As the night was playing out I was thinking to myself “When this is over I better submit this to r/gonewildstories”
**300 Word Preamble (Including Two Short Stories)**
Prior to meeting my wife I’d had only two one night stands. The first was back in my early twenties. A few buddies and I were at this industrial/punk bar in this trendy part of town when these two super hot alt-rocker chicks introduce themselves to us. I asked one what they were up to that evening and she whispered to me “We’re just here to meet hot guys to have sex with.” I wish I could’ve seen the look on my face. I was out of there and back to her place a few minutes later.
The second happened a few months before I started dating my wife. I was fresh out of a seven-year relationship and at a big singles mixer for open minded, sex positive college kids and twenty somethings. A “Safe space” for sexual self-expression if you will. (I’ve got some fun stories from a few of their other events for another time). At this event a cute & naive girl I’d met and hit it off with admitted to me she was still a virgin at 27. She was clearly drunk.
Embarrassingly drunk.
Not being the kind of guy to take advantage of a women in that state I escaped and headed for the door. On my way out I spotted a friend and asked her to keep an eye on the hopeless drunk. My friends cute busty blonde friend suggested that I should just take her home instead. So I did and it was awesome!
I bring this all up to preface the fact that, next to group sex, my biggest turn on is: spontaneity and unexpected or unplanned sexual encounters. The excitement of “Whoa! This is actually happening?!?” is big for me.
About six months into dating my wife and I began exploring and enjoying ethical non-monogamy. We’re playful with certain friends and have been with some couples and single ladies we’ve met online.
My wife is in her late-twenties, 5’5, beautiful, curvy & would be right at home in /r/thick.
She’s also got amazing style and the night of our first anniversary she poured her hourglass figure and plentiful rack into this new dress that features an X in the front framing her distractingly fantastic cleavage.
I’m in my early thirties six feet tall with an average build and broad shoulders. I’m attractive enough that nobody has ever made a joke about my wife being out my league but not so cocky as to have ever approached a woman at a bar or club I hadn’t been introduced to. Not that I don’t have plenty of experience with women. I’ve been with over sixty, but aside from those two instances I mentioned before, every other time ‘first time’ with a woman was after a planned date and not a happenstance meeting. No serendipitous and romantic “we met and fell in love that night” or frantic “we met and fucked that night” stories for me… except this one…
**2000 Word Story**
The night began with a tasty dinner at a fancy restaurant a few blocks from our flat before heading off to this annual classy industry party I’d been invited to. It wasn’t the most romantic way to spend our first anniversary but it was one of those “Gotta be there for the career” type events and so we agreed to make an appearance and then get out of there ASAP to get back home to relax. (Get high and fuck)
Surprisingly the event was way more fun than it was last year, and a couple we’d met online and had previously played with happened to be there too. Suddenly it seemed the night could get a whole lot more interesting.
After we said hello we parted ways to do a little more mixing and mingling with knowing glances that we’d meet up later to see where the evening might take us. Or to at the very least make some plans to get together again soon.
As the night went on I eventually found myself at the bar with the male from the couple ordering drinks for the ladies who were chatting with someone or other when I was tapped on the shoulder.
“Hey man, we were just talking about how awesome your suit jacket is. Where’d you get it?”
I turned around to see a very attractive couple. She was about 5’5 and had a bit of a Jenny Slate look about her (If Jenny slate were a sandy blonde with slightly softer features) and she was wearing a soft-pink dress and some “fuck me” high heels. He was around 5’9, slender and was rocking a bow tie and a haircut that suggest “I’m a musician.” (Turns out – He is!)
After I explained my outfit and how I needed to try to look half as good as my wife for our anniversary they replied that they’d noticed her and her dress when they walked in. I suggested they follow my friend and I back to meet our partners. Honestly, I was hoping the ladies (who are better at social situations than we are – both being fairly mild mannered guys) might suss out if these were the kind of people who’d be down to leave with us. A foursome would be great, but if the opportunity is there why not an anniversary orgy?
Sure enough it didn’t take long for the vibe between my wife and the hottie in the pink dress to become playfully flirty. Though, throughout the night everyone was making comments and ogling my wife’s cleavage, so flirtation seemed to be a running theme.
As the night wore on it came out that our two new friends were in fact not a couple but just out on a very casual date. Kind of a shame, as I could tell my wife was into both of them and it’s pretty rare to find couples where my wife actually finds the male half attractive.
I talked with her and confirmed my suspicions that she was very much into the idea of having everyone back to our place to continue the fun. One of the reasons I felt great about marrying her was that she agrees with the idea that sex should continue to be fun and spontaneous even in a committed relationship and that if the vibe is right we shouldn’t rule out having a sexy adventure (Even if the occasion is something as special as our first anniversary! Hooray!!)
As fate would have it, our old friends passed on the invite due to an early morning obligation. So we lost them somewhere on the dance floor and turned our attention to our new friends. At one point while making small talk with some people including this new guy, I looked over to see my wife whispering in the ear of our new lady friend. It was clear what kind of information was being related and the devilish smile on Pinky’s face revealed an interest.
Fifteen minutes later and Pinky told us that her date was heading home, but she was planning on sticking around. With us. So not a foursome but a spontaneous threeway on our first anniversary?! Fucking awesome. Not only that, but with a mega-babe we picked-up off of another guy no less.
My wife and I had a few laughs over that and you can see why I had to make this my first submission to r/gonewildstories
Pinky walked the musician to the door and was back with us on the dancefloor soon after. Minutes and a few lustful looks between us all later and we were out door, spilling into the back of an Uber.
Unless I’m working, I’m more of the strong silent type and I’ve yet to master the fine art of flirting with women while with my wife. So my wife led the conversation in the back with polite questions about Pinky and we quickly realized this perfect situation may not be so perfect after all.
“I’m recently divorced.”
Wow. She looked too young to have already been married and divorced. But I guess I’m old enough that some of the people I think of us ‘young looking’ are already married or young parents.
“I’m don’t want to say I’m happy about the divorce. Because divorces are never a happy thing. But I’m OK with it.” I could tell she genuinely meant it and that she went on to explain that her married sex life was rather unsatisfying. Great! All the more encouragement to make this a night to remember.
So with renewed optimism we carried on up to our apartment. In addition to water, we offered her a bong hit. Pinky expressed that she hadn’t really smoked much in her life, but was game.
Somewhere inside me a second voice was scolding me ‘You fool! Skip the bong! See if you can get her to put her lips somewhere more interesting. Like on your wife’s!’
A bit more conversation later, after reaffirming that she was indeed back at our place to get all ‘makey-outy’ with our charming & goofy selves – that nagging voice was rewarded.
My wife leaned in. Pinky did too. Their lips met and their faces slowly smashed together in a super hot sight for this very happily married man. I joined in the fun, exchanging deep kisses with both my wife and with Pinky. The best way I can describe kissing my wife, is to ask you to remember your best kiss ever. That’s exactly what kissing my wife feels every time. (Shit – Sorry if this is getting too “romantic” for some of you?) Kissing Pinky was nice. New – but also for the fact that she was good at it. Soft lips. Though I sensed a bit of hesitation or reluctance so I gave her a bit of room to explore things with my wife.
I continued to caress them both. Eventually helping my wife out of her dress. Her cleavage jiggled and bounced around in her turquoise bra. Her black bottoms added an ‘unf’ factor to emphasis her curves. Not wanting to be left out, Pinky stood up on the bed. We both looked up at her as she stripped out of her dress, revealing a simple white strapless bra and flesh toned thong. Her body was tight, flawless skin that was soft and smooth and my wife and I took a moment to soak in the sight. But only a moment as we drew her towards us in a double embrace as we continued to smash our lips together. In a moment I had my left hand cupping my wife’s thick ass and my right squeezing Pinky’s. It was soft on the surface and firm underneath. Fantastic.
Meanwhile my cock was straining against my waistband. My wife was doing her best to pay me some attention but she was primarily focused on Pinky and I couldn’t blame her. It was especially hot watching them go at it, thinking about how at that moment exactly a year ago I was fucking my “wife” for the first time.
I’m a breast man and my impatience got the better of me. All at once my left hand unclasped my wife’s bra while my right did the same to Pinky’s. If there’s a better sight in the world than four awesome breasts popping out from behind bras – it must be six or eight or ten etc.
Hands and lips made their way to all newly exposed skin and nipples. It wasn’t a furious mashing of flesh, more a slow sensual seduction. The passionate energy from the dancefloor was no longer with us as the more relaxed vibe from the pot took hold.
Pinky laid back as my wife and I went at each other a little more fiercely. Eventually I relieved her of her undies and she looked over to Pinky to see if she were interested in doing the same.
Pinky obliged and we playfully helped her pull her thong off to reveal her completely shaved pussy. We had arranged ourselves on either side of her and were doing our best to turn her on… Hands exploring. Mouths licking, sucking and playfully gently biting. But something wasn’t feeling right. I was turned on. My wife was really turned on. But Pinky seemed really… reluctant. That emphatic ‘push back’ or ‘pull in’ you normally get when you’re with someone who’s really into you – wasn’t there. Though she wasn’t saying “no” her actions weren’t saying yes either, and sex isn’t fun for anyone if someone isn’t into it. (If you disagree I strongly suggest you speak to a professional). Anyway, I put the breaks on everything and we just kind of all laid there for a few moments.
“You feeling OK?
“Yeah… but it’s late and I should get home to check on my daughter.”
OH! There it was. The ending to the story and a clear explanation of why Pinky was up for an adventure: She’s a newly divorced young mother eager to feel sexy and desirable again as her ex-husband had clearly lost interest.
I was thinking “That’s a shame.” To myself, both because she is sexy and desirable and because she was putting her clothes back on. An awkward goodbye later and she was on her way home in an Uber.
As soon as she was out of earshot I turned to my wife, “So… Not only did we pick up a cute girl on our first anniversary… We picked her up off another guy… and she’s a MILF!”
“Un huh” was all my wife said with a look that implied “I’m not done with you yet.”
Clothes came back off and we were mashed up together again in the bedroom. Playfully throwing her onto the bed I was quick to dive into her pussy. But I didn’t linger long as she was still soaking wet and pulling me for me to get inside her. So I did and we fucked like it was the first time ever, like it was the first time after we got married and like we’d just had the most awesome one year anniversary you could possibly ask for.
It didn’t take long before I pulled out and shot my load all over her luscious tits. I took a moment to recover, then inserted my my right index and ring finger into her pussy and used them to massage her G-spot. My left hand held her Hitachi firmly against her clit. I watched as the waves of pleasure quickly grew from a breeze to tidal wave as she intensely convulsed and came all over my hand.
We high-fived. Got under the covers, kissed good night and went to to sleep with goofy smiles on our faces.
Source: reddit.com/r/gonewildstories/comments/7oe1oy/almost_lived_the_mff_dream_on_our_first
Hot! And real.