gonewildstories Archives — Page 4838 of 5640 — NSFW story

The time I [m] fucked a pro[f]fessor from AM

Hi, Gonewildstories! Long time reader, but first time poster. Hope to post more in the future if people enjoy my real-stories and writing. This story is about my best AM find.

She was a local linguistics professor. Early 40s, dirty blonde, petite, short, a cups, and shy/nervous. (I was 24 at the time, athletic, and straight forward with what I wanted sexually) I was her first AM hook-up. After chatting on AM, email, and over the phone for a couple of days, we met up at a bar half way from each of us. We bar hopped for a while in our neighborhoods, which was super risky for us both but that’s what we wanted—we wanted to build the moment and risk to make the whole situation, not just the sex, even more taboo and hot. We actually ran into some of my friends and role-played as old friends just catching up. We flirted and touched each other, in public, for a couple of hours until we couldn’t stand it any more and went back to my place. My roommates and girlfriend were out of town, but most of my neighbors (I lived in a multi unit block of row houses) were home. Read more »

Private Glory Hole in Oklahoma City [MF]

Of all places I was livingin Oklahoma City had been talking online with a woman about personal kink,. she asked me if I had ever gone to a glory Hole.( Which I had, but told her I didn’t like not knowing if the person on the other ide was a guy or girl.) She said it was a personal turn on for her so much so that her husband had made one for her in the house. I wasn’t sure weather to belive her or not but soon she is giving me her address and I am on my way to her house. They lived close to the base in midwest city. She had very specific instructions,when I get there she had left the door open, so as I step into the huse I am supposed to strip naked. I do as she says sure enough the door is open, Iam in their living roomand start tostrip naked. She has candles lit around the room and leading down a hallway. I see a wedding picture of her and her husband on a table which tells me she is hot(I’m sure she did not think of this part) but now y clothes are ina pile on the floor so I start down the hall till I get to a doorway that has a piece of plywood coverin it with only a hole cut in it about waist high. It is dark inside the room on the otherside so I only see this dark hole. I am so excited my cock is fully hard at this point and pointing straight at the hole. Then I hear a sweet voice say put it in, so I step up to the hole and put mycock through it, the next feeling I have is a warm mouth covering the head, not being able to see her take it in her mouth only added to the excitemtment. Then I feel fingers wrapping around the shaft as I push into the hole till my balls and pubic bone is up against the plywood. I don’t even have to move my hips because for the next 15 minutes her mouth sucks and blows her hands move up and down the shaft,she licks the head and get me close to cumming more than once, till I can’t hold it anymore knowing I am standing in the middle of a strangers houe totally naked my cock in a hole where a strange woman is sucking my cock like no tomorrow andI start cumming hard she sucks it all in and swallows, not a drop missed because after I cum I am still hard but super sensitive as she sucks it more till I am jerking and I have to pull out. I then go back to my clothes get dressed and leave, when I am in my truck my hone rings, it is her voice and she says did you like it, of course I liked it, she ten said well you will have to cum back. Which I did but then that is another story.

Have you ever fucked a stranger? [M]y story

Someone on Ask Reddit After Dark asked this question recently, and a light bulb went on in my head. So I wrote it up. Then it occurred to me it might be appreciated on GWS. Herewith is the reply I posted (link is at https://www.reddit.com/r/AskRedditAfterDark/comments/76or7q/have_you_ever_fucked_a_stranger/)

OK, I have got an answer to this very exact question!

Years ago (like 1998 or so) I was IMing very late in the evening with some chick on AOL — I know, I’m old! (was like 26 at the time) — and we discovered that, holy shit, not only were we NOT in different parts of the country, hundreds of miles from each other, we were practically in the same neighborhood. I mean, we were like three blocks away.

She was a divorced mom, a little older than I, and her kids were gone with their dad. The conversation had been pretty intense and intimate up to that point, and we had swapped a few photos (nothing racy though), and then she asked/typed, “Have you ever fucked a stranger?”

Had a big lump in my throat. The answer, truthfully, was no, and I told her.

“Do you want to?” Read more »

The Virgin [MF][EXHIBITION][PUBLIC]

This is a repost due to it getting removed. Here is the link to the the 5 years later story: https://www.reddit.com/r/gonewildstories/comments/75qewj/a_continuation_of_the_virgin_story_part_1_mf/

So this is a bit of a long story, and I hope you enjoy it.

My name is AJ. This story takes place almost 9 years ago. 9 years ago, I lost my virginity to the one of the most beautiful women I had ever seen. I was 20, and she was 18.

I was living in a small town called West Branch, Iowa. I had been living there for almost a year, (I moved there for a fresh start). I had no vehicle, so naturally, I was walking everywhere, so it became a daily routine of me walking everywhere I needed to go, especially down this one really long stretch of road.

Every day, I would get up at the same time and go walking down a 3 mile stretch of road and right around the same time each day, I would see this girl walking out onto road I was on. She also was going the direction I would be going as well. Read more »

We had just met [MF] [MFM]

We had just met.

Despite previously talking to Jin via email, we had just met. Jin was married to Umi, and they were exploring their sexuality. They liked the idea of swinging and curious about cuckold relationships but didn’t know where they wanted to go with it. I liked that they both seemed to be on the same page and going into deeper facets of their sexuality with their eyes open.

We had just met, but I had watched Umi work the room. She was expressive, nervously talkative, and cute. Jin was always by her side, but let her do most of the work. He was there for her, but she was in charge. She was clearly looking for something. I think girls that take charge of the situation are undeniably sexy.

No formal introductions were ever made. I never shook Jin’s hand, nor asked if I could get Umi a drink. Watching how they acted and approached guys and couples was enough. If they didn’t know who I was, they would hopefully find out soon enough. Read more »

[MF] Becoming My Landlord’s Pet (Part Four)

I woke to my cock begging for freedom. Straining inside the metal chastity device. Luckily I had no need to use the bathroom. I didn’t know what time it was. I didn’t even know exactly what room I was in inside my own apartment. I ached, and would have loved nothing more but to stretch. I could tell this particular cage was a touch bigger than the one Michelle kept in her office, I wondered for a while if she had these laying around, or had purchased at first when I was incessantly making passes.

I attempted to slide my hood off, more because I wanted to know if I could rather than needed it off. I was in complete darkness. My stomach rumbled. I was hungry. A few barks echoed off of my walls, an attempt to figure out if Michelle was here. If she ever actually left. I was met with silence. Finally my cock went flaccid and I fell back asleep in my bondage. Read more »

Anal in the garden. Part 2. [MF]

She sat giggling. Giggling at the fact she got herself off, leaving me hanging and aching for more.

I go to put myself away, to which she grabbed my hand, and said not yet. She stood from her chair, and got on her hands and knees on my chair. She flicked up the bottom of the gown, looked back at me, and said.
“Come on then!!”

I quickly get in position, I grabbed my throbbing piece, and rubbed it up and down her her soaking vulva a few times. I placed about an inch of my meat inside, her bucking straight back on to it, and she began to twerk on my cock. I took hold of her hips, she has lovely grabbable hips, which looked even better in from this view, and began to thrust. My girl moaned loudly and instantly, i took this as she wanted more and harder. We began to ride each other perfectly in time, never happened before, the clapping sound echoes around our small back garden. I feel her kitty getting wetter and wetter, her legs began to shake, I pull her back to me, as I make small deep strokes. Her head jolts up, as she cried out in pleasure, another orgasm flows through her. Read more »

Anal in the garden!! Part 1. [MF]

This happened about 2 years in to our relationship, we were young, horny and crazy for each other.

One Saturday night, it was late summer, days getting shorter nights getting longer. We were having a few drinks around a fire, usual stuff for us around this time.

We were relaxing after a long week, having some time for ourselves, laid under the stars on 2 reclining garden chairs side by side. She stood up, excuses herself inside, and didn’t come back out for around 10 minutes.

I lay back, drinking my beer, staring into the sky, when I hear her voice. “Another drink while I’m up”? She questioned.
“Go on then. Why not. Thanks Sexy”. I replied.

She brings the drinks to my side, she’s changed from her clothes into her fluffy dressing gown. That’s where she’s been I thought, not thinking anything else about her change of outfit. She sits down on her chair, looking directly at me, as she moves her legs, one by one, onto the bottom of the reclined seat. I looked between her legs, to my delight her pussy is staring straight back at me. I grew hard instantly, a tent pitching in my shorts.
She giggled at me, “don’t get to excited, I’m doing it to tease” Or words to them at effect came from her mouth. We lie there for a little while longer, the whole time my mind doesn’t defect away from the view my girl had given me. Read more »

[MF] nurse gives a helping hand part 6

So after that absolutely amazing masturbatory threesome. It was pretty busy cause it was finals week and that leads me to the next beautiful memory.

So as I’ve said in the past Sarah was a student at the same college I was at. So because she had really tough finals she took the week off to study, and as much as I hated it her studies came first and I always liked that about her. So I scheduled my normal backup to cover her shifts but she got in a bad accident and couldn’t do it. So I took the only option I thought I had…I asked Rachel.

Josh: hey Rach are you sure you’re ok with taking care of me for the week, you sure it won’t be too much with finals and all?

Rachel: ya it’s fine plus we have most of the same classes so it’s no problem but you’re coming to live with me for the week cause fuck if I’m staying in your dorm.

So we packed up my medical equipment mad supplies and such and head for her house up town. So we get there we unpack my shit. Read more »