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Our First Threesome

Our First Threesome

by Turningheads
19 min read
4.53 (23600 views)
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About two years ago my wife and I had our first unplanned experience with another man which unexpectedly turned into a surprising cuckold experience for me.

I should start this off by mentioning I'm not great at retelling stories and writing, but I'll do my best, nonetheless.

We've been together for 10 years and happily married for 2 of those years and recently had our first child together.

I'm Asian, 31 years old, around 5'11 with not too much muscle mass but in healthy shape.

Decently good looking by Asian male standards.

My wife is also Asian.

She's 30 years old, around 5'2, very petite with fair pale skin and long silky black hair.

She has small but firm perky breasts and a pretty big bum for an Asian her size.

I'm obviously biased, but she's without a doubt one of the most attractive women I have ever met.

Despite her beauty, she remains super innocent with her gorgeous eyes and cute smile.

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Even though we're financially and emotionally stable, we unfortunately both live very plain, vanilla, boring lives and rarely do anything overly kinky.

I began noticing for the past few years our sex life has been rather one dimensional.

We would have sex maybe once a week which only lasted for around 10 minutes at most.

Partly due to our chaotic schedule and partly my fault since she makes me cum so quickly.

My wife mostly took it as a compliment to her skills, but I could tell she got slightly disappointed & frustrated by it sometimes as she didn't get to cum.

In hopes of rejuvenating our sex life, I decided to bring up some fun ideas for the bedroom to my wife, praying that it'll help spice things up for us and re-ignite our sexual drive again.

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We started off small by casually watching porn together.

It wasn't much but it did make things a bit more exciting, and things were slowly getting better in bed as well.

After a few weeks of watching various porn, we took it up a level and eventually started talking about different fantasies and role plays we would like to try or copy in the videos we had watched.

We went through some generic ones until I brought up the idea of doing a threesome.

My wife had brushed most of my fantasies off until she heard about this one.

For some reason she kind of latched on to it.

We started doing a lot of dirty talking about her being spit roasted and getting double teamed whenever we'd have sex.

She really seemed to like it but anytime I ask her to imagine someone or tell me who she was picturing, she would never give me an answer.

It was always just a faceless person she used for the fantasy.

Regardless, our roleplaying only grew more intense and exciting every time though.

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Things went on like this for a few months while steadily increasing the depths of our threesome fantasies by buying different toys and playing our different scenarios in our fantasy.

After growing comfortable with the idea, I finally asked her if she would ever try a threesome in real life out of curiosity.

I wasn't ready to have another person join us in bed but was merely curious to see her response.

She immediately shut down the idea, saying it would feel like cheating and that she could never see herself sleeping with another man at all.

Although slightly disappointed, I was somewhat relieved to hear her answer as well.

Content with her response, I decided not to push the issue any further.

We were just going to keep it as a fantasy for now.

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A few more months went by, and an unexpected reunion leads to a catalyst to our first threesome experience.

My wife's old friend from high school was getting married.

They hadn't seen each other in a long time but she had invited my wife to her bachelorette party.

Excited to reconnect, my wife attended the bachelorette party for the weekend.

Although she was super excited to see her old friend again, one person she didn't expect to see was her friend's older brother Mike, whom she had a huge crush on in high school.

Mike is White.

He's 33 years old, tall, athletic and pretty well built - not like a body builder or anything crazy but fit, nonetheless.

He had brown/blondish hair, a strong jawline and was quite good looking in general.

Mike was the driver for the night and was responsible for getting the girls to and from the venues.

My wife and Mike were 3 years apart.

They never really interacted or hanged out in the same circle of friends, but my wife always thought he was attractive and charming.

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After two days of partying, my wife came back home the following Sunday.

She immediately told me about the amazing party and how much fun it was.

Also mentioned to me about meeting Mike but doesn't really highlight anything special about their interactions.

She simply tells me they just "talked" a lot.

It was mostly just catching up on what everyone's been up to and how life was in general.

The usual conversation stuff.

Before they had parted ways though, my wife had innocently exchanged Instagram contact with him as well just to keep in touch.

Up until this point, I had no real idea who he was and how significant he was to my wife.

She did mention he was a special old friend but merely left it at that.

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Fast forward a month later to the beginning of summer of 2023.

Her friend is now married and wanted to arrange a cottage trip with a big group of friends to celebrate.

About 6 couples and 4 non-couple individuals were invited along with us.

We would be hanging out at a collection of cabins & lodges by the lake in our city.

I wasn't super keen on being outdoors, but I just couldn't say no to an excuse to escape work.

I got my parents to babysit our little one and agreed to go to the cottage for a portion of the week with my wife.

Mike would be there too.

He was one of the few singles who was going on this cottage trip.

It would also be the first time that I would be meeting Mike in person after hearing about him that one night after the bachelorette party.

After 2 hours of driving, we finally arrived at the site.

We noticed the land had around 6 small cabins and one large main house that had the kitchen, indoor showers, a few bedrooms and other amenities.

After meeting up and introducing all of ourselves, we divided up the accommodation accordingly.

Couples would take the small private cabins, and the single folks would take the rooms in the main house.

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The week started rather uneventful.

People formed small groups which sort of stuck to activities and shared interests.

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We mostly did things like soccer, hiking, swimming, drinking and hanging out in cabins.

Throughout the first few days, I noticed my wife was hanging around Mike a lot more than the others while I was out playing soccer or other sports.

It was slightly odd considering he was not one of her usual friends.

Although I wasn't too concerned, I approached her out of genuine curiosity and asked her about him.

I soon quickly found out about everything.

My wife openly admitted he was her crush in high school and how they were reconnecting on Instagram again.

She even confessed that she was chatting with him quite often but insisted it was purely social and nothing romantic.

Whatever romantic feelings she had for him was long gone she promised me.

Nothing deeper than that.

I didn't challenge that or pressed her any further.

I was a bit surprised but not seriously angry or worried.

If anything, the idea that she was reunited with a former crush was slightly intriguing to me.

It would be fun teasing her about it.

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Fast forward to nighttime.

We're laying in bed fooling around.

Out of pure playfulness I bring up the idea of her being in a threesome as part of our normal dirty talk and jokingly ask her what if the other guy was Mike.

Her face instantly turned bright red when she heard me ask that.

Although flustered, she protested that it was a gross idea and to stop messing with her like that.

I could tell how embarrassed she was becoming.

Although it was a bit mean, I couldn't help but get a kick out of how flustered it was making her.

I started pressing her deeper about it, asking her how she would react if he came in right now and joined us.

She rolled her eyes and playfully punched me.

I didn't relent though.

I wanted an honest answer.

My fingers slowly found its way between her legs.

I asked her once more how she would react to seeing Mike join us as I slowly started to run my fingers against her silky underwear.

She shook her head and accused me of being mean.

I circled my fingers around, slowly feeling a wet spot forming while pressing her harder for a definitive answer.

"Would it turn you on if he was here watching us? What would you do if these were his fingers between your legs?"

She murmured out a moan but continued to refuse to answer.

Although she didn't answer, I could tell just how turned on she was getting from the way her panties were soaking.

I kept on grilling her harder and harder while teasing her with my fingers.

Practically dripping between her legs now, I pulled her panties to the side and slipped my fingers in with ease.

"Imagine if this was his cock inside of you instead."

She grunted softly as I pushed my fingers deeper inside of her.

I slowly began to finger fuck her while tormenting her with hypothetical scenarios about her and Mike.

Each time I mentioned his name; I could feel her pussy clamping against my fingers.

It didn't take too long before she finally caved in.

Her legs started quivering as she was on the verge of an orgasm.

"Would you like it if Mike joined us?" I asked while she clung tightly to the bedsheets.

With a soft whimper, I can hear her let out a faint "Yes..."

"Do you want his cock inside of you too?"

To my surprise or not surprise she defeatedly nodded her head.

"I want his cock inside me..." she moaned out unexpectedly as she buckled from her orgasm.

Things got heated fast and before I knew it, she was finally getting into the role play.

The dirty talk only grew more intense as my wife finally admitted she wanted him.

Not long after, she was already on my dick begging me to fuck her while my fingers were in her mouth substituting as her high school crush's cock in our spit roasting scenario.

Within minutes we were both finishing on each other and gasping for air.

Tonight's roleplay was unlike anything we had ever done before.

Although neither of us admitted it, we both knew we each quite enjoyed it as we normally never had a face or name to our imaginary third.

But tonight, we finally had a face and name to our faceless third.

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A few more days passed by.

We were on our last day and night at the cottage since we could only get my parents to watch our little one for so long.

For better or worse, the last night ended up being the most eventful anyways.

The night started with a group of us all hanging out in our cabin playing board games, eating snacks and drinking.

There were 3 other couples with us including Mike, and one of the new husband's cousins that we got to know relatively well by this point.

We had been playing for quite a while and noticed the room was getting unbearably stuffy.

Someone suggested going for a late-night swim to which we all unanimously agreed on that idea.

Everyone headed back to their room to get changed and eventually re-grouped down at the lake.

We were at the lake for about an hour before people started calling it a night.

As everyone called it a night, Mike, the cousin, my wife and I decided to head back to our cabin to hang out a bit more.

My wife wanted to watch a movie before calling it a day.

We were back at our cabin now and unfortunately, the cousin mentioned he had already seen the movie my wife wanted to watch and decided to just head back to the main cabin instead.

However, Mike decided to stay.

He asked if he could use our shower first as he was feeling a bit icky from swimming in the lake and didn't want to get the cabin furniture dirty.

We all agreed it would be best to shower first too.

Mike went first and then my wife and I showered together after to save some time.

Out of the blue, my wife immediately had her lips pressed against mine the moment we got naked in the shower together.

It caught me off guard, but I was not one to say no to a kiss from her.

We started fooling around with each other as the water rain down on us.

I noticed my wife was much aroused than usual.

She started giving me an unexpected hand job out of nowhere and was kissing me much more aggressively than normal.

I jokingly asked her if it had anything to do with Mike being right outside these shower doors.

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She laughed and coyly said maybe.

I teased her back asking if maybe I should open the door and let him watch us.

She giggled and jokingly nodded her head.

"Do it. I dare you to!" she tugged on my dick roughly with a big grin knowing I wouldn't have the guts to actually do it.

"Don't test me" I playfully slapped her ass loud enough that Mike might hear.

We fooled around for a few more minutes, teasing each other and pushing our roleplay to its limits.

Suddenly my wife stopped and looked me deep in the eyes.

Out of nowhere she asked if I would be mad if she wanted to do something like kiss him.

It threw me off completely but also had my heart racing.

I curiously questioned her what would make her ask such a thing like that.

Her face was turning hot red as she looked away from my eyes.

"Don't be mad at me, okay?" she made me promise her.

I was confused but promised her that I wouldn't get angry.

After a moment of silence, my wife dropped the biggest bombshell on me.

She shamefully confessed that Mike had been playfully flirting with her a bit over the week, and she had flirted back with him but was feeling guilty about it.

I was shocked but oddly also not as fazed as I thought I would be.

Perhaps a part of me had already suspected such a thing was already happening.

I reassuringly told her that I didn't really mind.

To be honest, it was kind of exciting knowing they were flirting with each other.

It would only heighten and deepen our fantasies even more.

Before I had a chance to tell her about it, she quickly added that she had also accidentally told him that we sometimes fantasize about doing a threesome, and that he mentioned he would love to be apart of that fantasy with us.

I felt slightly betrayed now.

She had told him about our personal threesome fantasy without my permission.

It was one thing to playfully flirt around but to openly expose our secret bedroom fantasy without asking me felt a bit wrong.

I was hurt that she hadn't talked with me about it first but also oddly turned on at the same time.

If she had asked me prior to openly talking about this with Mike, I probably would have been more okay with everything.

Not wanting to ruin the mood, I downplayed my feelings of betrayal and lied to her that it didn't really bother me.

My mind was racing like wild now.

I suddenly realized there was a real possibility of turning this fantasy into a reality tonight but didn't want to get my hopes up.

As much as I would have loved to fuck my wife then and there in the shower, we had a guest outside waiting for us.

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We quickly finished the shower together and went out to put the movie on.

We all settled on the bed with our backs leaned against the wall with my wife between Mike and me.

I had a really hard time focusing on the movie.

All I could think about was what my wife had told me in the shower earlier.

Was she serious about kissing him or was this all just apart of our fantasy?

Around 30 minutes later into the movie, I got my answer.

My wife broke the silence by putting her hands on both of our thighs and slowly started rubbing them.

Another complete shock to me since she rarely ever initiated anything.

Out of nowhere she leaned in to kiss me and the kiss became much deeper.

She whispered into my ear if I'd be upset if she kissed Mike right now, which he clearly overheard.

My heart stopped and my mind started racing.

Fantasy was about to turn into reality.

I was nervous but excited.

It took all my courage, but I softly muttered out "of course not" back to her.

Mike double checked by asking if I would really be okay with it, to which I tried to confidently say there was "no problems."

I was still in shock that this was happening, even if it was just kissing.

After hearing my final confirmation, my wife leaned in to kiss Mike, and things began to escalate.

I watched as her lips sealed tightly with his.

My heart was beating rapidly as I stared at them.

For a moment I almost forgot how to breathe.

It felt surreal watching my wife lock lips with him; smothering their faces against each other as they made out.

She kissed him deeply and passionately as if making up for all those lost years of hiding her high school feelings for him.

I couldn't blame her, because tonight might be her only night to kiss him.

She kissed him for almost 10 minutes straight before breaking it off to remind herself that I was in the room as well.

Leaning back to me, she stuck her hand in my shorts and started rubbing my dick.

I could feel blood rushing through my dick as she tugged on me.

She soon kissed me with the same lips she has kissed Mike mere seconds ago while fondling me and eventually pulled my dick out of my shorts completely.

She gave me a hand job right in front of him.

In a cruel twist of irony, this instantly made me lose my boner which I assumed was due to nervousness of having another guy in the room watching me.

My wife noticed I was losing my erection as well, so she leaned in to start sucking me, which sadly to no avail.

I felt completely embarrassed that this was happening now at a moment like this.

To have it happen in front of my wife was already traumatic but to have it happen in front of Mike was utterly soul crushing.

My wife looked up at me and I sheepishly mouthed "sorry" to not offend her skills.

Sensing my anxiousness about my situation and not wanting to draw attention to it, she leaned back to Mike and began kissing him again while starting to rub his cock over his shorts as well, doing her best to distract him from my unfortunate condition.

She turned back to me and asked if she could play with his cock too.

I nodded awkwardly giving her the approval.

I figured seeing her rub another man's cock might just jumpstart mines.

She pulled his cock out and was instantly taken aback by its size.

It was almost double my thickness and much longer too.

I figured as much since he was White but even then, it was quiet shocking seeing his size.

My wife spent some time admiring it, fascinated by its monstruous size.

This was her first time having such a huge cock in front of her.

After taking some time to marvel at his cock, she began to rub it sensually while kissing him.

Likewise, Mike began to rub his hands all over her smooth back and through her silky hair.

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