Coaching Missy (2 page)

“Now here’s where a lot of girls forget one of their most
valuable tools,” Stephen said, holding Missy’s face in his hands to get her
attention. “The tongue. Ahh...see? It’s just in the way, isn’t it? Slide that
little devil under there more.”

Missy strained to open her mouth wider, shoving her tongue
around and under Stephen’s pole. She flicked the tip along his shaft and felt
her throat expand ever-so-slightly to allow for a little more of his girth.

“Niiiice,” Stephen said. “See how that worked? Perfect,
Missy, just perfect. Just keep fucking doing that.”

Encouraged, Missy moved her hands up to Stephen’s ass and
squeezed to bring him forward. She was nearing the base of his dick now, she
could tell. She glanced up to stare at him for a brief moment, and then surged
forward again. She concentrated on a tiny little swirl of hair on his abdomen.

That’s where I’m going to put my lips, she thought. Right.
Fucking. There.

But it felt like Stephen’s cock was hitting a wall. His tip
was snug against the back of her throat and Missy was straining to breathe,
sniffling hard through her nose. Her eyes were starting to water. She was
fighting off a deep urge to gag and it was getting more difficult to keep her
chest and throat from convulsing.

“Just don’t panic,” Stephen said, sensing Missy’s
discomfort. “Take it easy, take it slow, and change the angle if that helps.
Ever deepthroated before?”

Missy shook her head slightly and grunted a garbled “No.”

“I’ll help you out.” He pushed down on Missy’s head until
his cock was pointing slightly toward the floor. Missy had to tilt her head
back at a steeper angle to accommodate him. She was looking directly in his
eyes now, trying to blink back the reflexive tears as her mouth and throat got
stuffed with more of his girth.

Stephen hooked his hands behind Missy’s head and pulled her
further up on to his cock.

“Relax,” he moaned. “Relax your throat. Let it go. Just let
it go. I’ll do the work.”

Missy felt a rush of warmth as Stephen held her head and
pulled her closer. She felt her jaw go even more slack. She closed her eyes and
thought, I just have to release. Release myself to him.

She kept repeating: Release. Release. Release. The words
were in time with his slow pulls and thrusts. His shaft was sloppy with her
saliva now, coated, dripping, and Missy’s chin was slick. Garbled sucking
noises escaped from her throat as Stephen’s cock moved deeper and deeper, so
large it felt like part of her. Each time she gagged in resistance he pushed
Missy back, sliding his cock out two or three inches, flexing in and out a few
times, and then pushing forward even more.

Stephen was panting now with the effort. Missy tried to stay
focused on his eyes. It was like he was guiding her. Her cheeks swelled as the
base of his cock met her lips. She felt the soft hair of his abdomen against
her nose. Her tongue slid against his balls and she pressed in hard against
them, massaging the space between with new intensity.

Stephen rocked her head against his cock, holding it deep as
her vision started to go white. “Ahhhhhhhhhh,” he groaned. “That’s it. That is
fucking it! You did it, Missy.”

He held her close until her sides started to shake and then
he pushed her all the way off his dripping member.

Finally, Missy breathed deep, like she’d just come up from a
dive in the deep end of a pool.

“Fuck!” she said, her throat stretched and her lips nearly
numb.

“Now, nice and easy, try again,” Stephen said. “You’ll see
how different it is.”

Sure enough, Missy wrapped her mouth around his cock, slid
her tongue underneath and out, and bobbed sloppily up and down with ease. She
still had to work hard to slip the last inch or two in, but she eagerly downed
Stephen’s entire length. In fact, she was starting to downright
love
it.
She worked him over faster and faster, her head a blur as she pulled him
forward on staggering legs. She wanted him deeper than ever. She stopped to lap
at his balls, shoving his cock to the side, and then ran her tongue up and down
its length, making sure to rub it all over her cheeks, chin, nose, eyes, just
flat-out worshipping his massive dick like it was a newfound treasure.

When was he going to cum? Every guy she’d blown before had
lasted about two minutes. Good thing he was experienced, she thought. It would
build up her stamina.

Stephen grunted more urgently as Missy lost herself in the
cocksucking. She was using her entire body, writhing and shifting and moaning
as she simultaneously took him deep and stroked his balls. She still made sure
to drop a hand to her pussy frequently, stroking it hard as she felt her outer
lips swell and open against her sopping panties.

Finally, Stephen had to stop her. Missy could tell he was
close. He was as hard as a statue now, his cock quivering and the head swollen
purple. She felt his hands clutch her hair desperately as he yanked her head
free.

“Easy there, champ,” he gasped. “Still more to the lesson.”

“Okay, okay,” Missy said, sucking in air and wiping her
chin. “I’m sorry, coach. I got carried away.”

“Let’s move to fucking. I think that’s enough sucking for
now. Get up, then go to the desk and face me.”

“Yes, sir!”

Missy stood and stretched her legs and arms a bit after
being crouched on the floor so long. She made sure to extend her arms high
above her head so her round, bulging breasts surged up and out right in front
of Stephen’s eager face. She noticed her shirt had trickles of wetness on it
from the frantic cocksucking. She walked across the room to the desk and then
turned to face Stephen.

“Good. Now strip. And don’t just take off your clothes. Make
it interesting.”

Missy had to think for a second. How to make it interesting?
She started to sway a little back and forth, rolling her hips as she lifted her
shirt halfway up before tugging it down so her nipples poked against the
fabric. She rubbed a hand all around her shorts, lingering on the crotch and
moaning, almost riding her fingers as she pushed her hips down in a slow bend.
Then she pulled her shirt up so that it just caught on her tits. She held still
for a few seconds, raising her eyebrows at Stephen, and then flipped the shirt
up to let her breasts spill forward. His intent stare made her feel even
hotter. All the soft, sensitive skin around her nipples tensed and practically
sparked with electricity. She lifted the shirt off completely.

More slow writhing of the hips as the shorts came off. The
fabric clung to her panties and a small dark spot showed where her wetness had
soaked through. She flipped the shorts to Stephen and then turned to face his
desk. Last up: removing her thong.

Missy hooked her thumbs in the thin string along her hips
and slid the panties down. She sighed as the fabric that had been tight against
her pussy finally let go, leaving her slick lips exposed to the office’s cool
air. She crumpled the panties and tossed them over her shoulder, then arched
her back, presenting her ripe ass and pussy to Stephen. She slid a hand between
her legs and spread her pussy lips with two fingers, soaking herself, then
raising her fingers to her lips and sucking them noisily.

She tasted herself, not for the first time, and it was like
hot, fresh
sex.

“Not bad at all!” Stephen said. “I’m definitely impressed.”

Missy heard him walking closer. His hands found her hips and
he began to caress her back, down her thighs, and up again. His touch was
blazing hot and Missy could barely stand after one pass. He kept going,
massaging the inside of her legs, skipping lightly over her pussy, squeezing
her taut ass and giving it a few playful smacks.

“I can tell you’ve had a little practice here, then,”
Stephen whispered. “Maybe I’ll just let you show me what you’ve got. You want
some cock now?”

“Yes, please,” Missy said softly.

“Good. Here’s the deal, Missy. I’m going to push my cock
right up against your pussy and then I’m going to hold it there. I can tell you
don’t need a standard fucking, so what I want you to do is take this to the
next level. I want
you
to fuck
me.
Work that pussy on my cock
like your life depends on it.”

Missy took a deep breath and braced herself against the
desk. This was going to require some concentration. Just like with the
blowjobs, most of the guys she’d known had been perfectly willing to take care
of the fucking. They pumped away – which she thoroughly enjoyed – and she could
lose herself to the thrill of rapid-fire pummeling. But now it was her turn to
guide the action.

Stephen gripped her ass and tilted it even more upward,
pulling her cheeks apart so firmly that Missy felt the outer lips of her pussy
spread wide. Then, the huge head of his cock pushed right into the wet, gaping
opening. Stephen moved his dick in slow circles to coat the tip with her
slippery juices. Then, panting with lust, he whispered, “Proceed.”

Missy lifted up on her tiptoes and eased backwards. She felt
Stephen’s cock stretch her deliciously and she cried out as the first fraction
slid in. She closed her eyes tight. She felt like she could cum any second, the
thrill was that intense. Stephen was hard and firm. She could probably lift
herself on to his cock and be held aloft by the massive rod, all by itself.

She rolled her hips back again and her pussy consumed
another inch of dick. Stephen grunted. What a view he must have, Missy thought.
That glorious member splitting me like a battering ram. That’s what it felt
like, at least: a huge pole savaging her pussy.

Only one way to do this, Missy thought. Hard and fast. She
pushed against the desk and hurled herself backwards, taking most of Stephen’s
dick in the rush. He staggered behind her and then held still.

“Good,” he gasped. “A little rough, a little sudden, but a
solid effort. Try to keep those first motions slow and smooth. Tease me a bit.
Save the hard stuff for later.”

“Okay, sir,” Missy moaned. She rested her forehead on the
desk and tried to catch her breath. Stephen’s dick was so wide that it hurt – a
good hurt, the kind tinged with extreme pleasure – so she held still to giver
her inner walls time to adjust. She swore she could sense every tiny ridge and
vein of his cock. It was like the massive dildo her roommate told her to play
with for fun, except this was real, and hot, and throbbing.

Missy felt her pussy relax and open more as she began to
ride Stephen’s pole. She moved her torso and hips like a wave, flexing her
pussy on and off his dick and marveling at the sloppy slick sounds coming from
between her legs. She’d never been this wet before. Her pussy was on fire.
Stephen’s cock, balls, and thighs were coated in her juices and the idea of
that made her even hotter.

Slowly, imperceptibly, Missy took the rest of Stephen’s
cock. She didn’t stop grinding until she felt her ass firmly against his
midsection. She shuddered as her pussy was rocked with a wave of heat and an
incredible sense of fullness. Her clit was compressed and raging, a line of
pure bliss speeding to her breasts and nipples, and Missy reached down to pinch
and twist and paw at herself to increase the insane joy shooting through her
veins.

“How’s that, coach?” she panted. She looked down between her
breasts and legs and saw Stephen’s thighs shaking. His balls were planted
firmly against her pussy as his cock filled her to its hilt.

“You’re a quick learner, Missy. Excellent pace. Now you just
keep working it. Fuck me harder. Pick up your speed and add a little
vocalization to it.”

How could he sound so
normal?
She was fucking him as
best she could! She had to work harder. Missy tossed her head, sending her long
hair cascading down her back. She leaned forward and then threw herself on to
Stephen’s dick in one harsh thrust.

“How’s that now, coach?” she said, louder than before. “How
do you like that pussy?”

“Good,” he said. She felt his hands on her hips.

“You like me riding that fat dick? You like it? Huh? That
fucking. Huge. Dick?!” Missy fucked him hard with each word. Somehow, putting
her lust into words doubled the effect and she felt a kind of sexual rage
building up. She slammed her ass against Stephen with such amazing force, and
each time his cock filled her she saw stars. She didn’t want to stop. Stephen
was digging his fingers into her ass now. He
must
be about to come. He
must!

Stephen began pushing back. He rammed his hips forward as
she rocked against him, and his cock pushed even further into her depths. Missy
was crying out now in pleasure, tossing her head back and forth and slamming
into the desk under Stephen’s powerful cock assault.

“Oh God! Oh God, yes!” she shouted. There was a huge orgasm
building as her pussy trembled around Stephen’s cock. Every tiny muscle was
starting to spasm and clutch, and she could tell she was mere moments away from
crashing over a gigantic waterfall of pure, unadulterated joy. Oblivion. Here
it was. Almost there...almost...

“One...quick...question,” Stephen said, bring all the action
to a halt.

“No no no,” Missy cried. “Oh please don’t stop!”

She felt a finger curving along her ass and dipping down
between her cheeks. Stephen held his cock halfway into her pussy and slowly
twirled the tip of his finger against her trembling asshole. Nobody had ever
touched her there before and it almost triggered the gushing orgasm she knew
was right...fucking...there. She arched up and yelped at the sheer shock of the
stimulation.

“We’re supposed to have a lesson purely for your ass,”
Stephen said softly, still swirling that finger, teasing her tight pucker.
“Ever had a cock in that fine little piece?”

“No, coach, no sir,” Missy mumbled. Her face felt extra
flushed at the thought, and there was a secret thrill, too, at the idea of
getting penetrated in a new, unexplored hole. As Stephen pressed his finger
harder against her, guiding it past the first tight ring of muscle and stroking
her gently, she realized she’d always secretly wondered about what it’d be
like...and who better to take her anal virginity than this man who was so
skilled, so
helpful?