Category: gonewildstories

[FM] A very naughty weekend: 3 guys in 3 days (long, audio included)

Hello again gonewildstories! It’s been a couple months and I figure a story is due. For those who read my last story where I did anal for the first time, unfortunately, Dave turned out to be a giant asshole. I did not mention this in my story but he wanted to go from my ass to pussy, and I vehemently denied. He brought it up again over text the next day, and when I explained that it was a health risk and that wasn’t gonna happen unless he put on a condom, he BAILED on me! It was shocking, and that’s a whole other can of worms. So anyways, I’ve been onto bigger and better things :)

I have had plenty of sexcipades since, but this weekend was one for the books. I was extra horny as it was just past that time of the month, and my hormones were crazed. I had been waiting all week for it to end so I could finally fuck. My roommate has traditionally been a limiting factor in being able to have people over, but this time I wanted things to be on my terms and was too horny to let it stop me. Read more »

The night that Viagra saved the day[MF]

I never needed to take Viagra when i was a younger. I got a hard-on and i was good to go. But one night back in the day, i got the old ‘Whiskey dick’ and needed a boost to get through the night.

This story takes place around 2005. [M]I was 41 years old, but i am always mistaken for much younger. i probably looked around 30 years old back then. I moved to Florida from New York in 2002, lived with my parents for a year and then moved to Orlando with a friend. We lived in this fancy high rise building downtown, not far from the nightlife. I soon got a job as a server at one of the local resorts. This resort had an area that had several restaurants and bar inside and i worked at one of the restaurants. This is where i met [F] Jan (not her real name) Read more »

After teasing my older, married friend for two years… [MF] [cheating]

This is going to be a bit long.

I’ll start out by describing myself – I’m an outgoing and talkative 25 year old. I think I have somewhat of a provocative air to me… I love seducing people. I’m about 5’8, with a small waist, perky 34 D breasts, and a tight but round ass, with a bit of extra meat on the sides of my hips, great for grabbing. I’m athletic and lean but have some great feminine features like my large chest, hips, and big thick lips. I’ve been very blessed with this easy sexual appeal, and I love to show my body off every chance I get. What can I say? Read more »

Dinner Surprise [MF]

Hi – I’m new to Reddit and this is my very first post.

What I’m about to share is so incredibly hot and erotic that I just had to share with others. This happened today, just a few short hours ago.

I had a situation arise today where I had to unexpectedly put my vehicle in the shop. I called my wife to let her know that she would need to pick me up when I got off work.

She let me know it wouldn’t be a problem, but that I would have to take her out to a very nice dinner for her troubles. It was actually her way of being playful and to make the best of what was otherwise an unexpected situation.

So, I make reservations at a very nice, romantic restaurant a few miles from where I work. My wife picks me up and we fight the traffic to get to this quaint little place I had made reservations for a few hours earlier.

While I’m checking out the wine menu, my wife excuses herself to go to the Lady’s room. When she returns, she reaches out with her closed hand for me to accept something. I very trustingly opened my hand to see she had dropped a bright pink 3-button remote control in my hand. Read more »

Got lost in cottage country [MF][M] [public]

It was a long weekend up here in Canada this weekend and I went up to a friends cottage with a small group of friends. On the first night everyone got pretty wasted. I wasn’t feeling that great so I went to bed early which of course meant I was awake early. One of the girls woke up to go pee and told me everyone was up until 6am drinking so I should expect them all to sleep late.

I’m pretty easy going and have no issue doing things on my own so I decided to go for a walk around the lake. I rolled a joint and went on my way. After about an hour of aimlessly walking I realized I had no idea where I was and how to get back to my friend’s cottage(damn weed). I had my cell phone with me but I couldn’t find signal anywhere.

It’s about noon now and I come across this couple that was also out for a walk enjoying the nice weather. I asked them if they knew where my friend’s cottage was but they weren’t familiar with the name. Realizing I was lost they asked if I wanted to come back to their cottage with them where they had signal so I could try to get in touch with my friends. Read more »

Truth or Dare in a hot tub [MF] [FF] [MM]

The folks over at /r/gaystoriesgonewild thought some of you guys might appreciate this, so here goes:

A while back, I wrote a story about back in the early ’00s and a truth or dare game. Those games are always good for a chuckle or two..and I haven’t played one since…well, since back before the wife and I were married. But as it turns out, you’re never too old for kid games.

My wife is on one of those ‘deal of the week’ email things for vacations. Usually, they’re kind of shit-shows, due to the travel dates being some of the worst times possible. She’d actually found one that ended up being a pretty good deal, a pretty good destination, and pretty good timing.

Things were going to work out very well, until she let me know that we’d be going down at the same time as one of her friends and her husband. Read more »

Confessions of a Retail Manager [MF] [cheating]

It all started in Dallas.

We were both managers for a very popular retail chain, and we were at the annual company-wide conference. While her store and mine were very close, we never really talked outside of the occasional district meeting. I had noticed her, though.

Anna was about 5 feet 4 inches, with straight blonde hair and an attractive face. What really caught my attention was her breasts. To say she was “blessed” would be an insult to blessings. They were huge (I would come to find out she was a 44J). The rest of her body was attractive as well, but it was hard to look past her enormous chest. As a breast-man myself, I would often find myself inadvertently staring, across the meeting table, watching the buttons on her shirt straining to keep her chest contained. At least I was never caught doing so, and I would be able to look away before embarrassing myself. Read more »

[MM] A straight boy on vacation makes his first trip to a gay bar and a gloryhole.

On a trip to Spain with a group of friends on a guys holiday I decide to finally do something I’d always wanted to do get dirty with another guy.
At the time I was in my early 20’s and had a sex drive that I could never satisfy. I had had all kinds of sex with plenty of girls up to this point, I had a dirty mind and a good sized cock so I had no problem getting pussy and owning it but I wanted to play a different part tonight.
My friends the typical jock crowd were drinking heavy and passed out early, I had taken it easy that night so to be able to sneak away. I got a taxi to the well known gay centre of town, my cock was straining at my shorts already I could believe the open sexuality everywhere it turned me on so much.
I had a drink in a few bars but didn’t like the crowd in them so I finally settled on one, a dark bar with mostly leather wearing older guys inside and a sign about anything goes gloryhole’s in the back. I didn’t want to waste any time anymore so I drank a shot at the bar for courage and made my way to the back.
Behind the curtain was a single urinal and two empty booths with three different sized holes in each I made my way into one and locked the door.
As soon as I got in I started wanking my cock, I was alone but couldn’t take it any longer the dirty feeling of being here, the horny looks from the men outside and the smell in the booths drive me crazy. Just as I thought I was going to cum the door to the next booth opened. I was so nervous I had no experience with guys and I was in the deep end now.
I knelt at the middle hole and so did he, he was a Middle aged English guy with a beard, he kissed me hard through the whole and his rough beard pressed hard to my soft young face. Then he stood up and slid his semi hard cock through the whole. I had never given a blowjob before but I knew what made a good one and i was pretty drunk at this stage, so I straight away took his cock in my mouth sucking on it covering it with my spit and letting it grow hard in my mouth. His size shocked me as it grew thicker and longer than my cock until I had less than half in my mouth. This scared and excited me so much that I just kept going bobbing my head and moaning loudly and slobbering all over his cock. He tried to pump into my throats but I couldn’t take more than half I tried to deep throat but had no chance he responded my forcing and extra half inch down every time I reached my limit. After about 8 minutes he got vocal and encouraged me to make him cum with some of the nastiest shit I’ve ever been called, “suck that cock bitch boy, get ready to be my cum whore, moan you cunt, deeper slut deeper fucking gag!” Before he finally came, shooting two streams straight down my throat before I could react, he then pulled back and shouted for me to catch the rest and hold it, with a puddle of cum in my mouth he knelt down again looking me in the eyes and told me, “now swallow and say thank you”. With a gulp I swallowed his salty load and thanked him honestly, he kissed me hard again and left. I stood in the booth still holding my own load and hard cock. Read more »

The Cabo Maid [mf]

My freshman year in college my family took a vacation to Cabo. The resort we stayed at was really nice, it had villas at one end and a separate hotel at the other. Being a family of 5, we were in one of the villas which didn’t have maid service, which who knows why my mom would be a fan of cleaning for everyone even while on vacation.

So the hotel was a couple minute walk down the boardwalk. There they had the big pool with the swim up bar, the slide, and the rest of the fun stuff. So for the week we were there, we spent most of our time at that pool or down at the beach.

Sleeping on a sofa bed in a two bedroom room with 4 of your family members leaves you absolutely no privacy, so a couple days in I was getting really horny, and spending days at the pool watching women walk by makes it no easier. Nor does having only a few girls my age either. Read more »

[F] When you realize you were wearing a butt plug during old family photos ?

I was just looking back at old pictures that I haven’t seen in years and honestly didn’t know existed and probably never saved them or posted them to Facebook bc I’m wearing a butt plug in all of them under my clothes ? I went through this phase where I loved wearing butt plugs and especially out in public (I still wear plugs out sometimes ?). I don’t know why but the dirty secret always turned me on so bad and I love being horny all day. Sometimes I’d even wear one to school and go play with myself in the bathroom periodically lol. I guess this isn’t really much of a story lol but I just thought it was funny coming across these pictures hiking in Arizona and at the Grand Canyon and remembering being plugged when those pics were taken. Here are a couple lol.

Let me tell you I was way too ambitious with a very large plug and am in pain in one of these pictures ??

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