Category: gonewildstories

A new Tinder world record? (F/M)

Last weekend was one of the year’s big conventions, so that meant a Thursday night of cramming far too many clothes and outfits into bags, and a Friday morning of travelling up the country with those big bags in tow. For once, I didn’t have a room to myself, but was instead staying with one of my housemates (yes, the one from this story: https://www.reddit.com/r/gonewildstories/comments/4i5gmu/a_very_unexpected_drunken_time_with_a_housemate_fm/) as his boyfriend couldn’t make it and so some shuffling of arrangements left us sharing.

However, as he was travelling from elsewhere he wasn’t expected to arrive until some point that evening, which left me all alone to drag my bags from the train station onto a bus for the short ride to where the event was held so that I could register and get our room key. Although I thought I was arriving earlier than most, it turned out I was mistaken – I was left standing in what seemed like an endless queue for registration and rooms that left me wondering if I should have arrived earlier or later myself. Bored and with nothing else to do, I naturally opened up my phone, fired up Tinder, and half-heartedly swiped away for a bit, keeping a look out for others that looked likely to be at the same convention. Read more »

The High School Reunion and The Hot Cheerleader [M/F] (long)

Hey all, it’s Jonathan again. I’m here to excite you with another sumptuous story of my wonderful sexual encounters. Hold on to your junk tightly, this is a good one. (skip to ****** for the good stuff)

It all started when I attended my 10 year high school reunion. I went to a small high school in a small town, only about 100 per graduating class, so I knew most of the people in my class pretty well. Small towns are great for a couple things, you know everyone’s business and it’s boring as hell. Thus, you know who’s fucking who and that’s all you have to do. Let’s just say the small town women know how to keep you warm at night. (and some of the guys too, not my thing though)

Most of my classmates and friends had moved away to bigger cities for better jobs, but the class got along really well so the reunions were highly attended. I arrived at the 10 year reunion still single, after being divorced some years earlier. Not my ideal situation, but a bunch of my guy friends were single too so I figured we would have a good party. I had no expectations for a hookup, as the small town didn’t offer many good options that weren’t taken. Read more »

I fucked my best friend [M/F]

A couple of years ago, I moved away from my home town to go to university. The university I was attending was about 6 hours away from my home town so I didn’t go back often, however one of my close guy mates was having his 21st birthday, so it was an important reason to go back. My parents had moved away after I finished school and moved so I had to check into a Motel to stay the weekend. I asked one of my best friends, let’s call her Mia, to pick me up from the airport. Mia and I have had a close friendship, but has never been sexual. Mia is a fox, about 5’ 6” with brunette hair, blue eyes, slim figure and C cup tits. I myself am about 6’ 3”, brunette hair with brown eyes and reasonably built.
Anyways, I flew in to my hometown, and Mia was there waiting. She ran up, gave me a hug and done the whole “omg how are you? You look well, tell me what you’ve been up to” so I got my bags and we had filled each other in on what had been going on in our lives. Long story short we made it to the motel I was staying at and I checked in to my room. Read more »

Update! [M]y (28/M) wi[f]e (28/F) and I had a threesome with her good friend from work. It happened again and was even hotter!

Since my [initial story](https://www.reddit.com/r/gonewildstories/comments/4p8x06/my_28m_wife_28f_and_i_suddenly_are_on_a_crazy/) involving my wife Jess, her friend Hannah, and myself I’ve received a ton of messages and posts asking to update. However, there honestly hasn’t been much to update. We did hook up one more time the next week but it was essentially very similar to the first time. Then she went on vacation for two weeks. When she came home she started talking to a guy and we kinda felt icky about doing that kind of stuff while she was potentially going to date this dude. So there wasn’t much to update. Until now…

For those of you that didn’t read the first story, my wife is a tall beautiful blonde, who is long and lean but with curves. She has 34C-36D boobs depending on the bra size with a big butt. Hannah is a drop dead gorgeous girl with dirty blonde/brown hair with highlights, very tan skin, who is crazy fit with a flat belly, small super firm ass, and perfect 34C boobs. She’s shorter, more petite, and overall smaller than my wife but they’re both incredibly sexy in their own unique ways. She also is cool as fuck (as is my wife, Jess) and has this hot raspy voice that is a huge turn on. I’m an average dude, 6’0 tall and muscular with dark hair and blue eyes. Not in perfect shape but look pretty good. Read more »

Being denied sex by my ex helped me perfect fingering myself!

To start, I may be self-conscious, or not the most confident girl. However, there is no shortage of men (and some women) that have chased after me. Although I can’t particularly see why that is, it must mean I’m at least somewhat attractive, right?

I’m 20, 5’5″, dirty blonde hair, 115 lbs, 32C, was told I had the best ass in my high school days before I had a boyfriend. I’ve been compared to Christie Brinkley in her younger years, even told that it’s creepy how much we look alike (although I can’t see it).

Anyway, my last relationship lasted about 2 years. In the beginning, the sex was crazy. He was my second (and last, so far) sexual partner and he showed me what I thought “good sex” would be. However, after our first year, his interest in me seemed to slowly decline.

He wanted to spend more time with a particular male friend of his, who he openly thought was gay but was apparently too afraid to ask him.

I noticed that on the nights he would hang out with this friend, his phone would miraculously die and he wouldn’t want to have sex for several days after. I thought I could be paranoid, but the signs got worse and worse. Read more »

How I lost my anal virginity…to my husband of 10 yrs

My husband and I have been together for almost 10 years now. We haven’t had a hugely exciting sex life in comparison to what’s posted on here to be honest but we’ve always been passionate. Recently I lost my anal virginity and it’s been turning me on whenever I think about it since. I’ve never written anything like this, I hope you enjoy!

My husband, 34, is a shade over 6ft, stocky build with dark hair and an oval, powerful face with what you’d call a strong jaw. I’m 30, 5ft 5, 135lbs on a good day with wide hips, blonde hair and perky 34C breasts.

Some time ago, my husband introduced a bit of anal play. We hadn’t talked about it at all but it was so hot. He loves eating me out, one night we’re making out on our king size bed, with me on my back in the middle. The covers thrown on the floor. The lights off. Whilst his tongue is lapping long, broad strokes up my pussy, from deep to my clit, sending a shiver through me as he applies pressure towards the end of his stroke. His big hands are on the inside of my thighs, thumbs gently holding me open and using my juices and his saliva to rub my labia. He fidgets and moves a palm on to the back of my thigh, pushing so my knee is raised and left foot flat on the mattress. This is nothing unusual and as usual he follows with a trick he knows gets me so hot. Pressing his index and middle finger deep inside me in one long push I catch my breath as he works my pussy, I can feel myself opening. Read more »

GF’s Dorm 1 – Blowjob while spying on her roommate [MF+F, Blowjob + Voyeurism]

This is a story about Teagan, my girlfriend back in my university days and her roommate, Sarah.

Teagan is of an Asian descent which granted her a slender petite frame, hazel eyes, long dark hair and naturally tanned skin. She is blessed with firm B cups, a flat stomach and lean shapely butt – she goes to the gym to do squats quite frequently. And to top it all off, she is very pretty with a sweet smile. Being an introvert, she is very soft spoken and shy. Only after a year of going out with each other, did we finally have sex – I was her first sexual partner. She was timid at first but was very eager to learn.

We both lived on the campus in our university, but the dorms we were in were gender specific – and they were very strict about visitation from the opposite gender. Each room is shared between two girls, with a connecting bathroom between two room – so four girls to a bathroom. Read more »

Getting it rough in the car [F22/M23]

Not been a while since I had posted so I thought I would tell a story of something that happened fairly recently. Ive been seeing a guy who I’m gonna call David recently. Hes a 23 year old white guy who I work with. We have been carpooling to work and have spent time at each others houses. This has occasionally lead to us having a few drinks and making out once or twice.

A few weeks ago we had gone out for some drinks at the pub near our work before we went home. We just chilled there for about an hour to watch the tennis that was on one of the TV’s. Afterwards we as we head to the car I had my arms sorta wrapped around his and also sorta rubbed his back and the front of his body with my hands through his shirt. As we reached his car I went in for a kiss on the cheek. He glanced at me for a second then decided to waste no time to reply. He lent me against his car and we started making out. As he did I could feel him pressing up against me which just made me want more. Read more »

Rubbing my wet pussy at work (f)

Not the most exciting story but true. I’m a secretary at an engineering company. I’m Penelope, 19, and this is only my second job. I have been there almost a year. My immediate supervisor is the office manager named Karen who is a total bitch. She’s 50 something and just an ugly person inside and out. Among the things she has said to me that you would be interested in and apply to this subreddit:

1) Honey, really, can your skirt and blouse be any tighter? Don’t make me enforce a dress code.

2) Do you want Tom to divorce and marry you or are you trying to ruin his marriage? We need more working and less flirting.

3) Wow I saw the boss gave you a raise…we have never paid a secretary that high so you will have additional responsibilities.

4) Pretty princess Penelope is late again…did you oversleep? What if I told the boss how often you are late?

I hate her so much. I do kinda flirt with the guys and I have dressed “business slutty” but fuck her. All the engineers are married, and the only work-related sex I have had was an out of town client and an intern that was here last fall. Read more »

Vacation Fun Part III – Groom’s Uncle and I are watched by his wife (M/F watched by F)

Again, Thank you all so much for your kind word, dms and upvotes. I am overwhelmed by all the response and you all have been so wonderful and positive.

Backstory: I am 31 (I had a birthday) years old short and curvy but fit. I have shoulder length blonde hair and blue eyes. I have been spending the last two years exploring my sexuality and freedom after a bad nine year LTR ended. I needed to go to Orlando for a wedding and so I decided to take a week off. One of my friends was getting married. We weren’t super close but I saw it as an excuse to take a vacation at a resort in Orlando for a week.

So I am going to skip to part four and actually not do Part III. TLDR – Slept with Bride’s brother who had a rather large cock. Fun but not life changing. Part four is far more interesting to me. Read more »