Category: gonewildstories

[F] loses virginity to older [M]an

This is a long one, sorry! I didn’t think it would end up so long but I hope you like reading it!

I grew up very sheltered. My parents were not risk-takers by nature and they did everything they could to keep my world as beige as possible. I had an 8pm curfew even when I was 18 and boyfriends were an absolute no-go. I had no idea how boys worked and instead of teaching me how to look after myself in the social world, my parents thought it best to simply remove me from it.

When I was 19 I had had enough. I had left education at 18 and taken a nice, stable office job but left that – and home – to be a live-in barmaid nearly 200 miles away. My parents spent days trying to talk me out of it but my mind was made up and I boarded the coach for the trip into the unknown. Read more »

[MF] Made her cum on the return flight

Have read a few stories on here, first time posting.

2 years ago I was returning home with my girlfriend to Melbourne from a family emergency trip in the UK.

Let’s say my emotions were a bit haywire due to being extremely sad with my family situation and, like in Wedding Crashers, I think grief can actually make you horny as fuck.

We had a row of seats to ourselves on an otherwise busy flight. We dosed off with a blanket at some point and I woke up mid flight with Anna leaning against me and we were slightly more horizontal. I had a massive erection and I was crazy turned on.

Anna was still asleep so I tried my luck by reaching around her and started tracing my fingers over her nipples.
I thought she would throw my arms off but as she woke up I knew straight away she was into it and it was fucking hot!
We were still under the blanket so it was game on. Read more »

Almost Impregnated [M]y thick Asian classmate

I’ve knew her for a long time, we were pretty close friends in college. I knew she was into me, we matched on tinder and both played it off like we swiped right as a joke. We flirted on and off, there was a spark but we were both afraid to act on it. You know how it is.

Anyway, her name was Chelsea, she was short, maybe 5’4 but thick as honey. Big ass, big tits, an asian girl with an NYC attitude and nice curves. We were in physics together this year, we signed up at the same time because she wanted my help studying.

She was shy, at least when it came to actually speaking with boys, she would always ask me for advice on how to approach dudes she liked. I would cheer her on, give her advice, that sort of thing. She knew she had great tits but was insecure about her weight (she was not fat by any means). I guess her parents shamed her for being thicker than your average Asian girl. Her Instagram is full of cleavage shots, each photo carefully curated to show off her soft milky breasts. She knows what her best assets are. Read more »

Using the [m]agic wand for the first time on my coworker girl[f]riend before cumming inside her!!

Had this story half typed out in the event you all liked my [first story](https://www.reddit.com/r/gonewildstories/comments/cbsa2v/how_my_adorable_and_sexy_coworker_became_my) so I’ll happily tell you all about our escapades even more.

After that magical night Stella and I practically became an item. Whenever we both had free time we’d meet up either at my apartment or her house if her roommates were gone. We pretty much became boyfriend and girlfriend because even though it just started off as a little fling between coworkers it turned into the best romantic relationship both of us ever had. We just had too much in common not to fall for one another. It was an absolute joy to have her in my life and she felt the same way too.

A month or so later as a date we go get Chinese takeout and head back to my place to watch some college basketball. We nest ourselves in my living room and enjoy our feast getting comfy between the two of us. I’m always in a better mood when around Stella, she’s just so warm and kind yet so dirty and filthy underneath her adorable girl next door exterior. I know its overly cliche to say your girlfriend is your best friend but it was starting to become that case. We were friends for the months leading up to our first fling so I guess it just happened naturally. Read more »

My Inner Cumslut Come Outs – Pt 2 [FM]

Over the next hour I sipped a drink, made small talk, and waited patiently as Tim’s clients left. There was one couple remaining and he asked if we wanted to join them at another spot. Tim being the consummate salesman accepted, only to interrupted by his client’s girlfriend that they were going to head home. Tim settled the tab and we headed across the street to the hotel. We boarded the elevator with another couple and I held his hand and leaned on his shoulder.

We entered the room and I turned for a kiss only to be turned away. He asked why I didn’t wear the set that he bought for me and I explained that the dress was too short for the thigh highs and bra and underwear would show lines on the dress. He smiled and leaned in for a kiss then separated and whispered in my ear that he was going to take a quick shower and he wanted me in the set waiting on the bed when he came out. We had talked about me being submissive, but I didn’t think he was going to act on it immediately. I got changed and was turned on wondering what he had in store for me. Read more »

Cheating gf [FM]

My gfand I were in a long distance relationship for two years. I offered to stay faithful to her during that time, and she told me bluntly that she appreciated the gesture, but I should feel free to see other people, because she was going to fuck whoever she wanted whether I liked it or not.

I went from being hurt and jealous to increasingly turned on, especially when I found out how much she got off on teasing me with her adventures after the fact. For example, we’d be dirty chatting on skype, and an hour into it, when we were both about to cum, she’d tell me how earlier her coworker fucked her until she passed out earlier that day. It always drove me crazy and it would never fail to make me cum.

Living together has done nothing to curb her behavior. Sometimes she’ll tell me she’s going to band rehearsal and will be out late, and when she finally crawls into bed she’ll smell strongly of another man. Or men. And I love it.

I let him sleep in a bit … [FM]

Me and the BF have had so little time together, even though I have changed jobs and scaled back my schedule. Our girlfriend is staying with us most of this weekend so he decided to check out early and take a late flight home to have an extra day with me.

He was too tired for anything when he arrived home, and I was just about to go to sleep. While he took a quick shower I ripped off the nightshirt I was wearing so we could sleep naked together and did. At about the time we needed to wake and get going I noticed he had some serious full salute morning wood. I could not let this opportunity pass by. Usually I would provide a blow-job alarm clock in this situation, but that morning I had inspiration. The bottle of lube was an easy reach, and I prepared my pussy for easy entry. This was a little tricky because his front hips were twisted toward the mattress, but I was able to wedge under him though. I went real slow spooning into him. It felt amazing and just had his hardness rest inside of me for a while. Eventually I start to grind little by little, rubbing my nub lightly, pinching my nipples not so lightly. He wakes up and says, “Oh my god! How did you do this?” He straightened his body and grabbed my hips while I start doing small twerks on him. At this point and I am so close to cumming and I don’t let him move again until i have. I wanted to see If I could orgasm before he woke up, but… We did a super lazy prone-bone until I came again, and he soon spurted into me. I cleaned his cock with my mouth, and then I went to the bathroom to take care of myself. Read more »

I Got A BlowJob While Her Sister Watched This Morning [MFF]ish

Alright. Deep fucking breath. I’m a bit hesitant to write about what just happened because 1) I’m still pretty shook and 2) it’s porny as fuck and I’m kind of sitting here, at my office, wondering if it actually happened. And like I’ve written a lot on this sub and it’s important to me that I don’t lose credibility. Oh! And 3) there is no way Im going to write about this and in a way I’m proud of because I don’t want to take the time to think of the just right adjectives- but what the fuck. I’m not going to edit this or get all fucking Tom Robbins on this. In the words of Pontius Pilot to Jesus Christ. Just the facts. Let’s do this! Down vote all you want. Read more »

Fucking the dad I babysit for [F]

I hate that I’m such a fucking cliche – I’ve been gone the past six months because I was fucking the dad that I babysit for.

I got a job as a nanny for a nice family. I can’t even say the dad is a DILF – he’s got a bit of a beer belly, balding a bit… and it just made it that much hotter that my pussy would still get so wet for somebody who was clearly unattractive. Read more »

[F] The Discovery of my Neighbor’s Hidden High School Diary!!!

Hello again! (Please excuse this post it it isn’t as well written; I’m just coming down off an intense gravity bong high)

So, to catch y’all up: I’m cat-sitting for my neighbors, which has entailed getting super, duper high and snooping through their stuff ?

I’ve already found the daughter’s ruby red dildo and took it for a test drive. Don’t worry, that won’t be the last time for that.

But! While over there today, I made a huge discovery. Buried deep beneath Claire’s bed was her old diary!

PSA: I don’t recommend reading someone else’s diary when you are stoned off a homemade gravity bong. Most of the pages were filled with the saddest of a high school girl. I felt sort of nauseous reading some of it, half from being a bit too high and half because it was so raw and real and, to be honest, poorly written.

However, it did contain a fair amount of sexy little snippets! Those I ended very much. Again, it isn’t very well-written, so it wasn’t like stumbling across high-end erotica. But still, reading some sexual exploits of a neighbor I’ve known most of my life was insanely hot. Read more »