NSFW story — Page 9232 of 11466 — collection of stories you shouldn't read at work

First time anal with a long time girlfriend [MF]

During my final year in college, I met and began dating Jackie. She and I hit it off immediately. We were into the same bands and movies, and shared a similar sense of humor. It also helped that she was adorable. She was 5’4″ 120 lbs. Dark shoulder length hair and hazel eyes. She had some curves too. Only a 34B up top, but her ass was PHAT! I grabbed at it every chance I could, and she would tease me relentlessly with it too.

Once we graduated college, we found jobs in the same area and got an apartment together. Most mornings and weekends were spent lounging around where she would be in a t-shirt and a thong, wiggling her ass around trying to get me riled up. Most times it worked for sure. I was always 100% honest about my desire to fuck her in the ass, but she would always say “I’m sorry, baby. No.”

My first time with anal [MF]

This was almost 30 years ago, with my second girlfriend.

I was 18, girlfriend was 17, almost 18. She lived with her mom, and I was there along with a bunch of her family members for Thanksgiving.

Football on the TV, food laid out, probably a dozen people in the house.

She was frisky, often flashing her boobs, ass, or pussy when we were in public, when nobody was looking. She’d also slide her hand down my pants at any given time. She was always wet, and always horny.

“Follow me!”

We went to the bathroom, where she pulled her shorts off and got on her hands and knees on the bath mat. There’s a dozen people in a room just on the other side of the wall, and this is the only bathroom in the house… but there’s pussy.

I pull my jeans down, get behind her, and slide my dick into her pussy, while grabbing a handful of hair. I reached down and grabbed a tit; she loved them being handled really roughly, and was often bruised. I tried to fuck quietly, but…

“stick it in my ass!” Read more »

A country summer, Part 3 (NSFW, golden showers, anal, mf, tg, mm, incest, transgender, gay, MILF, GILF)

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I had originally planned to ride around the ranch at Aunt Mary’s place, but after a big hug and a peck on the cheek, she regretfully informed me that her husband, my step-uncle, took an extra job and wasn’t able to bring a horse in from pasture before he had to leave.

I was disappointed, but thought about my younger cousin who lived in their basement.

“What about Ernie?” I asked. “Can he help me get one?”

Aunt Mary had four children by her first husband, and one more from her next. She had two girls, then three boys. I was right between the first two boys, they were each a year older and younger than me. The last boy was almost ten years younger and lived upstairs, while Ernie rented the basement as an apartment.

Mary was almost a mirror image of my own mother, but was also almost ten years her senior. They looked and sounded alike, but the life of a rancher’s wife and five children had its effect on her appearance. Her skin was weathered and her hair was graying. Her hips were wide, her thighs thick and her baby-stretched belly could be seen resting against the tops of her thighs below her waistband. The one department in which she surpassed all other women was her breasts. Read more »

Her Punishment [M][F][DDLG]

If I’m good, Daddy allows me to sit at his feet while he works. But I have to promise to be quiet, or I’ll be punished. Now you know how I ended up here, with you. I didn’t obey him, and he wasn’t happy. First, I’ll explain, then I’ll get to my ‘punishment’.

I was at his feet as is normal. Thankfully He has a job where He can work from home, so we get this time together often. I had my arm wrapped around His leg, writing a story. He lightly tapped away at the keys on His computer, oblivious to me sitting there, when I got bored, and decided I needed another way to entertain myself.

I heard him muttering to himself, as he shifted in his seat. I turned my head, and saw that his shorts had ridden up, exposing his thighs, and giving me a clear view of what I really wanted to be doing. I got to my knees, and started working my hands up his legs. I expected to be reprimanded, and when I wasn’t, I kept going. Read more »

A country summer, Part 2 (NSFW, golden showers, anal, mf, tg, mm, incest, transgender, gay, MILF, GILF)

That morning Grandma smiled at me a lot more than usual, her eyes sparkling, and after being skittish around her for a bit, her easy-going attitude and body language wore off on me and I began to relax. The incident seemed to have evolved into some kind of private joke/shared experience between us. When I tried to wash dishes after breakfast she even came up beside me and gave me a sideways hug, then bumped me firmly aside with her generous hip and took over.

Grandpa stayed home that day so I was able to borrow the truck and wander around the valley, revisiting my childhood haunts and reminiscing. I wandered over to the next town, even smaller that Union, which had a pool built over a hot spring. Then back to Union to spend an hour in the tiny but awesome museum. Before heading home I walked across the street to the post office to pick up the mail for Grandma, there were no mail boxes in Union, and everyone came to town to pick it up.

While I was waiting for the clerk to bring the mail up front, a best friend of my dad’s from high school, Ronald, recognized me and invited me over to dinner at his place. Read more »

A country summer, Part 1 (NSFW, golden showers, anal, mf, tg, mm, incest, transgender, gay, MILF, GILF)

Dear reader, the following story is a work of fiction based loosely on a true life events, so there’s a nugget of truth in everything I wrote. In the end, it’s an amalgamation of memory and fantasy. I hope you enjoy! ^_^

I’m 18 years old and had just graduated high school in southern California. I was an inch under six foot tall, about 175 pounds, short reddish-brown hair bleached by the sun, bright blue eyes and well-tanned from living at the beach and pool. I had spent the last 8 years on city and school swim teams and took up surfing when my family moved to Cali eight years before. I worked part-time since I was 14 as a lifeguard and swimming instructor at the same pool my team trained in. Needless to say, I spent a lot of time wearing a speedo and was very comfortable in my skin. Read more »

My wife (finally) let me cum in her ass [MF]

Over the weekend, the wife and I had a chance to get away from the kids, have a rare date night and stay in a hotel. We were heading to a concert that night and decide to chill out and rest up in the room. While laying down my wife starts initiating by rubbing her pussy on my crotch. She never does this so I take advantage and we have a quickie with her coming on top.

We go to the concert and have a great time. After the concert, we’re back in the hotel. Sexy time starts back up and it is going great. Get the lube out then probing her asshole in the doggy position to gauge her willingness to take my dick. She tells me she can’t handle it like that. I get a bit disappointed since my anal fantasy just got rejected. My wife then let’s me know she wants to be on top. Read more »

An unexpected layover in Dallas [MF]

I’ve seen a few posts on the sub recently questioning how every guy poster bangs some incredible smokeshow girl, how every girl poster finds a dick that’s always the most enormous 27 inch dong they’ve ever seen, and how all posters manage to junk-jackhammer for 2.5 hours straight with seemingly infinite stamina. People come here to share their most incredible and noteworthy experiences, so I don’t see the problem personally. Nevertheless, here’s an event from a couple years back that’s a bit different from most things I’ve read here and should satisfy the sceptics.

A couple hours back, I had found her gonewild post. It was a typical “do u like what u see??” image from a new account – a badly taken close-up of her huge tits squished together, kind of like [this random picture I found on gonewild](https://i.redd.it/u93zwdzrgiuz.jpg). Grainy, bad lighting, unflattering angle, and missing a tag. The girl next door with her flip-phone quality camera generally has no chance on that sub, but that doesn’t mean the photo and girl weren’t both hot. They were. And that made her a good candidate for some fun. Read more »