Straight Archives — Page 2269 of 2451 — NSFW story

Threeso[m]e [f][m] turns into [f]oursome, back into threesome. Part 1

So about a year ago, I had what is easily one of the top 5 most memorable sexual experiences of my life. Just a warning, this is long, detailed, and has a backstory. Worth the read, I think, but definitely long.

A little background. This was over a year ago. At the time I was 24 and had just broken up with someone I’d been dating for a while. I had a really good job and lived in a really nice loft in downtown Dallas by myself.

Given that I felt I was in prime bachelor circumstances, I decided to make the best of it right away, and get over my ex in the most naked way possible.

I immediately signed up for OkCupid, Tinder, and a few other things. Spending just enough time on my profiles to make them look attractive (didn’t hurt that I’ve been told I’m fairly good looking), I decided I’d at least have a chance to get a fairly cute date or something.

After two days, I found a few girls who I was chatting with, but nothing serious. One of them was a really cute 4’11 90lbs 20 year old brunette who was in an open relationship and wanting to “hang out” with other guys. We’ll call her Tara. Read more »

Me, my friend, and her husband (MFF)

Here is another true story from when I was married. It’s funny I actually had sex with more people when I was married because my ex was into swinging. But while we had a few good times, it caused a lot of problems. But this night I am going to write about was a solid 10/10!

My husband and I found a sexy married couple who we would hook up with. We will call them John and Cristy. They were both good looking, we used to tease them because they were both shorter than us too. All 4 of us are Latinos. John was about 5’7, lean and muscular. I loved that he was uncut, that has become a fetish of mine. Cristy was hot, super smooth skin, straight soft hair, big boobs and always a shaved pussy. A very sweet girl too, we were very close friends too. The best part of John and Cristy was how solid they were as a couple. They loved each other very much, watching them fuck each other was like a live porno. Read more »

I [35M] Get Message Tuesday Afternoon From Horny [18F] Redditor While At My Office. It Was A Great Taco Tuesday. (With Pics) :}

Hello Everyone. I had another great Redditor experience that happened the day before yesterday.
My previous post about the 19 year old and Grandmas was met with rave reviews again, so i am happy to post this story.

I was sitting at my office Tuesday afternoon around 1p. I was already day dreaming about a chilly margarita and taco after work, but little did i know, what i was about to find in my inbox.

I see the magic orange envelope that says i have a message. Thinking it could be a response to a girl i messaged, i opened it up expecting to see the usual “thanks” or “you are such a naughty boy”. It definitely wasn’t that. It went something along the lines of, “Hi Daddy- I was reading through the GW Stories a couple of weeks ago when yours was on the front page and it was really hot. The fact that we live in the same city really turned me on but I was too shy to message you right away. Having not been able to get it out of my head the past couple weeks, i finally feel brave enough to say that i live about a 30 minute drive from you and would like to talk. I am 18, and the oldest guy i have been with was 29. Do you have Kik so we can chat further?” Read more »

My (f) 31st Birthday weekend, starting with a (m) former Soldier.

First of all, happy fucking birthday to me. September 25th I celebrated 10 years of being 21. Cheers! I have blisters on my feet from the previous night’s Pirate Pub Crawl… but I wasn’t dressed for them. There was a formal military function at an event hall smack dab in the middle of the pub crawl. So I did what any self-respecting lady would do- I dressed up in an inflatable shark costume and circled the venue humming the JAWS theme to myself waiting for an unchaperoned service member to stumble out like Bambi in the woods. Hands down, I had the best costume of the night. Rocking an asymmetrical skirt and matching grey heels for my Great White realness. Maybe someone fed me mushrooms. Maybe I was having a blasty-blast in the costume all by myself and completely forgot my mission to sew some wild oats. Let’s rewind to earlier that day, before I graced downtown Anchorage with a shark attack. Read more »

After The Date (STR, MF, IR)

Friday the 2nd

There were long brown marks where the paint had been chipped by Amanda’s headboard. The wooden headboard scraped along the painted white walls as her bed rocked back and forth as Brandon fucked her for the second time that week.

She lay on her back, leaning up while he knelt between her legs ramming her. She loved the way he fucked her. He was athletic and had a strong body, and she loved watching his big black dick pound her. Amanda tossed her red hair back and moaned as Brandon thrust deep inside of her.

They had started fucking almost six months ago. No strings. No questions. She just called him up and he came over, hard as a rock, ready to do what she needed him to do.

“Fuck yes, right there. Right there. Fuck,” Amanda breathed heavily as her orgasm began to build.

Brandon rocked her harder. She watched as the muscles on his stomach flexed when he contracted his hips when he was fully inside of her. The ‘V’ on his waist pressed firmly against the skin of her nether as he did. Read more »

Jonah and the World Around Him PT.1 [mF]

(NOTE: This is part one of a multi-part story. It’s much more of a slow-building story line than what I’ve attempted before, so apologies if it doesn’t land right away.)

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Freshman year was not kind to Jonah. Or rather, it didn’t begin that way.

Near the end of summer the school he was due to attend, the school where all his friends would go, was redistricted and Jonah would instead head off to the newly opened Shermer High School. As if the jump from middle school to high school wasn’t frightening enough, he would have to do it without familiar company. To make matters worse, while most of the boys his age were hitting growth spurts left and right, Jonah remained a pale, short, skinny kid with mop of frustratingly straight brown hair and thick glasses. It was a look that would later become very popular, but did almost nothing for him at the time. He was “cute” when he wanted to be “hot”, or at least that’s what he thought girls wanted. Read more »

Was looking to hookup through a lesbian dating app, ended up meeting a straight couple (M/F) looking for a unicorn instead. Wild times ensued.

So about a year ago, a mid-thirties couple messaged me through the dating app Her. They wanted me to be their “unicorn.” Normally, I would not have agreed to something so pernicious, but I was in a social funk at the time and had also lost my job selling Mary Kay, so I needed a little yolo in my life. That is, beyond the psychedelic mushrooms I had been ingesting at lunchtime each day.

Before heading over to their place, I made sure to prepare myself physically (lathered myself in Crisco), mentally (completed nearly half of the New York Times crossword puzzle), and spiritually (took a small amount of mushrooms and listened to an Amy Grant Christmas album). This strategy had served me well over the years at Mary Kay (right up until I got that bad batch of mushrooms), so I figured it would work well on this occasion, too. Read more »

I love Indian men! (F/M) First date gone wild!

Hi, this is my first time posting. I have lots of great stories to share from when I was a naughty girl, I’ve settled down this past year a little. All my stories are true, just changing minor details to remain anonymous. This story happened last year. This is my throwaway, I think the man involved might be a Redditor. He might even recognize himself!

I am Latina, cute I have been told. I am curvy and most guys love 2 things: my big boobs and my full lips. My hair is long and curly. So not a bad looking woman. Last year I decided to give online dating a try. Usual stories, finally got a nice message from an Indian guy in my town. We make a date to meet for lunch, Indian food, of course.

Now being Latina, I kind of look Indian, except for the curly hair. And I *love* Indian men…the dark skin and eyes…mmm. But I had never fucked one. So I was wondering where this date would go. Read more »

Cheated (M27) on my wife with a hot married MILF (F40) at a wedding

So i was invited to a far cousin’s wedding past Saturday. I don’t see her very often maybe once every 2-3 years but I thought it would be nice to see all the family so decided to go with my wife. Fast forward to diner time, I was sitting at my table having a drink when I saw this hot Milf. She was tall, had blue eyes and dark black hair. Now if you read my previous story you know I have something for dark hair / light eyes. Her face was very pretty and she had a beautiful smile, you could see from her skin that she wasn’t young, I would say 40+ , and was with her husband and kid probably around 10-12. I never saw her before so she was probably from the other family. She was wearing a tight black one piece ( swimsuit style) that was showing perfectly her flat stomach and her ( what looked like) C cup breast. She had on top of that a pink knit skirt to her knees that was very tight too. You could see she was in shape, her ass was round, firm and tight. She sat at her table with her family and I just couldn’t take my eyes off her. I was literally hypnotize, more the night went on, the more I drank and the more I was checking her out. At one point she turned around looking in my direction and I just pretended to look elsewhere, hoping she didn’t catch me. I kept thinking how her husband was lucky to fuck her. Honestly she was probably the hottest woman I saw in my life. After diner she stood up to go to the dance floor, from where I was seating I couldn’t see her anymore. I pretended like I needed to go to the bathroom just to walk by the dance floor to see her. I stopped by for a while looking at her hips and ass moving. Her tits where lightly bouncing at her every movements. I was starting to get hard and had some really tight pants. So I decided to go out for a cigar before anyone notice my hard on. All the jackets were in a small room with many rows. I went all the way back and started looking for my lighter in my pockets. When I finally found it I raised my head and she was there standing about 6 inches from my face looking me straight in the eyes. I froze , I was panicking and a 1000 thoughts when trough my mind. Then I though maybe she was just here to get her jacket too, so I say sorry and move to the side but she didn’t budge. She put a hand on my chest, took my hand and placed it under her skirt right on her pussy. God she was soaking wet, I could feel the heat radiating from her pussy. I thought She probably didn’t have any panties, I could feel the shape of her lips pressing against my fingers. She kept my hand there still looking at me straight in the eyes without saying a word. This moment seemed like hours to me but was probably only seconds, I didn’t know what to do. My head was telling me to run, but my body didn’t want to move. then she let go my hand and moved hers right on my cock, only then I realised that it was rock hard. She started lightly stroking it on top of my pants. My hand was still on her pussy and I couldn’t move it, I was paralyzed. She then finally opened her mouth to say something “ knowing that you were checking me out all night made me so wet, are you going to do something about it? “ . I stayed still, trying to process what was going on, She started to lightly motion her hips, grinding her pussy on my hand. Something just snap in my mind, I couldn’t resist anymore. I moved the bottom of her soaking wet one piece to the side and slid two fingers right in. I started to go in and out slowly making circles with my fingers. She started moaning gently, placed both her hands around my neck to give herself leverage. During all this time she was continuously looking me in the eyes it was making me so horny, it was so sexy. She whispered “harder” and started to grind and push hard against my hand so I followed her motion and started finger fucking her harder and harder, smacking my fingers in her pussy and then sliding out to rub her clit. Didn’t take long before her moaning were getting louder and her breathing choppy , I pushed her against the back wall of the room and moved my finger as fast and hard as I could until I felt her pussy clinching, her hole body started convulsing “ oh fuck I’m cumming” some warm juice flooded my hand and her legs just gave up, holding herself on my neck not to fall on the ground. It was so hot to see her cum like that while looking at me I almost came too. She just stayed like this for a couple seconds catching her breath. When I started to feel her weight transferring back to her leg. I slowly slid my fingers out and decided I wanted to feel her tight Milf body. I started by touching her ass which was nice and firm like I thought, then moved up to her breast feeling them on top of her bra. I wanted to lower her suit to be table to see and kiss them but before I had a chance she lowered herself with her back still against the wall, crouching in front of me still locking her eyes to mine . She undid my belt and pants and dropped everything to the floor. She took my cock in her hand and started gently licking the tip of it, teasing me. She then looked down, spit on my shaft and started stroking me harder massaging my balls with her other hand. Once she had the pace she wanted she looked back up . This was the best hand job of my life, she just knew how to handle it , the pressure and speed was perfect. I was already ready to burst so I let her know I’m about to cum . She took the tip of my cock in her mouth, I grabbed her hair, and she kept stroking it until I exploded. Shooting ropes and ropes of cum down her throats while letting out a loud groan. She stood up , arranged herself and left the room. I was there, with my pants to the ground in between jackets , no too sure what just happened. I went out for my cigar and when I came back in she was gonne and that was it. I will probably never see her again.