Category: gonewildstories

Fingering my Gf in the media room while her best friend watches Star Wars…

Now to start of, this is my first gonewild post. Let me know how I do. My gf and I have been together for 1 year and I a very close to her friends, especially her best friend. Three of us hang out all the time and are extremely close with each other.

Her best friend: Katie is very very nice and a virgin. She is 19 years old, in college and rooming with my GF who is 19. They have been friends for like 18 years something crazy like that. Now bella is attractive, brunette hair and eyes, slim, very nice ass, flat chested but very innocent. She never even got fingered really, she is extremely innocent.

My Gf: Taylor is amazing. She was my first and I was hers. She is very vanilla until I get her worked up. She also used to be as innocent as Katie before she met me haha. Taylor has blonde curly hair, with green eyes, not slim not fat or thick, Amazing tits, 32dds, nice ass (not as good as katie's) and very limber. I fucking love her. Read more »

[MF] “Cum now”

Last week I (male) went on vacation with a female friend of mine from college. Because we are broke-ass college students we shared a room with two of our friends. At the onset of the vacation we were just friends and had never hooked up, although we knew we were both into BDSM (I'm a switch while she's submissive). Our two friends each had a bed while the two of us shared the pull-out futon bed.

For visuals, she's incredibly hot, although not my usual type. Short, bigger tits, a nice ass, and blonde hair – a former model, too.

On the second night, we begin cuddling half-asleep. Suddenly there's some hip gyrations going on reminiscent of 9th grade dry-humping. I feel her tugging at my shirt and within seconds we're both nude. Read more »

[M]y [f]irst footjob and creampies with my (now) wife on our 2nd date weekend … The cum messiest weekend ever.

Due to recent events (my wife encouraging me to fuck her best friend for complicated reasons) I decided to write stories about my best sexual memories. This is one of them. It is about the first sex with my now wife.

When I first met her on a concert, we constantly clicked. Problem was: We lived almost 300km away from each other. We spent every free minute during the next 6 weeks on Skype getting to know each other. We clicked so well, that after only a few days, it somehow felt like we’ve known each other for years.

During the next weeks, we know basically everything about each other. I knew about her friends with benefits fuck buddies and she knew that I was an unexperienced guy who had only a couple of times “real” unsatisfying sex with one girl and some kind of strange jerk-off/handjob/blowjob friend with benefits relationship with another girl. None of us minded.

From the chatting and skyping we knew that we were into each other… but what would finally happen this weekend was completely open! Maybe I’d be driving home alone the same night… maybe I’d stay the whole weekend?! I was extremely nervous and had many kinky thoughts about what was probably about to cum. Read more »

[F|20] – Fucking the second [M] flatmate before the semester ended

So I wrote about my brief and hot action with Riley. He wasn't the only flatmate I had sex with.

Martin was a bit older (25 or 26 years old), Ph.D student (not my TA or anything). Nice guy, but like many other Ph.Ds, a bit social clumsy (I wonder if that comes with being super intelligent and analytical) even though he was generally attractive, fit and friendly (think a cute guy who just misses some points on dressing out of style or being naive to non-verbal communication). We used to chat a lot, as I like intelligent convos and we some common (non-sexual, non-relationship) interests.

He knew I had quite an active sex life (it is not a big secret, I had my FWBs visiting me and spending the night, or getting my bi-weekly clubbing fix) and once realized I was friendly enough he started to vent out his frustrations with his long-distance girlfriend. I personally don't believe people around my age should be in these distant relationships but I don't judge those who are, and never told him about. I eventually met his girlfriend when she visited him and stayed at our house, and what I saw instantly raised red flags. Martin's girlfriend looked overbearing and kinda barking orders to him and making small scenes (normally, I see more guys acting like that with their girlfriends and it irks me same way). Read more »

[F|10] – Fucking the first [M] flatmate before the semester ended

(EDIT: I'm 20 years old, ignore the 10) /idiot_me

I use to have quite this rule of considering male flatmates as off-limits by definition. There is just so many things that could be very awkward if I had sex with a flatmate, only to have not the option of not seeing the guy again everyday and sharing kitchen, living room etc.

I live in a fairly big student house, it was once probably a mansion or something converted to student residence, we are 12 people living in individual rooms and sharing common areas/facilities. Gender split this semester was 5 girls/7 guys.

Three or the guys were seriously hot. I confess I loved seeing them walking around on their briefs or shirtless (central heating kept rooms warm), an eye candy I enjoyed in silence and at a distance. I stuck to my rules most of the semester, but two of the guys, let's call them Riley and Sean, were moving out. Read more »

More Gloryhole Fun [F/M]

I again apologize for the formatting as this is being done on my phone.

I previously visited the same gloryhole on Thanksgiving, the story to which you can find here https://www.reddit.com/r/gonewildstories/comments/3ulcyw/fm_black_friday_deals/

So after my second time at the gloryhole I really started to enjoy it. I spent my last few weeks at school daydreaming about my next visit while struggling to study for all my tests and write all my papers. But I managed to push the thought out knowing I'd be able to visit dying winter break. Last night I made it happen.

I woke up in the morning and went through my day as usual. I made sure to tell my parents I'd be out at night so I cold borrow the car. They had no issue with it and said to just let them know when I was back. Flash forward to around 8:30 pm. I had finished dinner a while ago, was finishing the last touches on my makeup (although they can't really see my face so it didn't matter), brushing my teeth, and getting everything I needed. I finished up, put on some leggings and a tshirt (after all I did have to convince my parents I was just hanging out), and headed out. Read more »

Unconventional, unexpected, awesome first time

my first time, totally unconventional, totally unexpected, but, awesome…… In the UK, where I am from, 16 is the legal age of consent, and 18 is the legal age for drinking…… I was 15 and myself and a group of friends had decided it was a good idea to go out drinking to celebrate one of our friends 16th Birthday! With a bit of makeup and a little dressing up we would all pass for around 18, or so we hoped. The night in question came and we all made our excuses with our parents as to whos place we were staying at, and all got ready in my friends whos parents were away for the weekend. I had done my make up and decided to wear a skirt (quite short) and a boob tube as it was summer…… We all headed into town and went into the first bar, which was easy, the doorman didnt bat an eyelid when the 6 of us walked in. We stayed and drank in there for a couple of hours. Then we went onto the next bar around 10pm, again we had no issues and danced and drunk some more…..it got to around 11:30 and we decided to try our luck at the club which was not far, in fact just around the corner. We got to the club and there was a small queue, which we joined. My friends got to the front of the queue and went in, as they passed through the door, the doorman asked me for some ID, which I didnt have. My friends had gone in, thinking we had all got in! I stood outside upset as my friends were inside, and I was alone outside, hoping they would notice and come out. I was stood for around 10/15 mins waiting when something must have happened inside, as two of the doormen run inside, I guess there was a fight or something? That left two doormen who had been there when I was asked for ID so I knew I still wouldnt get in. One of the doormen walked over to me and asked If I was ok, so I explained I was, just a little upset as my friends were inside, and had not realised. He told me to follow him, and he would get me in around the back, while the other doormen were occupied. I walked with him, and went around the corner towards what was a back door to the club. I said thank you, and it was very nice of him to do it, and he replied, well I wouldnt do it if you didnt look so good. I was shocked, a doorman, in his 40's telling me I looked good! I said he shouldnt say things like that, and he stopped me and told me I was beautiful! he leaned in and kissed me. It was probably the most magical kiss I had felt. We got near the door and he kissed me again, this time, he pulled me close into him…..I dont remember much of how it happened, but I do remember him leaning me over a beer keg, and then I felt him enter me from behind. It was an amazing feeling, I guess there wasnt much pain as I was pretty wasted. It didnt last long, maybe 10 mins, but he came, thanked me, then showed me the way in……. My friends still dont know what happened and how I got in the club…..but it will always stay in my mind.

Driving home for Christmas… and arriving too early

The Christmas break means returning home to spend a couple of weeks with my family, which can be pretty nice but also makes things rather cramped – as well as having to put up with parents, I'm also left sharing a room with my younger sister (who is just a few years younger than me), and as she has a boyfriend now it was made pretty clear to me that she wasn't exactly thrilled to have me around all day every day.

With that in mind I should have taken the hint when I decided to step out for some late Christmas shopping earlier this week – my parents were both working, and I didn't think anything of my sister asking pointedly how long I'd be out for, dismissively telling her I'd be back in a few hours.

As it turned out, my trip was a relatively brief one, and I picked up the gifts I wanted easily even in the packed high street and headed home out of the rain and wind within an hour. As one of the gifts I'd picked up was for my sister, I hoped I'd be able to sneak into the house and find somewhere to stash it without her noticing so that I could wrap it later, so as I quietly let myself in I was pleased to note that she was upstairs with the radio on, letting me find a suitable cupboard to deposit the items within. Read more »

22[M/F] Summer Fling

Anne and I hit it off almost immediately. She's sarcastic and raunchy, wildly intelligent and great to talk to. We seemed to follow the frantic nature of each others' mind. It was quite a special bond, but it was limited by Lin, my girlfriend.

Don't misunderstand, Lin is great in her own charming way. Thoughtful and generous, gracious and kindhearted. I care about her, but especially after a year of dating, the connection hasn't lasted. Our tastes have diverged from one another, our tastes evolving on their own. Even our communication patterns were shifting away from each other.

I first met Anne in February and in July my girlfriend had a trip she needed to go on for a few weeks (I think it ended up being 3, but ultimately it was about 5 or 6 with a few days where she'd stop in and say hey). During this period I took a lot of time to assess the relationship. I was happier now, alone, than I'd been in quite some time. I went out and saw people, I did things, I enjoyed my life. It was a blast. Read more »

Fantasy Football – Paying Up… Part I [f/mmmmmm]

Hey y'all,

Hopefully you recall that at the beginning of the NFL season I had the chance to join a high stakes Fantasy Football League with the hopes of winning big. (https://www.reddit.com/r/gonewildstories/comments/3kpyox/fantasy_football_draft_and_week_1/)

That said I haven't won big and in fact I'm near the bottom of the league. So it came time to pay up this past weekend. I thought that perhaps I'd have to give a simple blowjob to the league winner but it was a bit more severe than that. The winner told me that the promise was a night of fun at his calling and he planned to have some fantasy fun he'd always wanted. My mind raced as to what it could be but he told me to expect to be visited at work some time and to go with whatever took place. If it was too intense I was to use the safety word of football but to know if I used the word I'd have to provide another night of fun to him. Read more »