I didn’t have the slightest clue or idea that I was well endowed until age 28. I have had a fair amount of partners, many of which dropped hints or made it abundantly clear, but thanks to porn and associated conditioning, it took me a very long time to finally recognize, understand and overcome a serious insecurity that my cock isn’t small, isn’t average, but actually is unusually large. Below is a brief account of my sexual history and all of the “hints” I received (and flew well over my head) over the years, leading to eventually overcoming this insecurity. Fair warning that this will read as a humble-brag, and to be honest, it more-or-less is exactly that. I’m writing this with clear eyes in hindsight. This is almost even therapeutic for me as at the time I was going through literally all of these experiences, I was seriously and shamefully in denial that I was large, assumed I was small and inadequate (thanks to porn’s misconceptions and a few select partners), thought every girl was just being nice & lying when complimenting me, and was constantly trying every thing possible sexually to be bigger and better to live up to the pornographic expectations from the clips I watched through my adolescence. I hope you either enjoy reading purely as a sexual experience or it helps you to overcome your own insecurity and that your cock is perfect, no matter what may you think or feel otherwise.
Tag: Anal
Masturbation [Solo Female][Sex Toys]
She laid in the flickering light of a few candles, among the tangled silken bed sheets. Her chest rose and fell slowly with her relaxed breathing, a finger tracing the areola of a breast, slowly circling the soft skin and coaxing the nipple to rise and harden in gentle pleasure. The finger moved inward and a soft gasp escaped her lips as it brushed over the sensitive bud that tightened in response to her touch. She gently pinched and tugged, arching slightly as heat pooled between her legs. A soft moan worked its way into the room as her fingers became more rough, pulling harder and rolling the nipple between them, the sharp pain turning to liquid pleasure under her expert hands.
The Start of Learning Something New [BDSM] [Oral]
The smells of fruity femininity and hard masculinity combining in an open room always seemed to cause a rush of desires in some. Today was just like any other, until it wasn’t. The sound of a hair clippers drowning out most of what Natalie was trying to say. “So I know… well I’ve been told, what you do. You know for a living, what you teach I guess.” She stammered out, even through amounts of self tanner and concealer he could tell how much she was blushing.
“Yes?” He smiled at her, it was a turn on making her dance around the question and forcing her to ask him.
She bounced back and forth, her blonde hair swaying around her face. Blue eyes looking into his. “Well you see.” A pause as she bit her lip. “I was wondering if you could maybe teach me? I mean if you have room.”
He looked her in the eyes waiting, after a moment passed he replied. “I’ll have to think about it and see.” The look of excitement and disappointment that crossed her face was palpable. The remainder of the haircut when as normal but with less conversation. Natalie lead him to the back room where she washed his hair and did her normal neck massage. Unlike normal he was the only customer back there today. “Why?”
[M]y last acid trip with some anal [F]ucking
Granted, I can’t sleep, and no one is up to chat lol.
So I thought I’d share my 2nd experience and last with acid in which included my first anal experience with W. And the first time I squirted.
Right when he picked me up, he had me take the tab of acid right away since we had the whole day. We go to a different hotel from the first and shit was amaze balls.
He remembered that I mentioned I liked it rough, because we were still exploring what we liked sexually.
He pushed me against the wall as soon as we enter the room. Grabs me with force, kissing me, and taking off my clothes. Slowly, the acid is taking effect as well.
He turns me around, still facing the wall, and gets on his knees, eating my ass again. I had no complaints, haha.
[M]y partner lost a buttplug in my [F]ucking ass
The other day me and my partner were doing the deed. I had my head down on the bed with my ass up off the edge. He was kneeling on the floor behind me with all sorts of toys and we were trying out a new set of buttplugs I recently brought.
It’s a set of three different sized, silicone butt plugs with a different coloured gem on the flange of each one. They gradually go up in size, and since I am newer to butt stuff we started at the smallest end of the spectrum.
There was a point during play where the plug came out by accident. He asked me if I wanted to go up a size, being too afraid to try anything larger, I said no. He complied, when he put the buttplug back in it was swallowed right before his eyes and sparkling gem was engulfed by my sphincter. Immediately behind me I hear him gasp, followed by a “uh oh”
First time having fun with a couple [MMF] (some bi)
I’m a bisexual man in my late twenties, and one of my fantasies has always been to join a couple and service both of them. I hadn’t had a chance to play out this scenario, but when I met Eric and Sara online, and we discovered that we had the same ideas, it seemed like the perfect opportunity.
After chatting online for a while, and meeting up in a bar to get a sense of each other and see if we’d be a good fit, we agreed to meet at their house one night.
Sara was an Asian-American MILF in probably her late 30’s. Short and curvy, with long black hair, she had a pretty face with a great smile and a fantastic laugh. Eric was white, about the same age, with a body that used to be athletic but was slowly trending towards dad bod. Eric was laid back and relaxed, able to make all of us feel comfortable and disperse of any awkwardness. They were both really fun and friendly, and we clicked immediately.
[MF] How we almost got caught at the soccer game [public] [mild kink]
Read a story that made me remember about an experience a few years back. Never really thought it was /r/gonewild material because of how that morning started. That is, until now. My HS sweetheart and I have a complicated past (wrote about her before but not needed for this story). We aren’t compatible romantically but remain FWB when the urge arises. It had been nearly every weekend for a while but life prevented us from seeing each other for well over month. I had given up texting Julie earlier that week when I finally got a reply, “can’t make it, [Ex’s name] bailed again. Saturday is [her son] soccer game at [Regional park next county over].” I knew that Julie and her ex were having problems but 3 weeks of him bailing was not good. I could tell she was beyond stressed. I knew it wasn’t my business but my caveman brain actually processed beyond what was conveyed to me in text. I saw through her words. She still wanted to meet but couldn’t because of Mom duties. Ok, just be a friend to her then.
[M]y not too much o[F] a Hangover meet up
Hello! It’s kinkyleejellybean here again, and let me just tell you, I love this forum lol thank you Z, for introducing me to it.
I am currently in a trance of just being fucked marvelously. Currently sitting in room 304, just in a serene sense of way.
I met M, on here! He messaged me saying he loved what he read and offered more.
Not to be bombastic, but I got A LOT of messages, and I really didn’t reply to much.
Now let me make it clear, I’m not responding to every guy who offered to eat my pussy, and fucking every guy who does respond to me. Also, not doing this just so I can type up something,I share because I really don’t have any other outlet.
Getting off track here, lol. So I responded to M’s message, told him to get snapchat because that’s the only way I’ll exchange pictures. He does, and we get to talking.
I watched my wife swallow a stranger’s cum [MF]
This has been on my mind for a while. It’s a true story, although only as accurate as memory filtered through the haze of lust and booze at the time. My wife and I had a pretty good sex life – she had always loved anal sex, as did I, although I never got as many blowjobs as I liked. We had discussed some fantasies – she fantasized about a threesome with two guys and getting DPd, and also about watching other people have sex. This all happened more than ten years ago – probably more like twelve.
So after a long period of discussion and some false starts, we made up our minds to go to Oasis Aqualounge in Toronto (it’s on google if you want to see pictures of it – I won’t spend a lot of time on descriptions) – in fact we came down especially for that (we told other people that it was a romantic weekend getaway).
I’ll skip a lot of the preparations etc (I shaved her pussy), but we did have a few drinks and might have smoked some pot first. In our discussions leading up to this (this was a big step for her) we had agreed that we would watch, we might have sex with each other, but no swapping. This was totally fine with me.
My first sexual experience with a girl at cheerleading sleepover PART 3 [Group] surprise!
EDIT PART 2: https://www.reddit.com/r/gonewildstories/comments/aze5am/ff_my_first_sexual_experience_with_a_girl_at_a/?utm_source=share&utm_medium=ios_app
I wanna start by saying I hope to not disappoint you all by saying this was my final experience with Sara. I would LOVE to share more with you and frankly, I also wish there had been more too!! But, to keep the integrity of honest stories here, this is the last time Sara and I were able to get away with some naughty secret fun.
So let’s get to it… for most of the year after the sleepover and party, things started to be a little weird between us. She would be kind of cold to me during school, and at practice seemed to be a little more distant. If I were to approach her with one of our ass/boob jokes, she would still play along, but I was mostly one to initiate it. I was a little sad by this, as I knew I wanted more of her lips and body. Not being able to have her just made me want her even more.