Names changed for obvious reasons.
Last weekend really good old friends, a couple, invited me and a few other of our friends up to their cottage for a bit of a weekend party by the lake. They mentioned that they were also inviting a new couple that we didn’t know, but that they thought would fit right in with the crew.
When I arrived, after dropping off the wine and food, I was invited to join everyone in the outdoor sauna for a steam and then a swim in the lake.
Entering the sauna, I was introduced to the new couple, Gerald and Lynn, who my friend Stacey mentioned that I may have met a few years earlier.
“oh right…I think I remember…hi Lynn, nice to see you again.”
“oh yes…I remember you…I think it was a Halloween party or something” Recalled Lynn vaguely.
We should be Oscar nominated for that exchange because…
The last time I saw Lynn, my semen was dripping out of her ass while she helped me get to a taxi in the driveway of her mansion.
Maybe I should explain.
It was a Halloween party organized at a local bar by Stacey who was just starting to date my friend (other half of the couple). Probably about 150 or so people, plus a band, jammed into this little bar that held a maximum 100 people. At the peak it was so packed that you had to shimmy through the crowd to get anywhere and people were pressed against the bar.
The band was playing 70s and 80s funk and soul, so the groove was great. Hips were swinging.
When I arrived, I immediately shimmied my way through the crowd to the bar to order a pint. Like magic, as I approached, a barstool emptied, and I took possession while I was waiting for my order. The funk was heavy and the crowd was electric. As I waited, I felt someone brush against me, sliding onto the barstool next to me.
I glanced over and to my right sat a classic east-coast beauty. Wavey shoulder-length blonde hair, blue-eyes, cheekbones, and a big toothy smile that dimpled her face. A cross between Tea Leoni and Kate Winslett. And she was smiling at me immediately.
“Hi Cowboy!” She was complimenting me on my two-minute costume of a cowboy hat and checkered shirt.
I gave her a big up and down look. She was about 5’8” wore a cat-ear tiara, tight low-cut black top that showed-off her very well-endowed chest tucked into a pair of black tights that hugged her ass nicely and showed off long legs. A catsuit so to speak. She probably weighed about 130 lbs, with a good portion of that weight held in her cleavage. Ha! A classic skinny girl with big tits. As I surveyed down her body, she twisted her hips away and stuck her bum out to me, giggling as she did. She loved my attention.
“I’m 647stealth, and you?”
“I’m a kitty-cat, and I’m Lynn. You like?”
“Magnificent costume!” It wasn’t actually. She probably took and extra 5 minutes longer than I did to paint the tip of her nose black and draw a few whiskers across her impeccable cheekbones.
“I’ll buy you a drink!”
“Perfect!”
And as I waited to catch the bartender’s attention, the crowd was just absolutely grooving to the music and at some point, Lynn was pushed up against me and her big tits were jammed against my arm.
Lynn giggled “Oops, sorry about my tatas!” She winked.
Several beer and shots later, we hadn’t moved from our original spot. We had a fantastic flowing conversation about life and our careers and people we knew. We both had big jobs at the time. I was running a start-up and she was running a big retail brand. I could tell from our conversation that she was really smart, with a very curious mind, and she knew how to use power. Just pure sex appeal to me.
As we continued with the shots, we were beginning to get really touchy-feely. Our hands were on each other’s knees and Lynn was leaning in and grinding her tits against me to the groove of the music. Bodies were mashing against each other everywhere and we were pinned to the bar, which gave us ample opportunities for sneaky feels. I began to massage Lynns upper thigh kneading inside her upper thigh close to her crotch where I knew my movements were stimulating her vulva. While I did that, she leaned in close to me and moaned encouragement while licking my ear. Goosebumps.
In turn, Lynn was way less subtle. At first she cupped my growing bulge in her hand, but as I massaged her inner thigh, she became more bold and was essentially jacking me off over my pants in the middle of the bar. It didn’t matter because it was impossible to see anything in the throng of dancing people.
It was incredibly sensual. This pretty, super intelligent and highly successful woman was working me over like a champion to the point where the sexual tension was becoming unbearable.
And then she whispered into my ear one of the corniest lines that I have ever heard.
“Hey Cowboy, this kitty-cat needs to be ridden. You up for it?” Although cringey, it is such an absolute turn-on when a woman knows what she wants and just goes for it.
“let’s get a cab!” I settled up and we snaked and shimmied our way out of the bar and into the cool evening.
In the cab, a little drunk, and free from potentially career-limiting eyes, we immediately started making out. We were pawing each other’s bodies as we kissed. My hands had already reached up and under Lynn’s little black top and I was tweaking and pulling on the big nipples of her enormous breasts under her bra.
Lynn liked that. She began to moan into our kiss, spread her legs, grabbed my other hand, and shoved it onto her pussy. I rubbed and pressured her tights encased lady bits as best as I could, guessing the details of her folds and the location of her clit. She sighed encouragement into my ear as I rubbed her pussy almost the entire drive to her house.
The poor cab driver.
When we got to her house, Lynn literally threw money at the guy as we scrambled to get out of the cab, and into her impressive house. It was an ultramodern mansion with open concept living areas and a window-wall overlooking her pool. With the lights on, everything was white with clean lines, and even her aesthetic was a turn-on to me.
Within seconds of getting inside I had her bent over her dining room table and held her there with her arm behind her back. She was still fully clothed in her kitty-cat costume moaning in anticipation with her cheek against the whitewashed wood. She was expecting me to have ripped her tights down to fuck her right there. But I didn’t.
I hesitated a bit, which made her whimper. Lynn started to arch her back and push up on her toes and moving her hips sensually to entice me.
“Fuck me!” she begged.
After a few more squirmy seconds, I did rip Lynn’s tights down to her knees to reveal a bright green lace thong. I suspected that earlier that night she chose that lingerie specifically for this moment. Lynn gasped in anticipation. I kissed her ass cheeks which made her squeal, and then using my teeth began to pull the thong down over her hips. Strings of her fluids were sticking to it as I pulled it down her thighs.
I reached down and started to tease her labia with my fingers, dragging my fingertip over her slick bald cunt. Lynn groaned deeply against the table. I reached up higher between her legs to her clit and swirled my finger up and around the hood which caused her to squeak and groan deeper.
I pressed a finger into her entrance and began to slowly pump into her wetness. Lynn caught her breath, gasped and then I could hear her humming against the wooden table top as I picked up the pace. Here was this beautiful successful, smart, and curious woman trapped against the dining room table in her million-dollar mansion with her tights and fancy thong rolled down her thighs getting finger fucked from behind by a random “Cowboy” she picked up in a bar. Stunning!
As I continued to finger her, she arched her back and pushed up on her toes so that her ass was as high in the air as possible and rotating with the rhythm of my fingers. Her breath hitched every time I pressured the top of her vaginal canal.
“YESSSS!” The only word she could manage to gasp as her first orgasm crashed suddenly over her while she shivered pinned against the table top and around my busy fingers.
I pulled her off the table, twirled her around and we kissed hungrily.
“That’s just the beginning.”
“It better be. I need to you to fuck me.” I don’t know what it is, but it is super sexy when someone just knows what they want and just says it.
“Now come with me.” She pulled off her tights and thong, grabbed my hand and led me upstairs to her master bedroom. It was huge. When got there she pulled off her top, undid her bra and un-ceremonially unleashed one of the most beautiful set of tits I had witnessed up until that point. They were perfect globes, like the ones you see in anime, but in real life. Everything was proportionate. Her areolas were the perfect size for her breasts, symmetrical and topped by nipples that were perfectly proportioned to her areolas. Although I don’t really consider myself a tit man, I admit it. I stared like a little kid.
Then she threw off my cowboy hat and had me completely undressed in no time with my dick finally free from containment. Her orgasm and tits had me pretty hard as she bent down to inspect my cock and slurp around the head.
“You DO have a pretty cock.” Wait…what?
“Huh…?”
“A little birdie mentioned you’re a blast in bed. And that you have a pretty cock, too. I’ve been stalking you for months! Remember that charity golf tournament earlier this summer?”
My old friend Marie. After the tournament awards and dinner, in the waning dusk, I fucked Marie against a tree in the forest beside the clubhouse, and then we spent the rest of the weekend in a sexual frenzy full of kinky experimentation. My dick twitched as I remembered that weekend.
“My friend was in my foursome…we saw you across the bar…she let you seduce her and I got ALL the reports.” She smiled. “When I saw you at Stacey’s party…well…let’s say I had a bit of a plan.”
“I must say, I love a woman with a plan!”
“This has to be our secret. We tell NO ONE. EVER! I’m about to get married and I already know that my sex life will be pretty vanilla. I’m looking for a last fling that would make Marie blush if I ever told her – which I won’t. Deal?”
“Deal.”
Until gonewildstories, I have been the keeper of so many secrets. Including this one.
Lynn ran to her king-sized bed and jumped on it laying on her back with her legs spread, waiting for me to mount her.
I thought to myself, no wonder she expects vanilla sex. I joined her with my head between her legs, grabbed her thighs and spread them wide.
“Oooh” she exclaimed surprised.
Now I was under a lot of performance pressure because some of the things I did with Marie that golf weekend were pretty outlandish, and I wasn’t sure what she revealed to Lynn. Did she tell Lynn how many times I fucked her in the ass? Or the blindfold and the ice cube, or the sex in the alleyway behind the bar? Or the fucking gearshift?
I started off pretty normally, swirling my tongue around her clit in little circles and then tracing the folds of her labia down to her entrance that I slurped at loudly, making Lynn arch her back and groan. For a few minutes I would move my tongue between swirling around her clit and dipping into her entrance, driving squirmy groans out of her as I worked hard to keep her thighs wide apart. At one point I looked up to something I had never seen before up until then. Lynn was grabbing both of her big tits and was alternating between licking each of her nipples. It was so lewd and sexy to watch her be so consumed by her own pleasure.
I had to step it up a bit, so I did something that, until then, I had only done a couple of times prior, I ran my tongue around Lynn’s clit, snaked down her labia, over her entrance and down to her anus where I started to tickle her opening with my tongue while I began to massage around her clit with a finger.
Lynn initially let out a little surprised gasp, then she reached down and grabbed a tuft of my hair to press my tongue harder against her anus and groaned out her encouragement. She was still licking one of her nipples fervently.
After a while and a bunch of squealing and gasping, I replaced my tongue with a finger and pushed it into her asshole while I pulled up on her mons, exposing her clit to the excruciating strumming of my tongue directly across it. With the combination of stimulus, Lynn didn’t last long and began to tremble into her second orgasm.
“oh….yes….I’m….ohgodcumming!” And her body quaked through her release, mouth opened, tongue out, tits jiggling.
As her orgasm subsided, I told her to flip over and like a good girl she got onto her elbows and knees with ass up and her pussy at a perfect angle for entry. And enter I did. In a slow even push I impaled her from behind. Lynn was looking over her shoulder, watching me bottom out against her cervix. She gasped with her mouth forming a perfect O shape. We were motionless for a few moments and then I began to stroke into her like she probably wanted earlier in the kitchen. After a few strokes I grabbed a tuft of her hair and pulled her up to me. I struggled to pin one of her bouncing tits long enough to twist her nipple.
“Fuck me…fuck me.” Lynn was encouraging me. I looked down and there was a ring juices forming around my dick as I pumped. I reached down to rub her clit and after only a few seconds Lynn collapsed onto the bed into another orgasm.
I wrapped my arms around Lynn’s thighs and pulled her to the edge of the bed where I dove in again to eat her soppy pussy. Slurping and licking everywhere but around her clit. Lynn was soon moaning again and I thought it would be interesting to see if she would sit on my face. She required no convincing and straddled my mouth.
“oooh…that’s good…lick me there. RIGHT there…oh yeesssss.” I was drowning in her juices as she ground her vagina against my tongue and my nose. I used my hands to massage those beautiful tits, twist her nipples, and tickle up and down her tummy. Lynn was right on the edge again and then she pulled away suddenly.
I was a bit worried “ Are you ok? Did I do something wrong?”
“oh boy am I ever OK and everything you are doing is so right…but…can I ask for something?” She began stroking my cock.
“SURE! Absolutely! Anything.” She was stroking my cock more urgently.
“Fuck me like Marie.” I now knew what Marie shared. And my dick twitched in her hand, which made her smile. Lynn reached into her bedside table and pulled out a little tube of lube.
“ok.”
Lynn rolled onto her tummy, lifted her ass as high as possible in the air and spread her cheeks. She had clearly been thinking about this for a while. First, I couldn’t resist going in with my tongue again. Her vaginal fluids alone were probably good enough lube as I licked and tickled her anus again with my tongue. It was so lascivious watching this powerful, smart, beautiful woman pulling her ass apart waiting for my cock and moaning from my tongue.
“Rub your clit like a good girl” I commanded. This is exactly what I told Marie, so I had to keep it consistent. Lynn groaned and I could see her hips move with the motion of her fingers on her clit. I laid a dollop of lube on her anus, spread it and fingered it into her swirl. Then I coated the head of my cock the best that I could and positioned at her entrance.
Lynn let out a deep animalistic groan in anticipation as my head pressed against her.
“Relax, breathe, enjoy your clit, that’s it, doing great!” I was coaching her through the first resistance and the pain. And then Lynn gasped hard as the head of my cock suddenly popped in. We stayed like that for a few seconds, and then I slowly sank the rest of the way until my pelvis touched her ass.
“Lynn…you’re being fucked in the ass.” I announced victoriously. I began to stroke in and out of that impossibly tight ring. ”Like a degenerate…a deviant.” That little bit of dirty talk started an engine in Lynn.
“Oh…yessssss…fuck me. Don’t stop!” I could feel the vibrations from her fingers quicken on her clit.
“Where am I fucking you?”
“My ass”
“What do you want?”
She groaned hard but was able to choke out “Fuck my ass!”
And that was the trigger. Lynn screamed out and started to have her biggest orgasm yet and when she did, her anus started spasming, which brought me to the point of no return as I pumped four giant streams of semen into her before collapsing on top of her still inside.
I soon gathered myself pulled my softening member out and ducked into the ensuite to clean up.
“Jesus, you’re good!” Lynn exclaimed from her bed. “Marie was right.” When I returned Lynn was languishing naked and offered for me to stay the night and take care of more of her fantasies and deviant carnal needs. I declined because I had to get home to take care of my dog, who, along with me, was not expecting me to be this late.
So, after arranging the cab, she walked me to the front door naked and thrilled at the potential of being seen. Lynn kissed me good night.
“Our SECRET. Tell no one!”
“Scout’s honor Kitty-cat.”
“I think your cum is leaking out of my ass” she giggled as she pushed me out of the door to the waiting cab.
So back to the past weekend. Lynn has gained some mom-weight over the years and is thicker all over, but the smile is still there. So is her impressive cleavage. Her husband Gerald is a really engaging and funny guy and I kind of feel bad about his boring sex. Although I am hopeful that he did eventually get to cum in his wife’s ass like I did.
We all got drunk together, and our secret held. We danced and swam and ate together all weekend, and our secret held. On Saturday night, as we were preparing dinner, Lynn and I were alone in the tiny kitchen together and we bumped into each other a couple of times, and then I realized that it was subtle but intentional on her part. We looked at each other, she smiled over her shoulder held onto the counter and pushed her ass out to rub against my crotch a few of times. We started giggling. That was the only recognition of our past dalliance. Later that night, among many friends on the deck, knowing that our secret held, we finally toasted to each other. “No regrets!”
Our secret holds today. Except for a few hundred thousand redditors.
Source: reddit.com/r/gonewildstories/comments/wvsvoe/mf_kittycats_secret
Oh dear that was hot as fuck!
How long has she been married for?