Crossing the line

By Tom Pearce

Published on Sep 16, 2024

Gay

`Crossing The Line' is a fictional work of adult erotic fantasy, involving consensual sexual relations between both men and women as it explores the theme of one man's journey into the world of bisexual relations with other men and as such is intended for adults only.

This story is in no way an endorsement of such relationships in real life, and this author adamantly rejects any justifications for such relationships or activities in the same. It is purely a work of fantasy and as such this author maintains an awareness of where real life ends and fantasy begins.

Copyright, Tom Pearce, 2024.

Nifty is a free service that depends on your donations to survive. Please give generously at http://donate.nifty.org/donate.html

If you enjoyed this story and the chapters to come and have any ideas for future chapters or new stories feel free to let me know. You can email me at DadTom123@outlook.com with any constructive feedback

Crossing the Line Chapter 2 Another Step Closer

When Michelle called me the sound of her voice gave me an instant hard-on. And what man wouldn't get an erection remembering those great tits, her wet pussy and, fuck me, the tightest root I'd ever had up her arse? Every night since then I'd masturbated watching straight anal porn...watching a big hard slimy cock puncture its way through that smooth ring of puckered muscle... seeing how that arsehole pulled out like a rubber band then caved in as the guy thrust forward...and I'm thinking THAT'S how my dick would have looked in her arsehole...that's how her pucker would have stretched and pulled as she kicked and screamed and I fired my load in there...

Each night my own grip around my cock emulated the unbelievable tightness I'd felt when my knob first popped that forbidden hole...two hands around my dick and I was reliving that sensation of my entire shaft engulfed in Michelle's back door....

The only things missing were the rippling heat, the churning of those hot moist walls as they shaped themselves over the contours of my rampant weapon...and yes...the screams and yells as her arsehole stretched and melted in the heat of sexual pain and ecstasy.

So, when she said her and a friend were looking for some three-way fun I was all ears.... All ears and a solid wet mound in my jeans...

`You up for that Thomas?' she teased.

`Well yeah I am baby', I replied, my mind already reeling with images of two horny naked women, maybe watching a bit of girl-on-girl action and definitely having two slippery holes to pleasure...or maybe even four if her friend was as wild as she was.

Could I handle two hot pussies? Well judging by the painful erection I already had in my jeans the question was a no brainer...

I kind of hoped it was her friend Dolores, a firecracker of a red-head I'd bedded one weekend in a motel on the coast. Man was she EVER hot...and I tell you we'd fucked in just about every position known to mankind...and some we invented.

That horny bitch loved my big dick as much as I loved that fire-patch between her thighs...the dark pink slit between her twin lips such a contrast to her smooth untanned skin...

Had I known back then just how good an arse-fuck felt...she would have really had something to scream about....

As it was she was a real kicker and screamer...no matter how hard I went she wanted it harder...my back and arse cheeks had nail marks for days afterwards... I tell you if she hadn't been so willing what I did to her would have been classed as rape...brutal...unloving...selfish... yeah definitely brutal... and we'd fucked so hard she could hardly walk to the car afterwards...her pussy must have been bruised raw and I swear my last spurt had been as feeble as a twelve year old boy's ... to be honest my balls had ached so much I'd wondered if they would ever make another drop of spunk...

Well Michelle knew the answer to that one didn't she? These old balls were still at the top of their game...and so was my dick...as for my body...well Michelle didn't seem to mind I was carrying a few extra kilos these days...

So, I can tell you it was one very eager horny guy that arrived at Michelle's house that Friday night. And to be honest I was glad to get away from my own company. No matter how many times you toss yourself off watching porn, no matter how good that orgasm feels as your ropes splat down over your body, there is nothing like the real thing....and tonight that's exactly what the doctor ordered.

I rang the bell and waited and there she was...

Fuck me what a sight! Michelle was wearing, or almost wearing, a black see-thru negligee over a lacy bra that barely contained her ample charms and the tiniest triangle of matching lace that just about covered her pussy....there was a hint of Channel No5...and also more than a hint of sex.

I looked around wondering where Dolores was...maybe she was already in the bedroom and ready to fuck...maybe I'd already missed the girl-on-girl action....

`Well, aren't you the horny one' Michelle purred rubbing her hand over the bulge that was so obviously tenting in my jeans.

`And not just me you baaaaad girl' I laughed, my fingers already lightly stroking the front of her panties...fingers that still remembered the moist heat that waited behind that fine lace....fingers that remembered the way they could burrow easily between those silky lips into the quivering volcanic depths of her body...

My other hand cupped her arse....one cheek already half exposed...warm...soft...pliable...a hand that remembered that tight ridged disc between them...the way it had stretched around my dick...gripping the shaft as I'd eased slowly into that new heat....into the fresh churning lava of her butt hole....

I just knew I was gonna have to use every part of my body to bring those two pussies to fever pitch, my tongue, fingers, cock and dam it if needed be my toes...

`So, where's Dolores?'

`Dolores?'

`Uhuh your sexy buddy lol'.

`Oh, THAT Dolores,' she smiled.

`Uhuh THAT Dolores,' I chuckled, already feeling a warm wet stain spreading through my underwear.

`Just how wild are you Tom?'

I grinned, one finger already inside her panties stroking its way along her slit...she let out a soft sexy moan in response...

`You know how wild I am baby.' I whispered in her ear...

She moaned softly as my finger started to tease the juice out of her pussy...and Dolores or no Dolores I could have easily fucked her right then and there...

`But are you REALLY wild Tom? She asked running the tip of her tongue along her lips...and I remembered how it had felt as she's used that vey same tongue to explore every contour of my helmet...the way it had flicked, snake-like, over my balls...

Try me honey,' I said, Just you try me lol'.

`Ok wild man, you know I can never resist a challenge.'

`Me neither baby, me neither....'

Then come and meet my buddy and she took me by the hand and led me into the bedroom...

`This is Frank,' she said.

Fuck! I mean FUCKKKKKKKKKKKKK A DUCK!

Was this some kind of joke? Was Dolores going to pop up from somewhere? Was the threesome going to turn into a foursome? Was I going to end up fucking Michelle as Frank fucked Dolores? Shit! Would we swap? I'd never fucked any woman with an audience, or seen another guy fucking another woman outside of a porn movie...what would it be like to...

...to ram your cock into a pussy that had already been fucked by another guy.

`Hey Tom, good to meet you again after all this time, I've heard a lot about you from madame here...'

`Again?' -- I racked my brain to try and work out why he looked familiar, but I couldn't place him...

He laughed...

`Frank Lieberman,' he said...'guess we've both changed quite a bit in the last 50 years..'

Now I instantly remembered where I knew him from .... the young Frank Liebermann being one of the group of lads that had the hots for Marge Henson... maybe we had her in common too?

`Been a while Tom,' he slapped me on the back in that masculine way guys greet each other when they meet an old buddy....

Sure has,' I said, thinking Holy shit what was I getting myself into here?'

He certainly didn't look like the kid I remembered. Back then he'd been a skinny teen with spots...now...well, 50 years on he'd filled out, grown taller...and yep...older.

`Well Frank great to see you too' .... I tried to sound as casual as I could as I slapped him back...

Frank, of course, was about the same age as me, maybe in better shape, the geeky skinny kid with glasses who could never catch a ball was long gone...and in his place was this well-built guy who'd spent most of his adult life working the oil rigs and sheep stations...tanned.... craggy.... smartly dressed...professional... except Frank was already barefoot and clearly at home in Michelle's bedroom...but what was the set-up here?

Was Frank the sort of guy that got off watching other guys fucking? Or was he the type that enjoyed being watched? And if so...which one was I? Sure, I'd brought myself off hundreds of times watching a guy fuck a woman...but that was on-screen...I swallowed hard...

But no matter what reservations I had I've got to admit there WAS something arousing about imagining fucking Michelle with an audience...I'd never done that before...and I knew that once I got into the business of giving her the fuck of a lifetime it would be pretty easy to ignore the fact that Frank was there...

.... but how did these things work? In the vids they had a script...here and now we had nothing...would Frank just get his dick out and beat himself off...would he get naked...?

Fucking hell -- what if he wanted to join in...wasn't that what a threesome was about? Two guys sharing a pussy...two guys seeing each other fuck...two guys seeing each other cum?

A voice in my head, the voice of 50 years' experience said, `it's just sex...'

Yeah right! Just sex with another naked guy...like I mean we'd see each other hard...and more...and although I knew just how big and deadly my dick could be somewhere inside me the schoolboy, the kid in the school showers, was kind of worried...I mean what if Frank was bigger...?

Jesus Christ! All sorts were going through my mind. I'd watched a fair few MMF threesome vids and always wondered if the guys were actually gay playing at fucking a pussy but turned on by each other.... or were they straight guys who didn't give a toss about sharing a pussy with another straight guy...or.....FUCK! I mean when did that line between straight and gay get blurred....and if it did...did it matter?

I mean I knew I wasn't gay...knew the only reaction Frank would get from me would be that locker room curiosity all guys get...don't they? You know, looking, sizing up the opposition and feeling more than a little proud that of all the dicks flopping about behind those towels yours measured up well...if not better than most.

Well, I didn't have much time to think too hard about anything because Frank and Michelle started kissing in front of me...I mean REALLY kissing and moaning like fuck as they felt each other up...she had her hands in his zipper rubbing his bulge and one of his hands was all over her tit...squeezing it through her bra...

And me? I'm sat there next to them like some fucking innocent schoolboy...watching Michelle's fingers wrap around his cotton covered dick...watching Franks big fingers working over those lace panties...pushing the fabric into the shape of her slit...

At least I was watching until Michelle pulled her mouth away from Franks and.... FUCKING HELL did we ever kiss! Like her mouth was all wet from his...even tasted of him...

...and there she was -- arms round us both kissing from one to the other.... all our mouth's getting closer and closer....Frank's stubble rubbing on mine...his breath, my breath, her breath all mingling...Michelle's soft moans turning into a gasp as Frank found the front clasp of her bra and those magnificent breasts bounced into view...

Frank looked at me and grinned...I got the message and grinned back...

`One each eh Tom 😊' he chuckled and before I had a chance to answer he had her nipple in his mouth, his big paw squeezing the soft flesh...biting and growling...making her purr with delight...

Well two could play at that game! For all his strength and maturity Frank Lieberman was still the geeky kid who could never catch a ball and I was still the 14 year old lad who'd fucked Marge Henderson...

Ok, I thought, here goes, and I followed suit, taking her big swollen nipple and feasting on her tit like a hungry baby.... two hungry babies...both of us devouring a breast each...except we weren't babies...we were grown men who's big hairy hands touched as we groped and squeezed those amazing globes....biting them harder and harder....

I ran my hands over her smooth warm stomach...my fingers heading down to get inside that little lacy triangle only to find Frank was already there....

Michelle moaned as two hands started playing with her pussy...moaning and already wet as our combined fingers stroked up and down her slit...moving together under that lace.... stroking the hair....teasing those moist lips...edging inside to explore deeper...taking turns to kiss her...sucking and biting her breasts as she writhed between us....

I felt Franks hand on mine...his finger sometimes working with, sometimes against my own...until the moment we both pushed in to that slimy musky heat...

Suddenly she laughed and pushed us away...

`Alrightee horny boys! I'm not being the only one naked here....'

`You heard the lady Tom' and Frank stepped back, so fucking confident...already undoing the buttons on his shirt one by one...I wondered how many times he'd done this...how much further ahead he was of me in the threesome stakes...?

From the look of Frank's bare chest I guessed Michelle liked hairy guys...so different to Marge Henson who didn't care if the lads fucking her had hair or not... hell back then I'd been so proud of my soft boy curls until I'd seen the thick tangled triangle of my first quim...but hey.... that was then...

But the skinny teenage Frank was long gone for sure...even I could see that pale rib cage had expanded into a real man's chest...covered with a dense layer of greying curls...broad shoulders too...I guess like me he'd once been solid muscle but....

THANK GOD.... his pecs that were already starting to feel the pull of gravity and advancing years...just like mine....even his belly had the same soft curve...defined by a dark trail that disappeared into his jeans...

I grabbed the hem of my T shirt and not to be outdone tugged it quickly over my head...exposing my chest, belly and pits....so what if we were both carrying a few extra pounds...physically we were well matched, and I felt a surge in self-confidence because I wasn't competing with some muscle bound lad half my age...

As I tugged my T shirt right off I was aware of my own rising scent...quickly kicking off my shoes...pulling off my socks as Frank struggled with his belt...his zip already undone...his bulging mound already ballooning through his open fly.... a huge wet patch emphasising his knob...that pink helmet semi-visible through the wet cotton....

Casually he pulled off his jeans...nodding for me to do the same...and I knew I had two choices... either follow suit or turn tail and run for home...

Well, I wasn't the kind of guy to run away from anything.... even fear of the unknown.

Michelle let out another low moan. We both looked up to see her fingers moving inside the front of her panties...playing with herself as she watched us strip...

I knew I was going to have to get naked...I also knew I didn't have Frank's confidence...something I guess he picked up on as we stood tenting in our underwear...

He grinned and said...

`First threesome Tom?'

`Fuck no!' I lied hoping I sounded as confident as my cock looked straining against my briefs.

`Ok Tom...on the count of three then...1....2...3333333333333333333...'

Our two dicks sprang up into air...fuck I couldn't help but look...I'd never seen a guy hard before...semi perhaps, hanging heavy after a shower at the gym...and there was Frank's dick....rock solid....skin back and Jesus Christ...a slight upward curve of his shaft...his cock nodding in welcome...a pair of decent sized bollocks hanging under it and the whole thing surrounded by a dense salt and pepper bush...

I couldn't tear my eyes away...what the fuck was wrong with me! We weren't curious kids in the school shower mentally comparing each other's dicks...we were grown men...straight men...eyeing each other up...

...and in seconds my mind seemed to register the whole picture...the blue veins tracing along his shaft...the pronounced ridge of his helmet half hidden by his foreskin...the wet dark pink curve of his exposed tip...the pepper and salt thick pubes that curled like a forest of ferns around the thick base of his cock...growing up in a triangle that narrowed towards his belly button then continued up ... his trail linking with the mat of brown and grey hairs that fanned out over his pecs...

And yes I'll admit I was already imagining that cock pushing its way into Michelle's wet willing box...'

I knew he was looking at mine...was he taking in the girth?...The length?...The way my frill still covered my knob?

Natural guy curiosity perhaps...except I felt unexpectedly turned on by his gaze, so turned on my cock pulsed and nodded back its own greeting causing a thin string of precum to dance, shimmer in the light before breaking...and you know what?

Suddenly I didn't care.... didn't care that I was stood there naked, erect, my cock leaking...didn't care that there was another naked guy showing me his dick...and seeing mine...

Again, the words rang out in my head. 'It's just sex, just sex...'

Well maybe it was but one thing was definite -- I had a good inch over Frank...bigger balls too and a much thicker bush...if there was going to be an alpha male in the room it was going to be me not some geeky kid from yesteryear....

But Frank clearly had other ideas...

`Let's get a bit of that pussy Tom.'

And with his arm around my shoulder steered me back towards the bed...our two erections bobbing as we walked...the warm sweat of his pit against my skin...

It seemed that Frank was an old master at this kind of thing because he knelt on the bed and in one swift movement whipped those panties straight down Michelle's thighs leaving her bush and slit exposed...

`I hope you're as hungry as I am buddy,' he said grinning as we both took in the puffy aroused outer lips and the wet frilly flaps that guarded her hole...both of us slowly stroking our cocks as we breathed in the scent of her already glistening pussy...

Hungry or not I felt I had something to prove and, almost shoving Frank out of the way, I dived straight between her thighs, as determined to show that geek Leiberman that I knew what I was doing, just like I would have done had he watched my skinny little hairless butt bobbing up and down between Marge Henson's thighs...

Kissing Michelle's wet bush, I lapped up the first taste of her cunt-honey...as sweet and as familiar as it always was, lingering to let those soft springy hairs covering her mound brush against my lips...before trailing my tongue along the opening of her pussy...spreading her with my fingers and working my tongue into the sensitive red flesh inside...

`FUCKKKKKKKKKKKKK YESSSSSSSSSSSSS', she yelled out as my tongue flicked over her clit, kicking and writhing like the horny girl she was.

`Good work mate,' said Frank and I looked at him over my shoulder, grinning conspiratorially, proudly at the reaction I was getting, my mouth, hell, my entire face, glistening with cunt-honey.

Yeah -- maybe straight guys could share a pussy after all....?

Next: Chapter 3


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