Category: gonewildstories

A Hot Blowjob From A Girl Off Omegle Turns Messy [MF]

Long time lurker of this forum

The story starts when I was young, I was always really into porn. One day my friend shows me Omegle, and since then … well.

Anyways when I was about 20 I went on again after not going on for a while. Usually I just talk to girls with my face (not showing my dick) and if they’re interested and over 18 (I always check) we can get frisky.

On the last day that I was staying in the University city I was living in, I met a girl on Omegle and we started talking, she seemed pretty cool. We were both drunk so it made the convo fun and we just talked about random shit. I eventually find out that she’s living in the same city as me and not too far away. Without even thinking I ask her what her address and number is. Surprisingly she gives it away and I just hop on to a cab and head straight there. Read more »

My first time with a guy I was dating [FM] (and my first time outdoors!)

I spent half of 2020 posting NSFW pictures of myself on Reddit but got a little bored of doing that, so I thought this time I’d try something new and share some of my stories instead! I’ve never written up any of my sexual experiences before, but I’ve got plenty to share, so bear with me…

I picked this one first as it’s the very first one I can tell on this sub – it takes place just a few weeks after I turned 18. [NB – I’m in the UK, where the age of consent is 16]. Obviously as it was over a decade ago the details aren’t going to be perfect, but I’ve filled in the blanks as best as I remember!

Some backstory, the sex starts at —-

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I’d met G through a mutual friend a few months earlier, but he was a few years older than me [24] and understandably uncomfortable dating a 17 year old. We flirted a little at the time, but nothing more. On my 18th birthday, he sent me a happy birthday text and invited me out for a drink. Read more »

[MF] [MF] [MF] Hattrick of hookups in Taiwan

A few years ago, I was visiting my grandparents in Taipei. In my teens I went nearly every summer, but I was a late bloomer, a virgin until college and finally hit 6′ and got a proper haircut. Yet my dating life in LA was less than prolific.

Well, it turns out my look plays in asian countries a lot more.

I met up with a friend and we were on the prowl. I had him download Tinder and we swiped right on everyone. This was early days for the app and there was no daily limit. Suddenly my dance card was full.

**Date One:**

Her profile picture almost looked fake. Tight body on a 5’3 frame, baby doll face, huge anime eyes, full lips. Asian Ariana Grande with a bit more curves. I thought for sure was getting catfished, but there she was, walking in in heels and glam, turning every head. Turns out she was an SE singer and made waves on a few singing contest tv shows. Read more »

The School Bus Stop Mom [MF]

(bit long, jump to *** for the fun stuff)

I basically bought my house a few years back for the office. I loved it. As someone who works from home when I am not traveling to client meetings and seminars, having a quality space to get work done is imperative. My office was on the first floor, right by the front door of my corner lot home. It has two big windows from about a foot from the ceiling down about 6 inches off the floor. Great lighting, and….well, it can also provide quite the view.

I didn’t know then that my corner was the bus stop corner. Not a big deal, kid’s usually gather between 7:30 through 8:30 for their different buses. I am usually getting back from my neighborhood run, walking the dog, or having my first cup of coffee behind my desk at my computer. It’s never a distraction, but as most people tend to do, when someone walks by the window – I usually do glance over. So the whole first week of school in the new house in my new office, I find myself looking up as the kids come and go and just go right back to my work. Except, when she first came by. Read more »

When I was 18 [F] I gave a guy 18 [M] a handjob at a party under a blanket while a friend was under the same blanket

I was at a house party my freshman year of college. This one guy and I had been kind of friends but at this party we were flirting a lot. One thing led to another and soon we were making out outside. He had me pressed up against the outside of the house, and I could feel he was rock hard. I started feeling his cock over his pants and he asked if I wanted to see it. I said yeah and he took it out. I stroked it for a few minutes but was getting paranoid that someone would see so I told him to put it away. We went back to making out but soon we heard our friends coming outside to play beer pong so we stopped because we didn’t want them to see. We joined the group to play beer pong but we kept stealing glances at each other, knowing that we both wanted to finish what we started. Read more »

[M]y [F]WB now lets me cum inside her unprotected pussy

## Backstory

I have a long term friend with benefits who stopped taking birth control last year as she found the hormones were negatively affecting her health. Prior to this we had always enjoyed having bare sex with me cumming inside her. As much as we knew we were going to miss it, we agreed that we would need to be more careful once she had stopped taking her birth control.

The first time that we fucked after she stopped I started by wearing a condom, however I did not like not feeling her bare so partway through she agreed to remove it so long as I pulled out to cum – which I did. It was clear that we both preferred having bare sex, however we did not want her to get pregnant. While we knew pulling out wasn’t completely bulletproof we agreed that it was a pretty good compromise, and continued fucking like this for a number of months. To no surprise the slight risk and fear of getting her pregnant made for some incredibly hot sex! Read more »

[MF] naked swim with a mature milf/gilf

This is another funny story from my life that pops into my head when I am masturbating.

When I was younger, I spent some time as a swimming pool engineer. It sounds glamourous, but I live in the UK so most of the time it is cold and wet and most pools are outside. When I say engineer, I mean a pool cleaner.

Anyway, the rare occasion of a warm summer, I went to a house in Southend. All our customers were contract customers and very familiar but this was the first time for me going to this address. Because our customers are used to someone coming every two weeks, we just let ourselves into the garden without bothering them.

They had a really long garden so I just made my way down to where it looked like the pool should be. As I got closer to an opening in a giant hedge, I could see the glimmer of the pool so knew I was on the right track. As I pass through the opening, I saw two people on loungers taking in the sun. It didn’t take long to notice they were scantily clad, no they were butt naked. Read more »

High School Reunion [MF]

I fell in love with my sister’s best friend when I was 13. I loved her secretly my whole high school career. She was two years older than me and always saw me as her friend’s younger brother. The last time she saw me, I was in 10th grade and still going through puberty.

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She was always nice to me, and we had our own friendship separate from my sister, but I don’t think she saw me any other way than a friend/little brother.

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I didn’t see her for two years after she graduated high school. She came to visit my sister when she was back home for Thanksgiving from college.

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In the two-year gap of not seeing her, I had grown 6 inches, lost my baby fat, and had started playing varsity basketball, so I had put on a fair amount of muscle.

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I answered the door when she arrived. She looked more beautiful than ever, growing from a teenager into a young woman. She was a dark brunette, fair skin, was 5’7, around 120 pounds, incredible shape (she was a cheerleader for her college football team). She had D sized breasts that I had ogled many times over the years whenever I got a chance to see her in a bathing suit. Read more »

I [M] watched my future wife [F] get fucked raw by her former boss [M] from a summer internship

My girlfriend is the best. I plan to propose to her soon. She is an adorable little Asian-American grad student, 24, a tight 5’3” 115 lb package that doesn’t necessarily turn heads, but more is the girl you bring home to mom and dad. She also is a closet slut, and has slept with some of my friends while I watched (see my previous posts).

We were discussing new dick she might want to try, and she mentioned an old boss from an internship she had in college. She said she flirted with him a lot, but he was married at the time, and it would have been super inappropriate. But they are FB friends, she noticed he had recently gone through a divorce, and she had never slept with a man older than 30, so…we figured he might be a fun new diversion for a night. He is approximately 43.

We set it up for him to come over one Saturday night, and made it clear I would be there too. But, she was also very flirty in the text messages, and ended up telling him she would wear a pencil skirt and white blouse from her internship days but this time without a bra or panties. So he knew something was up. Read more »

[MF] I caught a naked dare in a hotel

Not very sexual but you might find funny.

I was in a hotel in Dubai last year for work. If you know the Premier Inn by the airport you will know it is laid out in a square so on each floor you can make a loop.

It was very late and I had run out of water. I threw on some joggers and a sweatshirt and went down to reception to blag a bottle.

I went back up in the lift and started towards my room. I turned the corner at the same time someone the other end turned into it as well. However, I was dressed and she was not. She nearly fell over in the shock of seeing me. Her chubby white ass quickly disappeared back from where it came.

She was quite mature, 30s, maybe early 40’s and was packing a few pounds. Her tits were heavy and flapped violently as she turned and fled. Her shapely ass was curvy and more than inviting. Her belly hung over her mound so I didn’t get to see much, but trust me, my basic instinct was to look. Read more »