Oh [M]an, it [F]inally Happened | 2016

So this story almost never happened, in fact, part of me had given up on this couple, figuring this would just be a text-only type relationship where me and the wife would exchange dirty texts every now and then, interspersed with genuine(maybe?) “how’s it going?” type messages.

I met this couple on one of those swingers sites. If you’re ever tried, as a single dude, to get action that way, you probably know the uphill battle us gents face… we’re literally a dime a dozen… or two dozen, even.

She’s a petite blond, probably 5’3 or so. Kinda skinny, fake tits that are probably D’s, and a cute, soft little ass. He’s a fairly handsome guy, about 5’8 or so, decent shape, middle-aged. I, at the time was 29, 6’4, working out almost every day, handsome? Maybe, but I’m fairly shy, and somewhat oblivious to flirting, so maybe I’m a “looker” but just pass it off as strangers staring… whatever.

So, after nearly a year of on/off texting, finally we set something up for Friday night… unsurprisingly they bail… whatever. Saturday morning she’s texting me not stop. “let’s get together tonight… seriously”.

Fine… but I don’t get my hopes up.

Saturday night, around 9:30 or so, we meet at this cute little Italian place near their house. It’s kinda empty, they arrive first and sit in a booth. I’m outside, kinda nervous, but at the same time very excited. She made sure to tell me to “be cool” because this should be discrete while we’re in public.

Umm…. Sure.

So I’m wearing skinny jeans, first time venturing down that fashion road… and a light sweater, kinda form fitting, but not overtly so.

I walk in, immediately see them and hustle over. She’s exactly as her pictures. Hot, in a MILF unassuming way, kinda bundled up since it is the middle of winter. I’m walking in just as she’s taking her jacket off in the booth, I shake the husband’s hand… then reach over to her, expecting to shake then sit… for a moment she squeezes my hand, like not letting go, giving me a slight devilish grin… I’m just trying to sit down and “be cool” so inadvertently I just pull away quickly, then catching myself that split second later, thinking “dammit, I hope I didn’t make a bad impression”.

Fast forward through small talk, I follow them to their house. One of those big subdivision type deals in the south where they cut down a bunch of trees, and stack up a bunch of houses.

Their place is huge, with a basement. We go downstairs, he bragged about having Golden Tee golf… didn’t realize it was the actual arcade game, thought it was on the Wii…

He turns on music, she suggest we play “strip Golden Tee”

Done.

She’s wearing a sweater dress deal, with boots. I’m thinking “just win, she barely has anything on, and you’re free balling, so you gotta get it going early”

A few holes, I’m topless, shoeless, at this point getting pretty damn hard, being hugged by my jeans, and seeing her prance around in a pink thong and black bra… I’m imagining what those tits will feel like. Meanwhile he’s in the same state of undress as me, saying more than one “I’m straight” okk.. whatevs, I just want her.

Finally she loses her bra.. shortly after I lose my jeans, I’m at full attention, dick flapping back and forth as I walk between the game and the table to drink my beer… she’s gazing at me, smiling, giggling… finally losing, I think intentionally, and loses her thong… god she’s sexy… my first MILF… in every sense of the word, blonde, fake tits, toned… he goes to change the music, she comes over to me… we start making out

Then she reaches down, my stiff cock grazing the side of her body, she starts to stroke it slowly, I can feel the precum leaking out, she tease the head with her fingers, then pulls away, bends over and starts to take it in her mouth… fuuuuuu it feels so good.

She’s a small woman, like I said, and while I normally go for the taller ones, the contrast of her little hands and soft lips on my fairly thick dick is driving me wild.

“You have a porn cock”

“I don’t know, it gets the job done I guess”

We move over to a bed that’s set up in the corner, I start to eat her out, like probably my best performance, I’m loving every minute, she’s squirming, wiggling all over the place, I’m squeezing her nipples as her hot, soaking pussy is grinding against my face. Heaven.

I get up, she immediately puts me on my back and starts going to town on my cock… stroking, sucking, licking, squeezing the balls, I’m fingering her, amazed at how wet she is, and eager to get in that tight hole…

She lays back, I position myself over her, she slowly guides me in, her face turns bright red as I inch in, she’s biting her lips, moaning… I’m hoping I don’t cum too fast, I’m worked up, she’s tight… you know how it goes…

We get a good rhythm going, I’ve got her legs spread, he’s on the bed next to us, enjoying the nice little show we’ve got going… we switch, she hops on top of me, starts riding me slow, speeding up… I feel her pussy muscles start to clench harder… “shit” as her eyes roll in the back of her head, her nails digging into my shoulders… she cums hard, I can feel her body shaking a bit…

Then I lose it, “oh god” I scream, in the midst of her wave of pleasure, I see her crack a smile.. I’m filling that condom up, cumming what felt like several long minutes…

She hops off, I pull the condom off, throw it away… she then starts stroking me again… I’m all for it… before long I’m hard again, she turns over doggy style, pulls out one of those huge vibrating wands, and puts it on her pussy “fuck me some more”

Ok!

I put another condom on… figuring it will take a while for me to cum again so…. I start fucking her, feeling the vibration of her wand… never felt that sort of sensation… I bust again, grabbing tight on that little butt… we’re both moaning hard… finally collapsing on the bed…

A little more small talk, we get dressed, and I leave.

Haven’t met up with them again, it’s been close to another year.

Still texting, hoping to get together again soon… oh, and the reason for the delay, they don’t play separately and he has a fairly demanding job with odd schedules… so.. I’m just waiting for the right time again!

Hope you enjoyed!