MY NEWLY KINKY GIRLFRIEND

 

MY NEWLY KINKY GIRLFRIEND

When I first brought my Girlfriend home, I was a little worried. My parents were swingers, and 

kinky as fuck, and though my Mom said she identified as a sub, she was also a woman who 

could make a room full of teenage guys lower their heads and apologize to her, when a room 

full of burly dominant men couldn’t have achieved the same. 

She had an intimidating side was my point, she just didn’t show it sexually… most of the time.  

But that didn’t mean that she didn’t scare the shit of my Girlfriends growing up either. First and 

foremost, she taught at  my school, so, automatic intimidation points. Plus, she was strong, 

funny, smart, extremely confident, and so honest it scared people at times. On top of that, she 

had large breasts, long hair, stunning eyes, and sexuality to spare. As if all that wasn’t enough, 

my Girlfriend’s Mom and my Mom had BOTH been teachers at our High school back when we 

were seniors, but they never really talked. In part because her Mom had a reputation as pretty, 

prim, and proper, and my Mom showed up to work on a motorcycle, wore a leather jacket, and 

taught sex-ed. 

But, turns out, I didn’t need to worry about my Girlfriend being scared. I mean, maybe I should 

have been… But my Girlfriend wasn’t about to be intimidated by my Mom; she was about to be 

corrupted by her. Because the first time Mom started talking about sex and kink openly, my girl’s 

eyes went all wide and full of wonder. Her and Mom were up all night talking, and after that, I 

swear they texted each other more than they texted me! 

Our first Christmas, my Girlfriend warned me that she was getting my Mom lingerie, and my 

Mom warned me that she was getting my Girlfriend stuff I shouldn’t even see! So, yeah, not 

intimidated by each other… check. I guess. 

We were coming up on our two year anniversary, and I’d recently proposed, when, out of the 

blue, my Mom texts me and says: 

“Well… when you two tie the knot, we’ve definitely secured the in-laws blessing! LOL! ;)”.

I had no idea what she was talking about, and I told her so. Obviously her Parents knew that we 

were engaged… 

There was an extremely long pause, like, 30 minutes. When Mom texted back, she told me that 

my fiance had talked to her parents about how awesome my parents were, because my Mom 

and Dad were so open and honest when it came to talking about their kinky sex lives. This got 

her parents thinking, and next thing she knows, her Mom and Dad are confessing about their 

OWN kinky sex lives. Then they asked if they could meet her boyfriends parents’ again, this time  

to talk shop, thank them for inspiring them, and see if they had any other shared interests that 

they’d been keeping from each other. 

That… sounded HORRIFYING to me, but I may have just been feeling a little overwhelmed by too 

much news all at once. So, all of that shit? That was in the past! Yeah… Mom and Dad had 

already set up lunch with them. Then Dad couldn’t come last second, and Mom had gone over 

there several hours ago. All of this already happened! I mean, they’d met and stuff, but thanks in 

part to my BEGGING, my parents had never talked about their crazy, kinky, open sex lives with 

my future in-laws, and now they were apparently doing that exact thing!

Mom then told me that the conversation had been amazing at first. Then it had slowly turned 

amazing AND sexy. And finally everything had devolved into a kind of weird game of truth or dare, 

and now, she assured me, she could guarantee that my fiance and her parents would be down 

for just about anything. Which… again, sounded like a cross between suspicious and 

suspiciously terrifying. So I asked her to clarify, and Mom said that she didn’t think I was ready for 

all that, and that I should just take her word for it. 

Now, say what you will about me. Yeah, sometimes my anger comes on a little fast and strong. 

And yeah, I get nervous and/or scared about a lot, and those feelings can be pretty big. But my 

Mom was a total badass, and while I had these feelings, I made a point of never letting them rule 

my life. ESPECIALLY when my own Mom was calling me out like that! So, I doubled down, and 

told her that I both wanted and needed to know what she was talking about. 

A few moments later, she replied with, “Well… things got a little crazy, and a little sexy, and her 

family sort of just gone done, um, basically... SLAMMING me. LOL!” Now, thankfully, right in that 

moment, even though I immediately blushed, got hard, and felt a rush of heat; I knew a few 

things. I knew that my fiance’s family consisted entirely of her, her Mom, and her Dad, so I could 

not possibly be right about the first thing that my pervy, 19-year-old brain, tried to imagine. So, 

once again, I asked my Mom to clarify, and, once again, she asked me if I was sure. Which, was 

enough to push me even closer towards insisting that the answer was yes. 

Thankfully, that was the end of the games. Mom sent several smile and heart emoji’s. Then she 

told me that my fiance’ used one of her Mom’s strap-ons so that she and her Dad could double 

fuck my Mom while his wife, her Mom and my future Mother-in-law, took pictures and short 

videos. 

I don’t know when I sat down, or how my fly got undone, or how my dick got in my hand. But I 

hadn’t really masturbated or anything, so I figured I was good, I was just a little stunned. I was 

about to tell my Mom that she was full of crap and that there was no way, but no sooner had I 

started to type all that out when Mom sent “LOL”. And I breathed a sigh of relief. But, nope. She 

wasn’t saying she was kidding. Instead, she’d seen me typing, and had simply guessed wrong at 

what it was that I was about to say. Her next text to me read, “Let me guess… ‘pics or it didn’t 

happen’? I swear, you two are so alike!” I had to assume she meant my fiance’ and I, but, this 

was proof that she was bluffing. Right? Yeah? Totally. That was why, I texted back, “LOL! You got 

me!” even as I noticed that my dick was in my hand again. 

But then...

Then Mom sent me a pic of her and my fiance’. The one on top had her tits out, and her skirt was 

missing, but she was otherwise fully dressed. She was looking at the camera and giving it a 

sexy wink. As for the other… The other of the two most important women in my life, was mostly 

wearing cum. She still had her stockings on, and some of her top. But it was hard to notice 

much of anything besides the cum all over her face and tits. Her face was red and flushed, and 

she was not only looking at the camera, it appeared to be a selfie. 

Did I mention the strap-on that the first one was wearing? Yeah. She was wearing a strap-on that 

was half buried in the cunt of the selfie taker, and appeared to have paused, mid-thrust, to pose 

for the picture.

A few moments later, Mom texted me again telling me how proud she was of how I was dealing 

with this, and how hot it was that I was into it enough to ask for pics. She then let me know that 

the pic she sent was just a selfie from one of their phones, because my Fiance's Mom (a total 

slut, she assured me) had run off to dig up a second strap-on so that, ”us girls”, could keep 

“playing” even after my Fiance'’s Dad had tapped out. 

Lastly, she told me that, my future Wife’s Father was right around my Dad’s age, and, a man the 

same age as my Father was probably done for several hours, if not the whole night. But that “the 

girls” were planning on playing the whole afternoon and then doing dinner together. 

I wasn’t sure what to do with that information, until Mom sent one last text. It was just a winking 

emoji, and her tagged location. Now, obviously, I knew where my Fiance''s house was. But, 

obviously, what I had just received wasn’t a location… it was an invitation.  

An hour later, I knocked on the front door, and heard footsteps come up to the door and pause 

long enough to look out the peephole. Then my future Mother-in-law opened the door wearing 

nothing but a pair of red and black high heels. She gave me a wink, waved me into the house, 

and before I could think long enough to find words, she’d started to lead me to her and her 

Husband’s bedroom. 

At some point Mom and the rest of the girls must have showered because they were all wearing 

different or no clothes, and no one had cum visibly splattered on them anymore. Right at the 

door I was handed off to my Fiance’, and my future Mother-in-Law walked to her bed and, 

smooth as silk, wrapped my Mother in a passionate embrace. I got the impression that my knock 

had interrupted their make-out session and they were now getting back to it. 

I was staring. I mean, they were GORGEOUS! I couldn’t tear my eyes away! At least, not until 

my pants were pulled down to my ankles, and I looked down in time to see my fiance grabbing 

my dick. She looked up at me from her knees and called out, “Oh Ladies!” At that, the two Mom’s 

paused long enough to look at us, and the looks they threw our way were… starved. They looked 

like they were two sex crazed goddesses who were about to make us cum to death, for daring to 

interrupt them! I gulped, and my Fiance' just laughed and started using my dick to point back and 

forth between the two of them. Then, just when it felt like things couldn’t get any more surreal, 

my Fiance' looked from me to them, and back again before saying; “I think we should double 

team one of them and make the other watch. It sounds much more fun than dividing and 

conquering… for now”. And at that she gave me a wink. Then she looked back to her Mom and 

Mine, both waiting on the bed and playing with one another passively as they waited for us to 

make a decision. “...for now,” she continued. “The only question is, which of our two Mom’s do 

you want to fuck first?” 

And when she said it, my Mother began crawling towards us with feline grace. Then, with a tone 

so sexual it could melt steel, she purred, “Oh baby… pick me.” Then she continued to crawl, 

straight off the bed, and to my Fiance'’s side. When I was looking down at the two of them 

kneeling in front of me, Mom gave my Fiance' a kiss, and then she gave the head of my dick a 

kiss, and drew a gasp of pleasure from me as her hand joined my future wife's in gripping my 

cock. 

“How about it slugger?” She asked, using a nickname that she'd been calling me since… 

forever! “Feel like being the forth person in this house to fuck your Mommy today?” 

And, yes. Fuck yes. 1000 times, fuck yes! My brain may have been overheating from confused 

feelings, but looking at my hot, busty, and very sexy Mother as she kneeled in front of me and 

asked me if I wanted to be balls deep inside of her body… there were other parts of me that had 

no fucking confusion what-so-ever!

The two of us fucked my Mom, with my future bride wearing a strap-on. Then we fucked her 

Mom! And then, as to drive all the insanity of the situation home, our Mom’s stopped to make us 

all dinner. 

Later, as we sat at the dinner table, exchanging stories and jokes, and talking happily about the 

future of our two families, they managed to surprise me yet again. I joked that we would probably 

be the first married couple in town who’d participated in gangbanging their own Mother’s before 

they got married, and, everyone laughed. But after they laughed, Mom gave me her patented, 

“silly boy” look. Then she gripped my thigh and, charmingly, playfully, she quipped, “Oh sweetie! 

You’re such a kidder.. two people isn’t a gangbang!” Then she waved at the air, as her and my 

Fiance's parents exchanged a good natured laugh; and I tried to play along even as I hardened 

under the table so fast that the outline of my dick bumped into my Mom’s hand. 

At that, she gave me a private, wicked little grin, and whispered, “liked that, did you? Well, don’t 

you worry”, she assured me. “Now that you two are a part of the community, we all agree”, she 

said, drawing nods from the other parents as they exchanged confirming looks, held hands, and 

appeared to agree with whatever my Mom was about to say. “From now on, you two will be 

invited to all the same parties and events that we go to. So, don’t you worry kiddo,” Mom said, 

giving me a little wink, and grasping my hard cock under the dinner table. “Because before you 

know it, you’ll get to gangbang your Mommy for real!. And if you liked how I looked wearing your 

cum half as much as you appeared to, then I can’t wait to show you what I look like with 10 times 

that amount, all, over, my body.” 

We finished dinner together. It was fun, flirty, and the sexual tension was high, but no orgies 

happened or anything. We drank coffee and wine, watched some movies, and my Fiance’ and I 

crashed in her room that night. The next day was pretty normal, it was mostly our parents telling 

us about their lives, and what to expect now that we were being included in “the lifestyle”. 

Somehow, we made a day of it, went shopping, had lunch out; the whole nine yards. It was weird 

having to spend a day with your parents and in-laws and have it not only NOT be a chore, but 

somehow be both awesome and sexy. 

By the end of the day, I thought I had a clear idea of what my life was going to be like moving 

forward, but my family had one more curve-ball planned for me. You see, I kept getting these 

looks out of the corner of my fiance’s eye. She said it was nothing, but she definitely had 

something to say, and wasn’t saying it. But, amidst all the distractions and info dumps I had 

thrown at me that day, it was easy to keep forgetting to come back to it. Then, when I thought we 

were about to leave, I caught her doing it again, and I now noticed that the parents were looking 

at her like they were hoping she would “go through with” whatever it was. So, I was the last to 

know… 

I called her on it, gently, and told her to tell me whatever it was. And that was when she said, 

“Well, you got to have sex with both our Mom’s, and I was thinking that, it would be fair if, 

maybe…” and she trailed off, and cast a look a her Father, who legitimately looked behind 

himself for a second before it hit him that she meant him. She surprised the hell out of both of us 

with that one. But… he sure as hell wasn’t saying no, and she had a point with that Mom thing…

So yeah, it was a very strange weekend. It started with me taking some me-time to enjoy my 

favorite hobby, and ended with me in a six-way, open, sexual relationship with my fiance, her parents, 

and my parents. But on top of that, it also ended with me standing in the kitchen, and watching 

my future wife get bent over the table and fucked from behind! She was wearing a schoolgirl 

outfit, but her top had been torn open, and her tits were on full display through the tatters of the 

garment. Her panties were ripped in half and sitting in the corner of the room, and her skirt was 

just lifted, so her Father could jam his cock into her tight little pussy. She was moaning for all she 

was worth, and screaming “Fuck me Daddy! Fuck me Harder!”, as both our Mom’s, and her 

future husband, looked on. 

It was honestly really hot! But it was also a bunch of other stuff. It was strange, and taboo, and a 

little embarrassing, and fucked up, and just, a whole lot, of a whole lot! But, just as I was 

struggling with how to feel or how to react to all this, her Mom slipped her hand down the front of 

my pants and drew a gasp from me as she gently gripped my cock. Then, stroking it every so 

slightly, she whispered in my ear, “Welcome to the family Son.” Her voice was a sensual purr. 

She continued with, “I hope you don’t mind sweetie, but I’d Love it if you would call me Mom from 

now on. Think you can do that?” I nodded vigorously, but her hand stopped dead in its tracks. 

That made me look at her. She was just smiling. Sweetly. Patiently. And after a second I caught 

on, and corrected myself; “Yes Mom.” The moment I said it, she gave a little squeeze, and began 

stroking again. Then a second set of hands began to undo and take down my pants; and I looked 

down to see my Mother join my new “Mom”, as she said, “See, I told you he was a quick 

study.” Then she winked at me from her knees, and as the sound of my bride screaming and 

moaning about how good her Daddy was giving it to her filled the kitchen, I felt the two women I 

called Mom trap my cock between their greedy, incredibly experienced lips; and, as their swirling 

tongues and sultry moans sent shivers all through my body, I decided once and for all… 

Fuck yes! I was okay with this!