Category: gonewildstories

[M]y [F]irst escapade with my boss

This is the first part of my first story here. The next one gets a lot more interesting ;)

I’ll never forget this one Friday night when the company threw a big party at this fancy place uptown. A lot of my coworkers showed up, more than I expected. But I was there to flaunt my curves in this gorgeous, silky, emerald green dress that I put on for the first time, for one person in particular and that was the CEO. I know, I aim too high.

Why the CEO? Let’s just say he saw something in me the second he first laid eyes on me (needless to say, the feeling was mutual) and has helped me a lot professionally ever since, but he always had boundaries.
This only made me want to get closer to him furthermore. And even though he had the same attitude towards each and every coworker, I’m pretty sure there have been rumors about us messing around.
But truth is, it never got further than stupid kinky jokes and a subtle look every now and then.
There was a lot of sexual tension between us. I‘m a slim, young, witty, attractive woman and he is a freaking god. He‘s a tall, big guy, with dark hair and beautiful blue eyes framed by a pair of flawless thick eyebrows. He was the alpha male. He would blend in immediately in any group and you could easily see all the other guys shifting their attention towards him, feeling a little bit insecure. Read more »

Cheating with the boss’ secretary [mf]

*Disclaimer: If you want to judge me in this story for cheating or anything else, please send me a detailed direct message explaining your issues. (That way you can waste your time and I can laugh while I ignore it.) In all seriousness, I was in a weird place at this time in my life, had a drinking problem, and as a result did a lot of bad, destructive, unkind and risky things. I’ve since cleaned up my life (for the most part) and have tried my best to be a better person and make amends. And as you’ll see in this story, I experienced at least a little bit of karma as a result of this incident anyway. Anyway, here goes.*

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This is a story about loneliness, desperation, bad decisions, and karma. But it’s a story of, objectively, one of the more erotic experiences of my life. So I thought I’d share it here.

At the time this story happened, I was in my mid-20’s and working at a small startup company in New York City. My job was in marketing and general operations, but it was small enough that everybody knew each other, even across departments. And, as happens often in startups, we developed a nice camaraderie with each other over time. Read more »

[MF] ICE CUBE, YOU’RE WRONG; I LOVE THESE LITTLE WHITE CAVE BITCHES: HAVE YOU SEEN MY LILBURN COUGAR? SHE’S A REDHEAD WITH A HUMONGOUS ASS!

I don’t know why, but I’ve been thinking about my Lilburn Cougar quite a bit lately. Hell, I jumped up from a dream she was in just days ago, and I texted her to be sure she was fine. Anyway, [My Cougar sort of favors the lady in the middle pic, but she has the body of the Redhead that’s busting that pussy open on the couch.](https://gr8mouthreecee.files.wordpress.com/2018/03/img_2018-03-13_10-02-27968651331.jpg) As you can see, My Lilburn PAWG is a THICKUM. And now, I can’t help thinking about the barreling action I provided her backside on numerous occasions. I can’t help focusing on how I held her waist and pounded against her sweet holes doggy style. Please believe: she welcomed the bludgeoning so much so that she’d squirt on my black cock even when she didn’t want to. She always told me that she didn’t like letting go the way she often did with me, but I encouraged my dear sweetheart to be herself. I was just caught up in being behind such a part of her sweet frame that I could barely hold on to my sanity. I’d bob and weave in that rump and pull away to avoid the intensity and possible emptying of all of myself into her anal or slit pool. Sometimes I’d pull her over to her back and wreak havoc on that tender clit; that’s what she really needed me for. She communicated that no one ate at her lovely pebble the way I did. And, she’d grow frustrated if I didn’t show that sprouting bud the attention it warranted. I’d nibble on the female erection and be drawn into the likes of, “Maurice! Oh baby, what are you doing to me?” and “Damn, baby!” Read more »

I (21F) got high with my boyfriend (22M) and almost got caught sucking his cock, then had a conversation with my dad while riding him. [MF]

Hey everyone, I’m back with another story! Sorry for my lack of updates, the finals/holiday season has been incredibly hectic and I haven’t had much time to sit down and write a story.

If you guys don’t know, I’m a regular poster here, and people seem to like my stories about the crazy sex I have with my boyfriend, so I figured I’d keep posting them! You can read through my profile if you’re interested in seeing my past stories as well, which include road head escapes, a phone sex threesome with his coworker/mutual friend, and even us purposely pissing off his dad by loudly fucking in his house because he wouldn’t quit hitting on me.

Anyways this particular instance happened just last week, I figured in honour of the holidays I’d post a Thanksgiving story. We were over at my dad’s house just popping over before going to our “real” thanksgiving celebration with my boyfriend Drake’s family. My dad was a huge shithead to me growing up, so I straight up don’t give a fuck sometimes when I’m dealing with him, and genuinely only visit on occasional holidays to be polite. Read more »

The Man I’ll never forget Fucking me, and who serves as fodder for all my fantasies years later [FM]

First time post here, and using a throwaway for obvious reasons. I was a very reluctant dater but have a very high sex drive (F) and so pure necessity and my own desire drove me into the online dating world. Over a span of about 8 months I kept up a very intriguing and intellectual dialogue with an attorney who lived in my city. I suppose I was trying to establish a comfort level, in part, as well as working up to the right timing to meet in person. He allowed me to confirm his identity through publishing he’d done professionally, and was fully google-able with images by us using our real names. We decided to move things further and do a public “Look-see”. Read more »

The Most Forbidden Fruit of All [FM]

I’ll give a bit of backstory. Over the summer I was helping my best friend, Ruby, with her driving job. I was the navigator but, really I just hungout while she drove drunks home. She had another driving partner, Mac, and they would take turns choosing who would drive in the clients car and who would drive in ours with me. Now of the three of us I was the youngest at 23 years old, Ruby was 30 and Mac was 36.

Now Ruby had told me a lot about Mac prior to us meeting, more specifically about the fling they had a few months prior. I noticed a few shared kinks but didn’t dwell on it for too long especially when I knew my husband wouldn’t appreciate it. However, over the following weeks of Mac and I getting to know each other, we learned we had a very similar (and rather dirty) sense of humor.

Then came one night, he was telling Ruby and I about his latest sexual conquest, which was a normal topic of conversation at this point, and I could feel myself getting excited. I wished I was the girl in his story but I could never tell him that, the feelings were mutual or not. So I came up with a fairly harmless way to get Mac’s attention. Read more »

[M]y [F]WB part 2

Hello, all! Finals are currently kicking my ass, but I wanted to share a quick little story for all of you. If you haven’t read my first post, which can be found [here](https://www.reddit.com/r/gonewildstories/comments/9wld20/mf_my_first_fwb/), I recommend it! This story isn’t related to my first one, but I just wanted to share another story of me and my newfound FWB.

I slept at his apartment last night, which isn’t unusual. We woke up around 8:30, and were just cuddling in silence when he gently took my hand and led it down to his cock. He was hard, to the point where the head of his dick was poking out of the top of his boxers. I leaned in to kiss his neck and earlobe as I gently started stroking him. He grabbed my arm and growled in my ear, “Flip over.” Read more »

My [F]irst time with another woman was with a MIL[F].

I’ve always known I was bi, but had never experimented with a woman outside of playfully kissing other girls at college parties. After college, and the end of a long, dreadful relationship, I was ready to explore my sexuality and do things for me for a change.

I continued to date men, but kept the thought of women in the back of my mind. I watched a lot of lesbian porn, but mainly because it was what got me off the fastest. Never really had much intention of going after women despite being sexually attracted to them. I always have, still do, and likely always will prefer men. I’d say I’m 90/10 bisexual.

Anyway, after a couple of years of lame first dates, underwhelming hookups, and short lived relationships with every douchebag you can think of causing some sexual frustration, I amped up my curiosity about women. I started to fantasize about it on a more regular basis, and ended up being led into lesbian MILF porn, which drove me absolutely wild. It was fun picturing myself as one of the girls in normal lesbian videos, but really associating myself with the younger girl in young/mature videos would get me wet just thinking about it. It consumed me for a couple of months. Read more »

Cheated on my BF with my friends BF [MF]

I still can’t believe this happened and I’m still turned on just reliving the moment and writing about it. This happened this past weekend, I’ll give some back story before we dive right in. My boyfriend and I have been together for 2 years. He’s a very fit guy, was a running back in high school and has still kept that physique. We both stand at around 5’11”. I lost my virginity to him, we gave sex very often. He’s good with his mouth and has a 4.5 inch dick that I’ve always been satisfied with. We were staying at my friends boyfriends house for the weekend, my friend was a pretty tall girl her self at around 5’9” and she is very pretty. Her boyfriend who she’s been with for about 3 months ago is a short skinny guy standing around 5’5”, and to be honest he’s kinda nerdy but he seemed very nice whenever I talked to him. Read more »

[FM] 69 position – first time

I asked my wife to send me true stories of her past lovers and sexual experiences. This is story #3. All stories are when she was 18+. These really turn me on to hear about her sexual past. The names of past lovers have not been changed in hopes that they will contact her and hopefully create some more new stories for me to hear. Read more »