to get my money’s worth from this depraved transaction. I squeezed, sucked, and slavered all over her perfect tits. I loved the noises she made as I tweaked her pert nipples. Reaching down between her legs I began running my fingers recklessly over her vulva. She was already wet, and I smeared her juices all over the exterior of her cunt, slapping her clit periodically as I did so.
She moaned throatily as I played with her. There was something primal about it that intensified my violent desire to fuck. Rolling Jill into a better position, I hopped up onto her bed. “What are you doing?” Jill asked as I swung my leg over her head.
“Whatever the fuck I want. Don’t forget, I bought you whore.” I snapped. Holding my throbbing member in my hand I squatted over her face until my balls were resting on her lips. “Now go ahead and earn your money. Suck my fucking balls.”
Jill didn’t have any follow-up questions. She opened her mouth and I let my testes slip past her lips and into her maw. My ass was in her nose, but I didn’t give a fuck as I stroked my raging member. I loved getting my balls sucked, and Jill had clearly had clients ask her for this before. She applied just the right amount suction with her mouth while running her tongue all over my wrinkled sack. I used my free hand to slap her heavy tits around as I enjoyed the feeling of her delicate tongue running up and down my scrotum, and the obscene squelching noises that came with it.
Jill’s hands, which had started out by her sides, had migrated to her crotch, I noted. As she sucked my nuts she was rubbing her clit with one hand and spreading her pussy obscenely with the other. I rubbed my wet balls on her face to show my approval.
“Yeah, does sucking your younger brother’s nuts make you so horny you have to fucking play with yourself? I thought you were just in this for the money, don’t tell me you’re actually enjoying it?”
My sister gasped incoherently around my balls. I could see a wet spot forming on the bed between her legs, and knew that if I kep jerking my cock while she tongue-bathed my balls I was going to cum. I wasn’t ready for that yet, so I hopped to my feet and jumped off the bed. My nuts left my sister’s mouth with a pop, and I saw her face follow them for a few moments, lips trying to capture my swollen teste. “Wha-what?” asked Jill, only semi-coherently.
“Shut up, bitch.” I said, slapping her. Tears came to the corner of her eyes, but I noticed that the hand working her clit sped up. “You want something in that gaping cunt, I’ll give you something in that gaping cunt.” I roughly knocked her hands aside and levered her legs up around my shoulders. My purple cockhead was lined up directly with the opening of her sopping pussy.
“Yeah?” said Jill, “You going to play rough with me? You going to give my slut fuckhole the pounding it needs, little brother?”
She said it almost mockingly, but there was also a pleading quality to her voice. By way of answer I slapped her again, and jammed my cock into her as hard as I could. Jill’s eyes rolled back into her head as I impaled her with my meat. I groaned in pleasure. I knew I had crossed the ultimate line, and was now actually rawdogging my sister, but her velvety insides felt so good.
“That’s god damn right. I’m paying for no condom and no limits, so I’m going to fucking destroy your pussy, slut.” I went at it with wild abandon. Holding Jill by her thighs I drove into her with all the strength I could muster, using her as a cocksleeve and bringing as much force as I could to bear. She was so wet that my cock glided effortlessly in and out of her, yet I could see her lips desperately gripping onto me with every withdrawal. Soon I had worked up a good cadence, and started getting more adventurous. My sister’s cheeks were already crimson from the two slaps I had delivered, and they only got more livid as I started smacking her head around. After a few good smacks I grabbed my sister by the chin and pulled her face forward.
“Look at me while I’m fucking you bitch. Don’t close your eyes, don’t turn away. Look at your god-damn brother while he fucks you. You’re such a worthless whore that you even let your own fucking family buy you.”
Jill obeyed, her eyes were puffy with tears but she bit her lower lip and nodded. “That’s right, I’m a stupid brother-fucking whore. I love the way my little brother’s cock feels in my pussy. You’re so deep inside me. I can feel you pushing against my cervix and I fucking love it. I love fucking my brother.” Then she made direct, intense eye contact, “Hurt me more, little brother.”
I didn’t need to be told twice. I started mauling her tits, grabbing them roughly and twisting her nipples. Jill groaned at this but maintained eye contact. My thrusting never stopped. Continuing to try and twist her right nipple around my index finger, I leaned back slightly to get a good view of where my dick was pushing in and out of my sister’s cunt. Reaching out, I flicked her swollen clit as hard as I could. Jill gasped sharply and I felt the walls of her cunt squeeze my dick. Smiling I took the hint, and began torturing her clitoris as best I could. Jill started making noises like a dying animal, but the spasming of her cunt told a different story. Retracting the hood I began snapping her clitoris between my fingers. Jill yelped, and suddenly fluid started flying out of her cunt all over my pelvis.
My sister squirted and yelled incoherently as I finished manhandling her pearl. Noticing that she had thrown her head back and closed her eyes I grabbed her throat with one hand and then started slapping the shit out of her with the other.
With every strike my sister’s pussy convulsed and more girlcum squirted out of her. This put me over the edge. After the final strike I grabbed her hips and pushed as deep into her as I could. I felt the spongy head of my cock press against the firm nub of her cervix as I unloaded deep into her. My jizz splashed into my sister’s pussy, painting her insides as I pressed myself against the entrance of her womb. After I made sure all my seed had been deposited inside her I pulled my spent dick from her cunt. Fluid sloshed out and onto the floor. I leaned back, and my sister panted wildly.
I only had a moment to catch my breath before the shrill beeping of my sister’s phone told me my time was up. Grabbing my wallet I dropped another $500 into the wet puddle on the floor. “Good job, whore. You earned your pay.” Pulling my clothes back on I strode out of her room. There was no embarrassment this time, I had embraced what I wanted.
Eve looked up from her phone as I entered the living room and giggled once again. “Sounds like you enjoyed yourself, Uncle Hank.”
I didn’t bother to close the door to Jill’s room. “So did your mom.” I said. I was looking at my niece with new, slightly appraising eyes, and I liked what I saw. She was the spitting image of her mother at that age, the age at which I lusted after her most. When she met my gaze I could tell she knew what I was thinking.
“I’m heading out, but I’ll be back. Let me know if you and Eve want me to bring anything next time, dinner or whatever.”