Grandma’s Indecent Proposal #01

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~~~ Series Notes ~~~

This piece is part of a series. The story will make more sense if you read it from start to finish.

All of the chapters in this series have been completed. They are submitted to Literotica as a bundle. They should appear at a rate of one per day.

My characters may have biases, attitudes, and beliefs that I do not share. When reading dialogue, please keep in mind who is talking, to whom they are speaking, and whether or not they might be attempting to deceive that person in some way. There is also the chance that they may be ignorant of some fact(s) but believe they know the truth.

“I can only explain it to you. I can’t understand it for you.”

This story-series is flagged Incest/Taboo. There’s a good chance that everybody will be fucking everybody before it’s over – so click that [back] button now if that’s not what you’re after.

~~~ Prologue ~~~

Grandma had called the house the week before – and left a message saying that she missed seeing my sister and me – and wanted us to come for a visit. Since it was summer – and neither Ellie nor I were taking classes (I’d just finished my Associate’s at the local community college and Ellie had just graduated from high school) – Grandma asked if we could spend the week.

I really would have rather gone out with a couple friends – or (more likely) sat in my room and played video games with them online – but mom had insinuated that her mother-in-law rarely asked for anything from us and there really was not a good excuse to deny her request.

Ellie and I had each packed a small suitcase, climbed into my rusty Volkswagen Cabrio, and left Ashville in the morning – giving us plenty of daylight to make the 4-hour trip to Lawton and still be able to call roadside assistance if my poor car didn’t make it all of the way there on its own.

Traffic on the interstate was light because it was Sunday – and construction work was on hold for the weekend – so it really wasn’t a bad trip. Vera the Volkswagen made the trek without too much outside interference (not counting the prayer that I offered up before pulling out of mom and dad’s driveway).

We had arrived midway through the afternoon, tossed our bags into the rooms we usually occupied when we stayed here – and went to help Grandma weed her flowerbeds. After an hour of that, we’d washed up and helped her fix dinner. The fare was simple but it always tasted better at Grandma’s house. Some of that might have been because we’d help make it.

~~~ Proposals ~~~

As we finished our food, Grandma Denny looked back and forth between Ellie and me. Her eyes settled on my younger sibling.

“How’s that boyfriend of yours?” Grandma asked my sister.

“We’re seeing other people,” Ellie told her, matter-of-factly.

“Pre-graduation agreement – or is he fucking somebody else?”

“Grandma!” Ellie gasped.

“He’s fucking somebody else, then,” Grandma surmised.

Ellie covered her eyes with her hands and refused to answer.

I was still completely caught off-guard by the fact that my father’s mother was cussing. I didn’t notice her laser-like eyes turning in my direction until she’d already achieve target-lock.

“How about you?” Grandma asked. “Keeping that dick of yours wet – or you studying to be a priest?”

“I’m between girlfriends, Grandma,” I replied.

I really wanted to hide my eyes as well but decided that I’d hold Grandma’s attention and let Ellie take shelter in my shadow.

“After your grandfather died, I talked your father into fucking me for a while,” my grandmother announced – as if she were telling us the current temperature.

My brain absolutely froze.

“I had to employ a little more liquor than I would have liked that first time – but it got easier after that,” she added.

Grandma Denny didn’t jest, joke, or kid around. She occasionally hinted or suggested – but you could trust anything the woman told you.

I tried to process everything that she’d just unloaded into the middle of the dinner table.

“He stopped giving in to me a year or two before you were born,” she told me. “Your mother has never mentioned it – so I don’t know if he told her or not. I’m honestly surprised he still agreed to my requests after they were married – but he stopped visiting me not long after that.”

I looked at my sister. She was staring at Grandma as well.

Her hand had moved from covering her eyes to covering her mouth – which was open a little – like she was thinking about cursing – which had certainly crossed my mind as well – except that we weren’t allowed to curse at Grandma’s.

“I have a proposal,” Grandma Denny said, looking back and forth between the two of us. “You’ll think it’s crass and wrong and maybe even gross but I’d like you two to seriously consider it. As long as you do that, I’ll never bug you about it again if you decide that the answer is ‘no’. Can you do that?”

Ellie’s hand dropped to her lap and she nodded. Grandma turned to me.

“Sure,” I sighed.

She gemlik escort grinned and said, “Your father used to say ‘sure’ when he was really not. He used it to mean ‘sure, I’ll do it’ – or ‘sure, I’ll listen’.”

“I’ll listen to your proposal, seriously consider it, and give you my answer,” I told her.

“That’s all I ask,” she said. “Well… and that you consider it for at least 72 hours.”

“Three days?” I asked.

She nodded.

I amended my previous statement and said, “I’ll listen to your proposal, seriously consider it for at least 72 hours, and then give you my answer.”

She turned back to Ellie.

“I agree,” she said quickly, obviously somewhat anxious to hear the proposal.

Grandma looked back and forth between the two of us – to make sure we were listening.

“I want you to go to college (or trade school or whatever),” she said, focusing on Ellie for a moment, “here in town and move in with me. I want Derek to take care of our needs – mine and Ellie’s – our need for sex and for someone just to hold us. In exchange, you two get a place to stay and food to eat while you’re going to school. I can finally retire my dildo, Ellie won’t need to worry about looking for a boyfriend, and Derek gets his dick wet as often as he wants – without having to take some floozy to dinner and a movie.”

“We don’t go to movies anymore, Grandma,” Ellie told her, “we just ‘Netflix and chill’.”

“Sex on the couch?” Grandma asked, grinning slyly.

Ellie grinned back and nodded. My sister laughed out loud when Grandma looked at me and twerked her eyebrows up and down twice.

“Come join me in the hot tub,” Grandma said to me – or rather – ordered. “I’ll give you a look at what I’m offering and finally get a chance to see if your dick is as big as your father’s – oh – and I can give my cute little granddaughter a few lusty looks as well.”

“How long have you had a hot tub?” Ellie asked her.

“Since about the time I decided to see if you two would be interested in fucking around,” Grandma replied.

We cleared away the dishes and put up the leftovers. I caught my sister glancing at my groin. She caught me checking out her tits and her ass.

Neither of us had brought swimsuits and Grandma had insinuated that we’d be naked – so I was a little curious to see what my little sister looked like when she was out of her clothes. At home, she was very careful to not even let me see her in her bra and panties. I’d only ever seen her in a bikini once or twice – at least since she started high school.

Grandma led us to the bathroom and grabbed towels from the linen closet. There was now a doorway in the east wall of the bathroom that hadn’t been there before. It led to a kind of a sunroom – but the glass walls were made to only permit sunlight to pass – not to allow anyone to see through them.

I gaped a little as Grandma set the towels on a patio chair and began stripping off her clothes. She removed her blouse and her skirt. Her bra was pink – and lacy – and she wasn’t wearing panties. Her coochie was nicely trimmed. Her dark brown landing strip had a touch of gray – just like the hair on her head. Grandma Denny had always been fit and active – and her naked body – honestly – was way hotter than I had been expecting. Her C-cup breasts, of course, no longer defied gravity – but they also didn’t sag down to her belly button. I felt my cock hardening.

She gazed at me with those golden eyes of hers – and then she glanced at my younger sibling.

“Ellie?” she asked.

My sister glanced from Grandma to me and then seemed to center herself and began stripping. I found myself powerless to move. My eyes still played over Grandma’s toned body – but I was focusing on the revelation that was coming.

Ellie peeled her T-shirt off, over her head, to reveal a pink lacy bra that wasn’t that dissimilar to the one that Grandma had been wearing. I found that to be more than a little funny. Her shorts went next. My sister WAS wearing panties – sexy, hot, pink boy-shorts. All thoughts about my sister’s tits evaporated. I didn’t have to look at my groin to know that my prick was nearly standing at attention. It didn’t help that my sister looked directly at my tented shorts for longer than any sister should. Her crystal blue eyes rose to look into mine and she bit her lip and hooked her hands behind her back to unclasp her bra. She shrugged the straps off and – with a little wiggle of encouragement – the brassiere fell free.

“Fuck…” I heard myself moan.

“Beautiful,” Grandma agreed.

Ellie gave us each a nervous grin and dropped her bra onto her pile of clothes.

My sister looked into my eyes for a moment and then slammed them shut. Her blonde textured pixie-cut was cute but – when topped with those firm B-cup breasts – she was hot. She hooked her fingers into the waistband of her skin-tight shorts and spread her legs slightly. There was a cute little camel-toe there – which disappeared when altıparmak escort she peeled the Spandex cloth from her body and dragged it down her thighs – which were gorgeous – and then down her shapely legs – and then her ankles and feet. She tossed the hot pink shorts on top of her bra and stood up. She looked into my eyes and brought her hands together behind her back – resting them on her ass – presenting her whole body – in its jaw-dropping perfection – for my appreciation. Her pussy was shaved bare.

“You’re gorgeous, Ellie,” Grandma sighed.

Ellie’s eyes acknowledged our grandmother’s compliment and then she was looking at me again, waiting.

What can a brother say about his sister’s naked body?

If your sister is ugly, you couldn’t tell her so – because you’d hurt her feelings – but that definitely wasn’t a problem here.

“I’m really not sure I’ve ever seen another woman as beautiful as you,” I told her.

“Woman?” she asked, worrying that damned lip again.

“That is NOT the body of a little girl,” I said, matter-of-factly.

She gave me a smile that included just the barest hint of those little dimples of hers.

“Alright, missy,” Grandma called. “I’m getting chilled. You and I can climb in – and we’ll watch while your brother strips for us.”

I’m not overly embarrassed to admit that I stared at their two naked bodies – as they stepped into the water – just to get a peek inside of their tight little slits. My sister’s looked nearly untouched – and Grandma’s looked pretty pristine as well. I’d seen a few grannie-porn pictures during my time online – but Grandma Denny’s cunt was way prettier than any of the ones that had crossed my monitor.

Once Ellie was settled, Grandma scooted over beside her and leaned into her a bit. My sister wrapped an arm around Grandma’s shoulders and kissed her cheek.

“Alright, handsome,” Grandma said. “We’re ready for the show.”

“Grandma…,” I complained.

“Now, now…,” she said, “you got to see your sister and me. If you hurry, I promise to keep my fingers out of my pussy while you undress. It’s been 20 years since my withered twat has had a nice, fat cock and I’m a little excited to see what you have to offer.”

“I showed you mine…,” Ellie added.

I looked into her eyes – silently asking if she was really going along with this. She nibbled that damned lip again – and gave me the sultriest doe-eyed look. My cock twitched in my pants.

I’d been working part-time during the school year, stocking store shelves – so I wasn’t too self-conscious about my overall physique but – like most guys – I was a little self-conscious about my private parts. The school had done away with group showers before I got to high school – so I didn’t have a good point of reference to know how I compared. My girlfriends had been complimentary but I hadn’t dated all that much.

I shucked off my shirt and dropped it onto the floor. I got two appreciative comments that actually had me ready to giggle about what I was doing. My shorts went next and the room got quieter. There was a noticeable bulge in my boxers. Next I peeled off my socks.

“What a tease!” Grandma complained.

My sister laughed – whether at my obvious attempt to delay – or at Grandma’s comment – I wasn’t sure.

I pulled the waistband out – and yanked my shorts to my ankles.

“Oh, fuck, yes…,” Grandma moaned.

“Grandma!” Ellie gasped, giggling.

“What?” she asked. “It’s a fine cock – strong and thick.”

“It’s just… we were never allowed to cuss at your house… and you’re going on like a whore, admiring my brother’s cock,” Ellie told her.

“I think most whores would admire that boy’s cock, my dear,” Grandma replied.

Grandma looked up at me.

“Well, aren’t you cold? Get in here and snuggle with us. On second thought, come sit down on the side and let Grandma see if she can fit all of that monster into her mouth and I’ll show you a little appreciation.”

I stared at the woman. I could feel my mouth hanging open – and my dick pulsing as I thought about how long it had been since a woman had willingly taken my dick into her mouth. I usually had to practically beg.

“I’ll do it too,” Ellie offered, somewhat quietly.

I turned to look at her. She nibbled that lip again.

“What?” I asked.

“I want to see if it will fit in my mouth too,” she said. “If Grandma’s going to suck your dick, I will too.”

“And I swallow,” Grandma added, grinning.

“Grandma!” my sister gasped again.

My cock didn’t twitch that time – it fucking throbbed.

I stepped into the hot tub and sat down so quickly that a little water sloshed out.

“Derek?” Ellie called to me.

“Give him a minute, child,” Grandma said. “I think I’m so horny that I got carried away and I’m moving faster than either of you are ready for.”

We sat there, looking at each other, for a half-second, before my sister stood to her feet. She looked me in the eyes, osmangazi escort brought her hands to her breasts, and tweaked her nipples with her fingertips.

“Come on, Grandma,” she said.

She stepped across the small pool and sat down on my left. Her right hand found my prick, her fingers wrapped around it, and she slowly began stroking me as she cuddled against my side.

“Ellie…,” I moaned.

“Just making sure it fits…,” she said, glancing up at me with a wry grin.

Grandma settled in on my other side. Her hand stroked down the inside of my thigh and then Ellie’s hand slipped off my aching prick and Grandma’s took over doing what my sister’s had been.

Ellie turned to face me. She grabbed my chin with her left hand, turned my face towards hers, and then pressed her lips to mine.

My little sister kissed me – really kissed me – with a lover’s kiss – full of heat and promise – while my grandmother jerked me off the whole time. I pulled my lips from my sibling’s to lay my head back and moan more deeply than I ever had moaned before in my life.

“Derek…”

Grandma’s voice was so full of need that it hurt to hear it. Her fingers circled and strummed the head of my cock.

“Go ahead, Grandma,” Ellie said. “Tell her that it’s okay, Derek.”

“Grandma…” I moaned.

My question – or statement – or whatever it might have been – it faded away into nothing as my sister and my grandmother’s hands both took control of my prick – and guided it to Grandma’s entrance – and then the heat that surrounded my prick changed. It wasn’t just hot water anymore. The tension around my cock changed too – from the hands and fingers tugging – to something much more demanding.

I raised my head back up to find my dad’s mother rising and falling on my lap – skewering herself with my penis. Her arms went around my neck and she kissed me – or rather – began making out with me. It wasn’t quite just one never-ending kiss – but a flurry of back-to-back smooches interspersed with teasing tongue touches.

“Fuck… Grandma…,” I moaned. “I’m gonna cum.”

“Don’t worry – you won’t get me pregnant – let me feel your fire, boy,” she purred.

It was so fucking wrong, but my penis and my balls didn’t care. Relief was close! I grabbed my paternal grandmother’s narrow hips and began urgently and insistently pulling her – harder and harder – deeper and deeper – onto my prick.

Climax! – A joy-filled eruption inside of a willing (and tight) cunt. Such a feeling!

Grandma’s lips found mine again and my return-kisses were no longer hesitant or uncertain. I’d just dumped my load into this sexy woman, and I poured my appreciation for her body and our joining into those kisses. She greedily took all that I offered and still her lips sought for more. I gave until my strength faded – and then collapsed – laying my head back against the side of the hot tub once more.

“Thank you, grandson,” Grandma told me. “You did not disappoint. I’ll leave you and your sister to consider my offer. I’m going to go to my bed and have a blissful night’s sleep.”

She kissed my bared neck – and then my collarbone – and then, suddenly, my cock complained that its cozy warm blanket had disappeared.

My eyes were closed. I was exulting in the afterglow of a good, hard orgasm.

Ellie snuggled in beside me and I heard Grandma grab her things and leave the room.

We sat together for several minutes before my sister broke the silence.

Ellie asked, “How was it?”

“You know, I’m probably unlikely to mention it to mom – or the minister – or any of my friends – but I just came really hard – inside of a sexy woman – and – right at this moment – it’s difficult for me to regret that.”

She laughed – and snuggled a little closer.

Finally, she seemed to get the courage to ask the question she had been avoiding.

“You…,” she began.

“Would I be willing to have sex with you?” I asked.

“Yes,” she sighed.

She sounded thankful that she had not had to voice the words herself.

“Ellie, you’re hot as hell,” I told her. “Any man on the planet would give his left testicle to have a chance with you – just a chance.”

She gave a little self-conscious giggle.

“I would fuck you as often as you would let me,” I assured her.

“Would you…,” she asked, “do other things?”

“Kiss you?” I inquired.

“Well… and other things…,” she persisted.

“Dear beautiful girl,” I told her, “I will kiss whatever you want me to kiss, lick whatever you want me to lick, suck whatever you want me to suck, fuck whatever you want me to fuck, and cum as much as you want, wherever you want it.”

“You’d eat me out?” she asked.

“If you want,” I replied, “gladly. I’ll bet your girl-jizz tastes like honey.”

She gave a little giggle – this one more relaxed.

“You’re seriously considering this?” I asked her.

“Kind of…,” she replied.

“What are the parts that are the ‘kind of’?” I inquired.

“Well,” she said, “I was gonna room with Sadie.”

“Aunt Sarah’s daughter?” I asked.

“Yeah,” she replied.

“Ask Grandma if she’ll extend the offer to her,” I suggested.

“You’d fuck Sadie too?” she asked.

I looked down, into my sister’s face. She was one part grinning and two parts questioning.

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