I Paid My Stepmom for Forbidden Sex

I Paid My Stepmom for Forbidden Sex

Son wins the lottery & pays his MILF of a stepmom for sex.

Named after my grandfather, the strongman in the circus in his day, my name is Samson. He was rumored to have a big dick as I do, too. I'm twenty-four-years-old. I'm six-foot-four-inches tall and weigh a muscular two-hundred and forty-pounds. A powerlifter, I love lifting heavy things. No matter, I get to travel with the men in the contest, stay at hotels, and eat for free.

Having worked out with weights since I was a teenager, I'm strong enough to enter the World's Strongest Man competitions that are held all around the world. Only, small compared to the giants who enter the competition, I'm not big enough nor strong enough to win. Yet, I still have lots of muscles. Mainly because of my handsome face with black hair and blue eyes, I receive admiring looks from women

I not only take after my grandfather in name, in strength, and in cock size, but oddly enough, I take after him for the sexual attraction that he had for his mother. He fell in love with his forty-four-year mother, Flora, my great grandmother, and had illicit sex with her. Too young to remember my mother when she died, I've fallen in love with my forty-four-year-old stepmother, Olivia.

Born out of their incestuous relationship, they had a daughter, my mother, Monica, but she died when I was young. My dad married Olivia. Even after my dad died of a heart attack, she stayed with me, and raised me for the rest of my life. The only mother I've known, I love my stepmother as if she's my real mother.

# # #

Filled with embarrassment and shame afterwards, when she's a little tipsy and a bit drunk drinking wine, she tells me all about some of her old lovers. Surprisingly, she had quite a few of them. It's difficult to believe that my beloved stepmother may have been a whore.

As do many older men love having sex with younger women, because they're sexy, shapely, and beautiful, many older women love having with younger men, too, because they're handsome and can get and maintain a big and hard erection. Not looking for love, just sex, she prefers sexual partners who don't want to have commitments. Not having to wonder if my stepmom sucks cock, no doubt, she does.

Interestingly enough, unembarrassed and unashamed to write, in the way that my grandfather had sex with his mother, I want to have sex with my stepmother. Ever since I turned eighteen-years-old, I have always been sexually attracted to my forty-four-year-old stepmother, Olivia. Alas, something that will never happen, I'll never have forbidden sex with her. I stroke myself while imagining her naked and having incestuous sex with me.

Only, and again, even though I would love to have sex with her, my stepmother would never have sex with me. With my mother modestly moral, a church going and God-fearing woman, she's as careful with her comportment as if she was a Catholic nun. Sadly, and sexually frustratingly, I've never seen as much as her bra strap.

She's never given me a upskirt peeks of her panties or up nightgown peeks of her naked pussy. She's never given me down blouse views of her long line of sexy cleavage or of her low-cut bras. She's never given me a down nightgown view of her naked breasts.

Always looking to see, I've never seen an upskirt peek of her panties. I've never seen an up-nightgown peeks of her naked pussy. I've never seen a down blouse view of her cleavage and/or bra. I've never seen down nightgown views of her naked breasts. She always sits like a lady.

# # #

Then, something that I'll never forget and still masturbate over, there was that time when she drove me to see colleges. We were caught in a monsoon-like rainstorm and had to find shelter until the storm ended. The rain came down so hard that people parked beneath overpasses. With it very foggy, it rained too hard to see. Our navigation system reported lots of detours because of accidents.

We got a room at a motel, the last room that only had one queen-sized bed. With the room not even having a couch, unless I slept on the floor, I had to sleep with my stepmother. When she left the room to take her shower, she left the bathroom door ajar to let out the steam.

Not wanting to regret missing this sexual opportunity to see her without her clothes, being the pervert that I am, I peeked inside the bathroom as she undressed. Finally seeing her without her clothes, I spied on my naked stepmother. I not only saw her in her bra and panties, I saw her topless. I couldn't believe that I finally saw her naked.

Being stealthily quiet, as if I was a Ninja, I saw her shapely naked ass, her brown trimmed, naked pussy, and her big, D cup, naked breasts. As soon as we arrived home, I couldn't wait to stroke myself over all that I saw of her. I'll be jerking off over seeing her without her clothes for the rest of my horny life.

# # #

That night, as soon as I took my shower and emerged from the bathroom, wearing just my towel, the power went out. Totally pitch black, it was so dark in the room that I couldn't see to find my underwear. Daring myself to do so, I removed my towel and went to bed naked. Something that I thought would never happen in my wildest masturbation fantasy, I couldn't believe that I was in bed with my stepmom while naked.

As soon as I climbed in bed with her, with her smelling like lemons, I had the biggest and hardest erection that I ever had in my life. Afraid to come in contact with her and touch her, I remained on the edge of the bed, as far as I could from her. If I was any further away from her, I'd fall off the bed. Something that I'm prone to do, I just hope that I didn't have a wet dream and prematurely cum all over her naked ass.

Again, as soon as I climbed in bed and climbed beneath the covers, I inadvertently touched the side of my mom's naked hip. Apparently as soon as she climbed in bed and wiggled beneath the covers, her nightgown was all of the way up to her waist. My stepmom's naked ass and her naked pussy were mere inches away from the head of my throbbing and pulsating prick.

Again, something that will never happen, I only wished she would have sex with me. Again, with her a church going and God-fearing woman, she'd never have sex with me in the way that I'd love to have sex with her. She doesn't look at me in the same way that I stare at her when undressing her with my horny eyes.

Then, shocking me as much as she sexually excited me, she said something that I never expected her to say.

"With the power off, and the heat no longer on, hold me, I'm cold," she said. "Hug me, Samson. Cuddle your mother. Spoon me. I need your body heat to warm me," she said.

As soon as she said that, she moved closer to me and I moved closer to her. I put my arm around her to hold her, hug her, cuddle her, and spoon her. And, as soon as I did, she took my hand by my wrist and moved it to her nightgown clad breast. I couldn't believe she did that.

I held my stepmother's breast in the palm of my hand. Daring myself not to move my hand for fear of touching her erect nipple, I cupped her big D cup breast. Having never felt her breast before, it felt as big as it felt soft and firm.

Then, when she pushed her naked ass against me, my erect cock rested between her ass cheeks, and the back of her naked pussy. Instead of moving away as soon as the head of my erect prick touched her, she wiggled her ass tighter against me. With her dry humping me, I was practically fucking her from behind.

"I like that, Samson," she said.

She wiggled her ass closer to me again. With the head of my cock right up against her naked pussy, I could feel that my stepmother was as wet as I was hard.

"Don't move. That feels good," she said.

She wiggled her ass again.

# # #

Finally, with the storm over, we awoke early. It was still very dark in the room. The room had no windows. We rented the last room, an interior room behind the front desk that was used for the staff when they needed to sleep at the motel overnight.

I climbed out of bed naked with a huge erection, my morning wood. We quickly found our clothes in the dark. With my stepmom's arms poised overhead, she removed her nightgown just as the power was restored.

As if we were two deer caught in the headlights of an oncoming car, we were naked in front of one another. With her not covering her nakedness with her hands or with her forearm, she stood before me in shock and in sexual arousal. I didn't cover my erect, naked prick with my hand either. I wanted her to see my cock.

As soon as I arrive home, I'll be jerking over not only after seeing her naked but also, after dick flashing her. She stared at my erect, naked prick in the way that I stared at her naked breasts and her brown, bushy pussy. She seemed to like my big dick as much as I loved her shapely and sexy, naked body.

"Oh, my, Samson," she said.

She laughed.

"You have the biggest penis that I've ever seen," she said with another laugh. "Is that what was poking me all night," she asked? "Were you naked? Did you come to bed without your clothes?"

"I nodded my head. As soon as I stepped out of the shower, we lost power. I couldn't see to find my underwear," I said.

Again, instead of covering her nakedness, with her arms by her sides, pushing out her shapely hip, she struck a pose as if she was a naked model on a fashion runway.

"What do you think of your old stepmother's body," she asked? "I saw you spying on me last night when I was undressing to shower. I know that you've already seen me naked," she said.

She shrugged as if it was no big deal that I saw her without her clothes. Unable to remove my eyes from her, memorizing every curve, mold, and freckle, I continued staring at my naked stepmother in the way that she continued staring at me.

"You have a beautiful body, mom," I said. "I love your big and shapely breasts."

Saying nothing more about seeing one another naked, even while on the long drive home, we quickly got dressed, had a continental breakfast of coffee and a bagel, and left.

# # #

With the price of rent, gas, and groceries so expensive, unable to afford my own apartment, even with roommates, I still live with my stepmother. Who wouldn't want to live with someone who looks like her? Literally, she's a real MILF. She's a mother that I'd love to fuck.

We share the monthly expenses. After seeing one another naked, curious for her reaction to seeing me without my clothes, while hoping she'd share my nudity, daring myself to do so, I walked around her naked. As if I'm a nudist, I loved walking around my stepmom totally naked, especially when I had an erection.

I stroked myself to an erection before coming out of my bedroom. With her not looking away in embarrassment and/or in shame, she not only looked, she stared. She stared at my naked, erect prick. She seemed to enjoy seeing my big dick as much as I love showing her my long and thick cock. Only, surprising me as much as she sexually excited me, she did something that she never did before. Instead of walking around me without her clothes, she wore her revealing nighties without wearing a robe over them.

With her not admonishing me for being naked in front of her, she never told me to put on some clothes. Indeed, she liked seeing me without my clothes as much as I like dick flashing her. Something so shockingly surprising and sexually exciting, after hearing her tell her sister over the cell phone that she saw my big, erect prick, she even allowed me to remain naked in front of her sister, Ellen, my aunt. Not stopping there, keeping our nudity all in the family, she allowed me to remain naked in front of her mother, Mary, my grandmother.

The best part about remaining naked with an erection is when her friends, and/or her next-door neighbor came over to visit. With them older women, they all loved seeing my naked, erect prick. With not one of them looking away in embarrassment and shame, they all stared. With none of them having men in their lives, they liked seeing my big dick as much as I loved showing them my erect cock, and as much as my stepmother loved seeing my engorged prick.

In the way that I always have an erection when naked in front of my stepmother, I always have an erection when in front of my aunt and my grandmother, our next-door neighbor, and my mother's friends. Knowing that I'd be there without my clothes, they all enjoyed seeing me naked. They visited us more often.

Like my mother, my aunt, and my grandmother, instead of looking away or asking me to get dressed, they not only looked, they continued to stare at my naked cock. Clearly, they liked seeing my naked, erect cock as much as I loved showing them my stiff prick. Deliberately dick flashing them made my prick bigger and harder.

# # #

Taking the next step, I placed a towel on the couch before sitting next to my nightgown attired stepmother, Olivia. She allowed me to put my arm around her shoulder and cuddle with her while I'm still naked. While waiting for and hoping that she'd touch my naked prick and take my erect dick in her hand, she left her soft and warm hand on my thigh.

When I did the same with my aunt, Ellen, she mindlessly fondled the head of my prick with her manicured fingertips while staring up at me and smiling. While we're watching TV, she allowed me to kiss her. While my mother and her mother watches, my aunt allows me to feel her C cup breasts and finger her erect nipples through her blouse and her bra while she continues fondling my erection.

My grandmother takes it a step further. Shocking me and sexually exciting me the first time she did it, she removed her blouse and her bra. She sat beside me while topless. She allowed me to touch, feel, fondle, and grope her huge double D cup breasts while fingering and sucking her big, erect nipples while my mother and aunt watched.

Instead of leaving her elderly hand on my naked thigh, instead of fondling the head of my prick with her manicured fingertips, she slowly and lovingly stroked me. My grandma stroked me while I had my way with her naked breasts. My sixty-five-year-old grandmother masturbated me but stopped before I ejaculated a load of cum all over her elderly hand.

Clearly, with none of them seeing a cock as big and as hard, they are all enamored with my erect prick. With us doing what we shouldn't be doing, it's only a matter of time before we take the next step. Then, it happened. When I won two-million-dollars on a scratch ticket, the time to have sex with my mother, my aunt, and my grandma happened sooner than later. I couldn't believe my luck, not only financially but sexually, too.

# # #

My stepmom watched her sister fondle my cock while I felt her breasts and fingered her nipples through her clothes. She watched her mother strip herself topless. She watched her stroke my cock while I felt her naked tits, and fingered and sucked her nipples. After she watched me doing what I wanted to do with them, I asked my stepmother what I wanted to do with her.

"Mom," I said.

I pulled a wad of hundred-dollar-bills from my pocket. Her eyes bulged out of her head. Not telling her how much I won; I told her that I won some money. While she watched me, I counted off five-hundred-dollars.

"I won some money on a lottery scratch ticket that I wanted to share with you," I said.

"I'll give you five-hundred-dollars if you allow me to sleep with you in your bed tonight," I said.

She looked at me shocked that I wanted to sleep with her again. She stared down at the money. Then, she looked at me as if I was crazy.

"Wait," she said, looking at me with curiosity. "You'll give me five-hundred-dollars to sleep with me in my bed," she asked?

I smiled while showing her the money. She stared at the cash. I could clearly see that she was tempted.

"You'll be naked," she asked?

I nodded my head.

"Yes," I said.

She paused while staring up at me.

"And I don't have to be naked. I can wear my nightgown," she asked?

I nodded my head again. She shrugged and held out her hand for the cash.

"Okay," she said.

# # #

That night, I was already in my mother's bed naked and with a big erection. As soon as she walked in her bedroom, no longer shy or modestly moral, with the bright overhead light still on, she removed her nightgown in front of me. I stared at her naked body with my horny eyes.

As soon as she climbed in bed and pulled the covers over her, she snuggled up against me. With her having a queen-size bed, just like in the motel room, as soon as she climbed in bed, I held her. I hugged her. I cuddled her, and I spooned her.

With her not moving away, or swatting my erection away, my naked cock rested between her ass cheeks and the back of her bushy pussy again. Daring myself to do so, I rested my horny hand on her D cup breast through her nightie. I loved cupping her big breast. As soon as I did, daring not to finger it, I felt her nipple erect against the palm of my horny hand.

Not moving away from me, and not slapping my hand away from her nightgown clad breast, she allowed me to sleep like that. My erect cock rested between her shapely ass cheeks and against the back of her naked pussy much of the night. As she did before, she did again. She wiggled her ass tighter against me.

"Oh, that feels so good, Samson, when you hold me like that," she said. "You make me feel so loved."

Then, when I turned the other way, she cemented herself against me. She pressed her big, naked breasts against my broad back. While surprising me as much as she sexually excited me, something that I didn't expect her to do, she reached around me, wrapped her long, thin, manicured fingers around my naked prick and squeezed.

She held my still erect prick in her soft and warm hand. She cupped my testicles in her hand. Then, she fondled the head of my prick with her manicured fingertips. Then, she ever so slowly and lovingly stroked me.

# # #

The next night, when my aunt Ellen visited, I overheard my stepmother tell her sister that I paid her five-hundred-dollars to sleep with her in her bed. While I felt my aunt's breasts through her clothes, and she fondled the head of my cock with her fingertips, daring myself to do so, I was curious for her reaction to what I was about to say to her. I leaned to her and whispered in her ear.

"I'm come into some money that I won on a lottery scratch ticket," I said.

I didn't tell her how much I won.

"I'll give you a thousand-dollars, auntie, if you blow me while you're topless, allow me to cum in your mouth, and swallow me," I said.

She looked at me as if I was nuts.

"Lemme get this straight," said my aunt sitting up straight to look at me.

She laughed.

"Something that I'd do for free, if you asked me to blow you," she said with a dirty laugh. "You want me to strip myself topless, stroke you while sucking you, allow you to cum in my mouth, and swallow you," she said.

My aunt laughed again.

"Okay," she said with a shrug.

She unbuttoned and removed her blouse. Then, reaching around her to unhook her bra, she removed her bra, too. I stared at my forty-one-year-old topless aunt. She had perfect C cup breasts.

She put out her hand while I counted out ten-one-hundred-dollar-bills. As soon as I gave her the money, my mother watched her sister stroking me and leaning forward to take me in her mouth. My aunt was blowing me. She was stroking my prick while sucking my cock.

I put a gentle hand to the back of her brunette, pretty head. I humped her mouth. I fucked her face while my mother watched.

She stroked my prick while sucking my cock. Not taking me long to cum, I ejaculated a load of cum in her mouth. She swallowed all that I had to give her.

# # #

The next night, I offered the same deal to my grandmother. She smiled up at me while feeling my big bulge through my jeans with her elderly hand.

"I'd love to blow you, Samson," said my grandma, Mary.

I counted out ten-one-hundred-dollar-bills and handed them to her.

She jumped at the chance to receive a thousand-dollars to blow me. Not even taking the time to strip herself topless, she unbuttoned and unzipped my jeans.

As soon as I stood, she pulled my jeans and underwear down. She leaned forward to take me in her hand before taking me in her mouth. My grandma gave me a better blowjob than her daughter, my aunt. I exploded a huge load of cum in my grandma's mouth and she swallowed.

# # #

After my stepmother watched her sister and her mother blow me for a thousand-dollars each, she invited me to sleep with her in her bed again. Instead of giving her five-hundred-dollars, as if she was my personal prostitute instead of my stepmother, I gave her one-thousand-dollars. Not even asking me how much money I won to shell out three-thousand-five-hundred dollars to her, her sister, and her mother, as soon as we climbed in bed, she kissed me on the lips.

She parted my lips with her tongue and French kissed me. I couldn't believe that I was making out with my stepmother. I touched, felt, and fondled her naked body everywhere/

"How much would you give me if I allowed you to finger my pussy, lick my cunt, and give me an orgasm with your fingers and your tongue," she asked?

I gave her a big smile.

"I'd love to eat you mom. I'll give you fifteen-hundred-dollars," I said.

I climbed out of bed and went to my room. I grabbed two handfuls of one-hundred-dollar bills. I returned to my mother's bedroom. I counted out fifteen-one-hundred-dollar-bills and handed it to her to eat her pussy.

She sat up in bed while topless. I stared at her big breasts while fondling them. I fingered and sucked her erect nipples.

I made myself comfortable between her shapely thighs. I fingered her pussy. I licked my stepmother's cunt.

She was wet. She was so very wet. I had her vaginal secretions all over my face.

I continued fingering her clit while finger fucking her. I rubbed her clit harder. I fingered her pussy deeper. I found her G spot and pressed on that.

"Oh, Samson, don't stop. Rub my clit harder. Lick me faster. Press on my G spot. Right there. That's it," she said.

She humped my mouth. Giving me her version of a cum bath, she took my head in both of her hands. She rubbed my face all over her wet pussy. I was covered with her vaginal secretions.

"I'm cumming, Samson. Don't stop fingering me. Don't stop licking me. Mommy is cumming. Mommy is cumming," she said.

She closed her eyes, stiffened her legs, arched her back, and fell silent while enjoying the afterglow of sex.

# # #

Then, not resting for long, she surprised me as much as she sexually excited me. My stepmother wanted to have sex with me as much as I wanted to have sex with her.

"How much would you pay me to make slow and passionate love to me and allow you to cum in my pussy," she asked?

I smiled.

"I'll give you twenty-five-hundred-dollars," said.

I quickly counted out the money and handed it to her.

I mounted my mother. She reached down, took my erect cock in hand, and positioned it by her swollen pussy lips. With a gentle hump, I was inside of my stepmother's cunt. She returned my loving and passionate humps with her loving and passionate humps.

Then, she whispered something in my ear that I always wanted to hear her say.

# # #

"How much will you pay me to fuck you fast and hard enough to cum in your mother's cunt," she asked?

I smiled with sexual excitement.

"I'll pay you five-thousand-dollars," said.

She laughed while I counted out the money and handed it to her.

She mounted me cowgirl style. She rode me as if I was a bucking bronco. I rolled her over. I fucked her fast and hard. We both came together.

She gave me the best fuck that I ever had. I loved fucking my stepmother.

Then, she shocked and excited me by what she said next. Something that I thought she'd never do, giving me a bonus, my stepmother blew me. She stroked my cock while sucking my prick. She allowed me to cum in her mouth and she swallowed me.

Then, as soon as she removed me from the pressure of her red, full lips, I ejaculated a second load of cum all over her pretty face, in her beautiful, brown hair, and across her naked breasts. I gave my stepmom a cum bath. She was literally dripping with cum. Instead of getting angry, she laughed.

I watched her take up gobs of cum with her fingertips. She took her fingers in her mouth and swallowed even more of me. She liked receiving a cum bath as much as I enjoyed giving her one.

# # #

Then, she asked me something that blew my mind.

"How much will you pay me to impregnate me with our baby," she asked?

I laughed.

"I'll pay you twenty-five-thousand-dollars, and I'll buy the diapers, baby clothes, a crib, a bassinet, a stroller, a carriage, and a brand-new minivan.

She laughed with glee.

"How much will you pay me to marry me, and to live with me as husband and wife instead of stepson and stepmother," she asked?

I laughed.

"I'll buy you a six bedroom, seven bath house in a nice neighborhood. I'll allow your sister and your mother to live with us, as long as I can have sex with them as much as I want," I said.

I counted out and handed her seven-hundred-thousand-dollars in cash. I had plenty enough money left to buy my aunt, my grandmother, and myself new cars. After paying taxes, paying my aunt, my grandmother, and my stepmom for sex, I still had five-hundred-thousand-dollars left.

I finally told her how much I won. I won two-million-dollars on a scratch ticket. After taxes, I still had one-million-two-hundred-fifty-thousand-dollars. After buying the house and cars for everyone, I still have five-hundred-thousand-dollars left," I said.

# # #

From that day forward, whoever was in the mood to make love to me, fuck me, or blow me, I had sex with my stepmom, my aunt, and/or my grandmother every day. I made love to one of them every morning. I fucked one of them every night. In between, I ate one of their pussies, and one of them stroked and sucked my cock.

Never have I had as much sex as I am having now.

The End