Category: gonewildstories

[F] How I lost my virginity anally in the shower when I was 18 years old…

I’ve got to preface this story by saying that, throughout my teenage years I was convinced that no matter the circumstances I had no interest in ever getting a cock near my asshole. I heard unpleasant stories of friends who told me that it hurts, was not pleasurable in any way and that they only did it because their boyfriends pressured them into it. I never got why I would want my asshole fucked, when my pussy was right next to it, was afraid of it and told myself that I’m not interested in trying it, pretty much ever.

Fast forward to when I’m 18, have a boyfriend and a drawer full of sex toys in my bedside table. By then I got introduced to some kinds of anal play, I loved to get my asshole massaged, have a finger inside during doggy and even got a small plug which I loved to wear while getting fucked. Getting to that point already took a lot of trust and time, but it was well worth it, and I enjoyed it a lot whenever my asshole was involved. I was never pressured into it, so I could always enjoy it to my own accord and got all my wishes respected. I still hadn’t changed my mind about anal sex by that time, it wasn’t really ever talked about and I was happy with the way things were and as far as I was concerned, they could stay this way. That was until I slowly started to have all kinds of fantasies… Read more »

I [F] keep flashing my roomate [M]while he doesn’t see

I keep moving my shorts aside and releases my pussy out right next to him on the couch. It’s so hot, I prop one leg up and he doesn’t notice while he plays games. I’ve orgasmed a lot over the nights and have sometimes played for like an hour. It turns me on so much he doesn’t know. Roomate is around my age late 20. No we haven’t had sex.

Hump Day reddit [MMF] success in the Windy City

I have been seeing a Milwaukee guy I met in March from a local r4r and we are having quite the adventure. I only wish I think to take more pics! 

This past week we were with a beautiful specimen of a bi-man (chiseled body, model gorgeous and an all around nice guy) who was looking to explore his sexuality and be used for our pleasure. Omg, a sensual mind blowing MMF play date! We met him in the lobby of his apartment complex and rode the elevator up to the 13th floor (was this an unlucky sign?). We walk in to his apartment and I fall in love with his pup, my nerves had gotten the best of me and i start petting his cute pup and talking to the guy, (“C”) about his dog. My guy (“J”) makes small talk… and C invites us to move into the bedroom. 

Background – We met on reddit and I had asked him to be plugged, because… lol!  Read more »

[MF] Business travel fun

During a period of my career, I was flying from city to city, and sometimes I lost track of when and where I was. This happened to me on the 3rd leg of a 4 city trip, where I found myself arriving at a hotel at around 10am with no meeting until 1pm. I was in Pittsburgh. I thought quickly, haven’t I been chatting with someone in Pittsburgh? Yes! Tara! I met her on Ashley Madison a while back, on a previous trip to Pittsburgh, but the timing didn’t work out. What were the odds she would be free right here and right now?

I sent the text. “Hey! Guess where I am!”

She replied almost right away “you are in town?!? Why didn’t you tell me ahead of time?!”

“Well, to be honest, I forgot Pittsburgh was on my agenda. But I’m free until 1, what are you up to?”

Now our chats had been very explicit, lots of boob, pussy, and dick pic exchanges, so I was very much looking forward to seeing her in person. She wasn’t traditionally “hot”. She was cute, but a smaller BBW. Definitely someone I wanted to fuck, even if she wasn’t at the top of my mind at all times. Read more »

[M]y strange 3some [MFF]

This is how my true account of my G/F taking advantage of me.

**** TL:DR

Some years ago I was a 19 year old soldier, ln a city in the UK, I was seeing a girl that frequented the pubs and clubs that sevicemen use, Anyone who has served in any military anywhere in the world knows the kind of girl I am talking about!

I had spent the night 9 or 10 times and both her parents where okay with this, Jane was a plain looking girl, Who could look totally different, if she put the effort in with her makeup, I was quite taken with her.

Anyway, Her father was in a wheelchair, and never said much, her mother, Beth about 45 and not attractive at all, Was always very talkative, and insisted, I think of her as my mother, I found this to be great because she was okay with doing my laundry, So I’m in a win win situation. Read more »

Distracting our husbands from video games [MF] [MF]

My husband and I have had a very fun time sharing our naughty stories here. This one happened just a couple weeks ago with our friends Tim and Naomi.

We were at their house for dinner and to just hang out. This doesn’t always lead to playing. Honestly, it’s probably about 50-50. They’re good friends and we enjoy just hanging out and relaxing sometimes.

After dinner Naomi and I were chatting in the kitchen area while the guys fired up the PlayStation to play a car racing game. They’re both very competitive and within minutes we could hear them arguing over rules and stuff.

We went into the living room to tell them to keep it civil. They of course couldn’t make eye contact with us and just muttered something about being focused.

I saw the opportunity to make this a playful kind of night. “Oh, did you hear that, Naomi? They’re focused.” I said to my friend, with a wink.

She caught on. “Yup. It would be a shame if something were to distract them,” she said with a giggle. Read more »

The Stunning Redheaded Soccer Mom Ch. 2 [MF]

If you haven’t read the first part, you may want to start with [Ch. 1](https://www.reddit.com/r/gonewildstories/comments/tyk0ob/the_stunning_redheaded_soccer_mom_ch_1_mf/?utm_medium=android_app&utm_source=share)

Ch. 2

I was still high with arousal the rest of the afternoon. It finally wore off a bit in the evening.

It is amazing how being really turned on can lower my inhibitions as much as any drug or alcohol. I need to do a better job at not getting in these situations (see previous stories) because I can make some poor decisions.

I love my wife and my family. I don’t want to screw up my life. But much like the alcoholic, I make these same mistakes even knowing the stakes. 

Fortunately, I had never exchanged phone numbers with her. So I wasn’t tempted to text something I would regret later. That didn’t stop me from looking up her social media accounts. 

Since we aren’t friends on either platform, I couldn’t see much. A dozen or so photos on one. There were surely more visible if I was her friend. But only profile ones available to non friends. Her other account was set to private.  Read more »

19 [F] Beginning to Explore New Risk Kink

A few nights ago, I decided to start getting into edging and denial again. That got me incredibly horny, which led to me scrolling through some areas of Reddit I hadn’t been on as much. Eventually, I read a really fun post that involved someone getting off in a fitting room and streaking in the woods. I didn’t realize before reading it that I was into that kind of stuff, but it was super hot.

Later that night, even hornier from all of the edging, and after watching a lot of risky porn videos, I got pretty bold. Well, by my standards. It may be worth noting that I’m a super virgin- never even kissed or dated anyone. My bedroom window faces out into the apartment’s parking lot, and with my horny courage I decided to open my blinds all the way. Nobody was out there of course, it was 3 AM, and because my room was dark, they would’ve barely been able to see me if at all. However, even with that knowledge, when I raised my shirt and flashed my bra out the window, I got INCREDIBLY aroused. It can sometimes take a lot for me to actually get wet, but that did the job real quick. Read more »

[MF] Descent into Depravity part 5: Allie’s Dirty Talk Sends Us to a New Level

Reminder: The following stories are editorialized for the sake of good smut, but effectively true as best as I can remember them. They occur over the course of the 5-year on-and-off again relationship to a girl from my late high-school and college years (all stories are of us at 18+). Catch up in the links below.

Part 1: 

[https://www.reddit.com/r/gonewildstories/comments/t6jtxr/mf_descent_into_depravity_part_1_my_girlfriend/](https://www.reddit.com/r/gonewildstories/comments/t6jtxr/mf_descent_into_depravity_part_1_my_girlfriend/)

Part 2: 

[https://www.reddit.com/r/gonewildstories/comments/t9je5b/mf_descent_into_depravity_part_2_allie_discovers/](https://www.reddit.com/r/gonewildstories/comments/t9je5b/mf_descent_into_depravity_part_2_allie_discovers/)

Part 3: 

[https://www.reddit.com/r/gonewildstories/comments/te1s45/mf_descent_into_depravity_part_3_allie_loses_all/] 

(https://www.reddit.com/r/gonewildstories/comments/te1s45/mf_descent_into_depravity_part_3_allie_loses_all/)

Pt. 4: 

[https://www.reddit.com/r/gonewildstories/comments/treknu/mf_descent_into_depravity_part_4_allie_fully/](https://www.reddit.com/r/gonewildstories/comments/treknu/mf_descent_into_depravity_part_4_allie_fully/)

It was decently warm outside for late November, and I made my way to Allie’s house with a pit in my stomach. I pulled up to her house and texted that her that I was here.

I saw her shadow climb down the stairs with her suitcase. I was anxious, I hadn’t seen her or heard her voice in months. I had no idea what to expect from this car ride. I saw her garage door open and inch by inch she revealed herself. She was wearing running shoes and ankle socks, tight yoga pants that accentuated her figure so nicely, and a crop top I’m sure she wore on purpose to get a rise out of me. She smiled at me warmly as she approached my car. Remembering my chivalry, I got out of the car and grabbed her suitcase to put in my trunk. We both hesitated but didn’t hug. We had no idea how to interact with each other anymore. Read more »

Lust in the time of COVID: a case study on the effects of sexual frustration on doctor-nurse relationships. [MF]

I’ve been mulling over whether or not to tell this story for a little while now. Today I was reminiscing about a few fond memories, and decided to share. I’m not a big fan of medical memoirs and this is an erotic story not a new volume of This Is Going to Hurt, so I’ll keep the job description to a minimum – but I’ll give a little context. Obviously details have been changed to preserve anonymity. **If you’d like to skip to the fun stuff, look for the bold text.**

I’d been assigned to the acute medical team of a London hospital in August 2020, that happy time in between waves of COVID where we pretended for a while like it had all gone away. I’m a junior doctor, with enough years under my belt now to manage most things on my own, with a little bit of senior advice here and there. As a junior doctor, my role was to work on the ward day to day, making ward rounds, chasing up outstanding tasks, seeing new admissions and managing deteriorating patients. Overnight I’d manage the ward on my own, calling the registrar for major emergencies I couldn’t solve on my own. That’s where I met Charlie (obviously not her real name). Read more »