Date: Wed, 9 May 2012 15:56:26 -0500
From: anonymous <dirtygaystories@gmail.com>
Subject: Heavenly Mid-Life Crisis - Chapter 5

Heavenly Mid-Life Crisis by DirtyGayStories
Chapter 5

So - the results are in!  Readers were pretty unanimous in what Nick
should do... ;)
Again, please drop a quick email if you're reading it and you like the
story -- I have no motivation to write if I don't think anyone is
reading!

Open to ideas and suggestions for future chapters.
email:  dirtygaystories@gmail.com

***

If there was one glaring flaw that Nick Messina had, it was his
unfortunate lack of willpower when it came to sex.

Andy had suggested his parents' bed because it would be big enough to
accommodate all four of them.  And there the 44-year-old man now lay,
naked and erect, his humongous cock being fellated by both the
couple's son and an underage teen he'd met less than a half-hour ago.
As Andy and Rylan licked up and down his huge, veiny shaft and buried
their faces in his hairy nutsack, Nick buried his tongue deep inside
the ass of the other teenager sitting on his face.  Xander squealed
and screamed as he ground his tiny ass all over the older man's
bearded face.

"Fuck, this ass tastes amazing..." Nick thought to himself as he roughly
rimmed the soft, velvet-smooth teen rear.  He couldn't believe this
was happening.  It was like something out of a wet dream!

They had all but tumbled onto the king-size bed, their bodies frantic
and tangled as they stripped each other completely nude.  All three of
the boys had been entranced by the man's massive prick when he finally
stripped off his boxer shorts – and the three of them practically
fought to take his fat, uncut glans in their mouths.  But as hot as it
was to have three twinks orally servicing him at the same time, Nick
couldn't help but be hypnotized by exotic little Xander's golden
boybutt.  He reached down and bodily lifted the petite teen up by his
waist.  The boy squirmed, unsure of what was happening when his little
bunghole was lowered down onto the older man's hungry maw.  Xander had
never been rimmed before, but it was not long before the boy realized
how good a tongue in his ass could feel!

As he feasted on the teen's honeyhole, Nick's lusty mind raced.  Just
a few weeks ago, he had been down in the dumps about his looks and his
sex life, but now here he was getting it on with three of the most
stunningly gorgeous twinkboys he'd ever seen.  Sure, a neurotic little
part of him realized it was wrong, but the boost to his self-esteem
was thrilling.  Not to mention the fact that he was actually living
out one of his dirtiest fantasies!

A stream of precum drooled copiously from Nick's throbbing erection.
The two boys' tongues lapped it up straight from the source.  He heard
Rylan whisper to the blond, telling Andy how good the salty dick scum
tasted.

"Dig your tongue around in his foreskin," Andy giggled.  "A lot drips
down in there..."

Nick moaned into Xander's anus.  The brunette's fluttering tongue
buried itself deep into the loose skin surrounding the man's flared
coronal ridge.

As he sucked and licked at the tiny hole, Nick slowly moved one hand
up to the spread asscheeks and began lightly fingering the tight,
spit-soaked sphincter muscle.  Xander's moans encouraged Nick to
slowly push his thick digit into the virgin orifice.  The boy gasped
and cried out in a mixture of pain and surprise.  But he didn't tell
Nick to stop.  The older male continued, first the tip of his index
finger, then down to the first knuckle, then the second, and finally
the whole thing pushed all the way inside.  It was easy to find the
small, hard nut of the boy's prostate.  Nick pushed his finger against
it and rubbed it brusquely.

"AAAAIIIIEEEEEEEE!!!!"

Xander's butthole began violently clenching around Nick's finger as
the boy screamed out an unexpected orgasm.  The man could feel the
heavy, wet jets of the teenagers cum raining down on his hairy belly.
The boy was wild and noisy as he came, his whole body shaking
violently.  Nick couldn't believe how sensitive the kid's ass was!  It
turned him on something fierce.  He couldn't wait any longer.

"Move!"  He barked to Andy and Rylan.

Nick grasped Xander by the waist and in one swift move lifted the boy
up and hovered the little ass over his rock-hard dick.  It all
happened so fast that the boy hadn't had time to come down from his
orgasm.  His body still convulsed and dregs of cum flung out of his
slim, 6 inch cock.  His mind barely registered what was happening as
the massive purple glans of the older man's truncheon kissed his pink
virgin hole.

"No!" The boy cried out, a split second too late.

Nick's huge cockhead slowly pushed forward, the mushroom-shaped knob
stretching the teenager's rectum obscenely, wedging its way in.
Xander howled as just the massive tip worked its way further inside.
Millimeter by millimeter, the spongy, swollen glans went deeper.  And
finally -- the boy's asslips practically snapping around the ridge of
Nick's cockhead -- the enormous plug of flesh had breached the cherry
hole.  The hardest part was over.

"Oh God!" The boy begged, "Take it out!  Please!  It's too biiiiiig!"

In response, Nick slowly pushed his horsecock an inch deeper.  He felt
terrible for causing the boy pain, but he knew better.  Xander would
soon get used to the intrusion, and judging by the kid's reaction to
his finger, it was practically guaranteed that he would take to
getting fucked like a fish to water.  It would just take a little more
time.

As he held Xander in place, Nick felt a tongue bathing his tightening
nuts.  Andy had crawled to the man's crotch and was worshipfully
sucking on his balls.  Rylan sat nearby, watching the scene in abject
horror and curious excitement.

The exotically beautiful half-Latin, half-Asian teen squirmed in
Nick's hands.  His smooth, young body was so slicked with sweat that
the man had difficulty gripping him.  But the boy's writhing movements
only served to push Nick deeper inside and impale Xander even further
on the rigid pole.

Nick gasped and curled his toes.  Xander's cherry boycunt was beyond
tight – it had been decades since the 44-year-old had fucked a virgin
ass and he had forgotten how mindblowingly hot it was.  He pulled the
boy down as he lifted his hips.  Another inch was forced inside.  Six
inches of wrist-thick meat remained.

But it was that last movement that finally rubbed Nick's bell-end up
against Xander's swollen boyclit.  The teen's pitiful cries were
suddenly replaced by a squeal of shocked delight.  The unexpected
burst of erotic pleasure caused the boy to relax his asshole and
Nick's entire 9 1/2 inch organ plunged all the way to the hilt.

"Holy SHIT!" Nick howled.  "Oh FUCK, baby!  I knew you were a
hot-assed little bottom at heart!"

For several seconds, the boy just sat on Nick's pelvis, immobile,
completely skewered by the older man's pulsating dong.  Nick could
feel the kid's heartbeat in the head of his cock -- hell, his dick
seemed to be lodged all the way up into Xander's chest!  He slowly
lifted his hips up and down, bouncing the boy on his rigid member.
The thrusts became harder and faster, and soon the teenager was riding
him like a bucking bronco.

The blissed-out boy couldn't get enough of the massive column of flesh
buried so deep inside him.  He moaned and gasped in excitement.  It
was so hot and filled him so completely.  Andy was right!  Getting
fucked by Nick's huge cock was amazing!  Xander rotated his slim hips,
trying to force the man's erection even deeper inside him.

Gripping the boy firmly by the waist, Nick began lifting Xander up and
down like a sex toy, forcibly fucking him on the bloated spike.  As
the teen's babbling pleasure increased, Nick began yanking the kid all
the way until just his head remained inside, and then slamming the kid
back down onto his hips.

Xander rode the massive hard-on like a champ, his slim back arched,
his smooth muscles taut, his eyes rolling back in his head.  The big
man's mule cock was beating the hell out of his prostate!

Amidst the furious coupling, Nick looked over at adorable Rylan, who
appeared absolutely overwhelmed by what he was witnessing.

"Come here, baby..."  Nick huffed, gesturing for the other teen to come
near him.  "Get on my face."

Soon the room was filled with the sounds of both underage twinks
screaming in pleasure.  Nick's big cock royally screwed one while his
long, expert tongue fucked the other.  And through it all, Andy licked
on the man's balls and taint, occasionally climbing up to his chest to
suck on his nipples.

Xander's second orgasm was too much for Nick.  The kid's squeezing
asshole was like a spasming vice on his cock.  Nick considered pulling
out and starting in on Rylan, but the temptation to seed the
deflowered teenager was just too much.  Besides, Nick knew he'd have
plenty more loads to shoot – he'd never been more turned on his life
and he hadn't shot off in over a week!

"FUCK!  Here it comes, baby!!  Fuckin' gonna flood that lil' pussy!
Take this fuckin' load, kid!"

Nick felt like his nuts were being blown out of his pisshole.
Torrents of thick, scalding hot ejaculate exploded into the teen's
little butthole.  The man could feel Andy ravenously lapping up the
cummy mess as it was forced out of Xander's overpacked rectum.

As his still-rigid prick extracted itself from the teen's hole, it
made a comically wet plop noise that caused all of them to laugh.
Andy immediately latched his mouth to Xander's gaping asshole and
began gulping up the huge load that poured out.

"Eww!  You're gross!" Xander giggled.

Amidst the orgasm, Rylan had fallen off of Nick and now lay next to
the sweaty, heavily-breathing stud.

The man grasped his throbbing boner, now covered in a slimy mix of
spit, sperm, and ass juices, and jerked it as he glared at the
16-year-old brunette.

"You ready, baby?"

***

TO BE CONTINUED

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