Buttsex with a Hooker

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Bdsm

Although I’ve been a member of Literotica for a long time, I’ve never made a submission until now, mostly because the stories I create are for my own entertainment and I was terrified of sharing my own deepest fantasies with anyone else, let alone strangers. This story is something I wrote many years ago when my writing was much simpler and more crude than it is now. It is a work of fiction, and everyone involved are significantly older than 18.

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I’m living on 49th St. in NYC and I’m finishing up an evening of work. It’s 11pm and im bored and horny and single, so i check out Casual Encounters in Craigslist and look for any woman who is interested in anal sex and outcalls or me hosting. Anal sex and the feminine anus have been my fetishes since I first became sexually aware. I can’t look at porn without it and when I’m having sex with a woman, she has to at least let me indulge in some anal play if she is too apprehensive about actual anal intercourse. It’s just my thing.

Sure enough, there are a number of W4M ads, most of them are ugly trashy hookers, but a few are of decent looking women. I find one that says she is interested in anal and for only $150, she is black and chubby with dark chocolate skin and loves white guys, so i send her a message and some pics and she responds that she can come visit by 1am. I give her my address and then get ready to go home and prepare for her.

I’m excited but also nervous since I’ve never paid for sex before and due to the potential dangers involved; she said shes clean and disease/drug free, but how do i know? Will she have a pimp waiting outside? Will she look really ugly and trashy when she arrives? Will she be low class and have a nasty attitude? I try not to think about it because it’s making me nervous, but I’m also excited because unless something goes wrong, I’m about to fuck an African-American prostitute in her ass in a couple of hours.

Finally I punched out and as im heading home, I get a text from her asking me if I was home yet because she is on her way. My stomach churns with anxiety but I text back confirming that I would be home in a couple of minutes. She then said she was in a cab from Brooklyn and that the fare would be added to the charge and that she would be at my place in 20 minutes. Even though I knew I was getting ripped off a little, I just shrugged and took out more money from the ATM before I went upstairs to my apartment.

When I got inside, I washed up a bit and tidied up the place, making sure everything wasnt too dirty because even though she was a hooker, I still wanted to impress her. Sure enough, 20 minutes later the buzzer rang and when I asked who it was, I heard a young black woman’s voice say “Raychelle” so I buzzed her in and waited by the door while my stomach fluttered with nervous tension.

I couldnt believe I had just hired a hooker but there was no turning back now, I just hoped that nobody in the building saw her.

I heard her shoes clacking up the stairs and getting closer to the door until she knocked, then i took a deep breath and opened the door. She stood there chewing gum and dressed in party clothes and heels even though I told her not to, but it was what it was and she smiled at me faintly as she stepped into my apartment.

Raychelle looked to be close to my age at around 30 years old and she smelled like a stripper. She reminded me of that pornstar Cherokee D’Ass with her wide hips and perfect fat ass that was just built for assfucking. Her jewelry clinked constantly as she looked around before nodding and turning to me and asked me what I wanted to do and how long she would be staying for. I said 2 hours would be enough time to which she responded by raising her eyebrows in surprise and warned me that i would be paying extra for that. I told her that I was fine with that and then she nodded and asked me matter of factly what I wanted to do.

Her business-like tone caught me off guard and I had to remind myself that this was as much a business transaction as it was sex, so I replied as calmly and as confidently as possible that all I was really interested in was anal sex. She rolled her eyes slightly and sighed before nodding again but warning that it was also extra. I said no problem and then told her that she could put her stuff down on the couch and when she did, I asked her canlı bahis if she wanted anything to drink. She asked for a glass of red wine which said relaxed her, so I gave it to her and she sat on the couch and looked around. Then Raychelle asked me what I did for a living and why I wanted to pay for a hooker.

She spoke with that typical inner city dialect, and I could tell she wasnt particularly educated, but she was being civil and she smelled really good. She asked me why I picked her instead of a white girl, and I told her it was because of how different she was from the white women I had in my past. She nodded and chuckled and then asked me if I was ready to get started. I nodded and my stomach churned with nervous anxiety, but I took her hand and helped her stand up. Then she asked me what I wanted to do to her, so I said that we should both get undressed first, and she laughed again and then began to strip until she was naked.

Raychelle was still wearing her highheels when she turned around and showed me her body and asked me if I liked what i saw. I nodded and stared at her while i removed my clothes, ogling her deep brown DD tits with round shiny black 3 inch wide nipples. Her exceptionally wide hips supported a wobbly quaking cellulite dimpled ass which stuck out from her hips like a shelf, the likes of which I had never had access to before. It was absolutely magnificent, built to be fucked, and it took my breath away.

My cock was a decent 6.5 inches and very thick hardon by now, and she looked and it and smiled and said “not bad…ooo you nice and thick boy!!” before walking over to me and grasping it in one hand while rubbing my body with the other. I reached around and ran my hands over her glorious ass which made her roll her eyes, but she also smiled and said “soon baby soon, you’ll get it…”

Her doughy asscheeks felt cool and smooth and wobbled as i kneeded them with my hands, grabbing handfuls of dark ass flesh. Then she bent down on her knees and looked up at me while stroking my cock before licking my shaft and then wrapping her lips around the head. Her thick lips felt warm and wet as she sucked and slurped on my cock and it felt amazing, much better than any woman before, probably because she was an actual pro at it. I could see her ass wobbling while her head bobbed as I looked over her shoulder, and that made my cock stiffen, so I stopped her because it just felt too good and I didn’t want to blow my load prematurely.

Raychelle stood up and licked her lips, leaving my cock covered with her saliva, then she turned around and stuck her ass out at me and slapped it softly, making it ripple and asked me if i was ready for it. She smiled with a lustful expression on her face as she spread her cheeks so that I could see her finely puckered black asshole which she twitched invitingly for me, beckoning me to dive in.

I was overcome with desire by that point and she moaned as I got on my knees and spread her cheeks, putting my nose up close to her beautiful jet black anus. It had that faint but distinctive fresh anal odor that drove my senses wild and I filled my nostrils and lungs with her natural aroma. I also detected the musky scent of her shaven pussy underneath and i could feel the heat from both radiating on my face. She asked “you like what you see baby? You a nasty boy smellin mah ass like dat..”

By this point, my lust had completely taken over and I leaned forward and began licking her asshole. She moaned again and murmured “yeah taste mah ass, baby..” as I slobbered all over her anus and pushed my tongue as far in as possible, feeling the puckered ring soften. The air smelled like a mix of her skin perfumes, saliva, musky pussy, and ass…and it was all intoxicating. In the back of my mind I thought “what the fuck am I doing rimming a hooker’s asshole?! Can’t this be somewhat dangerous for my health??”, but as I kept my face buried in her asscrack, I quickly came to terms with my present situation and pushed my tongue into her softening pucker as far as it would go. “Fuck it, it’s too late now..” I thought.

When i finally pulled my wet face back for some air, she took that as a signal and said “are you ready for it, baby?” and when I nodded eagerly, she went to her bag and took out a little bottle of lube and a condom. She gave me the condom and told me to put bahis siteleri it on while she squeezed some lube onto her fingers and began rubbing it onto her asshole, then squeezed more onto her hand and began slathering lube onto my condom covered cock.

She grasped my cock and led me into the bedroom, planting her elbows on the mattress and spreading her feet apart, and swaying her hips tantalizingly, offering me her fat succulent black ass.

The bed frame was up on risers to make room for storage underneath the bed, so the top of the mattress was level with her hips. She took advantage of this setup expertly with her body positioned as it was, lined up perfectly for me to mount her. She looked over her shoulder at me and said “come get it baby”, twerking her fluffy asscheeks one more time before reaching back and spreading them apart, exposing her ebony anus.

I positioned myself between her legs to mount her, aiming my cockhead at her shiny lubed black asshole. I was so horny by this point that my cock was aching and I felt the slippery precum inside the condom as I nestled the head into the dark pit of her twitching anus. She turned her head forward and looked down at the bed while keeping her cheeks spread apart. I held my cock steady with one hand while the other pressed down on the small of her back. Then I applied pressure and watched my cockhead disappear slowly into the black ring of her anus.

She stiffened and held her breath as I felt the sphincter stretch open slowly around my cockhead and then hold the bottom of my glans in it’s elastic grip. I rooted my feet to the floor for balance as i got set to thrust in and bury my cock up her ass. Then she said through clenched teeth “wait a minute baby, go slow first ok?” I was concentrating on penetrating so I could only mutter “ok sorry…” She stayed perfectly still with her face buried in my comforter until I felt my cock finally slide past the bottleneck, her elastic sphincters stretching and swallowing my cock as it sunk into her sweet ass.

She raised her head and moaned loudly as my cock entered her rectum, until her cheeks touched my groin. She let go of her cheeks and moved her hands in front of her head to grip the comforter in her fists, moaning “OH MAH GAWWDDD ITS DEEP IN MAH ASS…” Then I moved my hands to her soft wide hips and grabbed handfuls of her flesh like handles, and pulled her against me until her anus was a stretched black ring around the base of my cock.

I began slowly pushing in and out, rocking her forward slightly and making her groan and breathe through her teeth. At this slow pace, I savored the sensation of her anal sphincter sliding up and down the length of my shaft. She groaned and whispered “ooooooo yessss that’s it baby…get it…fuck mah ass” as she laid her face on the bed and gripped the sheets in her fists.

I took that as a sign that she was beginning to enjoy it, so I began to move alittle faster which made her big dark brown cheeks bounce softly off of my thrusting crotch. The deep

pocket of her rectum felt warm and soft around my cockhead, and I watched my shaft emerge glistening with a mixture of lube and her own rectal secretions from the black ring of her anus, only to disappear again as it plunged back in to the hilt. I detected the odor of lube and the salty funk of her rectal juices wafting up from her ass as I fucked it, and her constant moaning and whispering “fuck mah ass..fuck me in mah big black ass…yeah you want this ass..fuck it” was driving me crazy with lust.

I actually had to stop moving a few times to keep myself from cumming too soon. Her thighs and asscheeks continued wobbling as my thrusting pushed her back and forth against the side of the bed, and she had that look of submissive concentration on her face as she stared off, eyes unfocused and mouth panting and whimpering softly in time with my thrusts.

I never fucked such a big juicy ass before, and I was consumed by the desire to bury myself in her ass as deeply as possible, especially since i was paying for it, so I put my hands on her smooth shoulders and began pounding her ass deep and hard. This made her arch her back downward while simultaneously raising up on her elbows, and she closed her eyes tightly while soundlessly crying out from the intensity of her assfucking.

The loud slapping bahis şirketleri of our bodies and her strained breathless grunting filled the room with the sounds of hot sex while the odors of her body permeated the warm humid air. She had a light sheen of sweat on her dark skin while I dripped my own perspiration all over her lower back. My cock glistened with frothy mucus as it gathered around the rim of her anus and also at the base of my shaft, which made barely audible squishy sounds as I pistoned in and out of her soft asshole. Her breathing came in halting gasps and grunts while her face held an expression of lewd lustiness. She stuck her tongue out and looked back at me with a nasty smile on her face, pushing back to meet my thrusts, giving me the impression that she was actually enjoying getting fucked in the ass.

I moved my hands back to her huge wobbling asscheeks and spread them as wide as I could so I could watch her black asshole slide up and down my shaft. She turned her head back to look me in the eye and licked her lips and said “oh my GAWD that’s DEEP in mah ass!!” I just kept pounding against her quaking asscheeks and soon began to feel the climax build within my loins.

I grunted through clenched teeth that i was gonna cum soon, and then pushed her chest down against the bed. She kept her arms tucked against her chest and began moaning loudly saying “FUCK MAH ASS!! FUCK! FUCK MAH ASS DEEP!!” because she knew I was gonna cum soon and was urging me on.

Her huge asscheeks rippled wildly and she kept her chin pressed against the mattress until my cock stiffened, so I buried my cock inside her ass as deeply as possible, pulling her against me and she wagged her hips and moaned.

My cock pulsated inside her as I filled the condom with cum while I groaned and grunted, my sweat dripping and splashing against her shiny undulating ass and back. She groaned softly and raised herself on her elbows again, looking over her shoulder while i shuddered through my intense orgasm.

I ground my hips into her one last time just to remember the feeling of her two huge cheeks pressed against my groin and her anus hugging the root of my cock, then slowly pulled out. It emerged with a coating of gooey mucus and her glistening black asshole gaped open for a second, revealing the pink tunnel of her anal canal before collapsing on itself with a moist squishy sound.

She smiled slyly at me as she stood up and, breathing a sigh of relief, walked slowly to the couch to grab her things, then to the bathroom, swaying her hips intentionally with each step.

I saw the slimy wetness between her beautifully huge cheeks but I also noticed shininess between her legs which must have meant that her pussy was soaking wet from the intensity of the sex. She looked over her shoulder at me again and, smiling naughtily, pulled her asscheeks apart to show me her freshly fucked asshole one last time before closing the door to clean up.

Now that she wasnt in my presence, I could really smell the aroma of hot sex in the bedroom. It permeated the air, that mix of sweat, latex, lube…and of course that extra swampy odor of freshly fucked ass. I filled my lungs with it and then pulled off that condom and threw it on the floor before laying back in bed, soaking in the fact that i just assfucked a black hooker who was now in my bathroom cleaning herself up.

She emerged a little while later with her clothes back on and her hair and makeup fixed, and i noticed that she was still walking alittle bit slower, so I asked her if she was ok. She gave me that “are you crazy?! Of course I’m ok!!” look but didn’t answer me, so I just shrugged and smiled contentedly.

Then with a smile of her own, she held out her hand and told me her price with the extra for anal; $200. I gave her the cash and after she counted it and nodded her satisfaction, she kissed me on the cheek and then turned to leave the apartment.

As she walked out the door, she turned around one last time and winked while blowing me a kiss and waving, then took out her cellphone and began dialing as the door closed behind her.

I laid there naked on my sweaty bed, basking in the afterglow while enjoying that lingering sex aroma, and coming to terms with the fact that for the first time in my life, I had just paid for a sexual fantasy to become reality and that I could never say I never paid for sex ever again.

She had seemed to be ok with it, so I accepted it too and helped myself to a glass of that wine that I had shared with my sexy black anal hooker Raychelle.

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