Category: gonewildstories

I hate fucked my friend…

This happened last week..

I want to start off by telling you I actually had a huge crush on this girl. She basically put me in a friend zone early on and I have been trying ridiculously hard to get out. This girl was the ultimate tease. She would call me up most mornings to wake me up and talk and even visit me at work. We became workout buddies at the gym and I would train her as well. She would always come to me whenever she had a problem with anything (especially guy problems) and I became that loser she dumped all her problems onto. Every time I tried to make a move, she would shut me down.

You have to understand that she was pretty hot.. a 9 overall. She had a cute face, petite body, perky breasts, fit body and a tight ass that I knew would be fucking amazing in bed… I just had the feeling. So she was obviously a distraction every time I met up with her. For some reason she was very touchy and flirty with me. However, I knew she was just playing around and I was just that safety pillow she falls on whenever she needs me and we never got past that initial flirting and it frustrated me to be stuck in this rut. After about a year of this nonsense I told myself ‘fuck it’ and tried to distance myself so that I would stop stressing about this crap. Read more »

First Night With Anon [M34, F18]

He kissed me straight away, full on french kissing while running his hands up my legs to the cute ass he knew belonged to him. I was wearing my black skirt with thigh highs. It wasn’t long before he ordered me to go up to my bedroom. I eagerly obeyed and went upstairs ahead of him. He threw me on the bed after examining and planning out what he would do with me, then commanded me to take off my top. He was pleased with what he saw and grabbed hold of my hair, pulling me to my feet to kiss me, then forcing me onto my knees. I knew exactly what he wanted and wasted no time getting his cock out of his pants and sucking it as best as I could until he decided it was time. He pushed me back on to the bed and got on top of me, kissing me with his cock inches away from my wet pussy. After seeing my eyes begging him to fuck me, he pushed his cock in and began to kiss and fuck me, slowly getting rougher with his thrusts. He fucked me in a few positions before making me cum with oral as he didn’t want to cum inside me just yet. Read more »

Skinny Dipping / The hottest night of [m]y li[f]e at that point. (Long)

I’ve been reading a lot of good stories here, and wanted to put one of my own out there.

This one goes back to my last year of high school. New throwaway definitely needed. Backstory: I had just moved to a new city, and started at a new high school…the last semester; I was 18. On my first day of school, I was eating lunch alone in the cafeteria, reading a book, and the most popular girl in school, Andrea (head of student council, and captain of a sports team) came over and started chatting with me. As it turned out, we had two classes together, the same spare, and the same lunch period. Long story short, we got along very well and became friends quickly. I had a big crush on her, but she had a boyfriend at the time. I could tell there was something there. Despite her having a boyfriend, we began to hang out more and more outside school and going out on nights and weekends. There was attraction tension between us, and it was building up. Read more »

Best thing to hear during anal sex “Harder” [m/f] video

I have written a few stories about my experiences with anal, my first time with my first girlfriend (https://redd.it/3row3b) and then my second girlfriend (https://redd.it/3rt7ac). Now I wanted to share my story about my third girlfriend and current wife (Asian, 5 feet and curvy with C cups).

Our relationship was pretty sexual from the start but she was an anal virgin and had never done anything with her butt, ever. She has a really cute butt and in the middle of sex, I would casually bring up the topic just to see how she would react. The first time I mention it, it wasn’t an outright “NO”, so she seemed open to the idea. After a few more times of bringing it up, she’s warming up to the idea. But here is where she flips the script, she will only try it if she gets to do something to my butt. Now I had never tried anything on myself but I was willing to give it a try if it meant I could get my cock in her ass. Read more »

Our First Night at “The Club”

Where to start, this outing had been a long time coming. Cindy and I had wanted to explore non-monogamy including swinging for a while, but living in a small town, we had limited opportunities to do so, that all changed with a recent trip to the “big city”.

As we’re planning to move out of the small town we’ve called home for years, Cindy and I had a chance to go to the city we’re moving to and check it out. One of the things we desperately wanted to do was go to the club. Finding a place wasn’t hard, in fact for a beginner the choice is mind boggling, with no less than four clubs in the city to choose from. After sending out an email to the hosts of the club we chose, introducing ourselves, we very promptly received the appropriate information and we were going to the club!

The entire day leading up to that night was very charged between Cindy and I. I was nearly constantly hard, and C wasn’t helping the situation exactly ;). Our first stop was an adult store because why not? Cindy found a gorgeous purple and black bustier/corset and fishnet stocks that made her look like a million bucks. She wore the corset to the club that night with a light fluffy blue dress over it that totally said “girl next door”. Read more »

Unaware that she could….

So it was my second time doing oral on a girl. She was my gf,
She had reddish brown hair,freckles and blue eyes.
We both had a free day so we spent most of the day fucking. We had a long foreplay sess and she gave me oral… After that she slowly took off her panties to reveal that she had shaved. (I like them bald for oral.) Quite ignorant of how to do it, I just went for it and made up it as I went along… So I did oral on her slowly and I figured I’d get faster.
If she didn’t like it she was good at faking but, I kept going on her. I liked how wet she was. Then I figured I’d suck on her lips really hard. She doesn’t really moan but, she was moaning then.
Then all of the sudden I felt this snot like substance on my tongue… Pulled out and there was this white clear stuff.. I didn’t know vaginas could make snot. Oh sure I know what periods are but, snot? She looked at me and I looked at her not wanting to kill the mood I swallowed it and asked if she wanted more. She said yes and I gave her some more but, in my head I was wondering… “So girl cum is like this huh??? Wait what if its not…Is she gonna die? wait. I swallowed it.. Am I gonna die? and then finished the night with some anal. She liked anal more then vaginal penetration. Read more »

After the second day, I begged my gf to stop, but …

This is a true story from many years ago, about my gf (now ex).
(I will not show any photos, sorry.)
My gf became quite a cruel girl throughout our relationship, but I can’t blame her.
It was mostly my own fault.

One of the most incredible times was when she met a really hot guy and fucked him.
She had asked my approval a few days before that, and I gave it.
Because I thought I could handle it. And I wanted her to have fun.

But after day 2, she confessed to me about how incredibly hot he was.
She told me he fucked her 5x in one night.
As you may imagine, I couldn’t take it.

I told her I really wanted her to stop fucking him.
I wrote (long-distance) that I’d still be ok with them kissing and doing oral, but not sex.

She replied (approximately) “Sorry, he enjoys fucking me and I love it when he fucks me.”
She added, “He’s in town another 10 days, so …”

The feeling, when reading that message, was incredible.

So, she fucked him for another 10 days. Read more »

An interesting turn of events [M22, F22]

In 2014, I graduated college with honors and a double major, but did not have any job offers yet. This forced me to move back with my parents after graduation. While back at home, I quickly found a job using my degree, but unfortunately it was only part time. In an attempt to move out, and with the knowledge that I would soon be paying back my student loans, I picked up two other part time jobs although they were just in retail. This was my situation for nearly a year, and while I did not overtly enjoy these obvious limitations in my life, I was able to start saving a decent amount, and began to look for full time employment. I finally got a job offer halfway across the country, and this is where my story officially begins. Read more »

She superliked me [m 24/f 21]

I got a Tinder notification on my phone yesterday morning saying someone had “superliked” me. I had a look and she was cute, with dyed dark red hair, sexy lips and big tits. I messaged her and she responded almost straight away. Within a few messages she had told me she wanted me to go over to her apartment that night to fuck her. I wish Tinder always went like that. Read more »

The second guy ever to take me, his first ti[M]e having a [T]-girl.

My first sexual experience with a man happened relatively recently, over the holidays. I gave full details about it a couple of months ago in my [first posts to this sub](https://www.reddit.com/r/gonewildstories/comments/3zxoal/got_fucked_for_the_first_time_over_the_holidays/). I took a long time building up to it, but reached a point where I knew I had to take the plunge and just hook up with a guy. It was an amazing night, and I saw him twice afterward, but he was married. Things got complicated, and he decided to break it off with me.

Back then, I was in full girl-mode around my house and with close friends, but for the most part, my public appearance was more genderqueer. Recently, I’ve become a lot more confident and am now a full-time girl. This wasn’t as big of a leap as it probably sounds–everyone in my life has known, for a couple of years, that I’ve been in the process of transition. I was just more comfortable experimenting privately with my look before going fully public. Still, the reactions have been interesting, with some friends being more accepting than others. Read more »