πŸ“š an-unexpected-connection Part 2 of 2
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MATURE SEX

An Unexpected Connection 2

An Unexpected Connection 2

by jamieplynth
19 min read
4.62 (10200 views)
adultfiction

The summer of my divorce was looming and I was doing my level best to keep up appearances. My son had enlisted some of his old friends to help me move while he was at school, a kind gesture if not the bare minimum.

He'd opted not to take sides in the whole debacle, which felt like a slap in the face given the adulterous actions of his dad. So he wasn't driving back home to help his mom, he was keeping his distance for the sake of the family. Eye roll.

Nonetheless, I had a small crew of free hands on moving day who were all chipper and polite. Some were familiar faces from my kids high school days, part of the group of smelly rambunctious, jokesters I used to drive to soccer every week- but all grown up. In lieu of payment I'd ordered some bbq, and a keg to treat the boys to a pool party after it was all done. With everyone 21, it was now legal to bribe them with booze to get my couch moved.

Of course, I should have seen it coming, I should have understood the effects of that decision as a thoughtful, mature woman. After a long tiring day, I was going to be drinking with a bunch of shirtless young men half my age as they ate and dove in and out of the pool.

But as I stood in the kitchen, preparing the potato salad I couldn't help but get caught up watching these healthy bodies bounce about my deck. Of the lot I'd felt the most attraction to Billy, the stockiest of the lot. He had a wide chest with a tiny patch of hair on it, and the beginnings of a belly that reminded me of my husband back in college. The sex had been incredible back then and a big reason as to why I was blinded from his flaws.

I kept an eye on Billy as I doled out food and sipped beer from my plastic cup. What if I could get Billy to fuck me, I'd thought. It'd be like getting revenge on my shitty husband and his awful son all at once wouldn't it?

I found myself changing into a bikini with a polite little wrap to keep myself demure. Maybe I could still draw eyes at 46, perhaps even get laid for the first time in a year.

So I was out there getting stupid with these boys, catering to their appetites and drawing stares when I bent down. In hindsight I probably looked silly and pathetic to the whole bunch of em. A sad divorced milf trotting about in flats and a swim suit for attention.

If there was laughter at my expense it went unheard, but my heart did break a little when Billy took a phone call from his girlfriend and the men started to find the exit. They accepted a hug and a peck on the cheek as they left, my invitation to "come visit any time" falling on deaf ears.

All except for Hayden.

The skinniest of the group, I could barely remember him as a friend of my son. But here he was, the last remaining mover promising to help me clean up.

In all my lust for Billy, I'd never really noticed young Hayden, but in the absence of others he became a brand new focus. I watched him pull himself out from the water, my brain in a boozy slo-mo. He was tall and lanky with a flat chest and visible ribs. His arms were finely muscled if at all and he looked more like a teenager than his friends. But what provided the greatest contrast in types was the thin hair that began on his belly that grew darker the further south it went.

Hayden had been without trunks, so he'd been swimming in his boxer briefs the whole afternoon, something that I'd only noticed as he emerged from the water. The soaked cotton fabric had been weighted down and pulled the waistband to an obscene low as he stepped onto the deck. I'd caught his thick pubic bush and the base of his cock before he pulled up his shorts, his face a mixture of sheepishness and curiosity.

We stood there a few feet apart, staring at each other in the night, waiting to answer an obvious question that hadn't been asked.

Between the beer and my lust I was feeling available, but what was capturing my imagination was the body of contradictions that stood in front of me. I'd never been attracted to someone like Hayden before, someone so soft and feminine- but that gracefulness was also hairy and musky with a decent sized cock. He was also a man with agency, but one that didn't ignore or dominate me- instead he stood there wet and nearly naked giving me all the power. A status I'd never enjoyed in my marriage.

He was shivering when I got in close to kiss his lips and put my hand on his growing bulge.

I put my chest to his and felt his hands along my ribs as I slipped my tongue in his mouth. His cock sprang out the moment I pushed his shorts down, the cold flesh settling along my bikini line, obvious and waiting.

We practically ran to the bedroom - a bare mattress in the centre of the room surrounded by boxes. We threw ourselves down in a rolling heap, furiously making out with abandon.

I could see the earnestness in Hayden's eyes as he sat back to remove my bikini bottoms. He wanted to prove his worth to me with his mouth, and his eagerness convinced me to ignore my misgivings and to let him loose on my unshaven cunt.

Having gone untouched for over a year, that first swipe of a tongue was like fireworks. I giggled and cooed in an embarrassing fashion, perhaps giving the boy a little too much confidence. I had to swat his hand away when he plunged a couple digits too deep inside - the crude pain reminding me of his inexperience. So I began to hold his head in place and mumble encouragement as I felt him lick from back to front.

My husband had quit adventuring sometime around 25 -well with me at least- so it had been even longer since I had someone with such vigor go exploring. At the moment, with a tongue on my taint I would have given a hearty yes if Hayden had wanted to fuck me in the ass.

Instead I was lifting my knees to my chest, and pushing Hayden's head down hard on my clit.

My orgasms were always hard work, but I was being properly primed with this boys mouth and I could feel the welcome shake in my thighs. This felt amazing.

Hayden popped back up as I rest my legs. His erection was visible over my tummy, and I began to hunger for it inside. Our eyes silently agreed as he reached down to line himself up, and I drew in a breath waiting for penetration.

As average sized as he was, I laid back and savoured every millimetre of flesh that entered me. Having been so long, an inch would have felt like a mile- so with Hayden and his slow entry I was rolling my eyes in the back of my head as I felt my insides part from his cock.

It felt filthy to stare back up at the young face, a hint of fright in his eyes as he silently begged permission to continue. My quivering lip and hazy expression was all he needed to start gently rocking into my body. Eventually gathering up speed and rhythm before easing back off. Whether it was to give himself a rest, or to not blow his load Hayden seemed to have an established pattern and I gave him as long as I could to look over me and thrust his cock in me.

Then I decided it was mommy's turn to take over.

I put a hand on his chest as a pause, causing that alarm in his eyes to return. I muttered about being on top and encouraged him to stay within as I creaked my old bones and flipped our bodies back.

Now I was sat astride him, our new alignment suddenly finding my g-spot and making me almost lose my composure.

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Whenever my husband deigned to touch me, I'd inevitably end up on top. It was my best attempt to get off, as well as the laziest way for him to have sex. But here and now, I felt a different dynamic entirely.

Young Hayden's body was engulfed between my thighs, a pale hairy twig beneath my powerful womanly flesh. His face looked girlish and overwhelmed as I stripped off my top and let my breasts dangle above him. I could tell he wanted a nipple in his mouth. His throbbing cock and hairy belly the only signs of masculinity I could sense.

Instead of feeling defeated, and racing to a weak orgasm, I now felt more powerful in bed than I'd ever before.

I placed my palm on Hayden's flat chest, and felt him grab handfuls of my ass as I began to grind.

And man did I ever grind.

I rode him while upright, then slouching back and playing with my clit. Then I'd lay on top of him and let him thrust his hips at me while I caught my breath. I'd prop myself up and feel his face on my tits, slowing our bodies to let him feed at a nipple from time to time.

Then when it started to feel real good, when the head of his cock had found its place, when his shaft was snug and hitting all the nerve endings-I sat up and closed my eyes. My fingers had crept up to encircle his neck as I brought my ass crashing down on him again and again as our flesh smacked in the quiet night.

I. Was. Fucking. My. Sons. Friend. For. All. His. Woooorth!

My pussy began to quiver as my orgasm rippled through my loins, and I could feel myself release a little moisture as I kept slamming down on Hayden's cock.

From his efforts, Hayden was playing catch up. He was in awe at my pleasure, but was racing to get off in tandem. He could feel me choke him as a control, but the moment my hand loosened on his throat he was comically jack-rabbiting away on my sensitive bits as he chased his own release. With a high pitched whine he finally shot inside of me. I looked down at his teary face as his humping slowed and his mouth slackened. Soon his softened cock with slip out with a gooey thwack, as our bodies lay still on top of one another.

It had been all too fucking amazing.

Now in the moments that followed as we peeled ourselves apart, there came a rapport I'd never had with another man before. I'd been with my husband for over 20 years, so sure my experience was small- but I'd grown up in such a distinct generation of manliness that I struggled to comprehend how Hayden was with me.

To begin with, after that first time he followed me into the shower to rinse off, then dug through a box to retrieve some soap.

He then lovingly helped wash me, running his soapy hands over my body, oddly entranced with my curves and dimples instead of showing disdain for my wrinkles, sags and age. He just seemed to savour in touching me, in being naked in embrace and holding me in the warm spray.

Any shame or misgivings I had would instantly melt away the moment he'd hug me from behind, settle his chin on my shoulder and rest his lips on my neck.

So over the next few weeks we kept seeing each other, explicitly stated for sex, but inadvertently also for company. I'd learned that Hayden was more a friend of a friend than someone my kid grew up with - which somehow calmed my nerves as I moved away from revenge fantasies. I'd gone from a spiteful ex and mom, to a simple woman just sating her needs. But I also began to feel a little younger the more we hung out.

While there was the affection in our showers, and gentleness in our intimate down time, I kept returning to the softness that Hayden carried himself in. He was friendly and eager without a need to establish himself, or dominate and control.

It showed up in the way he walked around nude and limp, feeling secure in his body and not acting like naked meant erect and in action.

It was also in the way he'd stop me in mid blow job to give me a deep and passionate kiss. The men of my husbands generation would demand a tooth brushing, mouth washing and two day wait period before kissing me during or after oral. God forbid they ever be so un-masculine.

Hayden would also allow me to touch him, to access his body in curious ways that no man had ever before. And it didn't have to be a precursor to sex, but just a gentle way of being close and affectionate.

Which is where I discovered a new appreciation for something previously unconsidered.

Hayden and I had fallen into a routine of spending every other night together. Often his Saturdays would be spent out and about before showing up at my door late, being silly and drunk. Our physicality wasn't driven by his ability to perform, so our Saturdays were frequently full of laughs and sloppy cunnilingus as we just rolled about being stupid together.

One particular night Hayden had been sauced up enough to take a cab over and faceplant on my bed in the nude. I'd straddled his legs while tickling him, making taunts while engaging in mumbly, monosyllabic chit chat.

But in the dim bedroom light, my eyes seemed to settle on Hayden's cute little butt.

In all my forty six years I think I'd only ever clocked a guys butt a handful of times. Maybe he was wearing tight pants, or I'd had it in my head that a round firm butt meant thrusting power. But I guess when you marry young and the thrusting gets old, you kinda lose an eye for a men's behind.

The men I'd known over time never really flaunted their bodies or let themselves be naked and vulnerable for too long. So there was never really an opportunity to explore and discover things.

So when I found myself gazing at Hayden's fuzzy little globes, I was enamoured with the moment.

As just a skinny guy, Hayden didn't have a bubble butt, but rather two pert round cheeks. They wouldn't have stretched out a pair of khakis, but they did look plump while he was laid out in bed.

The other aspect that I found alluring was how they were covered in the same fine hair as his groin. You'ld never look at a kid like Hayden all gawky and soft and think he had such a manly, hairy ass.

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I began to massage Hayden's rear, eliciting a moan that made me laugh.

"Do it again" he mumbled into the duvet, inviting a more vigorous effort on my behalf. And the rougher I got, the more his cheeks would spread and the more I got to stare into the dense thicket of hair that surrounded his hole. I was instantly fascinated.

Never could I have imagined doing this with my husband, not even one cold, hard, drunk second.

Hayden was now gently humping the bed as I made a conscious effort to spread his cheeks. I was starting to spot it now, using my fingers to smooth the tangled fur amongst the flesh until I could see his tiny pink pucker.

I'd sucked many a cock, taken a handful of men in my youth, and let my husband do anal for Christmas one year- but I had never been as intimate with a man as I felt in that moment.

When Hayden shifted his hips to put himself on display, I don't think I'd ever been as turned on by a kink before in my life.

I thanked my stars for being a simple gal who bit her nails, as I slowly moved my thumb down to touch Hayden's wrinkled hole.

He let out the most guttural moan as I made contact, sending shivers down my spine. I pressed it again, causing him to whimper and whine incoherently.

Mimicking some films I'd seen online, I leaned forward and pursed my lips, loosening a thread of spit that fell to Hayden's skin, and let me easily circle his hole. He moved again at my touch, shifting in a way that spread himself more and encouraged me to continue. The noises he made were the sounds of a man breaking, sounds I'd never pulled from giving head or getting plowed. Sounds that beckoned me closer to the dangers ahead.

So I found my face drawing near, wanting a better glimpse of that quivering knot as I teased Hayden's ass. But the closer I got, the muskier it smelled, the more daring I grew. Until I'd straightened my tongue and poked it right into his puckered hole.

And that was when I finally broke a man.

The bellowing groan Hayden let out shook the windows and rendered his every previous noise as meek. It'd have been so embarrassing for him to sound like that, if it wasn't for me and my newfound power in having brought it out of him. I licked at his backside, producing more and more saliva until he was as slick as my cunt. Hayden suddenly propped up his rear as he climbed up on his knees, welcoming the tongue fucking I was giving him. My hands pulled his fleshy cheeks apart as I continued my efforts on his hole, sometimes getting a finger in on the tender tissue and causing him to beg for god.

Cluing in to the new posture I reached around for his dick, only to find it leaking. I then moved behind him, having gathered his pre-cum to slick my fingers and begin to fuck him in earnest. Hayden was crying out and roaring now, bucking against my hand and throwing me off kilter.

So I pushed him and flopped down at his side, twisting him onto his back. We wrestled about until we could kiss while I fingered his ass. His cock jutted out so red and angry, unattended to until he gripped it desperately. Our natural lubricant would soon run dry so the next few seconds were a furious dash to his orgasm. I could see his balls tense up, and instinctively plunged deep within him just before he shot.

The first volley was thick and painted our faces, the second landing on his chest. Then there was a third, fourth and fifth at shrinking velocity until he petered out on the eighth, his pubic hair a matted swamp of filth.

We kept kissing, even as it dripped between our lips, and flavoured our tongues. We kept kissing as I withdrew my dirty fingers and felt him whimper in sadness. And we kept kissing as we lingered in the shower and washed the night from our bodies.

It was again when Hayden hugged me from behind that when I realized I'd held this orgasmic hum between my legs through the entire experience. The exploration, the liberation, the dominance, the intimacy.

I turned to put my head on his shoulder, rubbing my pussy on his thigh and letting him finger me until I felt a release of my own.

In some ways it was difficult to maintain my composure during the day when I went to work. I had to be colleague again. A polite, corporate speaking mom wearing a blouse from target and old shoes from pay-less. I was professional and happy and ate my little salad in the break room with the girls.

But I ached for my time with Hayden, the hot summer nights of nudity around the pool, the muscle building calisthenics of the bedroom and the tenderness in the moments between. There was rarely conversation between us beyond the dinner we ordered or the movie we watched which seemed to be a tacit, unspoken agreeement.

From time to time Hayden would try to exert his masculinity in the bedroom, which I'd take as an uncommon bit of fun; but we always returned to our uncommon dynamic.

I liked him walking around in the nude, or jokingly in my silk bathrobe. One time we were having a laugh and he somersaulted onto the bed, causing me to freak out. I made him do it again and again, because of how wild it looked to see a naked man with his junk flopping around acting so stupid and free.

In my quiet solitary moments I'd think about Hayden, and about my marriage. My relationship with men had always felt so predetermined growing up. I was to be one way, and the man would be another, and never should anyone cemented in the slightest.

It meant that while my husband was working hard to maintain his sense of self, I had none of my own - because I was just part of his identity. To make things even dumber. MY whole life was supposed to be about having a man value me... a man who could only value himself if I was there to value him first.

It was the emotional equivalent of two people constantly passing each other the same $20 bill, and never having money for dinner.

So maybe this was youth, or something that just came with this generation, or maybe it was simply a thoughtless affair between a mom and a kid half her age. But Hayden had the energy of an undefined person who was curious and comfortable enough to be open.

And here I was at 46, divorced alone and undefined- finally comfortable enough to chase my curiosities.

So I was eternally grateful to have connected with Hayden, and to have become obsessed with this one particular fantasy.

That first night tasting his ass wasn't the last.

The next time we showered, we took turns soaping each other up, fingering each others holes and licking taint. Hayden enjoyed it far more than I did, so his efforts and n my backside began to peter out.

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