Note: This story was dynamically reformatted for online reading convenience.
 
 Ever since I knew him, Sean was a shy guy.  He was shy as an awkward,
skinny 14 year old when we met in grade 9, and he remained shy all the way
through his 20's.  At 26, Sean still couldn't get up the nerve to introduce
himself to strangers, to go hang out at the bar, to try to pick someone one
up.

   Of course, he was no longer that awkward and skinny kid - Sean had
filled out nicely.  At just over 6 foot and perhaps 220 pounds, he was
powerful without being massively muscled, large without being stocky.  His
dark blonde hair was cut into whatever style he was into at the moment, and
his job as a physical laborer left him fit and strong, although not without
the slight beer gut that revealed his drinking days with me.

   Yeah, as nearly lifelong friends, we'd chugged back more than a few
together, that's for sure.  Growing up and getting drunk together lends a
lot of comfort, and we'd shared a lot of personal experiences.  Of course,
sex is a guaranteed topic among horny teenagers, and it remained so as we
grew into horny young men, still finding porn on the net, still wanking off
every day.

   We never did this together, unfortunately...  remember how Sean was shy?
As a bisexual male in a committed hetero relationship, there was nothing
more that I wanted than to see a little bit of dick every now and again,
but Sean couldn't bring himself to show it off.  The typical guy stereotype
of being uninhibited and willing to do anything for a turn-on didn't apply
here, and our drinking sessions usually led to me getting turned on being
near him, goading Sean into letting me take a peek, and him refusing. 
Frustrating?  You bet.

   But this part of the story isn't about me.

   No, this part is about Sean finally taking the chance, finally putting
himself out there in an effort to meet someone.  On my advice, Sean had
started posting some nude pictures of himself online...  anonymous ones,
cock shots, that kind of thing.  The feedback was good (even better than
mine, which made me a bit jealous), and it gave him the nerve to post an
online personal ad, in an attempt to actually meet a girl, for once.

   A few weeks passed, with not much response to the ad.  Girls have their
pick of hundreds of guys online, and in a small city like the one Sean
lived in, it was difficult to find a single woman no matter where you look.
But one day, as Sean returned from work, he picked up his e-mail before
hitting the shower, and sure enough, there was a message there.

   The automated message from the online ad website told him that someone
was interested.  Clicking through to the profile, he found his admirer to
be 22, a brunette, living just outside his town.  Not much more detail was
available, and Sean thought it over as he idly played with his hairy balls
in the shower.  "What the fuck," he thought, his cock slowly filling with
blood as he considered the opportunity.  "I should do this."

   And so, naked in front of his computer, imagining what might be his very
first date, Sean e-mailed the girl, asking if she wanted to meet.  To his
surprise, he received a response less than an hour later.

   Her name was Taylor, but she said she preferred to be called Tay, and
she wanted to get together to meet new people.  She suggested the Toucan, a
laid-back pub downtown where they could meet in public, without a thousand
people watching their every move.  Sean agreed, and they set a time for
Friday night, a casual dinner and a few drinks.

   As the weekend approached, Sean became more and more nervous.  He'd
forgotten the sex part altogther, really - he just couldn't believe he was
meeting someone, getting over the shy and scared persona he'd built up for
so many years.  Clean shaven and well dressed, he headed to the bar way too
early, nervously pounding a pint before realizing that he'd better slow
down.

   Taylor found him with a pound of wings and a Canadian at his sleeve. 
Sean couldn't believe his luck - she was amazing.  Soft spoken, with
shoulder-length, straight hair, Taylor was maybe about five foot four,
petite, and strikingly good looking.

   Sean was immediately dumbfounded, of course.  Luckily, Tay led the
conversation, and he realized why she seemed familiar...  she worked at a
pharmacy nearby, where he'd seen her a couple times.  They talked and
drank, and as the minutes became hours, Sean became more comfortable,
realizing that this amazing woman across the table was actually enjoying
his company.  He couldn't believe his luck.

   Returning from a trip to the bar, Tay sat down next to Sean in the
booth, instead of across the table, and slid closer to him.  Sean put his
arm around her slim shoulders tentatively, and she put her hand on his
knee, feeling his strong muscles under his jeans.  They sat like this for a
short while, finishing up their drinks, when Tay suggested that they find
somewhere new to go to.

   The new couple walked together up the street, peeking into the few shops
that remained open at the late hour.  Stopping into a nearby bookstore,
they grabbed a coffee and wandered the aisles, learning about each other's
taste in writing.  Taylor wrapped her arms around Sean more than a few
times, walking hand in hand, rubbing his ass every now and again.  Sean
grew more bold, holding her tight, following her lead.

   "So why don't we go back to your place?" Taylor asked.

   The cab ride home filled Sean with anticipation.  Was he going to score
his first time out?  A bundle of nervous energy, Sean paid for the ride and
let Tay into his bachelor pad, the usual guy's apartment.  Bed, couch, TV,
computer - it wasn't glamorous, but it was home.

   Sean immediately realized that he'd brought a girl home to a mess, and
hurriedly starting picking things up off the floor, piling paperwork and
magazines.  No stranger to technology, Taylor made herself at home,
checking out his computer, finding a spot to sit on his couch.

   Sean settled in beside her, looking for something on TV to break the
silence.  Finding something easy to ignore, the new couple got comfortable,
her hands on his.  A tentative first kiss broke the ice, her lips soft on
his, and she allowed his hands to wander, over her thin blouse, down her
sides, to her skirt, onto her ass.  Sean was inexperienced, but Tay led the
way, showing him how to use his hands, his body, his tongue.

   It quickly became too warm for clothing in Sean's small bachelor pad. 
After removing Sean's t-shirt, Taylor allowed her date to slowly unbutton
her top, revealing her black bra.  Clasped at the front, Sean fiddled with
the device holding things together, finally solving the puzzle to be
rewarded with Tay's round breasts.  They were little more than handfuls,
perfect in every way, and Sean could barely keep himself from licking every
inch.

   Taylor encouraged Sean's experiment, climbing on his lap, straddling his
bare chest, sitting atop the growing bulge in his pants.  Sean found his
face in between her breasts, breathing in her amazing clean scent, licking
and sucking her perfect nipples, left and right.  His hands were all over
his date, touching her front, her back, her ass.  She encouraged him by
running her hands through his hair, burying his face in her chest.  Her
slim, smooth midsection gyrated against his.

   Concerned as always about showing off his body, Sean was reluctant to
shed his trousers, but his newfound partner insisted, pulling them down in
one easy motion.  Rubbing gently against his black Jockey shorts, she undid
her skirt at the back, letting it fall to the floor.  Tay, now clad only in
dark panties, was very ready.

   Sean's touch was magical.  Slowly rubbing the thin fabric against her
mound, he let his fingers wander, touching her perfect ass, and the warm,
wet spot between her legs.  He pulled the underwear down and off from
around her ankles, flinging them across the room, and gasped as he saw his
girlfriend's pussy for the very first time.

   Taylor laid down on the bed next to the couch, allowing Sean to see
everything.  She was shaved, a thin patch of dark pubes above a perfectly
smooth twat.  Sean laid down on top of her, kissing her face and neck as
she began to pull his own shorts to the floor.

   Sean's dick sprang to life, finally free of its constricted clothing. 
The warm air sent shivers down the man's spine, and Tay immediately started
to massage the seven inch tool, running her fingernails gently through his
thick pubes, getting a handful of his heavy balls.  She used her other hand
to slowly pull the foreskin back from his sensitive cockhead, and it was
suddenly all too much for Sean to take - he sprayed his semen all over
himself and his new lover, thick gobs on her hands, his gut.

   Embarrassed, Sean could think of little to say to explain his premature
climax, but Tay just grinned.  "I love that I can turn a man on so much,"
she whispered in his ear, and kept a firm grip on his softening penis. 
Moving effortlessly towards his crotch, she began to lick the cummy mess
from her fingers, all around his hefty dick, teasing him with soft breath
on his skin, never once letting her tongue make contact with his body.  Of
course, any guy would immediately be turned on by his woman eating his
juice, and Sean was no exception - he was almost immediately hard again,
aching for more.

   And she gave him more.  Tugging up and down on the loose skin on his
stiff rod, Taylor gave Sean his very first blowjob.  Her mouth action was
expert, taking in only a couple inches at a time, tonguing the sensitive
head and shaft.  She tasted every inch of his cock, savoring the flavour of
his precum oozing from the head.

   Sean felt his load starting to churn too soon, so he pushed Taylor's
beautiful mouth off of his dick and brought it to his lips, tasting himself
in her mouth.  Turning his date over onto her back, Sean began to kiss her
neck, slowly moving down her body, letting his hands explore every spot. 
He fondled Tay's perfect breasts, rolling the small, hard nipples between
his fingers.  His mouth followed quickly - taking each point into his
mouth, he kissed and sucked her chest like a man possessed.  She let out a
quiet moan, clearly enjoying her man's work.

   Her man could not keep from tasting her clit, the very spot he'd dreamt
of finding his tongue for many years.  The sensitive nub perked even more
as Sean blew on it gently, licking up and down, making love to her crotch
with his mouth.  His long tongue probed her hole, eating her out, while she
writhed on his face, her mound practically watering all over his chin.

   It was time.

   Sean repositioned himself on top of Taylor, the classic missionary
position on his bed.  Without hesitation, he rubbed his cockhead over her
saliva-soaked mound and pushed inside.  The heat was almost too much to
bear, so Sean went slowly, easing in and out while his new girlfriend ran
her hands through his hair, down his back, to his ass.  She wasn't content
to have a slow fuck - no, she wanted it faster, and grabbed on to pull Sean
inside, over and over.

   It wasn't one of those mythical hour-long sessions.  No, man and woman
were way too hot for each other this time, and she climaxed almost
instantly, adding even more hot juice to the mix as Sean's rod leaked
precum into her tight vagina.  It didn't take much longer for Sean to join
Taylor in orgasmic bliss, shooting his hot load deep inside her cunt,
ramming hard, squeezing every drop of his cum into his woman.

   Chests heaving, the two collapsed onto the bed, energy spent.  Sean's
softening penis slid out of Taylor's dripping twat slowly, his sensitive
cock tingling as it eased away.  The lovers kissed, tongues tasting each
other's mouths, and then laid silent, basking in the glow of their sex.

   "That was my first time," Sean admitted, and Taylor responded quickly.
"I know," she whispered...  "but definitely not the last."