Cherreads

Chapter 50 - 41

Kid Brother and Big Sister Sex

Siblings come together after a devastating loss.

A drunk driver killed our parents last year. With my brother, Timothy, having no place to go, unable to afford the high rents in New York, unless he lived with a couple of roommates, I invited him to live with me. I have a big place. Most times with me traveling the world, it's empty. I live on the 26rd floor of a 35 floor hi-rise condo in New York.

My name is Veronica. My friends call me Ronnie but my stage name is G, short for G spot. Proud of what I do and who I am, I began my adult, sex career working as a stripper. Without apologies to anyone, proud of who I am, and glad that I can earn money while selling my body, I'm a prostitute and a whore.

I love having sex with men as much as I love having sex with women. Not wanting to join in, some men pay me just to watch me have sex with a man, a woman, a threesome, or even a gangbang while they masturbate themselves. Perhaps, if they're only watching while stroking their own pricks, able to tell their wives that they've never strayed, in their minds, looking isn't considered extramarital sex and cheating.

###

I'm 5'9" tall, and 6' tall in my high heels. A natural redhead, I have long, lush, beautiful, red hair, blue eyes, and freckles. My pride and joy, I love my red hair. Between my red hair, my blue eyes, my pale Caucasian face, and my freckles as my stars, I'm my own flag.

With most strippers having brown hair, black hair, or dyed blonde hair, a natural redhead is an oddity. Men always comment on my red hair. They love touching it and smelling it. Men love redheads. Especially when they see my red pubic hair, know that I'm a natural redhead, and not a bottle one, they cherish me.

'I love your red hair. You have such beautiful red hair. I've always been attracted to redheads,' they say.

As if sculpted by Michelangelo, with all of my curves in the right places, I have a sexy body. Proud of my big breasts, I have D cup breasts, a shapely ass, and long, well developed legs from running, ice skating, swimming, playing tennis, and bicycling. A big breasted family, with all of us having big tits, my mother had double D cup breasts, and my grandmother had huge F cup breasts.

My grandmother has the same size breasts as Christina Hendricks of Mad Men and Good Girls, and Sofia Vergara of Modern Family and America's Got Talent fame. Only, my sixty-nine-year-old grandmother, Mary's breasts sag a lot. Nevertheless, with her husband, my grandfather, having died a dozen years ago, with her a whore like me, she enjoys sunning outback topless and swimming in her salt water pool naked.

With her quite the exhibitionist, she enjoys flashing the landscapers, the pool men, and the trashmen her topless and/or her naked body. Giving them a real show, she runs out carrying a bag of trash with her bathrobe wide open and her humongous breasts bouncing up and down and swaying side to side. Like me, my deceased mother, and my grandmother, we are all whores and exhibitionists. We all could have been nudists.

With too many strippers having surgically enhanced, silicone breasts, glad that I have natural D cup breasts, the same size breasts as Katy Perry, my tits are plenty big enough. I love my big tits. Not wanting them to be any bigger than they are, definitely glad that they're not any smaller, I wouldn't want my breasts sagging down to my waist when I grow old in the way that my grandma's breasts sag down to her waist.

###

Recently, no longer stripping on stage, I earn far more money, big stacks of crisp, new, one-hundred-dollar bills, doing private parties in mansions, aboard private yachts, or on private jets. I have my own website with my profile and pictures that my brother created for me. Instead of having nasty, naked photos of me on my website, tastefully done, I have a dozen classy and elegant photos of me in gowns and in beautiful clothes while in sexy poses.

Geared expressly to them, highlighting my college education, my ability to fluently speak four languages, English, Spanish, Italian, and French, my love for travel and the fine arts, older men with money are the men that I want to attract. With me as their escort for the night, they love it that I'm an educated and articulate younger woman with red hair, big breasts, and a shapely ass. Educating myself by reading, I impress them with my big brain.

Rather than dancing around a pole to music while slowly removing my clothes for one-dollar tips, I work on my own. Now, I don't have to pay the club to strip on stage, and share my money with the club owner, the bartender, and the bouncer. Whatever I earn, I keep.

Because of the generosity of my sugar daddies, older, appreciative, and horny men with lots of money, I've been able to buy my luxurious condo with a glorious view of New York, and my new Mercedes S class. With me making so much cash, all undeclared income, I realize that I need to invest, and save my money now. With my looks slowly fading, by the time that I'm forty-years-old, I need to put enough money aside to retire.

The men who want me now will want someone younger later. Then, again, as if wanting to have sex with their mothers, there are always those younger men wanting older women. Moreover, there are older women who prefer having sex with younger men. Younger men can easily get and maintain erections. Able to cum multiple times without falling asleep, younger men have much harder cocks than older men.

###

My brother is Timothy. He's 6'4" tall, good looking, quite muscular, and has a big dick. I know that he has a big dick because he is always dick flashing me and with me always looking, just as he's seen me topless and naked, I've seen his very large, erect, naked cock lots of times.

After our parents died, feeling sorry for him, and responsible for him, he had no place to live. With me, his big sister, as long as he promised not to cramp my style, and interfere with my life, I invited him to live with me. What else was I to do? How could I not give my kid brother a place to live?

In addition to giving him room and board, I paid him a modest salary of a thousand-dollars a week. I treat him more as my personal assistant, my butler, my driver, and my bodyguard than I do as my kid brother. He does the cooking, the cleaning, the laundry, the grocery shopping, and runs all of my errands. None of my friends know that he's my kid brother. They all think that he's my employee, my man servant, butler, and bodyguard all rolled into one.

I sent him to school in Las Vegas to train in an intensive five-day course as a bodyguard with classroom study. He was taught by Navy SEALs in hand to hand defense. An ex-Secret Service Agent taught him how to drive evasively to avoid kidnappers. A Marine Corps gunnery sergeant gave him a mean attitude by showing him how to be tough, not take any shit from anyone, and how to avoid physical confrontation without even having to throw a punch.

Once home, he applied for a license to own and a permit to carry a concealed handgun. He was required to take CCW, carry concealed weapon classes. In my occupation as a stripper, a prostitute, and an around whore, sometimes I needed protection from admiring men or from dissatisfied customers. Who better to protect me than my brother?

He's 21-years-old and I'm 24-years-old. He works from home doing some sort of online business. With me not into computers in the way that he is, I have no idea what he does. Yet, whatever he's doing, he earns money doing it. Perhaps, when I'm older, and no longer selling my body, he will have earned enough money to take care of me.

With him living the life of luxury, he makes use of the pool, the gym, and the rooftop every day. Keeping my car covered in the underground garage, I forbade him to drive my car unless I'm in it. Besides, he has his own car, an older Mustang GT.

He said he hates my Mercedes because it's too big, too heavy, and has an automatic transmission. He prefers shifting his own gears. Nevertheless, I love it when he drives me around town in my car while I relax in the backseat checking my cell phone. As if he's my version of 7' tall Fidel, played by Carel Struycken in the movie, the Witches of Eastwick, Daryl Van Horne's chauffeur played by Jack Nicholson, my brother is a combination chauffeur and bodyguard.

His ensuite bedroom is at the other end of my condo. Sometimes, with me gone for days traveling the globe, I don't see him for a week or two. My only rule is that he has no guests visiting him in my condo when I'm not home. With me responsible, the last thing that I want is for someone to rob me or have an accident on my property, and sue me.

###

Call me a whore. I don't care. I am a whore. Besides, it doesn't matter to me what the fuck you call me. I've been called worse.

Besides, proud of what I do, I love being a whore. A lot of women are whores but are too stupid to know any better. They give it away for free. The difference between them and I is that I charge for the sexual use of my body and for my time.

I'm proud that I'm a cocksucking, nasty whore. I love stroking and sucking as much as I love fucking, especially for money, lots of money. Being a whore is my job, and I'm good at it. I excel at it. Whether with men or with women, there's nothing that I'd rather do than stroking, sucking, fingering, licking, and fucking.

Sadly, tragically, and depressingly, on the day of our parents funeral, taking it harder than I did, a real mess, Tim was in shambles. He was much closer to our mother than he was to our father. If I was to guess, just as I've had sex with our father, I've always suspected that my whore of a mother had sex with her son. A true believer in the motto, the family that has sex together, stays together, we've all had incestuous sex with one another.

I know for sure that our whore of a 69-year-old grandmother has had sex with her grandson, too. Every time he went over to her house to mow her lawn, if she wasn't sunning out back topless then she answered her front door practically naked. She wore the shortest, sheerest, lowest-cut nightgown without wearing a robe. When she wasn't flashing him her naked breasts, she flashed him her naked ass and her naked pussy.

After mowing her lawn, he took a shower at her house. I wouldn't be surprised if they showered together. In the way that I loved sucking cock, my mother and my grandmother were talented cocksucker, too. In the way that my mother must have blown my brother, I wouldn't be surprised if our grandmother blew her grandson. No matter her age, once a whore, always a whore.

The way that I got into the business, with her inspiring me, my mother was a whore, too. Before she was married, she worked as a stripper in her twenties. With her not having the money to pay for my college tuition, she persuaded me to get into stripping. Stripping is where she met my dad, a man who was fifteen-years older than her.

Only, with them never having any money, my dad worked construction, and my mom worked as a waitress. Unable to afford to buy one, they didn't own a house. They rented. She'd earn more money returning as a stripper but after birthing two children and gaining some weight, she no longer had the body. I helped them out by giving them money. Taking my mother's advice, I paid for my college stripping and having sex with men.

###

I felt bad for my brother. Not knowing how to comfort him, I consoled him the only way that I knew how. As if he was my John instead of my brother, I took him home with me and I allowed him to have sex with me. I fucked and sucked my brother.

After having a couple of drinks, relaxing him, and making him feel much better, I initiated the sex. I allowed him to make out with me while touching and feeling me through my clothes while undressing me. I didn't need to be drunk to have sex with my brother but it helped that I had a couple glasses of wine to relax. All in the family, if my mother and my grandmother already had sex with him, I'd have sex with him, too.

Not stopping there, once naked, I allowed him to finger my pussy while continuing to make out with me. Enjoying himself while temporarily putting our parents' funerals behind him, he masturbated me while fondling and sucking my breasts. I love having my breasts fondled and my nipples sucked when a man, even my brother, masturbates me.

Then, he ate me. My kid brother ate his big sister's pussy. He licked my cunt while rubbing my clit and finger fucking me. After he gave me an orgasm with his fingers when masturbating me, he gave me another orgasm with his fingers and with his tongue when eating me.

Then, as if we were girlfriend and boyfriend or husband and wife, we made love. I sweetly, slowly, and passionately made love to him. Then, we fucked. He fucked me and I fucked him. With me multi-orgasmic, he gave me a third orgasm, this time with his cock.

With him sexually attracted to his sister in the way that he's sexually attracted to his MILF of a mother, and our grandmother, too, he fucked me fast and hard enough to give me an orgasm with his big dick. Finally, returning the favor of him giving me three orgasms, I blew him. In the way that I blew my father before, I blew my brother. I sucked his cock.

Unashamed and unembarrassed, while staring up at him and smiling with his cock in my mouth, I stroked his cock while sucking his prick. With me a talented cocksucker, I love stroking and sucking cock as much as I love fucking a man's big dick. Unable to get enough of it, I love the smell, the consistency, and the taste of cum.

Determined to make him cum, I stroked him faster. I stroked him harder. I sucked him deeper while gently cupping his testicles in the palm of my hand.

Licking him clean, I allowed him to cum in my mouth, and I swallowed his cum. I've swallowed worse than swallowing my brother's seed. It didn't matter to me that I blew my brother. I'm a whore, a cocksucking whore.

###

One day, years ago, when my mother was out with my brother and we were drinking, my father dick flashed me. He thought it was funny. As if he was one of my customers, instead of my dad, he showed me his cock.

I don't know what he was thinking but with him already having a little bit of an erection, he was definitely horny. He's always been sexually attracted to me as much as my brother was sexually attracted to our mother, and to me. Surprising me but not shocking me, I've seen it all before.

I've lost count of how many naked, erect cocks that I've seen, stroked, sucked, and fucked. I can't count how many men have dick flashed me. Men love showing their erect pricks as much as I love showing my naked breasts, my naked, and my naked pussy.

My dad stood in front of me while I sat on the couch. Then, he unzipped, unbuttoned, and allowed his jeans to fall to his knees. Showing me his cock while staring down at me, he wanted to see my reaction to him pulling down his briefs.

As soon as he exposed himself to me, he stroked himself to a bigger and a harder erection in front of me. Instead of looking away, I stared. I stared at my dad's naked, erect prick. Seemingly getting ready to cum on me, my father continued masturbating himself.

Perhaps, he was a little drunk but I was a little tipsy. I don't know. Maybe he was trying to shock me by exposing himself to me. I don't know. Maybe he knew that his wife was having sex with her son and he wanted to have sex with me, his daughter.

Instead of screaming and running from the apartment, I reached up and took him in my hand. I fondled the head of his naked prick with my fingertips while smiling up at him. Then, as if he was my customer instead of my father, I stroked my dad's prick faster and harder.

Not stopping there, I leaned forward and took him in my mouth while staring up at him. I blew my father. I sucked his cock. I've done worse than blowing my dad.

It's not really considered a blowjob unless the man cums in my mouth and I swallow his cum. Of course, I allowed my dad to cum in my mouth. I swallowed his cum. I gave my father the same blowjob that I would give any man paying me to blow them.

###

Like father, like son, my dad had a big cock. Only, judging their pricks by how much they stretched my mouth, Timmy's prick is a little longer, and a bit wider around than our dad's cock. Still, with my dad 6'3" tall and Timmy 6'4" tall, they both had much bigger than average pricks.

I continued stroking him while sucking him until he ejaculated a load of cum in my mouth. I swallowed my dad's cum. Then, with my brother already having had sex with our mother, I removed my panties, leaned over the couch, and allowed my father to fuck me from behind. With me on birth control, allowing him to cum in my pussy, that was the only time that we had sex.

Like many women, I started stripping to pay my way through college. Once I graduated from college, having earned plenty of money to afford it, I was ready to get a place of my own. My father knew that I was a stripper. Long before I blew him, he knew that I was a whore.

He's seen me in my bra and panties, topless, and even naked, more than once. I've allowed him to take topless and naked photos of me to show his friends. As if my father was my pimp in my early days of stripping, I've had sex with some of his friends for money.

Coughing up one-hundred-dollars each, I entertained his poker buddies by serving them drinks while topless. Then, for another one-hundred-dollars each, I blew all four of them, allowed them to cum in my mouth, and swallowed their cum. They wanted to fuck me but refused to pay me two-hundred-dollars each more.

###

Our mother, the whore that she is and always will be, on the other hand was always flashing my brother all that a son should never see of his mother. From the time that he turned 18-years-old, she sexually teased him. She flashed him upskirt peeks of her panties, down blouse views of her cleavage and her bra. She flashed him up nightgown peeks of her naked pussy, and down nightgown view of her naked breasts, her areolas, and her erect nipples.

With them both into wrestling, after moving all of the furniture out of the way, they used to wrestle on the living room carpet while a couple of Timmy's friends watched. He'd be in his pajama bottoms without underwear and she'd be in her short and low-cut nightgown without panties. With them rolling around all over the living room, when she wasn't flashing three eighteen-year-old men her naked breasts, she flashed them her naked ass and her naked pussy.

Unembarrassed and unashamed, after my mother wrestled with her son, she wrestled with his three friends, too. The three, young men touched and felt her nearly naked body everywhere. Returning the favor, under the pretense of wrestling, she touched and felt them everywhere through their clothes, too.

If Timmy's friends had pulled out their pricks, my whore of a mother would have stroked them, sucked them, and fucked them, too. Besides, with her lounging around by the above-the-ground pool in the backyard, many of Timmy's friends had already seen our mother topless and naked. She's even asked them to rub sunscreen on her topless or naked body.

Then, with her barging in Timmy's bedroom without knocking, returning the favor of her flashing him, he flashed her. He deliberately flashed his big dick to her. He allowed her to catch him naked. In the way that our mother loved showing all that he loved seeing of her, with her never looking away but staring, he loved exposing himself to her, too.

Timmy allowed her to catch him masturbating himself and cumming. In the way that my father dick flashed me, my brother dick flashed our mother. Instead of her immediately leaving and closing his bedroom door behind her, on the pretense of folding his clothes and putting them away, she stayed to watch the show. She fondled her breasts and fingered her erect nipples through her nightgown while watching him stroking his prick.

I know this because he dick flashed me, too. In the way that our mother barged in his bedroom without knocking, I did, too. He deliberately allowed me to catch him naked and watch him jerking off.

Stroking himself faster and stroking himself harder, determined to cum, he allowed me to catch cumming. In the way that my whore of a mother did, I did, too. Instead of immediately leaving his room and closing his bedroom door behind me, I stayed to watch the show.

###

Returning the favor of his nakedness with my nakedness, when I wasn't walking around the apartment wearing my sheer and sexy nightgowns, I walked around in my bra and panties. With me working as a stripper, even when his friends were around, I allowed them to see me topless. With me a whore, not caring who saw me without my clothes, I allowed them to see me naked.

Our mother was the same way. Even when his friends were around, she walked around the apartment in her sheer and revealing sexy nightgowns. She walked around in her bra and panties. She walked around topless and she walked around him and his friends naked.

With us only having one bathroom in our three bedroom apartment, after she took her shower, she opened the bathroom door enough to let out the steam. My brother would stand in the bathroom doorway while watching our topless mother blow-dry and brush her hair. Then, she'd drop her towel and dress her naked body in front of him.

I did the same, too. I opened the bathroom door enough to let out the steam after I showered. As my brother did with our mother, he did with me. He stood in the bathroom doorway talking to me while staring at my naked breasts as I brushed and blow dried my hair. No big deal, with their always men in the dressing rooms at the club, strippers didn't care who saw them topless and/or naked while they readied themselves for the show.

Our mother did the same in her bedroom. Never closing her bedroom door, she undressed and dressed in front of her son. He saw her naked as much as she saw him naked. I knew that exposing themselves to one another wasn't the only thing that they were doing. In the way that I had sex with my father and now with my brother, I know that they were having sex.

Giving him plenty to masturbate over, I never closed my bedroom door either. Undressing in front of my brother, I stripped off my clothes, and I dressed in front of him. I enjoyed giving him a show of my topless and naked body as much as he loved seeing me without my clothes.

We continued having incestuous sex until he found a girlfriend and I had a man in my life. Now that I've earned enough money to retire, I no longer prostitute myself. Instead, I married and have two children to raise. My husband doesn't know that I was a whore, just as he doesn't know that I had sex with my brother.

THE END

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