Often Imitated Never Duplicated G.I.L.F


Caution: This Sex Story contains strong sexual content, including Ma/Fa, Consensual, Tear Jerker, Cheating, Gang Bang, Big Breasts, .

Desc: Sex Story: A college guy dumps his hot cheating girlfriend and falls in love with her hotter Granny

As the sun went down in the distance, a tear rolled down my cheek. I smiled, thinking about how great it was the first time I watched the sunset from this viewpoint. No matter how many times you've seen it, there's just something special about watching the sun going down from the rear deck of a cruise ship. Kathryn had loved it. I guess it was only fitting that this would be one of the places that she'd want some of herself to be forever.

Kathryn had been the love of my life and I seriously doubted that I'd ever find her like again, though supposedly I had many years to try. She'd left a hole in my heart that had a particular size and shape that would be difficult if not impossible to fill.

The thrumming of the ship's powerful engines as we moved inexorably towards our next port was almost musical as I contemplated the task before me. This would have been difficult for a man of any age, but at only 31 having to do it was even more so. Especially since she'd been the very first and only significant love of my life.

I thought about her and it immediately brought a smile to my face. Somehow I could never be sad when I thought about Kath. That gave me the courage to reach into my jacket and pull out the small anodized aluminum container that this trip was about.

"I love you Kath," I said. Then a slight breeze kicked up blowing some of the salt spray over me. I unscrewed the top and could go no further. There was a giant sized lump in my throat. Suddenly my legs could barely support me. For a second I almost put the top back on the container, but two hands grabbed the container and my hands lending extra support.

"You can do it Dad," he said. "It's what she wanted."

"I know," I told him. "But it just feels like I'm pouring her out. Or ... or throwing her away. It just feels wrong. I feel like I should keep her with me." I was crying like a baby. The tears were moving unimpeded from my eyes, down my cheeks and making little marks on my shirt.

"What would you do instead, Dad?" asked my 50 year old son. "Keep her in an urn on your mantle?" He looked at me with sympathy in his eyes. "We both know that isn't what my mother wanted. I understand exactly how you feel. You need some physical part of her that you can touch or see, to hold onto. I knew you would Dad. So I cheated just a tiny bit." He handed me a gold chain with a glass pendant on it.

"There's a tiny bit of her in here that you can keep forever," he smiled.

Okay let's pause for a commercial break!

I'll bet that after reading the touching scene you've just read you're confused as hell. What do we have so far? A 31 year old man and his 50 year old son. About a third of you are thinking, Oh shit, StangStar is doing another time travel story. Close to another third are thinking God Damn that guy and his typos, he needs to get a new editor, that literary idiot mikothebaby let a big mistake get through again. The last third are just wondering how the hell I'm going to get the Mustang on this boat. Well all of you are going to have to keep your shirts on because in order to understand this heart wrenching and emotional tableau, we may as well start at the beginning.

In the beginning there was Heaven and the earth and...

Sorry ... wrong beginning. Let's try this again.

My name is Raymond Jordan. When this all started I was 20 years old, in my third year of a four year program in architecture. I was leaning back in a big comfortable chair in my dorm room while my girlfriend and the love of my life at that point sucked my dick.

My eyes were closed and I was straining to avoid cumming but the tingling in my nether regions and the simultaneous curling of my toes were making it difficult.

Kathryn's head bobbed up and down nastily as her mouth worked its magic. The slurping and gagging sounds she made only added to the experience. I was almost there. "Oh yeah baby, just a little more, "I said. Then she stopped.

"Ray," she said smiling at me. "I need a favor."

Why the hell was she doing this to me if not just to be cruel? She already knew that I'd probably do anything she asked. Kathryn, like me was twenty years old. Where I was a normal twenty year old guy she was the stuff dreams are made of.

She had long blond hair that fell halfway down her back, the clearest blue eyes you've ever seen and lips that were just made for sin. She was tall at 5' 8" and had the body to go with it. She was slim but everything on her was perfect for her size. Boobs that were just a handful and long coltish legs completed the view. Her waist was small enough for you to get both of your hands around it and her butt was so tiny and tight that you could bounce a quarter off of it and get 2 dimes and a nickel back in change.

There was no way that I or any breathing male could refuse her anything.

"Ray, I know that this is our 6 month anniversary and it's a really important day for us, short term. But in the long term picture, it really isn't that big of a deal. When we're married and have kids we won't even remember today. Anyway, I know you wanted to have a little celebration and go out, but baby if I don't meet with my study group tonight I won't pass my Econ final," she said.

I knew that she'd been having trouble with that class and was just hoping for a "C."

"So, Sweetheart," I said. "Go to your study group. We'll celebrate a different night. Now where were we?"

I wanted my dick back in her warm wet mouth badly.

"Uhm, Ray, that's not the favor," she said. Suddenly my Spidey senses were tingling and the tingling in my nuts was fading.

"Remember when I told you about my Grandmother?" she asked. My Spidey senses were off the chart.

"Well she came into town today," she cooed. "And I kind of told her that you and I would go with her, to this thing she's doing. But since I really need to study, I was hoping that you could take her for me." She looked at me with those puppy dog eyes and made that mouth that I still wanted wrapped around my peter, pout.

I still can't believe that I was stupid enough to agree to it. I also can't believe that she never did finish my blowjob.

Anyway, two hours later I found myself on her parent's porch. I was extremely pissed off but trying to hide it. I knocked on the door, wearing the only suit I owned. In the back of my mind I hoped that granny would take one look at me, find out that Kathryn wasn't coming and cancel.

I made up my mind that there were just several things I would not accept. Number one; under no condition would I accept the old bag drooling on me. Number two; there would be no fondling allowed. I'd heard that a lot of these old women take liberties with young guys. Number three; there would be no holding onto my arm and pretending that we were an item. Old women tended to do that to make all of the other old biddies think they had something going on. And lastly, this was a one time thing, done only to help Kathryn out. Those were my rules and I was sticking to them.

I only hoped that the old bag didn't babble too much and didn't have that C/T look. You know how a lot of very old ladies wear too much make up and look like a cross between circus clowns and transvestites. God, I hope I wasn't going to have to help her walk, or worse still, help with her walker or her wheel chair.

Kathryn's Mother, Mona, whom I'd met many times opened the door and invited me in.

"Thank you so much for doing this, Ray," she smirked. I'd always thought that Mona didn't really care for me. She always spoke to me as if she knew something that I didn't, like I was the punch line in a really big joke. But she spoke to her husband in the same tone so I'd accepted that it was just her way.

It no longer bothered me because I thought that she was funny as well. Have you ever encountered a parent who just hates you? A person who no matter how much you kiss their ass just makes you feel that they don't think you're good enough to date their kid. Mona's attitude didn't bother me anymore because I had the perfect comeback for her in my own mind.

Whenever she looked at me or spoke to me condescendingly, I just thought, "Mona, it doesn't matter what you think because I'm fucking your daughter, a lot!"

She'd look at me when I showed up at a party and she didn't like the outfit I was wearing. While she looked down her nose at me, like I should be wearing Jodhpurs, I'd smile and imagine her daughter sucking my dick and my sperm blowing right down her throat. Try it sometimes and you'll discover an all new tolerance for your mother in law.

"She'll be right down," smirked Mona, looking over my suit and pursing her lips. I just smiled back at her while running my mental picture.

Kathryn's father on the other hand was a great guy. We genuinely got along great and I liked him.

"Hi, sorry to keep you waiting," said a very musical voice from behind me.

I composed myself to be polite to granny and turned with a fake smile on my face. The smile got bigger and more real as soon as I caught sight of her. It was all I could do not to break my own drooling rule as my jaw dropped and my dick rose.

Standing before me was probably ... definitely the most beautiful woman I'd ever seen.

She was more petite than her granddaughter but curvier. She stood about 5' 1' maybe 5' 2" early in the morning on a good day.

She had blond hair, the same shade as her granddaughter's and though shorter, just below her shoulders, her hair seemed better. Shit everything about her seemed better.

.... There is more of this story ...

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Story tagged with:
Ma/Fa / Consensual / Tear Jerker / Cheating / Gang Bang / Big Breasts /