Category: gonewildstories

“The Alter Ego” [MF]

Let’s see if I can get through this tale without needing to pause to get myself off.

Aidan and I met online and to be honest, I wasn’t very excited for our first date. We messaged back and forth briefly, his profile explained he was getting into nonmonogamy and looking to explore his kink side. He explained he was busy with both work and school, so our date was booked for over a week later. I almost didn’t bother… history has told me that if you don’t meet within a few days it likely won’t happen. What the hell… let’s give it a go.

He looked cute in his photos, but not anything to write home about. A solid 7.5 at least, maybe an 8 in a photo or two but it was a bit vague. We made plans to meet at a bar between our neighbourhoods and I went about my week giving it barely a thought. Once the date came and I got ready to meet up, I was going in without expectations. Little did I know I was about to be in the presence of once of my best fucks to date. Read more »

I [f] want to fuck an older man

I’ve been fantasizing fucking an older guy (40+) for a while now but never had the courage to do it because i’m a bit shy. And probably won’t be able to do it because of my age and no i don’t have daddy issues. I just love it getting off to old/young porn, longing for an older guy to fuck my young pussy.

I [F] Slept with my Step-Fathers Co-worker [M]

So I’ve been asked a few times about the details of a comment I made on a post about sleeping with my step-father’s co-worker. While I have many other experiences I could share, I figured I would start here since I had the courage to post.

I was 22 and just out of a 2 year relationship (which has plenty of its own stories). I had moved back home and re-enrolled in the local college. It was a Friday and I was going over to spend the night at a friends house (Kaitlin) who lived close to the beach, but she had to work until around 11pm. She was bartender at a local bar within walking distance to her place. I parked at her place and walked to the bar around 8 to have a few drinks and wait for her. She had just given me my second drink when I heard someone behind me ask if I was old enough to be drinking. I turned and it was Mike…my step-dads co-worker. I had known Mike since I was about 15 as he would come over to the house sometimes to hang out with my step-dad and would see him at some of the company picnics they worked at. He was younger than my step-dad and probably about 15 years older than me. He was tall and in great shape…looked like he probably played sports in school. I always had a bit of a girl crush on him, but he was married and had a couple of kids. I hadn’t seen him in several years so he sat down and we caught up some. He told me he and his wife separated and he was renting an apartment down the street. Not far from where my friend lived. He bought me a few more drinks and we both were getting tipsy. He had never been inappropriate with me, but he confessed he always thought I was very cute and may have had more than a few impure thoughts about my ass (I’ve always had bubble butt since I was young). Read more »

Strangers in the night [MF]

Some might call me old fashioned in my ways, but I like to have a connection with someone before I get inside them. I enjoy foreplay, listening to the sound of a pussy getting wetter, breath getting heavier and seeing nipples get solid.

I was finishing up at work one day when my landlord was having a drink with his GF and told me that they had someone that they wanted me to meet. I was like “yeh sure”. Her name was Michelle, single mom around 22. Tall, very slim, bright orange hair cut short. Easily mistakable for a lesbian at first glance.

I found my way over to her and she said hi, and proceeded to ram her tongue around my tonsils. I don’t think at that time I remembered her name or got a chance to ask her it. She finishes a pretty sloppy kiss and then proceeds to tell me that she’d like to do the same to my cock shortly. Awesome I thought….

We proceed to hot tail it back to my house. On the drive home she’s vigorously rubbing my legs and crotch. My dick is making my pants wet and she’s going to feel it soon. Read more »

The apology cake (part 1) [MF]

I enjoy writing up my escapades, but this is the first time I have put myself out there. Constructive feedback would be appreciated. If people like it, I’m put up part 2, which (no spoilers) has a MFF.

I was a fairly late developer in terms of sexual activity. Into my early 20s my idea of kinky sex was sex with the lights on in a position other than missionary. Blow Jobs were special occasions, going down on the girls I met was not encouraged, despite my enjoying doing it.

Then I met Katie. We met in a pub, and I don’t know how, but she saw something in me. We bonded instantly, and she started to bring me out of my shell and, quite quickly introduced me to interesting sex, kink and all that good stuff. I couldn’t quite believe my luck. Katie was my physical ideal, small and waif-like, with long dark hair and big almond-shaped eyes. I, on the other hand, look like a melted gremlin! She was also clever and funny as fuck. Read more »

[MF] A Tinder match turns out being the best fuck I’ve ever had [Long]

This story took place a few years ago when I was 24, but it’s one that I constantly think about. Sitting down and thinking about all of the details of my time together with this girl gets me so worked up. Hell, I’m in a relationship now and I still find myself regularly going back to this girl’s photos and memories when I’m masturbating. This is my first story, so please, bear with me.

I had always had mixed results on Tinder. I got a few dates out of it, one or two lays maybe, but nothing to write home about. Part of that probably has to do with my looks – I’m 6’4″ with an average build and an incredibly average face (maybe a 6 on a good day). I am fairly well endowed and know how to please a woman, but that’s not exactly something you can broadcast on a dating platform without sounding like a jackass. This was something that worked out to my advantage in college – being in a fraternity, word got around quick within the sororities regarding who in each frat was worth fucking. After I graduated, however, you could say the honeypot ran out. Thus, Tinder. Read more »

I was [F]ucked in an antique store

This is one of my risky sex stories, I hope you enjoy.

I was with my BF at the time antiquing around an old town. We came across a huge antique/thrift store that was three separate buildings. We were browsing around when we came across a back corner that was all mattresses. We’d already made it known to each other that we were both horny before then. I was rubbing his cock through his jeans and he was grabbing my tits every chance we got. So, we see these mattresses and we’re instantly thinking “Perfect”. We start making out and I am beyond aroused and ready to get fucked. He bends over and and fills me with his hard cock. We go like that for a little while but then we lay on one of the mattresses so that I can touch myself better to cum. As soon as I cum, I look up to see a camera pointed right at us, fucking each other, in a store. I don’t worry too much about it, it looks pretty old. He pulls out and I take his load all over my face. We get our clothes situated and I walk over to the dining table sets that they have, grab a placemat off of one of them, and wipe his cum off my face with it. He was shocked when I placed it right back where I found it and walked away giggling. We walk past the owner of the store on our way out, he doesn’t say anything to us but I do see a monitor next to him displaying all his cameras. I don’t know if he watched us or not or if the camera I noticed was even functioning, but I did have to go back to find my phone and that was nerve wracking.

A trip to Disney World with my kids took a wild turn (Part 1) [F]

Hi redditor stranger,I’m sure you might be curious about the title of my post, I wanted to share this for a while, it was the constant daydream while I worked or even when I had sex with my husband.

[LONG READ AHEAD!! (but it’s worth it! I hope lol)]

Before going into my story I wanted to tell you more about me as you picture my story (I might even post an actual pic on my page if enough people are interested about it). I’m a regular soccer mom, early 40’s, married with 4 kids (I know right? way too many) all girls ( the universe wanted me to deal with the bloody chaos of tampons 4 times) Last one is a year old. My oldest is 22 and a full grown adult, Its amazing to see them grow, anyways. I own a business with my husband, something that I always dreamed about, having my own spa and thanks to him I was able to afford it and worked really hard to have the success that I have today, owning a house near the beach and a boat. I’m busy most of the day so sadly I don’t have the time to take care of my kids as much as I wanted to or have the full attention that they need, my nanny helps me a lot with the smaller ones and the housework. Read more »

[M] Friday Night Lights Surprise

I had stumbled upon the craigslist casual encounters years ago, and after reading a few, I thought what the hell, let’s post one. I had no intention of actually meeting anyone, but I was curious. Sidebar, I’m also married.

I had a woman just named “purple” respond, she lived about an hour away, and was crazy sexy. We chatted a lot and had great chemistry. We called each other from time to time, flirted, sext, and shared fun stories and pics. We had both been reserved to the fact we loved busy lives and it would never happen, so we were content with just being a good OAP.

It was a Friday night in October. I was coaching high school football, I sat in the booth on a head set. Start of the 2nd quarter I got a text from her asking me how the game was going, I said it was good and we were already winning big. I get another text from her that said “I know”, followed by a picture of me in the booth from her sitting in the stands. It’s a good thing the game was a blow out because my focus had shifted to say the least. Read more »

I [M] banged out my next door neighbors 19 year old daughter [F] on Mother’s Day

So my next door neighbor is a 50-some year old widow. She has four kids and the youngest is just 19 and in college. Lucky for me quarantine has forced her home, and every once in a while I’ve had the opportunity to flirt with her.

She’s white, bleached blonde hair, skinny, dresses like a sorority ho. Not much in the way of boobs but a pretty nice butt.

So on Mother’s Day they were out in their backyard at the pool hanging out. I had to do some work in the yard and at some point my neighbor said hello and we got to talking. I eventually went over there to talk more easily and her daughter was there in her bikini. Nice pink bikini. Probably not what she wears to the lake or beach with friends (her IG suggests otherwise) but cute anyways.

As our conversation is ending my neighbor says she’s headed out for a bike ride, which she does once or twice a day. She goes inside to change and the daughter and I chat a little, it’s clearly flirting and I’m getting very turned on. Read more »