Sex with My 57-Year-Old Grandma

Sex with my 57-year-old, Grandma

Something he thought would never happen, Raymond had incestuous sex with his grandmother, Elizabeth.

'With her thirty-five-years older than me, I can't believe I had and am continuing to have sex with my grandmother,' thought 22-year-old Raymond.

When my grandmother was 18-years-old, with her not a virgin, and with her already a bit of a whore and sleeping around, she gave birth to her daughter, my mother, Destiny. I always loved my mom's name. Yet, like mother like daughter, when my mother was 18-years-old, she gave birth to me. Her name promised me a good life. Instead, she gave me disappointment and sadness.

Only, unlike my mother who abandoned me, my grandmother stuck around to raise her daughter. My Mom handed me to her mom with a box of diapers and formula and disappeared. Unfortunately, it was her destiny to abandon me. She left me with my grandmother to raise me.

Even while my grandmother was pregnant, something peculiar, she received more tips when dancing with a big belly around a pole to music while slowly stripping off her clothes. Then, after she delivered her baby, instead of giving her breast milk to her infant daughter, she squirted it on the men in the audience for even more tips. Taking a lesson from her mother, my mom did the same. She stripped while pregnant and gave away her breast milk to her customers for extra tips.

Unbeknownst to me that my grandmother was a whore, a stripper, and a prostitute, she never did drugs. Eventually learning more about my granny, I knew little about my mother other than what my grandmother told me. Like her mother, my mom worked as a stripper and prostituted herself on the side, too. She's been arrested for solicitation, and drunk and disorderly. With my mom having little formal education, she made money with her body instead of with her mind.

Smarter and more savvy than her daughter, my grandmother was never arrested. In the way that my mom was, my granny wasn't into alcohol and drugs. Hanging out with and having sex with the wrong men, putting herself in danger, my mom may be dead for all that I know. I only know her by the old photos that my grandmother has of her.

She was tall, had long, black, lush, beautiful hair, big brown, expressive eyes and, like her mother, enormous, double D cup breasts. My birth mom was pretty. Sadly, her getting into drugs is what ruined her life.

Fortunately for me, my grandmother, Elizabeth, raised me. I love her name. I have a thing for women's names with multiple syllables.

Unlike one syllable names, such as, Anne, Jane, Rose, Claire, and Grace, Destiny has three syllables and Elizabeth has four syllables. If ever I have a daughter, I'd give a five syllable name, such as Alexandria, Evangelina, or Apollonia, the name of Michael Corleone's, the Godfather's, first wife that he married in Sicily and who was blown up in his car.

###

I always thought my Nonna was my mother. With her still young enough, 36-years-old, when she started raising me, she could have been my mother. She didn't tell me that she wasn't my mom until I turned 18-years-old. She thought that I'd be able to handle the doom, the gloom, and the dark background of my birth mother when I was older.

Yet, now that she told me about my mom and showed me photos of her, I wonder where she is. I wonder if she's still alive. I wonder if she's married with children and if I have stepbrothers and/or stepsisters. If she is still alive, forgiving her for abandoning me, I'd like to meet her.

Close with my grandmother, with me home schooled, we live way out in the country. With everyone around us owning lots of acreage, and with only one main, paved road, it's five miles to our nearest neighbor. Other than my dog, Buster, a Rat terrier, and Bruno, a Border Collie, my horse, Blaze, the cows, chickens, pigs, and goats, I have no friends. My only friend is my grandmother.

Up early every morning, I do my chores feeding the animals, cleaning pens and stalls, and collecting their poop, before breakfast. After breakfast, I do more chores, mainly things that are too heavy for her to do, such as getting bales of hay from the loft and breaking them down. In between, I read and study the books and the lessons that she's prepared for me. I dare say with my grandma, a strict disciplinarian, and a task mistress, I receive a better education than if I was in school.

It's a good life but a solitary one. I live alone with my grandmother. Later, we play board games and card games. Sometimes, when my thoughts become dark and wander with improper, sexual thoughts and horniness, I'd love to play strip poker or Truth or Dare with my granny. Only, with her modestly moral, and a church going, God fearing woman, she'd never play those games with me.

I wish I knew then what I know now, that she was a whore, a stripper, and a prostitute. Had I asked her, she may have played those sexy games with me. Every evening, one of my favorite things to do and something that I look forward to doing, we cuddle together on the couch while watching television and movies.

With me still a virgin, no secret there having never even kissed a woman except kissing my grandmother on the cheek goodnight, there's no chance of me being with a woman until I have a car. I have my driver's license, of course, not that I need one driving farm vehicles on my farm, but there's no way that I can afford to buy a car. I drive our tractor and our old, beat up, Ford pickup truck but only for work and not to socialize.

I never go to town unless I'm with my grandma. She has a car, an old Chevy, but I've never driven it. Everything we have is beat up, worn out, broken, or fixed until it can't be fixed no more.

###

Lately, a new feeling for me, I've been horny. It feels good to touch myself. I've been playing with myself a lot. I masturbate every morning and every night.

I masturbate over women that I've seen on TV, in movies, and some of the women on the porn sites that I visit on my desktop computer. Something that excites me more than the other videos do; I like watching mothers having sex with their sons and stepmothers having sex with their stepsons. No doubt, because of my personal situation, I like watching grandmothers having sex with their grandsons and step grandmothers having sex with their step grandsons.

I don't have a laptop, a cell phone, or even a camera. We have a landline phone but I don't have anyone to call. With me not attending school, many of the people my age don't even know I exist. Living out in the boonies, our internet connection isn't the greatest, and many times it goes down for hours or for days.

When I'm not masturbating over imagining my mom naked and having sex with her. A woman I've never met and don't know what she looks like, other than from her photos that were taken nearly 20-years ago, I imagine making incestuous love to her. When I'm not masturbating over my imaginary mom, I stroke myself envisioning my grandmother without her clothes, and having sex with her, too.

Something that I'd masturbate over for the rest of my horny life, just once, I'd love to see my granny in her bra and panties, topless, and/or naked. Only, something that will never happen, seeing my birth mom and/or my grandmother topless and/or naked, and having sex with either one of them is just a fantasy. Yet, something that I'm unembarrassed and unashamed to admit, with her the only woman within a five mile radius, I'd have sex with my grandma if she'd have sex with me.

I'd allow my grandma to take my virginity just to know what it feels like to see, touch, feel, and fondle a naked woman. I'd love to know what it feels like to be intimate with her. I'd love to see her naked while touching, feeling, and fondling her everywhere.

###

Strangely enough, as soon as I turned 18-years-old, no longer treating me like a child, things around the house abruptly changed. Considered a man now, unless it's cold outside, my granny stopped wearing bathrobes over her short, sheer, low-cut, and sexy nightgowns. With her always hot, perhaps, she's going through the change of life. I'm unsure if she's having the hot sweats, but she deliberately, unintentionally, or accidentally flashes me. I've never seen as much as my granny's shapely, naked body as I'm seeing now.

Something I never knew until I had sex with her, once a whore, always a whore. With my grandmother a whore, a stripper, and a prostitute, she reverted to who she was and will always be. I read somewhere that most women over the age of fifty-year-old are whores. With men no longer complimenting them and/or paying attention to them, older women act sexually aggressively in the way that younger, testosterone filled men acted in their day.

In the way that younger men made the first moves before, older women make the first moves now. Why not? What do they have to lose? Either the younger man will say yes to having sex with an older and more experienced woman, instead of a younger and less experienced woman, or he'll say no.

With me always hot from all of the chores that I do, I never wear a robe. Unable to control my horniness, proud of my big dick, I'm always walking around the house with a huge erection tenting my pajama bottoms that I wear without underwear. Especially when she's showing me her long line of sexy cleavage and I'm sporting an erection, in the way that I stare at my grandmother, she stares at me.

A breast man instead of an ass or a leg man, I love women's breasts, the bigger the better. I love my grandmother's huge breasts seemingly as much as she loves my big dick. With me sexually attracted to older, busty women, the only woman that I know, and am around, an understatement, I'm sexually attracted to my grandmother.

###

When she's outside hanging our wet laundry, the bright sunshine pours through her nearly transparent nightgown to reveal her shapely silhouette as if she's naked. I sit in my chair eating my breakfast and drinking my coffee while staring out the window at all that I can see of my grandmother sexy body. I'll be masturbating over all that I'm seeing of her now later.

I stare at the size and the shape of her nearly naked breasts along with the impressions of her areolas and her erect nipples that I can clearly see through her nightgown. Beckoning me to masturbate her, eat her, make love to her, and fuck her, I stare at the shadow of her big patch of bushy black, pubic hair. Enjoying the view, while careful to not allow her to catch me staring, I'm unable to stop staring at my grandmother.

Giving me a real show, I stare at her naked pussy when she squats with her knees spread while facing me to retrieve wet clothes from the laundry basket. I stare at the size and the shape of her enormous breasts and her erect nipples when she bends at the waist while facing me and her nightgown top opens with her. Then, when she's facing away from me, I stare at her shapely ass and her ass crack whenever she bends at the waist to remove wet clothes from the laundry basket to hang them up on the clothesline.

With her comfortable in her own home and in her own skin, whether she's tired, more relaxed, or not paying attention, sometimes she doesn't sit like a lady with her knees crossed. Not realizing what she's showing and all that I'm seeing, sometimes she's careless how she sits. When she sits with her knees parted, she flashes me her black, bushy pussy. When she slowly and sexily crosses and uncross her long, shapely legs, she flashes me her pussy again and again. I'm starting to wonder if she's deliberately flashing me her pussy because she flashes me her pussy a lot.

After I'm finished with my chores, in the way that I hang around the house in my pajama bottoms, she hangs around the house in her nightgown. The only time she gets dressed is when she goes to the general store to buy groceries. Then, she'll wear her button blouse, her short skirt, and sneakers. The only time that I get dressed again is if I tag along with her to go to town.

When she's sitting across from me in her short skirt, even with her knees cemented together, with her unaware that she's flashing me, she flashes me a triangular patch of her white panties over the tops of her thighs. When she crosses and uncrosses her legs, she flashes me her panties again and again. Giving me more to masturbate over, I like seeing her panties as much as I like seeing her naked pussy.

Sometimes, especially when she's had a couple glasses of wine, she sits with her short skirt raised to mid-thigh and her legs spread nearly wide open. She sits like a drunken sailor or a construction worker on his lunch break. I not only stare at her panties but also, I stare at her pussy mound, her camel toe, her pussy slit, and her big patch of black, bushy pubic hair that I can clearly see through her sheer panties.

When she serves me food while wearing her low-cut blouses, she flashes me her long line of cleavage and her low-cut bra. When she pours me coffee while wearing her nightgown, as if she's teasing me, she leans over me longer and lower than necessary while staring at me and smiling. With her nightgown top falling forward and open with her, she flashes me her naked breasts, her symmetrical areolas, and her erect nipples. I love seeing her huge, naked breasts.

###

Making me horny every time she flashes me something, I'd not only love to see her naked breasts but also, I'd love to touch them, feel them, and fondle them while fingering and sucking her erect nipples. Other than seeing naked breasts while watching porn on my computer, I've never seen naked breasts in person. I love my grandmother's huge tits.

My favorite thing to masturbate over, I love seeing and masturbating over my grandmother's enormous, double D cup breasts. I know her bra cup size because she hangs her bras on the shower curtain rod in the bathroom. When her bras are hanging there, I touch them and feel them as if I'm touching and feel her bra clad breasts.

Sometimes, when I'm horny enough I remove her bras and panties from the laundry basket. While pretending that I'm cumming in her pussy, I cum in the crotch of her panties. Then, while pretending that I'm cumming all over her naked breasts, I cum in the cups of her bras before she washes them. With us only having one bathroom, I wish we had at least a half bathroom so that I didn't have to go outside to pee.

I only wish I could ejaculate cum in the crotch of her clean panties and in the cups of her clean bras. I'd love imagining my grandmother wearing my cum filled lingerie all day. While wondering what her reaction would be, I'd love for my grandmother to catch me masturbating. As much as I love seeing her pussy and her naked breasts, I'd love her to see my naked cock.

Then, daring myself to do so, giving me more to masturbate over, I decided to dick flash my grandmother my naked cock. With her constantly and continually flashing me her panties, her bras, her naked pussy, and her naked breasts, I wanted to expose myself to my grandmother. I wondered what her reaction would be.

While playing with myself, I wondered if she'd look. I wondered if she'd stare. I wondered if she'd look away in embarrassment and in shame. I wondered if she'd admonish me for deliberately exposing myself to her. Only, frustratingly, fearing that I'd ruin the good relationship that we have, I didn't have the nerve to dick flash her for another three-years.

I know that's crazy but I couldn't bring myself to dick flash my grandmother. Even though she made the first move, perhaps, by deliberately flashing me, I needed her to make the first move to have sex with me. I needed the sex between us to be willing, consensual, and her fault. I needed her to have the guilty conscience for her sexually seducing me and not me sexually seducing her.

Instead of dick flashing her, I watched porn while masturbating. I watched mothers have incestuous sex with their sons, and stepmothers having forbidden sex with their stepsons. I watched grandmothers having incestuous sex with their grandsons, and step grandmothers having forbidden sex with their step grandsons.

###

Instead of dick flashing her by allowing her to catch me masturbating, I did the next best thing. Again, with us only having one bathroom, I waited until she took her shower. I quickly stroked myself to a big and hard erection. I stood outside the closed bathroom door listening. Then, as soon as I heard her slide the shower curtain across the rod and turn on the water, I knocked on the bathroom door.

"Grandma," I said loud enough for her to hear me over the running water. "I have to pee."

I heard her pull back the shower curtain a little. I imagined her sticking out her head as well as her humongous breasts. I imagined what was hidden behind the shower curtain before was hopefully exposed now.

"Okay," she said. "Just don't flush."

As soon as I heard her close the shower curtain, I entered the bathroom. With our shower curtain not closing all the way, it left a six-inch opening. With the curtain was clear plastic, I could clearly see the sexy and shapely silhouette of her naked form through the material.

Instead of facing the toilet, I stood in front of the toilet facing her. I slowly lowered my pajama bottoms. As soon as they fell to my ankles, I took my erect cock in hand and stroked myself a couple of times as if I was checking my penis.

I stood for several seconds with my big dick pointing at her. I saw her turn her head to look. In the way that I could see her through the clear vinyl shower curtain, she could see me. I sat on the toilet and peed. As soon as I did, I stood and flushed the toilet.

"Ray," she screamed!

She opened the shower curtain to stick out her head and one of her enormous, naked breasts with her. I stood there naked with a stiff erection. She stared at my big dick in the way that I stared at her big tit. Her breast was gigantic.

I suspected that her breast was an F cup and not a double D cup. I suspected that rather than buying new bras, which are expensive, especially for her size, that she had been squeezing her giant hooters into her old, too small brassieres. Even with all the breasts that I've seen on my porn sites, I'd never seen a breast as big as my grandma's breast.

"I told you not to flush the toilet."

Either she was unaware that she was flashing me her naked breast or she didn't care because she was too busy staring at my naked prick.

"Sorry, grandma," I said. "I'm sorry. I forgot. Flushing the toilet is a hard habit to break."

###

Now that I'm 21-year-old, finally ready to expose myself to her, it took three, long years to build up the courage to deliberately dick flash her longer than exposing myself in the bathroom. With her passively encouraging me, she continued flashing me. Whenever we played a board game or a card game, instead of sitting next to her on the couch, I sat on a pillow on the rug in front of her. With her wearing her short nightgown with her knees parted enough to give me a continual view of her black, bushy pussy, trying not to stare, I hoped she wouldn't catch me looking.

Then, when she leaned forward to play her game piece or play a card, with her nightgown top falling open with her, she continually flashed me her naked breasts and her erect nipples. It didn't take me long to have a huge erection that tented my pajama bottoms. Not covering my erection with my hand, I wanted her to know that she sexually excited me. When alone in my bedroom or in the bathroom, I continually jerked off over seeing my grandmother's naked pussy and her naked breasts.

Finally, and again, daring myself to do so, it was then that I decided to return the favor of her exhibitionism with my exhibitionism. The next time she came upstairs, I was going to do it. I was going to dick flash my grandmother. I decided to expose myself to her. Curious for her reaction, I was going to show her my naked, erect prick.