Category: gonewildstories

Repost: Hostel Hook up 28 [M] 23 [F]

Fresh off a recent break up, I went on a solo road trip to take my mind off things. My first stop was a hostel in the city. Unfortunately, the first night was so lame that I would have bailed had I not pre-paid for a second night. Day two was better. I enjoyed the sights and planned for the evening in case I couldn’t find anybody to hang out with at the hostel. Fortunately, I wouldn’t need my backup plan because the hostel delivered.

Upon entering my shared dorm that afternoon, I was pleasantly surprised to see a cute girl alone in the room. I introduced myself to Erin who was lying prone on a top bunk propped up on her elbows reading a magazine. Her strawberry-blonde hair was still wet from a shower and mostly blonde thanks to the bright sun shining in the window. She wore yoga pants and a low-cut tank top that gave me a down blouse view of her small breasts and bra. Her adorable smile and thick Irish accent melted my heart. Read more »

[M]y best [F]irst date ever [long]

This was during my time in college, so it has been a while, but I still remember this quite well. A little background: Anne and I became friends our second to last semester. She was cute, but had a boyfriend, so I never really tried to flirt or anything like that. One day when we were checking out our midterm grades (same course), we decide to have lunch, where she confessed that she really liked me and that things weren’t going to well with her boyfriend. I comforted her as best as I could without crossing boundaries. We started talking more, texting, flirting, etc. It was hard not to ask her out, but she needed to take care of things on her end.

Eventually, I broke down and asked her to go to the movies with me after finals. She agreed and the day before, she breaks up with her boyfriend. The day of, I meet her on campus with a huge smile on my face. We hug and go to the movie theater.

Sexy stuff starts here ******** Read more »

I’m 37 and fucked a 19 yo from Instagram. [MF]

This all started on Instagram. I was going through a transitional phase in my life; my then wife and I were looking to relocate to a different part of the state on our days off. We’ll call the new city Middleton. During one visit to Middleton I spotted an old car that caught my attention so I took a photo of it and posted it to Instagram and hash-tagged it #middleton. Read more »

First Time Without a Condom [MF]

I definitely had a huge change of heart about condoms a few years ago and never went back. I was about 19, and a Freshman in college. The year had been hard on me being away from my very beautiful Israeli girlfriend who had been accepted to another school. We had been dating for all of our senior year of high school and were doing our best to make it work long distance. She was a virgin when we started dating and was hesitant to lose her virginity. After months of dating and doing everything else except actual penetration, she was ready. The condoms we used were very basic, but I knew them to be very sturdy (so as to put her mind at ease.) It was a beautiful experience, and one I will never forget. She was shaking as I penetrated her for the first time, gently shushing her and kissing her softly until I was deep inside of her. We went slowly and after maybe 20 minutes, we both orgasmed and collapsed. Now, though this is a fond memory, it’s not one I like to look back on too often. Of course, halfway through the second half of the semester, she dumped me…. Read more »

[MF] The Catholic School girl shtick is a real thing [Long]

When I was first met Chelsea at my friends graduation party, she was alone in the corner petting the family golden retriever while browsing her cell phone. She was the daughter of a family friend, clearly looked like she didn’t belong at parties like this and it showed. Her awkward social skills weren’t helping my first impression. Thankfully, I don’t judge a book by it’s cover. Standing tall for a woman at 5’9”, she had a farmer tan with freckled skin, strawberry blonde hair with lots of sun streaks, long lanky limbs and an ass that would make any PAWG proud. More than just a bubble butt, it was an overly exaggerated apple bottom to the point of a “daaaamn”. Even sitting down, it was something that one couldn’t miss on her. It was by far the most pronounced feature on her body. Not at all proportional to her frame. Not gonna lie, it was why I took notice of her at all that evening. Read more »

I didn’t Cum… But My Wife Sure Did [MF]

I don’t normally talk about me and my Wife’s Sexual exploits, but after the Crazy Day we had Yesterday, I felt like I had to share this one.

So we had taken the Kids to my Moms for Spring Break, so we have the whole house to ourselves till Sunday. Since my Wife works Overnights at her Job, I didn’t think she’d be awake to WAY later, so I went and Jacked Off after I got back. That was a Mistake, as it turns out she was awake before I got home. So we go out for a Bit, Get Lunch at our Favorite Sushi/Buffet, and get some shopping done.

But after we get home, we’re laying down in bed together, and she was Horny as hell. This woman can get Insatiable sometimes, so I have to be Ready to go at any time. She wasn’t happy to hear I had already taken care of myself, but Now that Several hours had passed, I Was at least able to get him back up enough to Fuck her, so we quickly got undressed, and she used her Saliva to wet me up, and climbed on top. Read more »

[FM] First outdoor sex in the park

This story happened to me and my boyfriend back in January.
We came back to university, got ready for exams and enjoyed each other’s company.

One night we decided that we should have sex. As always he started playing with my boobs than put his cock inside me and started fucking me real rough. Not shortly after start I had a painful feeling in my chest and we couldn’t continue. He opened to window to give me some fresh air and we saw that the year’s first real snow started snowing. He told me that it would be great if we would go to the nearby park to enjoy it. The park is two minutes on feet so I said yes. It was already ten at night but there were many people enjoying and taking in the snow. We played for a while then started walking in the park. We got to the middle of the park which is like a smaller garden. He looked at me and said: “Want to fuck?” Read more »

[F] Masturbating together on a road trip [M]

One of my friends [M] recently got a new job in a different state, and I [F] had a few days off of work between projects, so we decided to roadtrip it over (and stop by some national parks and do some sightseeing). We planned a few stops and the whole trip was going to take 3 nights to get to our final destination. He’s been my friend for a few years, but this was going to be the longest stretch of time we would be in a car together.

The first two days were really fun – we had great weather, great music, and got some great pictures. That last night, we were staying in a hotel and decided to get a bottle of wine. I’m one for a good bargain, and BevMo had a buy 1 get 1 for 5 cents, so naturally, we got two. We sat on each of our own beds and were just chatting about nonsense and playing some fun drinking games. Eventually the conversation got a bit naughty, and we were asking each other about our sexual preferences. He asked me how often I finger myself, to which I answered “pretty much every day”. He was clearly shocked by my answer (FYI girls masturbate too), and eventually stammered out, “so how hard has been it been for you on this trip?”. I was super drunk already, and moaned out, “I’ve been dying to touch myself”. Read more »

Teasing [m]y wi[f]e turned into a quick fuck

First time, long time. This happened the other day and it was so hot to me, I decided it would be the first story that I’d share. Hopefully it works. It’s short, sweet and to the point. We can call me Jay, I’m 33, tall enough to say I’m 6′ but not to say I’m 6’1″, short brown hair, brown eyes, athletic, carrying about 20 extra pounds. My wife 28 and is about 5’6″, brown hair, hazel green eyes, pale skin, freckles, a little extra weight and some spectacular DDs.

I don’t even remember what we were doing in the upstairs hallway. The kid was downstairs watching some TV and we were crossing paths doing different things, being sarcastic smart asses to each other. I said something particularly sarcastic and she feigned hurt and called me an ass. I told her to be careful or I’d fuck hers. “Promises, promises,” came the response with that slutty gleam in her eye. Read more »

I Fucked [M]y Brother’s Date [F]

This is my first story C&C is welcome, DMs are too!

Within 24 hours of breaking up with my now ex-girlfriend I had a rebound and fucked my brother’s date.

I’m a 22 and this happened a few months ago. I had moved to a much larger city for graduate school and I was in a relationship that wasn’t going anywhere, was long distance and had serious issues.

I ended it and within minutes had a Tinder, bumble and a few other apps set up. I was ready to move on and see what a city had to offer me. After swiping away I decided to head to sleep and see what would happen.

The next day I woke up to my brother in the other room getting a call, he darted into the shower and went out the door in a rush. I didn’t care for it and went about Looking at my matches I had a few matches one of them had an usual message: “Peter (fake name)? Is this you?” She had confused me with my twin brother. I explained that we were Twins and that it’s an understandable mistake. She then revealed to me that she was on her way to meet up with him on a coffee date. We chatted a bit and jokes around before their date. Then silence for about an hour or two until I got a message asking to become Facebook Friends. Read more »