BABYSITTING WITH BENEFITS


(Mf, interr, oral, anal, voy, exhib, lang)

by Buddybear

Sometimes a wrong number turns out to be sooooo right!



Pursuant to the Berne Convention, this work is copyrighted 2016 with all rights expressly reserved by its author unless explicitly granted. This story is reprinted with the expressed consent of the author.



Standard Disclaimer: This story contains sexually graphic and explicit material and as such it is not suitable for minors. If you are a minor, please leave now as it is illegal for you to be here. If it is illegal for you to read or view sexually explicit material in the community you view such material, please leave now. This story and characters are purely fictional and any resemblance to events or persons (living or dead) is purely coincidental. If you are offended by sexually explicit stories, please read no further. If you are offended by stories featuring group sex, bisexual situations, incest, sex between minors and adults, or any other situation, please check the story code before reading the text. These stories are just that, stories, and do not promote or condone the activities described herein, especially when it comes to unsafe sexual practices or sex between adults and minors.





The fall semester had begun at the grad school I attended in Mississippi back in the early nineteen seventies.  I was working on my Masters, and though that kept me busy, I did manage to find time to do some dating.  I was getting laid now and then but it was nothing special.  Mostly, my intense sexual needs were met by frequent stroking with my left hand.

I was in my small apartment one night, just before bed, when I got a phone call from a stranger.  By her voice, she was obviously black.  She asked me if I would talk to her because she was lonely.  My curiosity got the better of me -- so I talked to her.  Growing up in a small segregated town in Alabama, I had rarely met black people, and had never met a black girl, let alone have a conversation with one.

Her name was Jessie, she was 18 years old, and she said she was lonely because her mom had grounded her.  I asked her why she was grounded, expecting some mundane reason, but she replied,"for having sex with an older man in a cheap motel."  After the man had fucked her, he abandoned her there, and she had to call her mother to pick her up.  I was blown away that a girl, ANY girl, would tell a story like that to me, a total stranger.  And she didn't stop there!

When I asked for details, she casually described in intimate detail how he made her strip naked, and made her suck his cock.  And then she spread her legs and let him fuck her.

Jessie obviously had no problem talking about her sexual experiences, even though I was a total stranger.  I asked her how old she was when she started having sex.  She was nine years old when her father, whom she really loved, started touching her tits, putting his hand in her panties, and fondling her pussy.  At ten years old, he taught her how to suck his dick.  She said she loved her father doing this to her and soon became crazy for his cock, eagerly sucking it whenever he snuck into her bedroom at night.  When she turned eleven, and her tits started really growing, he began fucking her.

At some point, her mother found out that her daughter was being incested and moved away from the father.  Jessie missed being her father's sex toy and by the time she was twelve, was regularly sucking off high school boys, and letting older men pick her up and take her to cheap motels.

She asked me about my sexual interests, and about the girls I had fucked.  It wasn't long before she asked me if I had ever fucked a black girl.

I was blown away!  I had never met a girl who was so casual and open about sex!  I was becoming seriously aroused!  I told her I had never had sex with a black girl but that I would like to.  She asked me if I liked to eat pussy, because she had been told that white men enjoyed that.  The black men she knew all thought that eating pussy was disgusting.  She told me that if I would eat her pussy, she would suck my dick.

Here was a girl I had never even seen, offering to suck my dick!  My hard-on began to throb painfully.  She told me she was masturbating... that she had never had sex with a white man before, and that she fantasized about sucking white dicks when she finger-fucked herself.  So, I got naked, lay down and started stroking my stiff cock.  I told her what I was doing and she moaned, and said she wished she was in bed with me.  We talked very dirty, and masturbated together.  I had never even heard of "phone sex" before, and there I was doing it.

Over the next hour, I came three times, spewing a river of cum all over myself.  It was glorious.  Suddenly, she said she heard her mother's car pulling up and she hung up.  During the night, I jacked off three more times as I visualized myself fucking Jessie.

Jessie called me two evenings a week when her mother was out of the house, and we repeated this pattern, talking as dirty to each other as we could, and masturbating several times.  I asked her for details of her sexual experiences.  No matter how nasty and shocking the details were, she freely described them, while she moaned and groaned around her words, desperately striving for her next orgasm.

A few weeks later, Jessie told me that her mother had to work on Saturdays now.  Jessie wanted to meet me, and fuck for real.  That was when she told me she lived just three doors down from my apartment!  I had never even known her last name, but she had known who I was from the very start.

Around 8 AM Saturday, she knocked on my door.  I opened it and I got the shock of my life.  I expected a black girl of 18, but here was this slim girl, barely five feet tall.  I was five ten, so her head just came up to my chin!  She had a huge prominent bosom.  She was dark-skinned and had very thick lips.  Her hair was long and arranged in braids.

I invited her in, looked around to see if anybody had seen us, then shut and locked the door.  I turned around.  Jessie stood there, looking at me, wearing blue pants and a gray jacket.  She took off the jacket, and underneath was a thin sleeveless tee shirt stretched tightly over taut D-cup breasts, with no bra.  The low neckline showed a veritable Grand Canyon of deep cleavage.  Her puffy nipples made huge bumps in her shirt.

I was just wearing pajama bottoms and sandals.  I couldn't take my eyes off her round, sexy breasts -- especially their exotic shade of dark chocolate brown.  I couldn't forget why she was at my place -- to get fucked by a white man.  I had promised this girl that I would eat her pussy and let her suck my dick.  I was really horny, with a full erection poking a tent in my pajamas.  Jessie looked at it and smiled.

I asked, "Jessie, are you really 18 years old?  You look a lot younger."

She said, "I'm sorry.  I'll be 14 in a few months.  I hope that doesn't change your mind.  I hope you still want me to suck your dick, Mister Buddy.  I bet you got a really big dick.  I dream about sucking your white dick all the time.  I want to know what white man's cum tastes like so bad!  Do you like my titties?  You promised me you would suck on 'em, and eat my pussy out.  I think eating pussy must be the dirtiest kind of sex there is, and thinking about it makes me so wet, I can't stand it!"

She pulled her shirt up over her breasts, and continued babbling about all the things we had promised each other we were going to do.  Any resistance I may have had crumbled away.  Her shirt popped off and her tits bobbled and jiggled as they fell.  She was exposing her naked breasts to me and inviting me to touch them.  I took them in my hands and fondled their firm warm dark brown flesh.  I thought to myself, "Oh, my god, This black girl is going to suck my dick!  I'm gonna have sex with her!" I slid off my pajamas, exposing my white penis.  I was hard as a brick.

Jessie started gently stroking my cock with her fingertips.  She was overjoyed and couldn't stop telling me how sexy it looked and how wet it was making her.  I led her to my bed, and fondled and squeezed her sexy breasts, the size of grapefruits.  She whipped off her pants and panties and she was naked.  Her pussy had just a little fuzz and large puffy pussy lips.  She was oozing pussy juices and her whole crotch was damp and aromatic.  I started sucking and pinching her nipples.  My fingers were deep in her pussy.  She moaned loudly.

"Oh god, Mister Buddy!  That feels so good!  Jesus, I got a white man playing with my pussy!  You don't mind me being black do you?  Do I make your dick hard?"

I let her know that my dick was very hard, by getting up and waving my erection just inches from her face.  Her eyes got big around as saucers and she slid off the bed and onto her knees in front of me.She leaned forward and her thick ebony lips just sort of wrapped around my cock.  I could feel her tongue swirling all over the spongy head.  What a rush!

I kept thinking I shouldn't be doing this!  This was Mississippi and she was black and only 13 years old!  Thirteen!  I could get into BIG trouble for this!  On the other hand, the fact that fucking an underage black girl FELT forbidden only seemed to arouse me even more.  And she was obviously experienced at cock sucking.  Her mouth was so soft and hot and I couldn't stop. 

She pulled off just long enough to tell me that this was how her father had taught her to suck his cock, and then added, "Sucking your white dick is making me so fucking hot!"  Then she wrapped her wet lips around my shaft again, and resumed her long oral strokes.  In a few minutes, I was spewing my semen into Jessie's mouth.  She may have swallowed some of it, but a copious stream of my thick milky semen poured down her chin and dripped all over her huge melon-titties.

It was awesome!  My first time ever with a black girl, and she was such a slut!  She was a masturbation jack-off dream come true!  From that point on, I couldn't keep my hands or my mouth off of her.  I couldn't keep my cock out of her mouth.

She moaned and whined in a little girl voice, "You gotta eat my pussy now!  You promised to eat my pussy!"

She lay back on my pillow and spread her legs as far apart as she could.  She propped her head up with a pillow, then reached down around her thighs and pulled her pussy lips apart.

"I hope you like my black pussy, Mister Buddy!  I hope it tastes good!"

I put my face down between her thighs and licked her pussy.  It tasted very pungent, wild and sexy.  She exuded SO MUCH lubrication!  Jessie loved it.  Instantly, she was breathing hard and pumping her hips in rhythm to my tongue, while she pinched her thick nipples.  Her thighs clamped around my head.  She began moaning and writhing, her eyes focused on the white man's face that was orally sodomizing her cunt.  She had several really strong orgasms.  From that day on, every time we were together, she insisted I eat her black pussy.

We spent most of the day naked in my apartment, either having oral sex or talking about sex and getting ourselves horny again.  I made lunch for us.  Then I had her get in the shower with me and we got all soapy, kissing and groping each other, giggling and kissing.  We dried off and went back to bed and had more sex. 

By this time it totally dawned on me that Jessie wasn't a woman; she was a child.  Horny and slutty, yes, but still just a thirteen year old child, with a nymphomaniac's lust for total sexual abandon.  This made me horny as hell.  I was having sex with an underage child, and I just wanted to shoot as much cum into her as I could.

She called me twice a week at bedtime and we masturbated together over the phone.  Then every Saturday, she came over to my apartment.  On her second visit, we started having full intercourse.  She begged for it!  I told her I had no condoms, but she didn't care!  She had been fucking bareback for three years and hadn't gotten pregnant yet!  My common sense told me, NO, but my lust was screaming, YES, YES, YES!  Three guesses which one I listened to. 

So, after eating her out for several minutes, I got on my knees between her thighs and rubbed my cockhead in her slick soppin' wet pussy and pushed slowly into her cunt.  We were both staring at the sight of my cock slowly disappearing inside her body.  The feeling was wonderful!  Her cunt was so hot and so tight!  When I was fully inside her, I felt my cockhead pressing against her cervix.  Oh my god, I was fucking a black girl's pussy without any protection!  The thought that I might get her pregnant flashed through my mind, but this made me so aroused that I almost came.  Damn!  Getting a thirteen year old negro child pregnant!  Fucking hot!

I began stroking in and out of her cunt faster and harder.  Soon, she was moaning and grunting like a pig.

"Yes, Mister Buddy!  Do me!  Do me good!  Fuck your white cock into me!  Oh, Jesus!  I'm fucking a WHITE MAN!  Just like momma does!  Oh Jesus, Mister Buddy, I'm your nigger whore!  Fuck me!  Fuck your nigger whore!" 

And then she came and came over again.  Her large breasts thrashed up and down on her chest.  The intensity of her orgasms drove me over the top and I was pumping a huge spurt of cum into her vagina.  It was too late to worry about consequences.  I surrendered to my perverted lust for this child and kept pile-driving into her until every drop of cum in my balls was expelled into her negro womb.

The second way we fucked (and her favorite way) was for me to lay on my back and she got on top and lowered herself down onto my cock.  She masturbated herself on my rigid cock meat while I played with her titties and pinched her nipples.  The sexiest sight I have EVER had in my life, was watching my throbbing pink cock disappear up into that girl's coal-black pussy lips!

I don't know where Jessie had picked up her dirty language, but it was nasty as hell.  This included calling herself my slut and my whore (among other things).  I never used language like that, but I soon learned that using it made Jessie very VERY horny!  And quite frankly, I wanted her to be as horny as I could make her!  So I took to calling her my nigger whore and using the filthiest nastiest language I could think of, and she would get crazy hot and beg me to fuck her with my "big honky cock".

After a few months of this schedule, on a cloudy Saturday morning, I opened the door, and there was Jessie AND an older black woman.  I was shocked so badly that I could not breathe!  She said simply, "I'm Jessie's mother, and we need to talk."

Oh god, I was busted!  And no, she didn't kill me.  The mother, Emma Mae, was very understanding.  She said that ever since I had been fucking her daughter, Jessie had made no attempt to get picked up by strange men or run away from home or even act out sexually at school -- which was a BIG improvement.  She had put Jessie on the pill the year before, so she wasn't worried about me getting her daughter pregnant.  (I'm embarrassed to say I never did get any condoms!  Fucking her bareback was just too hot.)

Her mom told me she knew all about Jessie's sexual experiences.  When she found out that her husband was fucking Jessie, she sold her house and moved to the small college town I was in.  But Jessie had become "uncontrollably horny", and it took everything the mother could do to keep her out of trouble.  The bottom line was: Jessie and I could continue fucking as long as Jessie's behavior (and her grades) kept improving.  I found my voice and promised her that I would try.

And then Emma Mae dropped the shocker.  She had some business in Columbus, almost an hour's drive away.  She asked me if I would mind looking after Jessie on those weekends when the mother had to be gone.  I could not believe my ears.  I asked her what she meant.  She said that Jessie could spend Friday and Saturday nights with me, or I could spend them at her house and provide meals, help with homework and any other adult oversight required.

I stammered, "Uh...  where will I sleep?"

The mother grinned knowingly and replied, "Why, wherever Jessie wants to sleep.  With your horny white dick buried deep in my baby girl's cunt, if you want.  And I know for certain THAT's what Jessie wants.  She tells me she loves your cock.  And the taste of your white man's cum.  She's your little nigger whore, now, and you can do whatever you want with her."

She turned to Jessie and said, "Is that okay with you, Jessie?  Will you do whatever Mister Buddy asks you to do?" Jessie said yes and nodded.

I agreed to Emma Mae's conditions.  She stood up, shook my hand, and departed, leaving me alone with her daughter.  I was seriously shaken.  Goddam!  I was a babysitter!  With benefits!

Jessie hugged me and started fondling my cock through my thin pajama bottoms.  It began to swell up, and Jessie smiled.

"My momma likes you, Mister Buddy.  She don't mind you fucking me at all."

"Uh, Jessie, how did your mother find out about us?"

"Last month, she come home early and heard us talking dirty over the phone.  She snuck into my room while I was finger-fucking really hard.  When I was done cumming and opened my eyes, momma was standing by my bed, watching me.  So, I told her everything about us.  But don't worry, she likes you.  We can still fuck and suck all we want.  I'm really horny for your big white cock right now, and I can feel you getting hard for me.  Can I suck you off right now?  Momma said we could."

I nodded dumbly as she got naked, got down on her knees, pulled my pajamas down and wrapped those incredible lips around my aching erection.  I leaned back against my desk for support as her head rocked back and forth, her warm soft lips caressing every bit of my six and a half inches.

Here I was, with a thirteen year old black child giving me a blowjob -- with her mother's permission!  I imagined Emma Mae sitting on the foot of my bed, watching her underage daughter sexually servicing a white man twice her own age.  Watching me sodomize me her daughter.  Treating her daughter like my 'little nigger whore'.  And Emma Mae was okay with that.  She gave me permission to use this thirteen year old child as my cum-bucket!

The tension in my balls rose quickly and I shut my eyes tight as the first tidal wave of semen shot into Jessie's mouth.  At that instant, I was vaguely aware of a noise outside, and then the creak of hinges.  I furiously ejaculated another four big spurts of cum in Jessie's buttery mouth.  When I opened my eyes, there was Emma Mae standing in the doorway.  Jessie's head turned, with a veritable river of semen oozing down her chin, and dripping copiously onto her black tits.

Emma Mae quietly said, "I forgot my purse.  You go on and have fun." She walked out, pulling the door behind her.

Oh, my god!  Jessie's mom had seen her daughter giving me a blowjob!  I almost freaked.

For several months, I babysat Jessie every other weekend.  I kept my promises to her mother.  I even got Jessie's grade in math up to a B!  And if anything, the sex got even more wild and crazy.  One night, I was pounding my shaft into her pussy as fast and hard as I could, when my dick slipped out of her pussy entirely and on the next thrust, plunged balls deep into her ass!  Jessie screamed, then went berserk with lust!  She wouldn't let me stop until she had cum at least a dozen times.  After that, anal sex was on the menu.

On the in-between weekends, Emma Mae invited me to their house.  I helped out with the groceries and even some of the cooking -- and I'd spend the night in Jessie's bed.  Emma Mae was very relaxed and accepting of my sexual relationship with her daughter.  She never even complained of all the filthy language we used.  Jessie was a noisy fuck, so I knew that her mom could hear us.  It turned Jessie on, knowing that her mother was listening to us fuck through the thin wall that separated our bedrooms.

It wasn't long after that Jessie and I started having sex anywhere in her mother's house we wanted.  Once we were all watching TV in the dark on a Saturday night.  Jessie was snuggled up next to me.  Without warning, Jessie started fondling my crotch -- Emma Mae paid no mind.  Then Jessie extracted my cock from my boxers and started sucking me off!  God, it was so hot having a [now] fourteen year old black girl sucking on my stiff cock, with her mother sitting just six feet away, watching and grinning!

"You shore is one lucky white man.  Having your own baby whore to suck off your horny white dick, and you don't even have to pay for it.  Look at her.  Her big black lips stroking your meat up and down, making you cum in her mouth.  Her big black titties you can grope and suck on whenever you want.  And a hot piece of pussy you can fuck without worrying if her momma finds out."

Meanwhile, Jessie had pulled off and stood up so she could drop her panties (which was all she was wearing).

Jessie said, "Momma used to suck a LOT of white cocks and she made them pay a LOT of money.  That's why I wanted my own white man to fuck."

I looked inquiringly at Emma Mae and she nodded.  "Yes, I'm a nigger whore for rich white men, though I don't have nearly as many customers as I used to.  That's where I am on Tuesday and Thursday nights.  An ex-mayor, a police chief, and a drugstore owner here in town.  The ex-mayor got me a job as a clerk at city hall, so I can afford to quit whoring whenever I want."

I said, "So, why don't you quit?"

Emma Mae grinned briefly.  "Cause I'm just like my slutty daughter.  I love white cock.  I've loved it ever since I sucked my first one, when I was eleven years old.  The white man paid my father ten dollars."

Jessie straddled my legs and lowered herself down until my cock was balls deep inside her.  Emma Mae suggested we go to Jessie's room.  We did and resumed where we left off.  I left the bedroom door open on purpose just to see what would happen.  Sure enough, when the fucking got so hot that the bed was creaking, and Jessie was moaning the nastiest sex language imaginable, Emma Mae walked down the hall and looked in.  I grinned at her and kept on hammering into Jessie's cunt, doggie style, until I finally dumped my loads of cum.

Jessie rolled on her back and sank into the mattress and caught her breath.  Massive amounts of cum and vaginal lubrication bubbled out of her pussy.  She turned to her mother and said, "Did you see that, Momma?  I was fucking a white man!  Did you see his dick in my pussy?  Now he's gonna eat me out.  Ain't that right, Mister Buddy?  You wanna watch him eat my pussy, Momma?"

Emma Mae looked at me and grinned.  She said, "You okay with me watching, Buddy?"  I nodded my head, and spread Jessie's legs.  As my face approached the girl's redolent cum-sloppy pussy, I saw Emma Mae lift the hem of her skirt and put her hand inside her panties.

"Go ahead, Buddy.  Eat your nigger whore's pussy.  I wanna watch this.  If it looks like fun, I may even let you eat my pussy."


THE END




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