I’m 35. I have a true story that will blow your fetish loving socks off. (Excuse any typos)
My aunt is 62. She lives alone, and she has lived by herself since 2010 when my maternal grandmother passed, but this isn’t a story about any of that.
My aunt lived with my maternal grandmother. She moved in with her after my aunts divorce; her divorce happened when I was around seven or eight, so that put her around thirty-four. She ended up also working at a family business with my grandmother, so a lot of her time was strictly with family and aside from a few girlfriends, she didn’t have much of a social life.
My aunt was always very strictly Catholic, and she was very conservative. Because she lived with my grandmother and because of her lack of a social life, she acted much older than her actual age.
My entire life, she never dated. She was always very close to my family, so I would know.
Around the time she was 55 or so, I remembered hearing that she made a match profile, but it never worked out for her.
I was always a good looking guy; I was shy and maybe a little douchey, but I was good looking. For instance, back when malls were still a thing, and back longer than I care to admit, when Abercrombie used to have shirtless models in their stores… I did that. But I was/am smart too. My emotional IQ is high and good or bad I know how to get people to like me, and if needed, I can manipulate people. My looks have matured but not faded.
Anyway, my aunt wasn’t anything other than a normal looking late 50s early 60s woman. A short hairstyle, a little chubby/curvy but not fat. She’s short, like 5’1. Despite all this, I had an extreme attraction to her. After my grandmother passed, my aunt took a job and a secretary at a satellite campus of a state university. She opened up and relaxed just a little.
On one occasion, after I heard she made a match profile, I wrote her this sexually explicit anonymous email. It was a huge fail. It had so much detail, that it freaked her out, and I had to fess up.
She told me she was flattered but nothing would ever happen between us, and warned me not to do it again. She was serious. She seemed pissed despite saying she was flattered.
So I backed off, but there was always a tension I felt. Sometimes after that, she would wear revealing shirts. My attraction to her grew – amplified by the fact that I know she hadn’t as much kissed a guy let alone fucked one or had an orgasm in almost 30 years.
Fast forward to the only upside of COVID-19. So around April when the Northeastern part of the US was very concerned, I offered to run to the grocery store for my parents in their early 60s as well. Because I’d be up near their way (I lived about a 40 minute drive from them). I also sent my aunt a text, and told her to send me a list if she needed anything. She sent a short list.
So after shopping, I brought her groceries to her house. I went into her house to drop off the bags.
I had a raging fucking hard on just pulling up to her house, but when I brought her bags in, she was dressed very casually but to me , very sexy too. She had short gray sweat clothing material shorts. No shoes. And a hot pink v-neck tee.
“How are you doing during all this,” she asked.
“Fine. I’m still going into work as you know, and I can’t stand people anyhow,” I laughed. “You?”
“Eh, ok. Working from home is tough.”
“Other than work, what are you doing to stay busy,” I asked her.
“Well, playing some online games again people on my department, and I’m trying to lose some weight, so I’m walking,” she replied.
This is my mom’s sister, but as much as I’m a shy guy, when it comes to making a move, I always just went for it.
“Jesus, get serious,” I said, “you literally have no weight to lose, you look great.”
“Oh thanks, Matt,” she replied, “but as you get older, weight creeps on.”
“Well you look young and great to me. But you already knew that,” I said to her, making obvious reference to the email I sent her years before.
An awkward silence followed. She crossed her arms over her tits.
“Shit. Well I tried.” I thought to myself.
“I think my time has passed for men,” she said to me after a long awkward pause. “Do you really think I’m pretty?” She added.
“Ha,” I chuckled, “don’t you remember what I said I’d do to you in that email?”
Another awkward pause followed and more crossed arms; however, she was blushing too, and I felt sexual tension in the room from my face to my cock.
Then it happened. With her arms crossed and her face blushing, I saw her eyes lock with mine, and then her eyes look down at my bulge. That’s all I needed to get ballsy.
I stepped closer to her, and I tossed common sense aside. I knew it was years since she was kissed, so I made it good and I made it sweet.
I walked close to her, took her face between both hands and kissed her softly.
“You’re gorgeous. Let me make you feel as good as you deserve.” I told her.
I kissed her so good that her body overtook her mind. She face became red and flush and her eyes shut. Sexual enjoyment ran all over her face.
So I kissed her again, but deep this time; I sucked her tongue, rang my fingers deep against her skull and through her hair; I kissed her neck and licked her lips softly.
“You taste amazing,” I told her, “I want to make you explode.”
She literally just moaned as her face got redder and her body loosened.
I ran my hands down her shorts to her thick fat ass, and I pulled her shorts off with one swoop. While her shorts fell to the floor, I continued to kiss her deeply, and I moved her hand over my jeans on to my hard fat pulsating cock.
She stood in her kitchen, against the cabinets, and I dropped to my knees. I squeezed her fat ass with my hands but I sucked her clit from my knees. I never sucked an untrimmed cunt, but I loved it. The juices hiding in her pubic hair for me to taste. She was soaking wet. I looked down at her gray shorts, and the insides were soaked.
As I stood back up, I ran my hands from her ass up her shirt and took her shirt off with that one move. I kissed her again, and unclipped her bra. Her big tits fell out, milk white with perfectly pink long thick nipples that were harder than my raging cock.
I pulled my shirt off and dropped my jeans. She started handling my cock and kissing me.
“This is bad,” she said, as i literally picked her up and carried her from her kitchen to her upstairs bedroom.
When I got her upstairs to her room, I lay her on her back, I put a pillow under her ass, and I jammed my raging cock inside her.
She felt like a virgin. I knew that pussy of hers hadn’t been fucked in almost thirty years. She was so wet, and I was so hard. I promised myself if this ever happened, I’d take it slow for her, but I couldn’t control myself. I fucked her hard and deep despite the tightness of her somewhat virgin pussy. I was thrusting like a fucking teenager; I could feel the top of my cock slamming her g-spot due to the angle.
She was literally screaming “oh god, Matt , oh god.”
Then I felt it. As her mouth opened like she couldn’t control it, and a guttural loud long moan came out, her pussy started to pulsating and grasping on my cock like a vice, tighten and loosen, tighten and loosen, as I felt her pulsing orgasm trapping my cock in her tight pussy. She came so hard.
“Oh my god,” she whispered.
I pulled out. I was about to cum. Her pussy juice and swear covered my cock. She lay there, waiting for he to tell her how I should finish.
I didn’t ask. I put my cock down her throat and started throat fucking her before she starting deep throating my cock as she lay on her side.
“I’m about to cum,” I whispered.
She looked in my eyes and sucked harder and faster.
I looked down at her as she lay sideways. I rubbed her ass and started to finger her, no doubt, completely virgin asshole.
And then I came. So hard and so much. She gagged as it initially hit the back of her throat. My fingers two knuckles deep up her ass.
She sucked until I was clean. I pulled my fingers out of her ass slowly.
Then she got up on her knees and kissed me slowly. She looked worn out and I could smell my cum on her breath.
She lay back down exhausted, and I ran my hands that were inside her pussy and up her ass across my mouth.
Source: reddit.com/r/gonewildstories/comments/i24rjo/mf_a_grocery_trip_that_ill_never_forget