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Life With A Hot Grandmother Pt 01

Life With A Hot Grandmother Pt 01

by iwantitallthetime
16 min read
4.51 (24700 views)
adultfiction
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The drive to my grandmother's house was interminably long. Past the comfortable environs of New York City with it's traffic and restaurants into lower upstate New York, north on the thruway, then east on 4 to the tiny town of Plymouth with it's burgeoning population of about 6700 (obviously I'm being sarcastic here. I am, after all, from the city that many have dubbed the greatest in the world). But I am, after all, the only heir to my grandfather's estate. I never understood why grand dad didn't leave his money to his wife, but I knew it was a complicated relationship. Grandpop had married his wife, Emma, while trying to build his business empire, which was not easy in New Hampshire, but he was very successful. And as his business grew, so did his estrangement from grandma. Obviously they'd had sex, otherwise I wouldn't be here.

My dad had died ot a heart attack a year earlier, and mom had remarried.

I let my mind wander to the agricultural courses I'd taken in high school, though my choice of those classes caused a lot of raised eyebrows. I could never understand why mom and dad wanted me to take ag classes, but they were fairly easy, and I'd aced them.

I rode past farms and fields, resplendent with new growth, signifying crops would be ready for harvest in many months and cows, most of them were black angua with some charolais intermingled nearly big enough for market.

I pulled up to the farmhouse with its circular driveway and the main entrance with a dramatic flying buttress and the exotic stonework that seemed to make my grandfather so proud and magnified his accomplishments but for which my grandmother cared little.

Grandma greeted me at the door before I'd even rung the bell. I was surprised there were no servants; not a maid or butler to be seen. The look of puzzlement must have been obvious to the lady standing before me. She answered me while giving me a huge hug that was more intimate than I expected. She seemed to grind against me as we hugged, though I figured it was just my 30 year old imagination. "Honey, I have people in once a week to dust and do whatever I can't, or don't really want to do. While your grandfather did leave the bulk of his money to you, he actually did leave me enough to easily get by on."

I looked at my grandmother. She was 70, but looked 20 years younger, only slight crows feet giving away any age at all.

She invited me in, asking me if I wanted to freshen up before dinner. I nodded my head. Grandma disappeared to one of the rooms in the cavernous house, soon reappearing with a neatly folded pile of clothes. "Here Thomas, this was your grandafather's which he wore only once as he prefered to walk around in his underwear. I would love it if you would wear these pajamas and robe. Oh, and in case you need it, a few pairs of his boxers and some briefs are in the bathroom. He wore briefs in his younger days, but when his balls hung too much, he switched to boxers, or so he said. And I have no idea if you prefer boxers or briefs."

Grandma smiled broadly when I blushed. "Oh, I'm sorry, Thomas, I should not be so blunt. Grandpa said I should tone it down some. He often said I had a mouth like a truck driver," she said, muffling a laugh. I chuckled because, being from New York, I often heard and said much worse.

I went to the bathroom, took a long shower. The barely frosted glass of the shower door lt let me clearly see the adjoined bedroom, which by itself was impressive, with a king bed replete with frilled bedclothes and a fringed canopy that seemed to be built for a girl, or at least an adult female with extravagent taste.

When I was done scrubbing the road dust off, I put on the pajamas, slippers and robe and found my way to the kitchen, which took a while since it had been at least 10 years since I'd last visited my grandparents. The supper table was all set as I remembered grandma's taste; elegant yet understated. The scent of her cooking smacked me in the face, making my mouth water. I had forgotten how great the woman's cooking was. She told me the meat was freshly butchered. "I always get my pick of the best beef and lamb that the rancher down the road gives me before sending the animals off to be summarily done in. I always thought Bob Jones was just being nice, but I recently discovered he wanted some of my meat in return."

I again blushed, never having heard my grandmother talk like that.

"But I made it clear to him I had no interest in that kind of tradeoff. The man seemed disappointed, but not angry. But even though he's often propositioned me, and I've always told him to shove it, he still treats me like a lady. Kind of like your grandpa did.

"I never really told anyone this, but your grandfather was closeted all his life. I promised him I'd keep his secret since it would have caused a scandal even in this day and age. But after he gave me a child, he revealed his secret desire for men. I never let him touch me after that. I haven't had a man in nearly 20 years," she sighed. "Well, let's hope that changes soon," she said, resting a hand on my thigh. I nearly choked on the beef I was chewing. But I really didn't think she meant what I thought she did, though it had been a while for me, too. My girlfriend of three years broke up with a few months prior, and I'd grown tired of spending my time with old issues of Hustler and a few porn videos.

"Grandma, do you have internet here?"

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"Of course, hon. I was stuck with dialup until about a few yearsr ago when I had satellite installed. It's the fastest package they had, and I can do everything on it that folks with cable can. Best investment in technology I ever made. Yeah, of course there's lag, and when we get rain, you can forget about the net, but I get everything done that I need to. And you can even watch porn if you want to, though you may not need to," she said with a slight bat of her eyes amd a coy flirting lilt in her voice. I began to wonder if what I thought was an overactive imagination wasn't really imaginary at all. It was then that I let my mind go to that place I would never expect it to go.

I took a good look at my dad's mother. She was fairly short, 5 foot eight in heels, but now, in bare feet, rose no higher than five feet and perhaps four inches. She had a generous figure; thin at the waist but hips to hold onto, 38 DD breasts and lips that could mold around anything she could wrap them around. Her white shorts and red wraparound blouse revealed a tanned midriff with a flat stomach and muscular arms that would make Jillian Michaels proud.

"Grandma, if grandpa was gay, why did you marry him?"

"Honey, at the time I found out, we'd been married for a couple of years. I'd given him a son. After that we started growing apart. When I finally asked him what I had done wrong he sprung the truth on me, begging me to stay with him to help him run the business, so I did. I loved him, though it became increasingly rough on me. But after a while I stopped missing sex so much, letting my imagination and fingers do the walking."

By this time I was getting less shocked by her choice of words. I just smiled, wanting to change the subject, but too intrigued to bother trying.

"Was the room with the shower his bedroom?"

"Yes, my dear. He wasn't exactly uber gay, but I did allow him to have boyfriends, and he seemed to prefer the effeminate side of the equation. He did have a cock that would make any man happy," she said, easing her hand further up my lap. "And it did make me very happy for a while. VERY happy, if you know what I mean," she said with a distant twinkle.I thought about stopping her, but I was getting beyond the point of no return, and I think my grandmother knew it.

"Come, Thomas, let us go to the study so I can show you the will. I had it studied and notarized by our lawyer. He left you the bulk of this estate, bequeathing me the house, a sufficient monthly stipend to run it. The rest, including most of the business, he left to your dad. Since you are the only surviving heir after our son died. Your mom didn't want anything, instead opting for you to get it all. Evidently her husband was okay with those arrangements since he's pretty successful in his own right."

Grandma was right, mom's husband was a lawyer with a firm that handled tort cases and some corporate law. Surprisingly, for a lawyer, the man was neither greedy nor did he lack humility. I was gobsmacked when mom told me about the will in front of the man. But he seemed unfazed by my newfound fortune.

"There is one stipulation, Thomas," she said when we sat down in the study, her on a smallish sofa and me on a hard chair, "You must live here for at least one contiguous year after seeing the will. Having said that, you have not seen the will yet. But I must know if you are willing to look and to follow that requirement."

I began to wonder if I could or even should leave the life I knew. The city was starting to go to hell, but it was still New York with its restaurants and the theatre and museums. On the other hand, when I passed through rural Vermont and then New Hampshire, seeing those farm animals and how quiet life was, I began to think about the animal husbandry course I'd taken and how fascinated I was helping birth kids and calves, and how much I thrilled at learning to milk cows both manually and with the aid of a milking machine. Grandma didn't have any animals other than a couple of cats that didin't bother to ignore their people because of the number of rooms in the house. The only time they sought human interaction was feeding time and when to sleep in the same room she laid her head in. Occasionally they let grandma pet them while she watched TV. But generally they were out of sight. I asked grandma why she only had a few cats. She explained they were easier than dogs, didn't bother listening to her when she felt the need to whine, and kept fellows at bay because they thought she was a crazy cat lady.

"But grandma, if you weren't being satisfied by grandpa, why keep men away?"

"Thomas, your grandfather and I may not have played 'dunk the sausage', but I did promise to be faithful. Besides," she said, biting her bottom lip as though she was trying to decide what to say next, "besides, here, sit down here," she said, patting the love seat on which she sat. I got up from the table and sat next to her, unsure of what I would do if she placed her hand on my leg again. I was both terrified that she would and hoping that would be grandma's next move.

"I have never told a soul this, and I'm not sure I should be telling you, but you might as well know the truth. When your dad was about 20, just a few months before he moved out and married your mom, I was in the bathroom down the hall. If I told you I was just peeing, I'd be lying. Nor was I taking a dump. No, I had my fingers between my legs. Well, just after I closed my eyes, before I really got into it, I heard rustling at the door I'd accidently left cracked. My eyes fluttered open, and there was John standing there with his mouth and eyes wide open. My immediate reaction was to be embarrassed, but when I let my gaze drift down to below his belt, I realized he had a boner, and the bulge hadn't finished growing. Your dad started to walk away, but he was obviously mesmerized. He seemed to want to say something, but after several seconds he apologized and clumsily turned around, his face and entire neck bright red.

"Later at dinner we ate silently, but every time he looked up, I smiled reassuringly to let him know what he saw was completely normal and natural, as was his body's response. His reaction to that was to remain silent and blush. Not a deep crimson, but just a light redness in his cheeks. 'It's okay mommy, I understand' I remember him saying.

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"I looked at him, wanting to ask him a question, but afraid to embarrass him further. Finally, I blurted it out.

"'Do, do you ever masturbate?' I then felt myself turn bright red as I realized how stupid that question must sound. Of course he masturbates. He's still a young man. But he did answer.

"Of course I do, mom.

"Then I asked him something that would change our lives, or at least mine. I asked him if he minded if I watched him sometime."

Grandma looked at me as if she knew where she was going with the story. I didn't know, other than to know it had something to do with self pleasure.

She got a reflective look in her eyes, a sad smile settling on a normally cheerful face while she continued reciting the events of that day.

"Well, he said he wouldn't mind too much, as long as she sat next to him on the bed and maybe played with myself as I watched."

"Did you wind up playing with each other, grandma?"

"I'll tell you, my boy, but only if I can watch while you take care of that protrusion in your shorts," she said, an admiring sparkle lighting her countenance.

I had not realized I was getting hard, but I didn't feel the need to hide it. Instead I got up and held out my hand, wrapping mine around hers. I let her unzip the jeans and grab my cock out of my underwear. "You first, grandma," I said after my cock had strutted out of its pen. She stood up, took her shorts and panties off and sat on the arm of the loveseat, her legs splayed to give me an eyeful of her pink snatch. She inserted three fingers into her love canal. I could hardly believe this was happening, but I began stroking myself. I tried to maintain a slow but diligent motion, but soon even when I closed my eyes I could only see my grandmother stimulating herself and imagined being inside her. I began to think I was dreaming the entire scene, that when I opened my eyes we would be going over the paperwork. But the moans coming from the corner of the couch told me it was far from a dream sequence in a porn flick. Instead grandma's ass has slid down from the arm and far closer to me than I would have felt comfortable if this had been earlier in the day.s I grew closer to climax, I forced myself to watch my grandmother diddle her pussy. I felt the cum begin to flow from my nuts and I spewed an unimaginable amount of semen, some of it landing on grandma's thigh, fairly close to her exposed cunt and some thudding on a sofa cushion. The 70 year old woman came moments later.

"Grandma, I'm so sorry for the mess," feeling ashamed. She just smiled, said she wasn't sorry and proceeded to swipe up some of the jism with her wet fingers and licking them, then popping those fingers between her lips as though she'd just eaten fried chicken.

"Are you finished, Tommy?"

I blinked. This was the first time she'd referred to me by my diminutive since I'd arrived. I looked at my semi-hard cock that was stubbornly not going flaccid, seemingly interested in enjoying this newfound freedom as long as it could.

I just gazed at her, not quite believing what had just happened. Had I really just watched my grandmother jerk herself off? Had I really just spurted cum all over her and the loveseat? The thought of it made my semi-flaccid dick begin to grow again.

"Hmmm, I see not. Well, I'm not done, either. Of course, a woman's work is never done when it comes to sex," she said, taking my hand. "Come, babe, let's go over that will. We can pick this up after we catch our breath. Having an orgasm is breathtaking, yes?"

I told her it was, but I thought to myself I would have my breath taken away any day of the week. Even, maybe especially by, my own grandmother.

She recited the contents of the document but wouldn't let me see it, I figured to avoid pigeon-holing me in the event I wanted to return to my life in New York City. But at that moment the last thing I wanted to do was go back to a life I was no longer sure I wanted. I listened but barely heard her words. All I could think of was seeing my grandmother frig herself and letting her watch me whack off in front of her. I wanted more, wanted to diddle her and wrap wet fingers around my cock. I wanted her to jerk me off. I needed to satisfy both of us. Crap, what was I thinking? I wanted to fuck my own grandmother. I wanted to eat her pussy, suck and maybe fuck her tits. Oh hell, I reasoned, if she could screw her own son, surely she would let me inside her.

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