Category: gonewildstories

[M]y college break beach [f]un

This was back in the last year I spent in Hawaii, where I spent all my time on the beach and giving tourist women a taste of local life. I had just discovered that I was special – at least, between the legs – and was taking advantage of that as often as I could. The board shorts I’d buy were as tight as possible, so that nothing was left to the imagination. You could actually see the long, thick vein that runs down the front of my shaft and my fat swollen uncut head through the fabric. Wish I still had pictures of that.

Anyway – it was one of those beautiful summer mornings when I met Amber. I had spent the first few hours of the day in the water (my second favorite activity), and came out for a breather. As usual, I took my daily strut up and down the beach, making sure men and women alike got a good look at my cock, which had been obscenely plastered to my leg by the water, and looked like I stuffed a Hydroflask down my pants. Read more »

A story about a singular moment of boldness on [m]y part, leading to getting [f]risky with my manager

I was 22, fairly attractive in my own narcissistic opinion. She was a fairly short lady, around 5′, not exactly my type, kind of nerdy, average looking, extremely neurotic and always stressed out and looking disheveled. Just all over the fucking place. The one thing she had going for her was just a ridiculously thick lower half, my girl would straight up look like a centaur when she walked because her butt and thighs just overpowered the rest of her tiny body.

I know I’m not painting a pretty picture here, but her personality, coupled with her incredible ass just did things to me at times. She would get on my nerves by stressing out and would just never shut up and it would almost always turn me on. It was the position of power she had over me. I would just daydream of shutting her up by shoving my dick inside her mouth when she would talk sometimes.

Anyway, we would go on week-long business trips every couple of months. Nothing to speak of, we’d be with clients during the day, go back to the hotel each to his room, maybe have dinner. We’d often work late in preparation for the next day, but always in the hotel lobby or by the pool or whatever. Read more »

Doing JFK Proud [MF] [True Story]

I happened to be chatting with my friend Wendy tonight. I couldn’t decide which story to write next, so I gave her a few choices. She suggested I go with an oldie but a goodie, so in that spirit let’s go back to the late ‘80s…

It was the summer between my junior and senior year in college, and I was a Congressional intern working on Capital Hill. It was an amazing experience, especially at that age. I got a small glimpse into the inner workings of our nation’s government, and a bigger glimpse into the inner workings of a few lovely young interns and Congressional staffers.

It was a great summer, with many highlights, sexual and otherwise. I got a blowjob at the Iwo Jima monument, and a different night I fooled around with two women in my dorm room on the same night. Not at the same time unfortunately. But the best story was with my friend Julie.

Julie and I had gone to high school together. She was a year behind me, and we had a fun, sweet, flirtatious relationship. When we met she already had a long-term boyfriend and she and I had more of a big brother-little sister relationship, but the mutual attraction was palpable. We went to different colleges but kept in touch, and when we did see each other the electricity in our young, hormone-infused bodies was conspicuous. Read more »

[M]y roommate and I [f]inally give in to each other.

Hello all. I’ve had many a sexual stories, and I’d like share them, for your playing pleasure. It’s my first crack at it.

Backstory: I was living in a house with 3 girls, and one of whom I was dating at the time.
All of a sudden, my partner at the time broke up with me, and I had to find a new batch of roommates, all wonderful and beautiful girls.

One of those girls was my old roommate, Fiona. We clicked right away, and on her first night at the house, we stayed up til 7am chatting away, with some snuggling. There were signs to take it past snuggling, but I let it be as she was going through a breakup as well, and I didn’t want to have her bail on the place because of me making her uncomfortable (rent is expensive).

We ended up really good friends, and that was the end of it. She’d say things about my singing voice giving her “tingles,” or how she liked spending time with me 1-on-1, but she had a boyfriend (long distance, but still). We’d hangout and joke how if we were both single, we’d end up together. We knew of each other’s dirty Tumblrs, but never got the full blog names. You know, that cute kind of stuff. Read more »

Downtown Hotel Room Window [MF]

Last fall, Jae attended a conference for her work. The conference, complete with “My Name Is:” type stickers worn and TV screens displaying which lectures were assigned to each Ballroom, was held in a convention center and hotel near our city.

We couldn’t have been less interested in the conference itself. But her event concluded with a banquet on last night.

It was a promising opportunity to drink on the company’s tab and take a getaway, so we’d decided to attend the banquet and rent a hotel room. The room was on the second floor and its huge floor-to-ceiling windows overlooked a crowded city street, shops, bars and courtyard below. After we checked in, we spent some time people watching the tourists below.

Hours into the banquet, we returned to the room. We’d gotten bored (and horny) after forced social time with people from work. Jae claimed to a group of colleagues she wanted to get new shoes from the room- that her heels were too painful.

Back in the room, we instead drank and laughed and eventually took pictures in the room; it started as silly, the became something else. Jae’s red dress complimented her dark skin and curvy figure nicely- absolutely irresistible. Read more »

room[m]ates asian girlfriend became my [f]ucktoy

well thing escalated a lot in one day “Jamie” turned into a real cock hungry fiend, we had sex four times in a row almost, ether she was eager for more nor i was semi hard(ain’t nobody wasting a boner here) after cumming in her mouth nor pussy. we also fucked in the shower she was pressed up against tile wall and screaming and moaning for me to fuck her harder. while all that was going i decided to try and put my thumb up her butt, well she leaped off my cock scared and telling me not to do it(virgin) after some talk and staring she got back in the shower and i blew my load down her throat. we got in the bed and fell asleep. i woke up couple of hours later with a horrible need to take a pee or that was what i thought. i looked down and saw my new asian fucktoy sucking my dick slowly and looking up at me. i was enjoying my self so much but i was horny for some of her tight pussy. i told her to sit on my face while she was sucking on my cock, which we was eager to do, her pussy was already wet when it touched my lips, i slowly started sliding my tongue up and down her pussy lips, she was shivering and shaking her perky nipples were so hard i could feel the on my stomach poking me. she was pressing her pussy on my mouth more and moving her hips in circle on my lips. i was smacking her ass and she was going wild moaning and begging to make her cum, she almost broke my jaw she was so adamant to ctually fuck my face. after she came she was quivering and slid on to her side with her body shaking and her slowly blurring out words like: “baby fuck me”. i flipped her onto her stomach and slid in into her wet pussy and she pressed her mouth into the bed moaning, i was balls deep with my 8 inch cock in her pulling out half way and slamming that meat back into her pussy. she was a fucktoy at that moment just getting pounded rough, i was watching her tight ass and back as i pumped away like a piston, i was getting close and she managed to moan out : “don’t cum inside me pleaseeee” (she is not on a pill and besides i came twice so she was really scared to get pregnant) i pulled out my cock and blew the hugest load i ever did on the crack of her ass. and fell on top of her tiny body. she was breathing heavy and fast. my half erect cock was resting on between her ass crack all covered with my cum. after a minute or so my cock was getting hard again. she was still under me and said: – again?? -well baby you are hot as hell – my pussy is actually sore for the first time in a really long time. I as a horny devil that i am started rubbing my hard cock between her ass crack slowly, she said: -stop doing that. -why baby? -because that is making me horny. i grabbed her hair and whispered in her ear: does it make you horny when i rub my cock in your ass crack?? she let a long agreeing moan out. i lifted my body up and slowly started rubbing my dick in her ass crack slowly rubbing it on her asshole. she was moaning and moving her ass along. i grabbed my cum covered cock and started jerking it off on her asshole just the tip pressing ever so gently on her asshole. to my surprise she slid her hand and started slowly rubbing her clit, her asshole was slowly pulsating and slowly dilating not big but just enough for her to feel the hot tip of my cock, i slowly was trying to push and also hold back but my cock had a mind of it’s own. so I decided to go for it i pressed down on her asshole. cum is actually best lube from what i came to find out.) i was slowly pressing and she was moaning louder and i felt my cock getting covered more and more with the tightest skin and i felt the tip of my cock passing through her sphincter, she moaned out stop. i was as still as a crook caught by the police, she said take it out, me disappointed slowly pulled out, she was still rubbing her clit and said try again baby. this time i used my cock to scoop all the cum that was still in her ass crack and used as a lube and pushed into her asshole again. now i was half way in she was rubbing her clit furiously while i was just waiting for her go ahead, she moaned out baby cum in my ass now!!! i grabbed her waist and pushed deeper and faster she got wild moaning and begging for me to cum. i was fucking my roommates hot asian girlfriend in her virgin asshole and she was begging for me to cum i only took my 2 minutes to pump her full of my cum she was screaming at this point. we slowly came down what may have been the best orgasm of our lives no kidding. i slowly popped out her hole. looking her in her eyes and she looking back into mine. i asked her: how was it baby??? she said nothing like i ever felt before in my life. after couple of minutes when my cum slowly started pushing out of her tight asshole her ran off into the shower. for the next few days we had lots and lots of fun, but that is for another time ;) hope you enjoy my stories. Read more »

[MF] Cougar is a good employee but a better slut

Love this sub and finally decided it was time to share my stories with everyone about my favorite employee. I’ll try to get to the good parts quickly but for background Lana and I had worked together for more than 10 years and had been FWBs on and off for the last 5 years. Lana is in her early 40s, divorced, a cute petite white cougar built to fuck. She’s barely over 5 feet, blonde, with full perky Bs equipped with very excitable nipples. Her ass is a work of art, perfectly thick but firm and when bent over her flawless pussy peaks through and instantly hardens my cock. I’m your average shirt and tie manager with a decent dad bod loaded with an insatiable sexual appetite. She came from a sexless marriage with limited adventures but her love for cock is undeniable. Her and I have continually explored kinks over the years and have many more to accomplish, one of these is anal… Read more »

I [F18] finger myself in the bathroom of my all-girls catholic highschool [F]

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So I went to an all girl catholic school, wore the uniform, attended mandatory first Friday masses… y’all know the drill. I always made effort to look well put-together on the outside, when really my mind reveled in the pleasure it brought me whenever I acted naughty.

It was one of the last days of classes before our graduation. I was so ready to get out of there, so I could finally be the kinky bitch I always knew I was deep inside. At this point, going to class was just a formality. My mind wandered. Feeding it’s kinks and wondering into uncharted territory.

That day, I decided ‘fuck it’ and went commando. Who would bother dress-coding a graduating student anyway, right? We were in the middle of a physics lecture; our prof was a short, slightly rotund fellow who looked like a total nerd. The type that would sweat at the sight of a woman’s body. I wondered what it would be like if I suddenly flashed him. Hmm… could it be a accidentally? I could drop my books on the way out and bend over to pick them up so he’d catch a good look at my exposed cunt. The thought of it made me wet in my seat. Read more »

The day I [M]anaged to fulfill the top three fetishes on my kink list, Exhibitionism, Voyeurism and Dirty Panty sniffing

This is a true story of how I, a man, was able to involve three of my favorite fetishes in one meeting. Those delicious activities include, voyeurism, dirty panty sniffing and exhibitionism.

I like to play Disc golf and I was in an exploratory mode. I would seek out new courses to play all around this great state of ours. I would set my GPS to ovoid highways and have a backroads adventure to a new course. Play a round and then, depending on how I felt either take more backroads home or hit the happy highway.

being a newly single guy I hit up Tinder and met a woman who lived close to Lake Norman. We chatted and found that she is a voyeur and likes to watch men masturbate. We discussed this and the fact that I like to be watched, in public and that I loved to sniff dirty panties. I told her I was planning on playing a course near Lake Norman and asked if she would like to join me. She readily agreed. Read more »

[M]y Freshman Fun [MF] – Part 2

Hey y’all once again. Thanks for your support on my [first story with Maya](https://www.reddit.com/r/gonewildstories/comments/fc9gaf/my_freshman_fun_mf/) and indeed, my first post to this subreddit! As per request, I’ve come back with another story which takes place the very next day from where the last one left off.

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Classes went on as usual during the day. It was sometime in the afternoon Maya texted me asking if I wanted to hang out. I agreed to meet her on her floor at the elevators so we could walk to the quad together. We had no plans other than just chill, so I packed my hammock in my backpack. We got to the quad and found a nice place between a tree and lamppost and I set up the hammock. She tried to help but ended up leaving the entire thing to me, giving up in a manner that I (for some reason) found cute. I got in first to even out the weight, then helped her in.

Now this particular hammock is a sort of parachute hammock where the attach points aren’t connected to bars or anything. It’s simply just a parachute connected to two ropes that attach to the anchors. This allows for the user(s) to either keep the walls of the hammock down or wrap the excess fabric around the body(s) fully. It’s sort of like this [one](https://www.amazon.com/Kootek-Adjustable-Lightweight-Parachute-Backpacking/dp/B071LGPYVH/). Read more »