My Best Friend’s Grandma: Older Woman Seduction Story

old lady sex story

My dear readers, this mature woman sex story is about my best friend’s grandmother.

Alex was my classmate in senior year and lived in my neighborhood. His father Andrew worked at Bank of America, and his mother Rachel taught at Lincoln High School.

Three years older than Alex was his sister Melanie, whom everyone called Mel. Besides these four, Alex’s grandmother Eleanor lived in the house.

Alex’s grandfather had passed away when Alex’s father was just four years old.

After graduating high school, Alex went to Boston for engineering school.

I’d been hitting on Melanie for weeks, but she wasn’t giving me the time of day. I was being careful too, making sure Alex didn’t hear about it and rat me out.

After Alex left, my confidence grew a bit. To pave my way, I started visiting Grandma Eleanor often, hoping for chances to get close to Melanie.

Grandma and her granddaughter were home alone all day.

Melanie was about twenty-two years old, five-foot-four, with 34-inch breasts, a 30-inch waist, and 38-inch hips. My eyes had done the measuring.

Once, there was a wedding at Melanie’s maternal grandmother’s house in Chicago, and Melanie and her parents went there for a week.

Before leaving, Rachel called me over and said, “Jake, Alex isn’t here… so please keep coming by while we’re gone. Keep an eye on Grandma.”

It was the second day after Melanie left when Grandma called me: “Jake, could you bring me some IcyHot cream?”

I brought the cream, and Grandma explained that she’d slipped going to the bathroom at night and hurt her hip.

I stayed a while, then went home.

When I returned that evening to check on her, Grandma said the pain was still the same. She thought she hadn’t applied the cream properly—if Mel had been there, she would have done a better job.

I offered, “Should I put it on for you?”

She refused at first.

When I insisted repeatedly, she hesitantly agreed.

Grandma was about sixty years old, with a build almost exactly like Melanie’s, and very fair skin.

Grandma came to the bed with the cream, untied her house dress, and lay face down. Then she pulled down her bottoms and placed her hand where it hurt.

I started rubbing the cream on gently with light hands.

Seeing Grandma’s pale, round ass in maroon panties, I lost my mind.

After applying the cream, I went back home.

That night in bed, sleep was miles away. Grandma’s ass kept flashing before my eyes. Finally, I jerked off to calm my cock down.

The next day I went to Grandma’s place and, after insisting, applied the cream again—and found an excuse to squeeze her ass.

Then I called Melanie’s mom to report that Grandma had slipped, but not to worry. I told her I’d be staying there nights until they returned.

Despite Grandma’s objections, I insisted on staying.

When bedtime came, Grandma pulled out Alex’s sweatpants and a t-shirt for me to sleep in.

Before sleeping, Grandma went to the bathroom, took off her house dress, and came back in a nightgown.

When Grandma lay on the bed, I asked, “Grandma, should I put on the cream?”

“No, Jake. Not now. Do it in the morning. I’m feeling much better anyway.”

“Grandma, put it on before sleeping—it’ll work better.”

“No, son, I can’t have it put on at this hour.”

“Why, Grandma?”

“Son, the thing is, I don’t wear panties to bed, and how can I lift my nightgown without panties on?”

“Grandma, I’m like Alex.”

“So what? You’re still a man. Your grandfather’s been dead thirty-six years. No man’s eyes have fallen on my body since then.”

“Grandma, what kind of talk is that? What modesty with family? Especially during painful times. And if it’s such a big deal, I’ll turn off the lights, and you can have the cream put on.”

Saying this, I turned off the lights.

Grandma lifted her nightgown to her waist, and I started rubbing in the cream. As I caressed Grandma’s ass, my cock started throbbing.

After rubbing her ass for quite a while, Grandma said, “That’s enough, son. Now go to sleep.”

I went to the bathroom, washed my hands, took a piss, and massaged my cock with coconut oil from the bottle kept there. I brought the oil bottle back to bed and started pressing Grandma’s legs.

Grandma said, “Even Alex never served me this much.”

I put some oil in my palm and rubbed it on Grandma’s thighs. She asked, “What’s this?”

I said, “Grandma, massaging will give you relief.”

“God give you a long life, son.”

As I massaged her thighs, my hand reached Grandma’s pussy.

Grandma had hair there, but it looked like she’d trimmed it eight to ten days ago.

While massaging her thighs, I started massaging Grandma’s pussy. Grandma seemed to be enjoying it too.

I took off my sweatpants and bent Grandma’s legs at the knees, massaging her inner thighs.

As my hand moved on her thigh and approached Grandma’s pussy, my finger brushed against her pussy lips.

Rubbing oil in my palm, I started massaging Grandma’s pussy, and while massaging, I slipped my finger inside.

“Jake, what are you doing? Don’t do this. Don’t awaken my sleeping desires. Get away, son. Go to sleep now.”

I pulled my finger out of Grandma’s pussy and asked, “Grandma, in the last thirty-six years, didn’t your desires ever overpower you?”

“No, son. After your grandfather died, I went back to my parents’ house. There was a full household there, my mother was there, my sisters-in-law were there… life passed there.”

While talking to Grandma, I placed my cockhead at the entrance of Grandma’s pussy and asked, “Grandma, should I let it inside?”

“Whether I say no or yes… you’re not going to listen now. So do as you please.”

Holding Grandma’s waist, I applied pressure, and my cockhead entered Grandma’s pussy.

When I pushed more, slowly my entire cock disappeared into Grandma’s cave.

As soon as my cock went in, Grandma started lifting her hips.

Then Grandma raised her hips and put a pillow under her ass.

Grandma pulled up her nightgown and placed my hand on her breast.

Moving my cock in and out of Grandma’s pussy, I started kneading her breasts.

Caressing my hair, Grandma said, “It didn’t feel this good even in my youth, as it does now.”

The fucking, which had been moving at the speed of a local train, gradually increased to the speed of an express train, and my cock swelled up tight and hard.

Grandma also started lifting her hips and thrusting, and then my cock released its fountain.

Grandma wrapped her legs around my waist and held on until the last drop of cum dripped out.

I went to the bathroom, pissed, washed my cock clean, and came back to lie down.

Now Grandma got up, went to the bathroom first, then to the kitchen.

When she returned from the kitchen, she brought a glass of milk for me.

After drinking the milk, we lay down, and I started playing with Grandma’s breasts.

Pulling up Grandma’s nightgown, I took her breast in my mouth, and Grandma started stroking my cock.

Soon my cock was rock hard, so Grandma pulled down my sweatpants and started sucking my cock.

Getting into a 69 position, I ran my tongue over Grandma’s pussy, and Grandma immediately became horny and lay with her legs spread.

When I asked Grandma to get on all fours, she did.

I turned on the light, and Grandma became shy, pulling the sheet over her and saying, “Turn off the light.”

I pulled away the sheet… and made Grandma get on all fours.

I came up behind Grandma and rammed my cock into her pussy.

Seeing Grandma’s pale, round ass and the pink folds of her asshole, I went crazy wanting to fuck Grandma’s ass.

But when Grandma said not today, maybe another day, I agreed.

That night I fucked Grandma three times, and for the next five days I thoroughly fucked Grandma and even did her ass once. Due to the pain from the ass-fucking, Grandma wasn’t willing to do it again.

A week had passed since Melanie and her parents returned.

During this week, I went to Melanie’s house every day, and coming and going, sometimes I’d squeeze Grandma’s ass, sometimes her breasts.

But I wasn’t getting a chance to fuck because Melanie was always home.

Then one day Grandma called: “Melanie just left. She’ll be back in two or three hours. Come quickly. My pussy is really twitching, it’s hungry, it wants your cock.”

I arrived immediately.

As soon as I arrived, Grandma immediately got naked and lay on the bed.

Without wasting time, I took off my clothes and plunged my cock into Grandma’s pussy.

Grandma held me tight and, kissing me wildly while lifting her hips, said, “How will this work, Jake? I’ve become addicted to your cock. When Melanie’s home, my pussy will keep aching for it.”

“We’ll have to do something, Grandma.”

“What?”

“We’ll have to involve Melanie in this game.”

“What are you saying, Jake?”

“Yes, Grandma. That’s the only way, otherwise I’ll die aching for it. You don’t know what condition I’ve been in these past ten days.”

“I’ve ached plenty too, Jake. All night long I’ve been fingering my pussy thinking of you.”

“Then do something, Grandma.”

“How, Jake? How?”

“What needs to be done, I’ll explain. Once Melanie’s in this game, it’ll be nothing but pleasure for us.”

Lifting her ass up and down, enjoying my cock, Grandma said, “I’ll do it, son. I’ll do anything.”

As my discharge approached, my cock swelled up like a club.

So Grandma squeezed her pussy tight. When cum shot from my cock, Grandma wrapped her legs around my waist.

I put on my clothes and went back home.

Did you enjoy this older woman sex story? Let me know in the comments.

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