On the Loveseat Ch. 24

"The bet is three dollars." She told me coldly.

"I know." I put the rest in.

"And I'm raising two dollars." Grandma Sharon then stated.

My heart was really beating then!

I glanced at my dwindling winnings and then at hers. At a quick count, I was more than slightly ahead. It was all or nothing now!

"I'm all in!" I said and pushed my coins to the middle.

Her eyes widened at that. Had she been trying to con me also?

"You're not bluffing then huh?" She double checked her hole cards again.

"Okay, I'm in too." She pushed her coins to join the rest.

"Grandma, you're a little short on that bet."

"I'll go get more change." She made to stand.

"Unh uh. You don't get to go to the bank in the middle of a game." I declared.

"It's not the bank, it's just over there on the counter." She pointed at the large jar of change.

"Same principle. I couldn't go get more money so you can't either. We started even, there's no getting any more." I argued. What I wanted was for her to have to put up my shirt!

She then sat back down hard. She looked at her cards again and then at me.

"Just put my shirt in." I didn't want to sound like I was pleading.

"Nope. I'm keeping that."

"You don't have anything left to call with then."

Then Grandma Sharon did something that stunned me.

She pulled her white top over her head and plopped it on the pile of coins.

"There. I call. What do you have?" My grandmother acted as if she wasn't just sitting there in her bra that barely contained her large pair of breasts that seemed to be threatening to spill out.

My eyes were bulging out even though she was still technically covered.

"Jeremy." She waved a hand in front of my face. Her own face was still looking at me.

"Straight flush, five through nine of hearts." I declared, showing my two cards.

"Damn, that beats my three queens!" She threw down her hole cards, queens of clubs and spades.

I should've been glad at winning but my eyes were still on my grandma's cleavage.

"Eyes up here sonny." Grandma Sharon told me and I looked back at her face to find her smiling.

I picked up her top nervously even though it was just harmless fabric. Cloth that had touched those huge tits!

"Can we just trade our clothes now?" I asked as I gingerly held her pullover.

"No, I have other things I can put on." She stood and turned.

"But I don't have anything else to put on!" Okay, I was whining. "I didn't expect to need a change of clothes."

"If you're so modest, I could give you a towel to put over your shoulders." I could almost see her grinning even though she was facing away from me.

I was only shirtless. Guys did it all the time. I couldn't say that I was self-conscious to be around my grandmother. Even one that was still walking around in only her bra covering her large breasts. Breasts that I couldn't keep my eyes from staring at!

"Nah, I'm fine."

"I'll be back in a minute, then I'll make us some dinner." She called out as she walked out of sight.

I had to shake myself. What was I doing? Staring at my grandma's tits! Even if they were so nice and big and just seemed to want to be grabbed!

'Stop it!' I cursed myself. What was I thinking?

Grandma Sharon returned, now wearing a light blue blouse, but one that she had left many buttons undone, revealing nearly the same amount of cleavage as without it.

"How do you feel about burgers?" She asked as she went to her refrigerator.

"Um, yeah, that sounds great." I replied.

"What am I supposed to do with this?" I asked holding up her white top.

"Whatever you want, it's yours now." She pulled out some hamburger and then went to get a pan from the cupboard.

What was I going to do with a woman's top? It wouldn't fit Jenny, and certainly wouldn't fit the smaller Erin. Why couldn't she just give me back my shirt? I'm sure she was tormenting me for some reason.

Grandma Sharon went about preparing dinner, cutting up the tomatoes for our burgers and even grilling up some of the squash and other veggies she had in the fridge for a kind of fried salad. She made fresh cut fries, from a bucket of potatoes that she had already harvested previously. This would all seem so normal, if not for the flashes of the recent memory of her almost topless!

It might not have been enough to get me hard, but I was feeling uncomfortable twitches from my crotch. Unnatural twitches!

"I really do love that you came to visit me, Jeremy! I know after you go off to college, I won't get to see you hardly at all."

"I'm not going anywhere for a few more years. You'll still see plenty of me." I told her while trying to keep my eyes on her face.

I just didn't want to see plenty of her! Not like I just had!

But I was lying to myself, because I did want to see her tits. I regretted that she had put on a blouse to cover them.

And the fact that I had seen both her daughters' large breasts, or had had sex with them both, wasn't lost on me either!

We chatted pleasantly as she prepared dinner, but I felt a slight tension palpable in the air after our brief mutual near or complete toplessness. I set the small table, wanting to be doing something to feel necessary as my grandmother made the meal. I may have been imagining it, but Grandma Sharon seemed like she was secretly glancing at me when she didn't think I was looking. I had to be imagining that, my previous experience with Jess and Jenny clouding my senses.

We ate with few words, though I did compliment her on the fried salad of which she had to coax me into trying. I told her to give mom the recipe. She told me she'd send some of the ingredients home with me when I left.

We finished and there were a few moments of awkward silence.

"Any other games you mind playing?" Grandma Sharon asked me. "Unless you wanted to go home now."

She sounded a little hurt at that suggestion and I assured her that I wasn't leaving yet. It was only just barely past six. Still plenty of time before I left.

The mention of games though had me envisioning her bra-covered breasts again as we sat in the same seats as before.

"Just nothing that involves gambling, or betting our clothes!" She teased, breaking some of the tension.

We played a game of Clue, of which she won, but it wasn't the same with only two people. Colonel Mustard in the Ballroom with the Rope! Then we played a few games of Oblique, which was a balancing puzzle game. We each won one of those.

Throughout all the games, I still had a sense of her eyes on my bare chest which I guess was matched with my own eyes diving frequently into the swells of her cleavage. I can't say that she didn't notice my glances as much as I felt her own on me. Maybe it was just that I had gotten such a swollen head from the luck that I had with ladies lately to think that Grandma Sharon was eyeing me.

It got later than I realized and when I suddenly yawned. My grandma was then concerned about me driving the long distance to go home if I was so tired.

"You could spend the night. You could sleep in your mother's old room." She gave me a look of worry that only a mother could manage.

I wasn't so tired that I wouldn't have been able to get home, but it also wasn't something that I looked forward to doing either. And being able to sleep in Jenny's old bed had its own attraction too! Plus, I would get to spend more time with my grandma. My clothed grandma!

"That sounds like a great idea, grandma."

I texted mom to say that I was spending the night with her mother. Then I texted the same to Erin with the addition that I would try to call her later that evening before I went to bed.

Without having the lengthy drive, I had some extra time, so we played one more game until we both yawned and decided to call it a night. She told me where the towels were so I could take a shower and then after a kiss on my cheek, a grandmotherly kiss on my cheek, she wished me good night. I did the same to her.

I resisted relieving myself in the shower and just tried to push any sexual thoughts from my addled brain. I did call Erin, but I only talked to her briefly before telling her I loved her and wished her a good night.

I then curled up in mom's bed, imagining her sleeping there so many years ago, thinking of her being a blossoming teen in this room, and visualizing her discovering her body within these walls.

All these thoughts were the greatest aphrodisiac that I could have had and I found myself with a raging boner. I tried to push the images of my grandma's tits hanging out of her bra from my thoughts and instead focus on the memory of my mother's tits instead!

I know! Right?

I had to do something about it, and although it seemed somehow wrong to have to handle this on my own, the fact that I was in mom's old bed was almost like she was right there with me. I just wanted to get it over and get some sleep. I was still shirtless and I had removed my pants to sleep. I pulled my boxers down to give me access and began, but once I started, I had memories of Jenny rise in my visions and I still tried to last for her. I groaned as I got myself worked up, and even moaned out my mother's name as I imagined her here with me; that it was her mouth around my dick instead of my hand, that it was her hand cupping my balls, or even instead of her mouth, that it was her tight pussy wrapped snuggly around my cock!

'Jenny!'

Then I heard a floorboard squeak.

When you are in the middle of such an act, and trying to be discreet, such a sound is like a thunderclap!

What?!

My eyes sprang open as I ceased my stroking and covered myself with my two hands.

Grandma Sharon was standing at the door, now half open with the light from down the hall streaming in behind her. She wore a floor length robe hiding everything that should remain hidden. Her eyes were wide, probably as wide as my own as she stared at me in shock. I don't know how much she had seen, or how long she had been standing there, and I was mortified to have my grandmother catch me like this!

"Uh ... oh! Um, sorry!" I stuttered my apology.

"No, I'm sorry. I heard you moan and was worried that you had pulled or hurt something this afternoon in the garden. I didn't mean to spy on you." I couldn't see any details of her with the backlight around her shadowed form.

Her eyes didn't avert from my nakedness though, her head clearly facing me!

"Grandma Sharon, I didn't mean ... I shouldn't ..." I didn't know what I was saying as my brain reeled.

"No, no. It's alright. I know all about young men and their needs." Her voice was calm and relaxed, as if she walked in on grandsons jerking off all the time! "It probably didn't help to have me giving you such a show earlier either!"

She gave a little laugh at that.

"It wasn't that, I ..." I tried to explain. I still tried to hide myself feebly, but I also didn't pull the blanket up which would have greatly helped.

Grandma Sharon just grinned at my denial as if dismissing it.

Her eyes still roamed over me, particularly that which I was hiding. And which wasn't diminishing under her scrutiny!

That she wasn't freaking out and was being so calm helped my own nerves. I let my hands part somewhat without just openly displaying my junk.

"Do you like what you see?" I asked boldly with my words, if not in my tone which was barely not faltering.

"From what I can see, it looks nice, but you are my grandson and I shouldn't be seeing that!" She said with her tone still at ease. Her eyes also hadn't strayed.

I couldn't make a case for keeping myself covered after all the time I had spent naked with her daughters, Jessica and Jenny! My hands fell a bit more aside.

"I thought you had a girlfriend?" My grandma asked accusingly.

I assumed she meant that I had a girlfriend to help with things like this. Not that either of my girlfriends were there right then!

"I do." I cautiously answered.

"I thought her name was Erin?'' She asked leadingly.

"It is, you've met her before. The redhead." I told her, now curious as to why she was asking.

"I'm sure I heard you say Jenny. When you were ..." She nodded at my still hard dick that was almost totally in her view.

OH SHIT!

Does she think that ...?

"Oh." I said as if I had been caught nuking Chicago or something. What else could I say?

"You were thinking about another girl instead of Erin?" There was a wry curl to her lip as she asked that.

Did she not suspect? It wasn't as if Jenny wasn't a fairly common name.

"Yes, but it's complicated."

"Oh, it's alright. People think about others during sex all the time."

That my grandma was talking about sex, and while she was practically staring at my erection, was awkward, but given how my life was turning out, not unexpected I guess!

I then did something probably as bold as I had that day in the kitchen when I pulled out my dick in front of mom; I pulled my hands aside, no longer hiding my raging dick from her eyes. I took it in my grip and let her see it in its full glory.

"Jeremy!" Grandma Sharon gasped loudly at me. She said nothing about me stopping though.

I then resumed my caressing it, with long slow strokes as I stared back at her as intensely as was now eyeing me. Or rather, one part of me!

She took a few steps into the room, closer to the single bed on which I laid. Her eyes never wavered from my crotch.

I sat up onto the edge of the bed and my grandma moved closer. I waved my leaking dick as invitation at her. She gave a small laugh at that, very clearly nervous and unable to stop herself as she slowly lowered herself to her knees.

I started stroking it again, emphasizing the motion with my grandmother less than two feet from it. Her eyes were glued to the action of my right hand over the reddish skin.

"Do you want to help me with this?" I asked softly. Even as far as I had gone with my mother and aunt, I was still nervous.

Grandma Sharon's eyes darted up to mine with an almost hungry fear, wide and longing. They stayed on mine for a moment. Then she nodded, barely moving her head. She lifted her right hand and put it around the base of my dick cautiously, as if it might be boiling hot. It might not have been that warm, but it was way above room temperature!

"I haven't seen one this nice in a long time." She then declared as she watched her hand slowly travel up and then down my rod.

Okay. It was nice to have any woman's hand on my dick, but I didn't want to think about my grandmother having had sex! That was even worse than thinking about one's parents getting busy! And yet, here I was with my Grandma Sharon giving me a handjob!

Her eyes glowed as she kept going, clearly knowing what she was doing as she worked my pre-cum over the shaft and gave it that half-twist that felt so good.

"It's been a long time?" I inquired, curious and also not wanting to know.

She gave me a wide smile and her face went from her hand to my face, back to her hand, and finally faced me before she answered.

"I do alright with my gentlemen callers." She said cheerily, her early nervousness gone. "But none have been so ... nicely equipped as you. I've only ever seen one that was bigger, and that was a long, long time ago."

Her hand had sped up and grandma was giving a most righteous handjob of my dick! Her eyes went back to focus on the actions of her gripping hand with a fierce intensity that showed that she liked what she was doing to me.

I was loving what she was doing!

And I was curious as to what else she might do!

"Grandma Sharon. Do you want more?" I asked, again nervous with my implication.

"More?" Her eyes, which I only realized then were blue like the noon sky, looked up at me curious and expectant. Those blue eyes darted between my own as if searching for my intent.

"Back when I was young and in school, I had a nickname." Grandma started with some hesitation. "They used to call me Sure Sharon."

She looked at me as if it was obvious. But my blood was not in my brain right then. I just stared back blankly.

"Sure Sharon?" I asked weakly.

She gave me a big smile. Her hand never stopped its motion, though its ferocity waned briefly.

"The boys would ask me to ... um, do things." She explained slowly. "I would always just answer, sure!"

Oh? Okay.

Then it hit me!

OH!

"Grandma Sharon. Would you like to please suck my dick?" I asked hopefully.

She responded with a very enthusiastic "Sure!"

Her mouth enveloped my dick quickly, her hand now a footnote as she started to give me a blowjob.

And damn, what a blowjob!

My grandma sucked dick as good as either of her daughters! Her head bobbed franticly up and down as she ran her lips over my smooth shaft, her tongue working its own magic along the way.

I had to then wonder if maybe cocksucking was an inheritable skill!

I had been close before I had been discovered and I did have a full day's load built up in me, and now with the new twist and addition of my grandma, I didn't think it would take much to get me to explode. My grandmother knew what she was doing though, and she had me at the peak and then slowed until I calmed as she laved her tongue over my raging dick. She sucked me like it was all she wanted to do, and would glance up at me as she did so with a fire burning in her eyes, before bobbing hungrily again on my fat cock.

But then before too long she put all she had into what she was doing and I erupted like it had been weeks since I had cum.

"Cuh-cuh! I'mmm gonna cuuumm grannnmaaa!" I moaned as I sprayed her throat with a huge load of my cream.

She swallowed everything as good as either daughter ever had, smacking her lips and then licking them slowly and sexily as any female porn star.

"Oh my God! That was great! Thank you, grandma!" I told her appreciatively.

"You can never, never, ever tell your mom about this! That I gave you head. Never!" She looked up at me guilty, but without shame for what she had done.

"Of course not!" I told her.

I did wonder though if I could tell mom. Would it be too weird to tell Jenny that her mom had sucked my big dick with as much enthusiasm as she always did? Or would mom be grossed out, or even upset about it? I would think about it later as I was still hard.

Grandma's eyes showed her excitement when she saw that I hadn't wilted.

"I do miss young men." She said almost wistfully. Her eyes still roamed over my hardened flesh.

"We don't have to be done if you don't want it to be." I let my implication hang heavy.

My grandmother eyed me intently.

"What? Give you head again?" Her tone wasn't eager, but there was something deeper to it.

"If that is all you want to do." I gave my assurance to whatever she was comfortable doing.

Her face studied me for a long moment. And then another.

"What do you want?" She asked as if she really wanted to know.

Obviously, neither of us wanted to come out and say it. I know it was on both our minds. Could we go through with it?

Then I remembered her nickname and her response.

"Do you want to ride my cock?" I asked plainly, like I might if I wanted to know the time.

Her gaze fell to my throbbing cock as if just seeing it for the first time. She studied it for half a second and the concern that had covered her face melted into the furnace of her lust.

"Sure!" She grinned at me as she rose back to her feet.

"Let me see your body Grandma Sharon." I asked lovingly as I looked up at her.

She answered with a small grin.

"If we are going to have sex, then you could probably just call me Sharon." She untied the sash and removed the heavy terrycloth robe, hanging it on one of the bed's tall corner posts. Beneath the robe was a knee-length simple white nightie of thick cotton. It hinted at the feminine figure that it covered.