Category: gonewildstories

[FF] Cumming with another girl on camera!

I love to get on sites like chathub and see who wants to watch me play! It’s mostly dudes, but it’s still hot.

Today I got on and finally came across a girl who connected with me. She had MASSIVE tits and immediately started rubbing her pussy when she saw me. I followed suit and we both started moaning pretty quickly. Her moans turned me on even more and I could feel myself getting wetter. We started dirty talking each other, talking about eating each other out and encouraging each other to cum.

When I came I felt my hand get soaked and I began to lick my juices off. The sight of me licking my fingers pushed her over the edge and she came hard.

I hope finding a girl wasn’t a one time thing!

My [M] adventures with cougars Part I

Ever since I was younger I always had a thing for cougars and still to this day mainly only date cougars, this is one of those stories and I have dozens more if you guys want.

This one was after I recently moved down south to a new state so I figured I would get active on the usual dating apps so I could get to know people. The first one I talked to, we’ll call her Jenny who was about 45yrs old I was 26 at the time, we spoke back and forth over text for a week or two until we finally decided to meet up at a local bar. We had a few drinks and she was one of the coolest women I’ve ever met online we actually had a lot in common and the conversation flowed effortlessly. After the drinks we decided to call it a night I walked her to my car and we kissed for a few minutes while I grabbed her ass, she was thick which I loved. Then we said our goodbyes. Read more »

Chapter 8 – [M]y [F]irst Threesome – When World’s Collide [MMFF]

[Chapter 1 – My First Threesome](https://www.reddit.com/r/gonewildstories/comments/nbv7d9/my_first_threesome_mmflong/)

[Chapter 2 – My Second Threesome – Day 2](https://www.reddit.com/r/gonewildstories/comments/ncj2fh/my_second_threesome_day_2_fmmlong/)

[Chapter 3 – My Second Threesome – The Last Night](https://www.reddit.com/r/gonewildstories/comments/ncpj6z/my_second_threesome_the_last_night_mmflong/)

[Chapter 4 – My Weekend with Lucy](https://www.reddit.com/r/gonewildstories/comments/nd9v0r/my_weekend_with_lucy_part_1_mflong/)

[Chapter 5 – My night with Lucy – Part 2](https://www.reddit.com/r/gonewildstories/comments/neyh1u/my_night_with_lucy_part_2_mf/)

[Chapter 6 – Used for a Night](https://www.reddit.com/r/gonewildstories/comments/nk63wz/used_for_a_night_ffm/)

[Chapter 7 – My Ongoing Threesome – Quite the workout](https://www.reddit.com/r/gonewildstories/comments/nmb3tv/my_ongoing_threesome_quite_the_workout_mmmf/)

The text that changed the course of my weekend was pretty unexceptional: “What’s up bro? Fam and I are heading to the beach for the weekend. Going to be hotter than shit if you and E want to crash at the house and use the pool!” This from a friend of mine that had a nice house with an in-ground pool. We have been friends since grade school and generally I house sit when they go away, mostly for my benefit. Saturday night was the night Ellie and I were going to meet up with Jim and Lucy, but it was going to be humid and over ninety, so the pool offer is enticing. After several texts with all involved, the plan was set: Ellie and I would stay the weekend at the house and Jim and Lucy would come hang out Saturday evening. Being that I am not a dick, I cleared it with my friend first. Granted, I may not have told him we would likely be having sex all over his house, but what he did not know would not kill him. Read more »

I showed my tits to a stranger and let him jerk off on me [FM]

Every week I get assignments from Master I need to finish, especially because we can’t see each other as much as I want. This week, he told me I needed to show off my tits to a stranger. To find someone at a store or a bar or a bookstore, and ask him if he’d like to see my tits and play with them.

So that’s exactly what I did. I found a hot and built guy across from me at a bar. I wore something slutty already, hoping I’d catch someone looking. And he did. I watched him eye me as I downed a couple drinks, slowly pulling my top lower and showing off more of my tits. Eventually, he walked up to me and asked if I wanted a drink. I instead asked if he’d like to take me to his car and let me strip off my top for him. He was more than happy to say yes.

I let him grope and suck on my tits in the backseat of his suv. He pulled his cock out and started jerking it. It was so hard that I couldn’t help it and started stroking him while he focused on my nipples. Eventually, with some maneuvering, he came all over my tits. I thanked him, cleaned what I could, and left. I didn’t even get his name. Read more »

[MF] The last hurrah with the school principal at her conference.

And so we reach the conclusion of the
adventures with the school principal. This takes place just days after Thanksgiving and Black Friday, when she was at a conference at another city.

After the fucking we had on Black Friday, I spent my weekend, relaxing with movies, video games, sleep, working out and just have me time. Of course, we texted and she kept mentioning how she’s never squirted like that before and how she wants to meet up again, she also mentions a conference that she will be at on Monday till Tuesday. Of course the district is footing the hotel, a nice Marriott, just outside of The happiest place on earth. Now, I was honestly debating making the drive, and spent all Monday running errands and deciding if I should make the drive. Around 5pm, I’m done and at home, relaxing, when she snaps me a couple of pictures of some lingerie she took with her. She said she was going to dinner and drinks with friends and would await my decision. Read more »

A naughty ‘monster’ [M] touched me [F] when I was 18 years old…

Just a few weeks ago I remembered this story I’m about to share with you. It’s kinda weird that I had forgotten about it for so long because it was pretty meaningful for me at the time but it’s nice to have the memory back, making me wet again.

I had just turned 18, and I was on vacation with my family and some friends of my mom and dad, as well as one of my cousins.  Every year we used to go to the beach, and I loved it, even if I was already getting older and wanting to be on my own or with my friends. I had a cousin there a year older than me -but she was much more naïve than I was, so I was usually the one inviting her to get a drink and so something more “adult”. One day, we all went to an amusement park in the late afternoon. We hung around with the kids of two of the families that were traveling with us, so me and my cousin were like their babysitters. Read more »

My [F] (31) video phone sex adventures with, for all intents and purposes, a stranger [M] (28)

Long-time lurker, first-time poster.

About a month ago, I received a DM on Reddit. I don’t typically respond to random messages, but this one said “hey! just wanted to message and say you seem super sweet haha.” I assumed he’d seen my comments on posts in this sub. We’ll call him… James. He asked if I’d like to voice chat sometime, enticing me with an “Aussie accent, if that helps.” I was VERY hesitant. People on the internet can be very shady. We exchanged a/s/l (if you’re old enough to remember AIM). And… we chatted for an hour or more. Played 20 questions, talked about politics, etc. He was very charming, witty, absolutely hilarious… and then he asked if I’d given voice chatting a second thought. And I had. So we exchanged Snapchats, and this is where the story gets interesting, naturally.

The very next morning as I got ready for work, James messaged and asked if I’d be able to voice chat. So, on my commute, we chatted. To my surprise, the conversation immediately turned sexual. I was a bit taken aback, but I am a very sexual person, so I allowed it. Read more »

Follow up on wi[F]e requesting [M]ore anal sex

For reference, this is the story I posted yesterday: https://reddit.com/r/gonewildstories/comments/nw2lci/my_wife_thinks_i_should_fuck_her_ass_more_often/

After our lunchtime anal quickie, things got a little hectic in the house, so we didn’t get a chance to have an afternoon break or work/study break session. No big deal, but I could tell my wife was a little disappointed. When I was finished with my CPA studies, it was almost 10:00 pm and I was exhausted. We made love (PIV) and I fell asleep a little before midnight. I didn’t wake up until my alarm went off the next morning. Got up, got dressed, started my daily routine. By noon, I was barely able to keep my eyes open, even after chugging two large mugs of coffee. I wasn’t even thinking about what the wife and I talked about post-nooner yesterday, all I could think about was taking a nap. Read more »

Getting Railed – Sex on a Train (29f) [FM]

There’s something inherently soothing about rail travel. Perhaps it’s the ever present thrum of motion, the gentle shudder of passing a join in the track, or possibly just the very notion that you’re being taken where you need to go without the possibility of deviation. It’s an opportunity to sit back and unwind, close eyes and drift off listening to a podcast awaiting delivery to destination…

Or, alternatively, if you’re feeling somewhat less romantically and generously inclined; it’s a usually overheated and tedious sweat-box of misery and inevitable delay that does nothing but make for an inherently boring and overlong journey to somewhere that, without fail, falls short of your ultimate destination.

I fall somewhere between these two mindsets. I’ve enjoyed/endured enough train travel in my life thus far to have experienced both ends of the spectrum. Which is precisely why, when given the opportunity, I leapt at the prospect of adding a little excitement to an otherwise tedious session on the tracks. A rare instance in which I could get railed on rails. Read more »