A bit about me: I recently turned seventy, but I’m in extremely good shape. A large part of this is that, around the time I turned forty, my husband and father of my children and I had a rather acrimonious split, one which left me with no desire to ever be in a committed relationship again. I still did the single mom thing, though by that point both were already in high school, and well old enough that I could start dating again without much of a problem. And by dating, I mean I was sexually active, definitely more so than I’d been when I was married. Having sex as frequently as I was led to me both looking and feeling younger, and this led to younger guys being interested in me, at first by a few years, but since then, that gap has grown to the point where some of my suitors are the same age as my son.
To give a physical description of myself, facially, I have a similar look to Annie Potts, or Nana Visitor, and even have the same kind of silver, slightly messy pixie cut they do(as well as a similar voice). As for my body, I have the same kind of figure as Helen Mirren or Susan Sarandon; shapely, well endowed, and in utter defiance of age.
Now, getting back to my kids, they are both married with kids of their own, once again around high school age. One, in particular, Charlie, my daughter’s oldest, just turned eighteen, and will be graduating this summer. And he…is an attractive young man, if a little odd, especially when his parents aren’t around. The only way I can describe it is “flirty”, but not in a sexual way, if that makes sense. At least, that’s what I told myself.
So, last weekend, I had a really hot date planned with a guy I’d had my eye on for a while. I was all dolled up and had my sexiest outfit on, when, due to a family emergency, he had to cancel at the last minute. As our call ended, I was considering taking everything off, maybe taking a hot bath, and spending the rest of the evening on my bed getting myself off, when my doorbell rang. I opened the door to find Charlie standing there. “Uh, hi, Charlie. What’s up?”
“Ah, Mom and Dad are on a date, and all my friends are also busy, and I didn’t feel like hanging around with my sisters all night, so…”
“So, you came here?”
“I know, right? For some reason, though, this just felt like a good place to hang out.” As he was talking, I noticed him subtly looking me up and down. “Unless you’re going on a date, too?”
“I…was, but he had to cancel.”
“Ah, man, so you’re stuck with nothing to do, too, huh?”
“Uh, yeah. Well, why don’t you come inside? I have a bottle of wine I was going to share with my date, but…”
A few minutes later, we stood in my kitchen, myself leaning over the island, as we talked and drank.
“So, how old was this one?”
“My date? Forty-six.”
My grandson snickered a little. “My grandma, the cougar.” We both laughed a little at this.
“Yeah, I don’t think I could deal with a man my age now.”
“Yeah, Mom’s said the same thing. That a man your age could never keep up.” Through this whole conversation, Charlie was idly wandering around and, at some point, had ended up behind me. “You know, I bet you could go even younger.”
I turned my head to him and smirked. “Yeah, right! What, like a thirty-five-year-old?”
“Or thirty, or twenty-five…”
I turned my head back away from him. “Oh, right, I can just picture it, me with some twenty-five-year-old! I’m sure some kid out there is just chomping at the bit to date a woman old enough to be his grandmother.”
“Well…I mean, there’s bound to be one out there.” As he said this, I thought he sounded like he was coming closer to me, while at the same time his voice was getting lower. “I mean, I wouldn’t say no…to a woman your age…You know, if she looked like you…” Now I knew he was closer, as he sounded like he was right behind me. “I mean, would you? If you had the opportunity? Maybe an eighteen-year-old?”
I’ve said he could act weirdly flirty, but this was way beyond that. Feeling his presence behind me, and hearing the tone in his voice, my body started to respond in a way I couldn’t explain; my heart was pounding, my insides felt hotter than usual, and I was even starting to get wet down there. “I-I don’t know, I mean…”
I have always thought my grandson was attractive, but I had never thought about him…like that? As I thought about that, I suddenly felt his hands on my hips, and then his lips next to my ear. “What about family? You ever thought about that, or even done it?”
“Charlie, I…” At this point, there was no doubt in my mind; my grandson was coming on to me. Why an eighteen-year-old kid would be interested in his seventy-year-old grandma, I couldn’t fathom, but my body wasn’t objecting to this scenario. By now, my grandson’s hands were starting to drift upward, and he was starting to kiss me behind the ear. I felt like my heart was going to burst out of my chest, my insides were uncomfortably hot, and my panties were already starting to stick to my skin. “Charlie…” I whispered,” Let me turn around…”
Charlie backed up slightly, and now we were face to face, and…God, I said my grandson was attractive, but this close up, he was beautiful. My heart was now in my throat, as I leaned up, and we shared a long, sensual kiss. After sucking my tongue for a minute, Charlie suddenly whipped his shirt off, and…God, his body, and even his smell, were both turning me on even more. As we continued, I couldn’t help but place my hands on his chest, feeling him up, and even rubbing his nipples slightly with my fingertips. He then started trying to get my shirt off, so I helped him. “Jesus, Grandma…No wonder young guys wanna fuck you…”
I smirked involuntarily and then let out a moan as he started kissing my neck and groping my breasts through my black satin bra. Before long, he had his face buried between my tits, and I moaned again, this time more vocally. My usual suitors were definitely experienced enough to know how to treat tits like mine, but my grandson put them all to shame, and that was before I took my bra off, and he started licking my hard, pink nipples, and sucking them into his mouth. And this, after all the build-up, led to my first orgasm. “Oh!…God!” I’d heard of women cumming just from having their breasts played with, but now I was experiencing it.
As my heart slowed down, I stopped Charlie with a hand on his chest. “Back up, darling…” My grandson backed away a step, and, continuing to hold my gaze with him, I lowered to my knees and placed my hand on the front of his pants, immediately encountering what I instinctively knew to be his cock, which I could feel throbbing through his pants. I cupped my tongue at him, as I began to undo his belt, then his pants. I then pulled them down, along with his boxers, giving me my first look at my grandson’s gorgeous member, which I immediately grasped in my hand, before leaning in, and wrapping my lips around it.
“Oh, God, grandma…” Charlie’s breathing sped up and became more vocal as I proceeded to suck him off, sliding my lips up and down the shaft, while, with my free hand, I rubbed and gently squeezed his balls. As if it wasn’t already obvious enough by now, I could tell my grandson was enjoying this, as his swollen head was already oozing a copious amount of pre-cum, which I lapped up gratefully. “Fuck…lemme fuck your tits…” I rose up on my knees and wrapped my tits around Charlie’s throbbing cock, and he immediately started thrusting into them, causing me again to feel like I might climax, as I started to lick around his navel.
As I felt another orgasm approaching, I gasped, “Let’s go to my room…”
Another moment later, I was down to panties, matching the bra I’d had on, which were now soaked through and plastered to my skin, as my grandson, kneeling before me, licked me through them. “Fuck…let me sit down…” As I started to, Charlie peeled them off, then, once I was sitting on the bed, he spread my legs open, and buried his tongue deep inside my clammy, hairless cunt. I lay back, dug my teeth into my lower lip, and rubbed and squeezed my tits, digging my nails in, as he probed my snatch, deeper and deeper. Before long, I felt another orgasm, this time spreading through my whole body. “YYYES! Oh, fuck, yes!” My body now shaking, I groaned, “Fuck me, Charlie! God, give me that cock, baby!”
A minute later, I was fully on the bed, head on the pillow, as my grandson teased me with his cock, rubbing the swollen head up and down my now drooling pussy. “Oh, God, Charlie…” I gasped, visibly trembling, “Please put it in…” Finally, he pushed it into me. “Ohh…fuck…” I couldn’t remember the last time I felt a cock going into me that intensely. Placing his hands again on my sides, he started to slowly thrust into me, causing my tits to shake gently. “Oh, God, yes…”
“Fffuck…God, your pussy feels good…” As he fucked me, I found his sex face to be strangely arousing.
“Oh, god, Charlie, I can’t believe you’re only eighteen! How are you so good at that?”
Pausing a second, he smirked down at me. “Wouldn’t you like to know?” He then continued to thrust into me, soon speeding up, causing my breasts to go from gently bouncing to whipping up and down, faster and faster, and somehow the slight pain from my by now visibly sweating tits whipping so hard added to my pleasure.
As I had my next orgasm, I grabbed Charlie’s shoulders and pulled him down to me. We again kissed feverishly as he continued thrusting. As he sped up even more, I began to dig my nails into his back, almost breaking the skin. Not long after, I felt another orgasm welling up, this time more intense than I’d experienced in recent memory. My grandson went faster and harder, his rigid cock roughly abrading my vaginal walls, until it hit me so hard, I did something I hadn’t done in decades, and screamed. Not an orgasmic cry, but screaming like I was being murdered. I was coming close to passing out when Charlie’s face screwed up, he thrust his cock all the way inside me, and let out a long, loud groan, as I felt a torrent of hot, sticky cum erupt out of him, so much of it that if I were thirty years younger, I would most definitely be pregnant. When he eventually stopped, both of us breathing hard, he lay his sweaty brow on mine, and we shared another long kiss, practically sucking the air out of each other.
“Fuck,” he then chuckled, “and I thought my math teacher was a great fuck.”
“Wait, your math teacher? Mrs. Murphy? Isn’t she, like, fifty?”
“Um, yeah. What can I say, I like older ladies.” Catching his breath, Charlie then wiped the sweat from his brow. “You spent yet?”
“Jesus, you aren’t?”
“I’m eighteen, remember?”
I took a deep breath, then sighed, “You know what? I’m already gonna ache tomorrow, so fuck it.”
“Tell you what, I’ll go slow.”
“Just don’t go too easy on me.”
Charlie leaned down and kissed me again, then said, “Flip over.”
My heart was still slowing down as I turned over on my stomach and stuck my ass in the air, already anticipating what he had in mind. Turned out I was half right, as I almost immediately felt his tongue on my sweaty asshole. “Oh!” I yelped, then groaned throatily, “Oh, God…” I couldn’t remember the last time a guy ate my ass out, but I’m pretty sure Charlie wasn’t even born yet. One thing I was sure of, the guy wasn’t this good. I can only imagine that Mrs. Murphy taught him this. As my grandson licked my ass more vigorously, I felt like I was again going to cum. I was getting close, when Charlie started kissing up my back, then my shoulders, before kissing and gently biting my neck. I immediately reached up and grabbed his soaking wet hair, and then I felt it. “Oh, God…” I began to breathe harder as I felt his cock slowly and laboredly push it’s way into my ass. “Oh, fuck…Charlie…” I started sucking air as he slowly thrust his cock in and out of me, which I could feel through my whole body.
“Jesus, you’re tight…”
“Tighter than Mrs. Murphy?”
“I don’t know…She won’t let me anywhere near her ass.”
“God…She doesn’t know what she’s missing…”
Charlie didn’t speed up, but kept the same rhythm going, and I could again feel an intense orgasm welling up inside me. As I got closer, I felt a gurgling in my pussy, and I started to cry out, “Oh, God! Oh, my God, Charlie!” Burying my face in the pillow, I again screamed as I felt a cascade of fluid gush out of me. As he continued, I soon felt something else. There was more coming, but not from the main hole. “Oh, God!” I cried out as I started peeing all over the bed. “Oh, fuck!” When I finally stopped, heart going a mile a minute, I gasped, “Charlie, let me sit up…”
Seconds later, Charlie was kneeling in front of me, as I vigorously sucked him off. “Oh, God, grandma…” he moaned, breathing choppily, so I held up my now sweat-soaked tits with one arm, and aimed his cock at them, continuing to jerk him off. “Fuck! Oh, fuck!” Thrusting his hips, Charlie started ejaculating again, shooting ropes of jism, completely coating them, as well as my neck and chest. Once he stopped, I gave him one last suck while I rubbed his spunk into my titties. Looking up at him, I then licked his cum off my fingers, before he leaned down again, and we again tongue kissed, sharing a little of his load with him.
As he then looked down at me, both of us catching our breath, a thought crossed my mind. “Charlie…You haven’t done this with your mother, have you?”
“Not yet, no. When I do, though…” He leaned in, and his voice lowered, “I’m gonna ask her what she thinks of having a threesome…”
Try as I might, I couldn’t help but laugh with him before he leaned down, and we again kissed.