Note: This story was dynamically reformatted for online reading convenience.
 
 Chapter Two: Tuesday

   So, let's review.

   I had just fucked Ashley Derrick (my fifteen year old stepsister's
bratty punk sidekick) like a Tijuana hooker after she sucked my dick while
my sister was out of the house.  After swearing this was never going to
happen again, she threatened me with death via Marine Corps daddy if I
didn't continue supplying her with dick on demand.  I was trapped in the
house with her for another six days before our parents returned from
vacation, and had no godly chance of getting away from her except at work.

   Everybody got that?

   Good.

   Ashley never let me forget that she had me by my nuts, metaphorically
and quite literally.  As Monday night progressed in a haze of frustrated
sexual terror, Ashley took every chance she could to remind me of our
forbidden tryst behind the other girls' backs.  When Amy's back was turned,
Ashley hiked up the edge of her skirt, proudly showing her bare ass and
making me hit the table with my knee in surprise.  While Cassidy and Amy
were occupied with trying on their mall purchases, Ashley made a great show
of eating a popsicle, deepthroating it as she looked into my eyes.  And
when I tried to find safety in numbers, suggesting that the four of us
watch a movie in the living room, she promptly sat on my lap, bare ass
rubbing up against me through my jeans as she seemed to shift positions
every three seconds.  I couldn't move her without alerting Cassidy and Amy,
who were thankfully oblivious to her advances until I could safely claim I
had an early morning and needed to get to bed.  Ashley didn't even protest,
to my surprise, just waving me off as I excused myself, concealing my boner
under a basket of laundry until I made it to my bedroom.

   Much as I wanted to uncork a bottle of lube and take care of my aching
cock while reliving the memory of deflowering a teenager, I knew that's
exactly what Ashley wanted.  Everything she had done kissing me full on the
mouth had been part of a carefully laid plan to wrap me around her finger
like she wrapped every man she met.  She knew I had developed an immunity
to teenage temper tantrums, so she was planning to turn my dick against me
in her war to get her way.

   The worst part was, it was working.

   Oh sure; laugh it up.  You're no doubt saying to yourself, "Haha, look
at this loser letting a girl almost half his age play him like a horny
fiddle!" But something tells me that, given the circumstances, you would
also find it hard to ignore a ripe, toned, fit little teen in the heart of
her sexual prime.  It's human nature, hardwired into our subconscious to
ensure the survival of our species.  My dick didn't understand the concept
of jailbait; all it knew was that I had a fertile young female throwing
herself at me, and it was doing everything in its power to try and convince
me to mate with her again.  It would be so easy, the horny caveman part of
my brain said, to walk the twenty or so feet down the hall, take Ashley
back to my room, and fuck the cocktease out of her.  It would serve her
right, my pathetic horndog brain reasoned, to get what she asked for and
get pounded into my mattress, fucked over my desk, grabbing her ankles and
trembling as my cock slowly penetrated her tight, virgin assGrowling, I
rolled over, stubbornly refusing to acknowledge my dick that twitched as my
traitorous brain wondered what Ashley would look like bent over, holding
her asscheeks apart, and grunting as I took her last remaining virginity...

  
___________________________________________________________________________
_______

   Needless to say, I was a little short the next day when I again waved
goodbye to Cassidy on my way to work.  To my surprise, the redhead passed
me a cup of coffee in a mug with a cheery smile as I headed downstairs,
taking the edge off my anxious night's sleep with her usual girl-next-door
charm.  Part of me lamented the fact that it was Ashley instead of Cassidy
that had the hots for me, while part of me wondered why I thought fucking
one fifteen year old was better than fucking another.

   If anything good can be said about Tuesday, it's that work flew by
quickly.  I had two choices; focus on paperwork or let myself be slowly
driven mad by the memory of Ashley Derricks fucking me like her life
depended on it.  As tempting as it was to indulge in the latter, the former
actually paid well and had a (slightly) less chance of landing me in
prison. By the time lunch rolled around and most of my co-workers left, I
was still plugging away at my computer, hoping to spend a little more time
at my desk where predatory sophomores weren't flashing me every ten
minutes.

   Of course, Ashley had other ideas.

   At about five to one, the office manager knocked on my door, drawing me
out of my work-induced fugue with a small wave.  "Putting in overtime?" She
asked.

   "Something like that," I said, with a small wave.

   "Maybe you should take a break; your cousin is waiting for you," she
laughed, turning to leave.

   "Cousin?" I asked with a frown.  "What do you me-"

   My throat dried up as Ashley's face snaked around the corner of the
doorway, smirking at me as my co-worker made her way out of the office. 
"Heya cuz," Ashley said, stepping into my office with a small wave.

   "What are you doing here?" I asked, getting up from my desk.  "How did
you even get here?!  You don't have a car!"

   "Bus," Ashley shrugged, glancing around my small office with an
approving nod as she closed the door behind her.  She was dressed in a
black tank top and cutoff shorts that showcased her long, tan legs and
hugged the perky little ass that had been running through my head all day.
Plain white socks that stretched to just below her knees were tucked into
spanking new Converse high-tops.  "Nice place."

   "One of the perks of the job," I said dryly, crossing my arms.  "What do
you want?"

   "Thought I'd say hi," Ashley said, flopping down in the chair across
from me and kicking her feet up on my desk.  "Ames and Cassie have
volleyball practice until eight, so I figured I'd hit up the mall; like the
new kicks?"

   "Yeah, I guess?" I shrugged.

   "Thanks," Ashley said with a small smirk.  "You bought them after all."

   "I..." I pinched the bridge of my nose.  "What?!"

   "Well, the fifty in your nightstand bought them anyway," Ashley
shrugged, sitting up and snickering at my indignant expression.  "Oh come
on; fifty bucks is chump change to you."

   "That's not the point!" I spluttered.  "I'm not your fucking sugar
daddy, Ashley!"

   "You sure about that, Daddy?" Ashley said, leaning forward with a toothy
grin that made my pulse race.  "I don't think you've considered the
benefits."

   "What benefits?" I asked as Ashley climbed up on my desk, spinning
around until her feet dangled off the edge.

   "I'm not asking for much," Ashley said, ball of her foot pressing
against the chair between my legs.  "A little spending money here and there
is all."

   "Doesn't your dad usually come through with that?" I asked as Ashley's
nose wrinkled.

   "I get cut off when I'm sixteen," Ashley pouted.  "Something about
"learning the value of a dollar" or bullshit like that."

   "And getting a job is just too much for you?"

   "Not if it's the right kind of job," Ashley giggled, chewing on her lip.
"I'm not gonna waste my time flipping burgers for pocket change...on the
other hand-"

   "No," I say flatly as the thoughts of having a personal teenage sugar
baby flitted through my head.

   "Look," Ashley said, crawling off the desk and into my lap.  "I want a
little cash when I need it.  In return, I don't tell Sgt.  Derricks that
you deflowered his baby girl, and you get the singular pleasure of being
able to booty call a high school student whenever you want to."

   It should have been the easiest choice I had ever made; die in agony, or
pay a little money to have my step-sister's friend as an on call fucktoy,
and yet my brain seemed to have a hard time signing the executive order. 
One doesn't get into risk management without being a habitual and perpetual
worrywart.  My indecision must've read on my face because Ashley leaned in,
lips pressing against my cheek as her hips rocked against mine.

   "And I'll do anything you want me to, Daddy," she whispered in my ear.
"Think of it as a...perk of babysitting."

   I really should have said no; saved myself a lot of money and trouble in
the future.  Ashley might have been the best fuck I had in a long time, but
if I had known what she was planning, I would have taken my chances with
Sgt.  Derrick.  But in that moment, I was overcome by my basest urges, and
the desire to have a pretty young woman service my cock whenever I asked
her to.

   Clearing my throat, I slowly stood up, sliding Ashley off my lap as I
reached for a wallet.  She looked confused for a second before I pulled out
a couple of twenty dollar bills.  Her eyes widened a little, reaching out
for the money before I yanked it away.

   "Anything I want?" I asked, a little hoarsely.

   "Anything," Ashley repeated, rocking back on her heels as I extended the
wad of bills.

   "Alright," I said, mind racing as I put words to the fantasy that had
been cooking in my mind for the last twenty four hours.  "You know what an
enema is?"

   Ashley's brow furrowed for a moment, nose wrinkling a little.  "Is that
for, like, butt stuff?"

   "That's exactly what it's for," I said, waiting to see if her expression
changed.  There was a moment's flash of hesitation, buried under a derisive
snort and shake of her head.

   "Fuck, dude," Ashley sighed, glancing down at the semi tenting the front
of my pants.  "Just how long have you wanted to fuck me in the butt?"

   "Does that matter?"

   "Just curious," Ashley said with a teasing smirk.  "You were a pretty
regular at our eighth grade volleyball games, weren't you?"

   "It was Amy's game too," I said, neck reddening.

   "Sure was," Ashley said, reaching out for the money.  "Betcha liked
looking at thirteen year olds in spandex, didn't you?"

   "Save the dirty talk," I said, heart hammering in my ears.  "I get off
at five; I get home by six."

   "And we have two hours to figure out how to shove that pussy wrecker up
my ass before your sis and Cass get back," Ashley finished, taking the
money from my fingertips.  "You want a Brazilian too?"

   "You can do that yourself?"

   "You've seen me in a thong before; what do you think?" Ashley giggled,
counting the cash with a nod.

   "You're up for it?" I asked, scarcely believing my luck as Ashley turned
to leave.  She paused as she lingered in the doorway, turning back with a
shrug.

   "I guess you'll find out, won't you?" Ashley said with a small wink and
shake of her hips.  "See you at six, daddy."

  
___________________________________________________________________________
___

   Needless to say, I didn't get much work done for the rest of the day.

   I spent hours staring at the same page over and over again, not really
reading anything as my mind was occupied.  How could I have focused on
anything remotely work related when I had Ashley preparing her pale,
freckled ass for me at home?  I could barely think as all the blood in my
body was focused on the throbbing ache between my legs, every atom
screaming to get home as quickly as possible.  I didn't know if two hours
was going to be enough to fully relish the sensation of fucking Ashley in
her virgin ass, and if it hadn't been for the fact that my boss was a
capital H hardass I would have cut out for the day and spent the rest of
the afternoon watching Ashley try and fit my cock in her ass.

   As fast as the first half of the day went, the second half crawled on
its stomach towards five o'clock.  I barely said goodnight on my way out,
palms sweating as I sped home weaving in and out of traffic.  Any thoughts
of maintaining the upper hand had darted out the window the minute that
Ashley had put her tasty little ass on the table.  Savage, mindless lust
had taken control of me, occupying every conscious thought not currently
occupied by getting myself home safely.

   I pulled up to the driveway at five-forty, making the usual hour commute
in forty minutes.  For a moment, I sat in the driver's seat, fingers
trembling as I struggled to calm myself down.  After a few moments, I got
out of my car, walking up to my front door on shaking legs as I fumbled
with the keys.

   I opened the door into silence.  For a moment, there was nothing; not
the sound of splashing or giggling or carrying on that had filled my house
since Sunday.  I strained my ears, and the sound of a distant moan caught
my attention from upstairs.  Dropping my bag in the entryway, I made my way
upstairs, passing the empty guest room on the way to the source of the
moaning.  I pushed my bedroom door open, eyes falling on Ashley sitting
sprawled out on her stomach watching a video on my laptop.  Dressed in a
pair of blue and white striped panties, a white cutoff, knee high socks,
and the shoes I had so generously given her, she was kicking her legs back
and forth, watching a video of a girl a few years older than her gasping as
she took a thick veiny dildo in her ass.

   "Fuck," Ashley muttered under her breath, taking a sip out of another
stolen beer.  She turned back to look at me with a casual wave as though I
hadn't just caught a girl who wasn't old enough to drive yet watching
hardcore anal masturbation on my laptop.  "Sup, daaaaaaaaddy."

   "Do I even want to know how you broke into my laptop?" I asked, walking
around the side of the bed.

   "Changing the password every month only works when you don't sticky note
it on the inside of your desk," Ashley said, turning over to return her
attention to the video.  "You know, I had you pegged for an anal freak--no
pun intended--but, shit man; I think it would be faster to count the videos
in your porn folder where the girl doesn't get her ass pounded."

   "What can I say?" I said, eyes lingering on her thinly clad behind that
wiggled with every kick of her legs.  "I have a thing for anal."

   "No shit," Ashley snorted, pouting as I plucked the laptop off the bed,
setting it down on the dresser without closing it.  "Let me guess; your ex
didn't let you stick it in her ass, did she?"

   "That obvious?" I laughed, leaning against the dresser.

   "Don't tell me you're getting cold feet," Ashley said, running her
fingers under her waistband and releasing it with a snap against her skin.
"I don't wax and douche my ass for every guy, you know."

   "Just the ones you like?" I laughed.

   "Just the ones I like a lot," Ashley corrected, with a small smile. 
"And the ones who buy me shoes."

   "Yeah, speaking of that," I said, rolling my sleeves up and fishing a
bottle of lubricant out of my desk drawer.  "We should probably talk about
how you plan on paying me back for those."

   "Way to put a new meaning on the phrase "paying out the ass," Ashley
chuckled, arching up onto her knees, causing the thin blue fabric to
stretch out across her ass.

   "Sure you can handle it?" I asked, sitting down on the edge of the bed
and patting my lap.

   "Idunno," Ashley shrugged, crawling across the bed until she lay across
my lap, hips planted across mind and ass staring up at me.  "I woke up sore
after you stuck it in my pussy; I'm probably gonna have a hard time sitting
down for the next week after toni-hey!"

   Ashley yelped as my hand came down hard on her thinly covered ass,
fingers twisting in the sheets as she looked up at me.  "What the fuck
dude?!"

   I can't explain why the impulse struck me; maybe it was just to watch
her pretty little ass bounce under my touch.  Maybe it was a futile attempt
to impress on her a modicum of discipline her parents failed to when she
was younger.  Whatever my motivation, my dick jumped squarely to attention
the moment the smack echoed throughout the room.

   "Turn around," I said, hands kneading the spot where my hand connected.

   "Fuck, at least warn me the next time you decide to-ah!" Ashley
squealed, wiggling hard on my lap as my hand smacked on the other side of
her ass.  "I'm gonna kick your ass!"

   "Is that any way to talk to your sugar daddy?" I asked, fingers seizing
the hem of her panties and pulling them down to her thighs.  "What happened
to doing whatever I wanted?"

   "Didn't know you were some kind of 50 Shades of Grey freak," Ashley
muttered.  Her pale freckled ass began to show signs of blushing as I
parted her cheeks, noting a lack of hair and evidence of a recent waxing.
Her asshole twitched as I prodded it, Ashley clenching in my lap as she
watched our reflection in the mirror across from my bed.  Uncapping the
lubricant, I drizzled a little on her rosebud, drawing a sharp gasp from
Ashley who tensed even more.

   "FuckfuckfuckFUCK!" Ashley hissed, wiggling against my hardening cock
even more.  "Fuck that's cold!"

   "Would you rather we do this without it?" I asked, rubbing some more
lubricant on my fingers.  "You ever do this before?"

   "Couple of times," Ashley said, biting her lip as I pressed my index
finger against her ass.  "J-Just fingers though.  Last boyfriend wanted to
stick it in but I didn't let-"

   Ashley's train of thought trailed off as I slowly slid my index finger
inside her hot, pink little asshole.  In the mirror, I could see her mouth
hanging open, eyes bulging a little as I pumped my finger deeper into her
ass.  I felt her clench around me, tightening as an unfamiliar pressure
slipped its way inside her.  I could see her realizing that no matter how
many fingers she had managed to slip up her own ass, my fingers were
longer, thicker, and knew what they were doing.

   "Relax," I said, one hand stroking her hair while my other began working
in and out of her ass.  I glanced down, surprised at how well Ashley had
managed to clean herself out for me.

   "You try relaxing with someone's finger up your ass," Ashley panted,
hips rocking up against my fingers.  Reaching down, I slid my fingers down
the front of her panties, dipping into her dripping pussy.  As my fingers
toyed with her clit, I felt her ass unclench, letting me slip in and out
easier.  I felt her rock against my fingers on both ends, gasping as my
second slicked finger slid into her ass.

   "Nnnnngh," Ashley groaned, fingers clenching at my bedspread. 
"F-Fuck..."

   "That's about how thick I am," I reminded her.  "Second thoughts?"

   "Fuck no," Ashley spat, grinding against my fingers, as she glanced over
her shoulder.  "I-I got some kicks to work off."

   "Damn right you do," I chuckled, pulling my fingers out and giving her
ass another wet slap.  As much as I enjoyed toying with her body, I had
been fantasizing about taking Ashley Derrick in her ass since she hit
puberty.

   "Bossy," Ashley spat, wobbling to her legs.  She stepped out of her
panties, pushing her hair back as I got up.  I dragged my office chair in
front of the bedroom mirror, turning it around so the back was in front of
Ashley.  A fresh wash of possessiveness washed over me as she pushed her
bangs out of her eyes, shooting me a teasing smile as she stood expectantly
in front of me.  I bent down, kissing her hard on the lips with force that
teased a surprised squeak out of her.  She met my force with inexperienced
enthusiasm, arms wrapping around my neck as I nakedly groped her naked ass.
I slid my hand up her exposed stomach, slipping beneath her shirt and
squeezing her perky little tits for a moment before releasing her.

   "Let me guess," Ashley said, licking her lips.  "You want me to bend
over?"

   She didn't wait for my response, shucking her crop top and resting her
hands on the back of my chair, dressed in only the socks and shoes I had
bought her.  Her eyes lingered on me as I stripped, stepping out of my
pants and shucking my shirt onto the bed.  She let out a small wolf whistle
as I dropped my boxers, hard cock bobbing into view.

   "You sure you wouldn't prefer giving me an oral exam?" Ashley asked as I
slowly approached her from behind, drizzling a healthy amount of lubricant
on my aching cock.

   "I'm sure we'll get there," I said, squirting another glob of lube on my
fingers.  "Turn your head and cough."

   "Smartass," Ashley sighed, leaning forward a little and presenting her
ass for inspection.  She was ready this time as I slowly slipped my fingers
into her rectum, marveling at how deep they went without meeting
resistance. I couldn't tell if Ashley was lying about never having taken it
in the ass before, but I knew for damn sure that she had taken more than a
few fingers.  After making sure she was suitably lubed up, I wiped my hand
on my shirt, positioning my dripping cock behind her.  For a moment I just
watched her, ass swaying back and forth as she shifted her legs out a
little bit.  Glancing at our reflection, she shot me a small smirk, arching
up onto the balls of her feet.

   "How long do you plan on keeping me waiting?" Ashley asked, leaning
forward and pressing her palms on the seat of the chair.  I was surprised
at her flexibility, letting out a small moan as she reached one hand back
to show me her dripping ass.  "Come ooooooon, I've been waiting all day!"

   "You're not the only one," I groused, hands resting on her hips as I
positioned the head of my cock between her cheeks.

   "And you're not the only one who's wanted to fuck since eighth grade,"
Ashley purred.  "Don't think I didn't see you staring at my ass during
those volleyball meets~"

   It wasn't as though I needed any more encouragement, but the almost
needy look in Ashley's eyes pushed me forward.  Slowly, I pressed the tip
of my cock against her virgin asshole, feeling her tense as I eased my hips
forward.  There was a moment of grunting resistance as Ashley's hips rocked
back against mine, then a pair of gasps as my cockhead slipped past
Ashley's asshole.  She let out a muffled curse, followed by a gasping moan
as I pushed forward, slower and more deliberately than when I had taken her
cherry the day before.

   It was slow, messy affair as lube ran down the backs of Ashley's
quivering legs, but other than half pained moans, Ashley was silent, eyes
wide as she arched back and took even more of me in her ass.  There was no
more smart talk; no more quips or teasing as she grunted and groaned her
way down my cock.  After ten years of searching for some way to shut Ashley
up, I had finally located the Bratty Offswitch eight inches up her ass as I
bottomed out inside of her.

   "Hanging in there?" I grunted, hands kneading her ass cheeks as she
bowed over the back of the chair.

   "Mnnnnnnn," Ashley groaned in response, gasping as I slowly slid back
out of her.  Her teeth clenched around her lips, legs shaking as I
completed my first full thrust in her impossibly tight little ass. 
"Ohhhhhhhhh fuck."

   She was starting to realize that there was a world of difference between
personally playing with your ass and getting penetrated by a man almost
twice her age and experience.  No matter how much she thought she had
prepared herself, a virgin is a virgin.  And not twenty four hours after
being deflowered, she was losing what remnants of innocence she had managed
to safeguard over the years since hitting puberty.

   I would be lying if I said that fact alone didn't add to my mounting
lust.  Ashley's ass had been coveted by every pimply faced teenage boy in
town, but it was me who she finally gave it to.  They would have to be
satisfied with imagination, beating their floppy dicks to fantasies while I
enjoyed the object of their desires whenever I wanted.  I had the foul
mouthed little brat bent over a chair as I slowly pumped myself in and out
of her, silently letting me take what I wanted while she struggled to do so
much as moan.  The professional little prick-tease was finally getting what
she asked for, and judging by the furtive little gasps she was making, her
ass was having trouble cashing the check her mouth had written for her.

   My third full thrust drew a long, heady moan from Ashley's lips as she
straightened up, hands resting on the back of the chair as she pushed the
hair out of her face.

   "T-time out for a sec," Ashley panted, shoulders rolling and pert
breasts heaving with labored breaths.  My hands reached out and touched her
shoulders, massaging them with my fingertips as she arched into my touch.
"Fucking hell, I'm gonna need a minute to get used to this..."

   "Same," I grunted, wincing as Ashley's ass clenched around me again.  I
slid out, drizzling another healthy amount of lube on my cock before
pressing the tip back in her ass.  "You're kind of a snug fit, you know."

   "Hey, you're the one who wanted to fuck a tight piece of teenage ass,"
Ashley laughed, kicking me with her heel.  "If you wanted to chuck your hot
dog down a hallway, you shoulda stuck with your last squeeze."

   "My last squeeze didn't let me shove it in her ass for sneaker money," I
grunted, pushing back into her with a long moan.

   "No kidding," Ashley panted, fingers gripping the back of the chair as
she rocked her hips back against mine.  "Katie was kind of
a--fuck--p-prude, huh?"

   "Now how would you know that," I asked.  Ashley wasn't wrong; my ex
wouldn't even leave the lights on when we fucked, but there was no earthly
way of Ashley knowing that unless"I watched you a couple of times," Ashley
replied in a low, husky voice that had no business turning me on as much as
it did.

   "No kidding?" I panted, wincing as she clenched around me.

   "Yuh-huh," Ashley said, arching up onto her tiptoes so I could get a
better penetration.  "Couple of years ago we had this--mmh--p-pool party."

   "Specific," I snorted.

   "It was a couple months after my thirteen b-birthday I think," Ashley
said, wincing in the mirror as I pushed my cock back into her.  "You and
Whatserface disappeared and your mom sent me to find you before the
barbecue started."

   Ashley's fingers gripped the back of the chair with a small gasp as I
bottomed out inside her again, hand wrapping around her waist as I thumbed
her clit.

   "Finally found you holed up in your b-bedroom," Ashley said, lips
curling into a fond smirk as she remembered the memory.  "Left the door
open a little bit and--fuck--you were f-fucking your girlfriend on the
desk."

   She could have been talking about any number of trysts I had at any
number of parties.  I couldn't tell you off the top of my head which one
she was referring to; as you might have expected, the sight of three ripe
teenage girls running around in flimsy excuses for swimsuits gave me a hard
on that I had trouble concealing with the folks around.  I wonder if Stacy
knew I was an ephebophile when she left me.  I wonder if she knew that as I
bent her over the desk by the window, I was looking out the window to the
backyard, watching the water run down Cassidy's rapidly developing breasts
as she came out of the water.  Maybe she picked up on the correlation
between our summer night trysts and my step-sister's virginal white bikini,
or wondered why I wanted to bend her over every time I got a look at
Ashley's track-runner ass in what amounted to a pair of panties.

   "That was the first time I saw two people fucking, you know," Ashley
giggled, glancing over her shoulder at me as I slowly built up my pace.  "I
r-remember the desk bumping against the wall and your pencils falling while
you plowed her."

   The thought of being part of such a lusty little thing's sexual
awakening only fueled my lust as I gripped her hips, pumping in and out of
Ashley's hot, tight asshole with enough force to send the chair up on two
legs.

   "Did you touch yourself?" I panted, immersing myself in the memory
Ashley was painting for me.

   "Not then," Ashely said, squeaking as bottomed out inside her again. 
"Not til I was lying in bed, thinking about what I had seen...thinking
about your big, thick cock pumping in and out of your girlfriend's
puss-yyyyyyyyy!"

   The last vowel was swallowed by a keening cry of surprise as I lifted
the skinny teenager up, walked her back, and sat down on the edge of the
bed without losing my purchase inside her.  Her breath caught in her chest
as she was fully impaled, groaning as she leaned forward, hands resting on
her shaking legs as my nails lightly scratched her back.

   "Go on," I commanded, watching her thighs tremble as she arched onto the
balls of her feet, slowly raising herself up a few inches before letting
her ass fall back with another groan.

   "E-Every time I thought about it, my c-clit would throb...so I started
touching it...and the more I touched it the hotter it got," Ashley panted,
bouncing slowly on my cock, leaning on my legs for support as shook with
barely contained lust.  "I couldn't stop thinking about being in Stacy's
shoes...thinking about your thick prick plowing my teenage pussy like you
plowed your girlfriend.  I thought about you f-finding out I was watching
you, ripping my swimsuit off, bending me over, and--ahhh--f-fucking me."

   Ashley grunted as I grabbed hold of her hips, bouncing her a little more
insistently on my prick as me and her little story approached the climax. I
watched her normally smug little face dissolve into a mask of exertion and
ecstacy in the mirror, watched her perfect little freckled tits bounce in
time with her body.  Her long, runner's legs did their best to support her,
but it was clear that each thrust into her ass sapped her of more and more
leg strength.  Her thighs were slick with her own lust, practically
dripping down the bed as the copious amounts of lubricant I used dribbled
down my cock and onto the bedspread.  She clenched involuntarily,
unknowingly milking me with almost every thrust.  I credit my three-o-clock
jerk off session in the bathroom with being able to last as long as I did,
otherwise I would have filled Ashley's ass within three strokes.

   "I came for the first time thinking about riding your dick," Ashley
moaned.  "I came again...and again...and again to thoughts of you fucking
me.  I-I only joined the stupid volleyball team because I wanted an excuse
to bend over in front of you every weekend in spandex spanks."

   "I noticed," I said.

   "Course you did, perv," Ashley chuckled, head bowing as I thrust up into
her.  "I knew you fucking wanted me; fuck, I can feel how much you fucking
want me.  More than me I think."

   "Don't act like this wasn't your idea," I grumbled.

   "I'm not," Ashley said, shooting me a small wink in the mirror as she
bit her lower lip in a gesture scientifically proven to give any man an
instant hard on.  "I decided this week was gonna be the week I finally got
the dick I deserved...and now that I got it, I'm not letting go for
anything."

   "Yeah, I can feel that," I said as Ashley's ass clenched around me
again. My hands slid under her thighs, hoisting her up until her legs were
off the ground, the shoes her award-winning ass had bought her reflected in
the mirror as she leaned back, hands wrapping around my head and gripping
my hair.

   "I'm s-serious," Ashley said through trembling lips as I took control of
the thrusting again, bouncing her up and down and invading her ass with
every thrust.  "I'll be the best fucking sugar baby anyone's ever had."

   "Promises," I grunt, thrusting up into her with every bounce.

   "Try me," Ashley panted, shooting a challenging look over her shoulder.
"I'm not gonna say no.  You wanna fuck me in my uniform?  Flip that little
blue and white checkered skirt up and pound me in the locker room before
track practice?"

   That was a tempting idea; the school Amy and her friends attended
must've had their uniforms designed by someone with a raging Catholic
schoolgirl fetish, complete with pleated skirts, pressed short-sleeved
blouses, and knee-high socks tucked into polished black shoes.

   "Maybe you wanna take me lingerie shopping," Ashly rasped, suppressing
her whimpers by nibbling on her lower lip.  "Sneak into the dressing room
and watch me try them on, hm?"

   Images of Ashley in black lace and garters flashed through my mind,
bringing me closer and closer to the edge as her vocalizations became more
and more erratic.

   "F-Fuck, I'll even put on one of those dopey cheerleader uniforms and
pretend to be a preppy little bitch if you feel like fucking one," Ashley
panted, teasing her clit as she gripped the bedsheets.  "B-Bet you always
wanted to have a cute little cheerleader bouncing on your dick, hm?  Any
other--mmh--high school fantasies you always wanted to fulfill?  Had a
crush on a soccer-girl?  Wanted to get frisky in a locker room?  Break in
and bend me over the teacher's desk?"

   Ashley let out a painfully sexy gasp, locking eyes with my reflection as
she did.  "I'll do aaaaaaaaaanything for you, Daddy."

   That did it.

   The barrage of dirty talk combined with the impossible pressure of
Ashley's ass dragged one of the most intense orgasms of my life out of me.
It felt like was being punched in the gut as twitched inside her, shooting
spurt after spurt up her rectum.  A few seconds later, Ashley followed with
a long drawn out "Fuuuuuuuuuuuuuuuuuck!"as her legs shook and her breath
came in gasps.  She pulled me into her as she came, fully speared by my
cock as she squeezed the sheets so tightly her knuckles went white. 
Through my haze, I managed to thank god that no one else was home, or else
they would have heard Ashley shrieking and swearing like a sailor as I came
hard in her ass.

   I fell back, and Ashley fell on top of me as we tumbled to the mattress,
a messy heap of sweat, sex, and tangled limbs.  For the longest time, the
only sound was our labored breathing and Ashley's occasional grunt. 
Neither of us could summon any strength to move, so we just lay there,
basking in the afterglow of our forbidden affair.

   As my consciousness faded, Ashley turned, pressed a kiss against my
cheek, and said "Thanks for the shoes, Daddy."

   ---

   Sex can knock a man out quicker than any sleeping pill, especially when
the orgasm comes courtesy of a fresh piece of teeny-bopper ass.

   When I jerked awake, it was dark outside.  On top of me, Ashley stirred
from a nap of her own, blinking as she turned back to look at me.

   "Wake up!" I hissed, rolling her to one side and ignoring her sleepy
protests.  My half-erect cock plopped out of her ass, sending my spent cum
spilling out of Ashley's ass onto the comforter.

   "Shit, what time is it?" Ashley muttered, scrambling to her feet.  Her
legs wobbled like a newborn foal, nearly sending her ass-over-teakettle
into the desk, but thankfully I managed to catch her in time.

   "Time to take a bath," I said, closing the door to my room as I pushed
her towards the shower.  "Quick!"

   "Okay, okay, don't push," Ashley huffed, dutifully allowing herself to
be steered into the shower.  She kicked her socks and shoes off, cranking
the hot water on, and glancing over her shoulder.  "You coming?"

   "Came already," I joked.

   "Haw haw," Ashley said, stepping under the spray with a small sigh. 
"Come on; clean up your mess."

   "Once it's in your ass, it's your mess," I said, shooting a glance at
the locked door behind me before heading towards the open shower.  Ashley
held her ass open, arching back and watching a stream of lube and cum
trickle out of her ass and down the drain.

   "Do you always spray that much, or do you like me more than you pretend
to?" Ashley chuckled, splashing me with some water as I joined her in the
shower.  As my eyes roamed over her wet, naked body, her eyes dropped to my
bobbing cock.  "Think that answers my question."

   "Congratulations; I think your ass gave me a permaboner," I said,
splashing her back as I reached for the shampoo.

   "You're welcome," Ashley sing-songed, grabbing a loofah and scrubbing
her ass with a small wince.  "Or maybe I should be thanking you; you really
came through on the whole `fucking me until my ass is sore' thing."

   "You're welcome," I replied, wincing as Ashley's small hand closed
around my hardening cock.  "Ash, we don't have time for-"

   "Shh," Ashley said, putting a finger against my lips as her other hand
worked up and down the length of my shaft.  "You can't be popping a boner
in front of the others; let me just drain you really quick."

   "I...fine," I sighed, head resting against the side of the shower as
Ashley's hand slid up and down my cock.  There was no use in arguing with
her, and I wasn't about to turn down a perfectly nice handjob.  "Whatever
you w-"

   Ashley's lips mashed against mine, tongue snaking in my mouth as she
pulled me in for a kiss.  Instinctively, my hand cupped her slick little
ass, giving it a squeeze as Ashley started teasing another load out of me.

   "I mean it," Ashley murmured against my mouth.  "I really, really like
you; I'm not just in this for the free kicks...and I meant it when I said
I'd do anything for you."

   "I'll keep that in mind," I panted, kneading the teenager's rump while
she jacked me off.  "You're being really nice...blackmail aside that is."

   "I prefer to think of that as an incentive," Ashley chuckled.

   "Of course you do," I said.

   "I'm not making you do anything you don't want to do," Ashley huffed. 
"Just giving you the push you need."

   "And the pull," I said, nodding down at her hand on my cock.

   "And the pull," Ashley said, nibbling on my bottom lip and suppressing a
moan as I came again, splattering her tits and stomach with another coat of
cum.  "Gawd, is this my mess too?"

   "Yep," I said, smacking her wet ass and stepping out of the shower, in
an uncharacteristically good mood.  Multiple orgasms have a way of making
men forget their inhibitions, and as I stepped into the bedroom, I started
to entertain the idea that this arrangement might not be as thorny to
maintain as I thought.

   My good mood lasted up until I saw Cassidy standing in the doorway,
staring at my naked body slack-jawed and wide eyed in her volleyball
uniform.

   "I..." Cassidy stammered, cheeks as red as her hair as she turned
around, darting into the dark hallway before I could say anything.

   And just like that, my situation got a lot more complicated.

   --

   Author Note: This story is a work of fiction.  The author doesn't
condone or advocate any of the above behavior in real life.

   Feedback is my writer fuel and increases the likelihood of this story
continuing!