Date: Tue, 5 Jul 2011 17:26:33 -0400
From: Heathyr Diamond <darkheathyr@gmail.com>
Subject: A Sissy (S)exercis?e Fantasy (TG)

The following tale of sexual depravity contains adult material.  If you are
under the legal age for your area (generally 18 or 21), or object to
explicit sex, stop reading NOW.  Otherwise, if erotic situations and taboo
acts turn you on, then please enjoy yourself.  The characters and
situations are, of course, completely fictitious.

Feel free to post or archive, as long as the story remains intact and
unmodified, and my contact information is attached. Otherwise, this work
should be considered copyright 2011 Sissy Princess Heathyr.


A Sissy (S)exercise Fantasy

by Sissy Princess Heathyr
sissyprincessheathyr@gmail.com


I stopped going to the gym about six months ago, when money got tight and I
had to find ways to reduce my expenses. I usually don't get to the gym much
in the spring or summer months anyway, so it was an easy expense to cut. I
hate going into the office all sweaty, so I avoid working out in the
mornings, and the last thing I want to do at the end of a day is trade one
dark, windowless space for another.

Of course, as the holiday weekend passed and the summer heat began to beat
down, I found the lack of exercise taking its toll on me. I wasn't at all
happy about how I looked or how I felt, and I'm talking generally, not from
a gender/sexuality perspective. I kept making plans to start exercising
again, to get outside and do something in the morning, when I could count
on having time to come home, relax, cool down, and shower before driving to
work in air-conditioned comfort.

It didn't work. Every week I would make plans, and every morning I would
find an excuse not to get out. I just couldn't find the motivation.

Ironically, it was during a quick trip to Wal-Mart to grab some comfort
munchies -- Doritos, Cheese Sticks, and Rainbow Chips Ahoy -- that I
finally figured out what the problem was. I was walking by the women's
clothes when I spotted the cutest black-and-pink workout set. It sang out
to my sissy heart, called me away from the snacks I didn't really need
anyway, and demanded that I submit to its Lycra embrace.

Without a moment's hesitation, I walked over and began rifling through the
racks, looking for my size. I won't lie and say I'm a perfect sissy size
six, but I seem to be about average, and never have an issue finding
something cute in my size. There were lots of other cute color
combinations, and I thought about getting a different outfit for every day
of the week, but the empty spot in my wallet convinced me that two would be
enough. The outfit that had originally called to me featured a pair of
black shorts, with an inch-wide pink strip up the left side, and a pink top
with a three-inch wide band of black running just below the breasts. The
second outfit I picked up was the mirror image of the first, with
predominantly pink shorts and black top.

I quickly grabbed a couple pair of white ankle socks with tiny little pink
pompoms on the back, and then headed directly for the shoes. As I sat there
trying on women's running shoes, gleefully ignoring the disapproving looks
of the blue-smocked old bag who kept haunting the aisle, I found a renewed
sense of purpose washing over me.

The reason I hadn't been able to motivate myself to exercise, I realized,
was that I really didn't care how I looked as a man. In fact, I wanted
nothing more than to forget that image, and to never see myself like that
again. That was hardly a revelation to me, but realizing how desperately I
wanted to look good as a woman, or even as a sissy, I began to understand
the strange dichotomy. Even though the man who trudged into work every day
shared the same body as the sissy who pranced around the house every night,
they really were two different people. I couldn't get motivated to make him
look any better, but I was super motivated to make her look good.

There was a pair of pink canvas sneakers that I absolutely, but they
offered no support for running, no matter how much I tried to convince
myself otherwise. In the end, I settled on a pair of plain white leather
running shoes, but bought myself a pair of bright pink laces to put in
them.

On my way to the checkout I picked up a bag of pink and purple scrunchies
for my hair, along with some baby-powder scented antiperspirant. I already
had a few padded panty girdles at home, to provide some definition while
flattening out my sissy bulge, along with some padded sports bras that
would fill out the Lycra shirt nicely. The watch I wore everyday was a
thin, purple girls sports watch anyway, so my workout outfit was complete.

*******

Sure enough, when the alarm went off the next morning, I was up and out of
bed in a heartbeat. I was excited about exercising again, and determined to
start developing the kind of sissy curves I would need to land myself a
real man -- preferably one who would take me away from it all, trading my
tie for a studded leather collar, but I'd just as happily settle for one
who would fuck me silly and leave me leaking cum.

As I dressed, I felt my entire personality change. It was a transformation
that usually only came over me after work, when I traded dress shirts for
blouses and pants for skirts, but one that I hadn't felt so strongly since
the first time I had Nair'd myself hairless in the shower -- and then
lovingly caressed my wondrous, impossibly smooth legs until the water ran
cold.

Before I could look in the mirror and spoil the illusion, I opened the
treasure box atop my dresser and pulled out my new glasses. Thanks to my
allergies, I'd never been able to wear contact lenses, so I usually had to
prance around blind, rather than let my black, boring, boy's glasses ruin
my carefully constructed façade of femininity. Thanks to the miracles of
online shopping, and a great summer discount I'd stumbled upon, I finally
had a pair of prescription glasses that I could happily wear while dressed
as my soul demanded.

The frames were much thicker than my normal glasses, but the plastic was a
shiny purple, with tiny diamond-like sparkles all over. The lenses
themselves were just over half the size I was used to, but nicely shaped,
with almost a retro cat's eye look to them.

They were perfect. I slipped them on and smiled at the pretty sissy in the
mirror. We were perfect.

My plan was to ride my bike across town to the public track, run (or at
least jog) a full mile around it, and then bike home. I estimated that
would give me a solid hour of exercise, and would definitely work up a
sweat. I felt a little self conscious about being so publicly exposed as a
sissy, but I knew traffic would be light at five o'clock in the morning,
and the only other people on the track would be serious joggers who
wouldn't care about anything but their time.

Finding two nearly-flat tires on my bike didn't exactly get me off to the
best of starts, but the gas station was only a few blocks away, and only a
little bit out of my way. I struggled up the hill to get there, fighting
gravity as much as the slack tires, but I looked at it as added
exercise. Fortunately, I'd thought to pack some change in my fanny pack
along with my house keys, so I was in good shape. I popped my fifty cents
into the machine and quickly set to filling my tires.

While I was doing that, a big-ass pickup truck backed into the space next
to. The driver made me a little nervous, especially when he climbed down
out of the cab, but he just smiled and waited patiently. When I was done,
he asked if he could have it, and even handed me a quarter to split the
cost. His tone was so warm and so polite, I wondered for a moment if he
might be the man to fuck me silly, but when I thanked him for the change,
his whole demeanour changed.

I took the hint and quickly got on my bike. As I pedaled away from the
pump, I heard him mutter, "Fucking sissy faggot. Oughta be forced to wear a
sign, I tell ya."

Suddenly, the flat tire was the best part of my morning. Sure, it may not
have been meant as a compliment, but he'd just validated my sissy
femininity in a way that no mirror ever could. I was tempted to ride back
and blow him a thank-you kiss, but I knew that would be pressing my luck.

I had a moment of fear as I pulled out of the gas station and saw a police
SUV turn the corner behind me, but he passed me by without incident. I
wasn't wearing a helmet, and the light on my bike had needed fresh
batteries for over a year. Neither was enough to get me a ticket, but I'd
had a few stern warnings over the years, and I didn't feel like putting an
end to my morning exercise for something so boring as a lecture quite so
quickly.

*******

When I finally pulled into the park, my chest was sore, my legs were
rubbery, and I was completely out-of-breath. Clearly, I was in worse shape
than I thought. I spotted a police SUV parked in the church parking lot
across the street, and idly wondered if it was the same one that had passed
me earlier, but didn't think much of it. The cops were always parked there,
and I felt a little better knowing there were watching eyes to protect me
in case some macho runners decided to take offense to sharing the track
with an effeminate sissy.

That was assuming, of course, he was the kind of cop to give a damn,
instead of turning a blind eye to a little pride-bashing.

What I had planned to be a run quickly became a jog instead, and even that
didn't go well. I was on my second lap, coming up to the half-mile mark,
when I hit the wall. If I'd been driving, I might have pushed through it
for another lap, but I knew I still had a half hour ride home ahead of
me. So, a little disappointed in myself, but more determined than ever to
get back in shape, I finished the lap and headed for my bike.

As I took a long sip of water from my bottle, I realized I was a sweaty,
trembling mess, but I was a sweaty, trembling, sissy mess, and that made
all the difference. I was quite proud of myself, and eager to do this again
tomorrow. Finding my second wind, I hopped on my bike and rode out of the
park, and into the street.

That's when the cop flashed his lights at me and waved me over.

Crap.

Hoping to make it quick, I checked for traffic, and then rode across the
road and into the church parking lot. As I approached the SUV, however, he
began backing up, still waving me forward. He only stopped when he was
against the back fence, beneath the shadows of the trees overhead. It was a
little creepy there, right next to the graveyard, and definitely more
secluded than I felt comfortable with. All I could do was hope that
somebody had seen me heading out from the track.

"Good morning, officer." I tried to see some glimmer of emotion behind the
mirrored sunglasses, but he was giving nothing away.

"Park your bike by the fence, and then get in." He pointed to the passenger
side door to emphasize the point.

The rational, cautious, masculine side of my brain was screaming for me to
run. It told me what a bad idea this was, and chastised me for being so
stupid as to even consider getting inside that SUV with a power-tripping
cop. The sissy side of my brain, however, told it to shut the fuck up and
watch.

The moment I slipped inside, he raised the windows and locked the doors. I
was scared, but it was a good kind of scared . . . the kind that makes your
panties wet with pre-cum!

"You look like you've had quite the workout." He smiled at me and removed
his glasses.  He had the most amazing blue eyes, bright and piercing. They
were the kind of eyes that could just as easily sweat a confession out of
somebody as seduce one. "My, but you are sweaty! You look like you're about
ready to drop from exhaustion."

I nodded, afraid to do otherwise. "Yes, sir."

"What do you have to drink in that bottle of yours?"

"Just water, sir."

"Just water?" He shook his head softly. "You should know better than
that. If you're going to be working yourself so hard, then you need to
inject a little protein into that body." He laid his hand on my thigh, just
high enough that his pinkie finger was brushing the tip of my cock. I felt
a jolt of electricity shoot through my body at his touch, and it had
nothing to do with the Taser on his belt! "Really, if you want to maximize
your recovery, you should be sucking down something a little more . . .
solid."

I couldn't believe this was happening! It was so wrong, so inappropriate,
and so completely my fantasy. Here I was, locked in a well-insulated SUV,
with a cop who had, no doubt, a solid explanation and alibi already
prepared to explain my presence, should things go wrong. He was so totally
coming on to me! The only question was whether he knew I was a sissy, or
whether he thought he was chatting up an awkward young woman.

"Every woman can use a protein shot once in a while but, to be truly happy
and healthy, a sissy girl should ensure he has at least one daily." He
fixed me in place with a knowing wink.

Bingo! With things suddenly clear between us, I felt my cock growing
beneath his touch. "Yes, sir." I licked my lips seductively. "Not that you
mention it, I am rather thirsty, sir. A good shot of protein might just do
wonders for me."

Suddenly, I felt the chair lower itself beneath me, even as it slid back a
few inches. He let go of the adjustment buttons and smiled. "There's not as
much room as there'd be in a stock SUV, but I think you'll find enough room
to get down and comfortable on the floor.

He was right. I slipped off the seat and knelt quite comfortably on the
floor. I had to crouch to keep myself beneath the dashboard, but since that
brought me closer to his crotch, I don't think either of us had an issue
with that.

I watched, mesmerized, as he began stroking himself through his police
blues. I could see his cock swelling beneath the zipper, and felt myself
beginning to lean forward. As I reached out, he took his hands away, giving
me full access. I all but ripped the belt off of him, but then took my time
unzipping his pants. The last thing I wanted, at that point, was to catch
his skin and have him toss me out of the SUV, horny, bruised, and
completely unsatisfied.

The moment the zipper reached the end of its journey, his white briefs
began straining upwards towards me. I'd never been quite so forward before,
but something compelled me to lean over and nibbled his shaft through the
cotton, inhaling the overwhelming scent of musk and sweat as I did
so. Clearly, judging by the smell, he was near the end of a long shift, but
the more he smelled like a man, the more I wanted to do this for him.

Suddenly, I felt a gentle cuff upside my head. "Maybe another time, sissy,
but we're a little pressed for time here." He lifted his ass off the seat
and helped me pull the pants and briefs away from his cock. "Get sucking."

Oh my god, it was glorious! I'd sucked longer cocks before, but never one
quite that thick. I wasn't even sure I'd be able to get it in my mouth, but
I knew I'd make the effort -- and then some! The moment I lowered my face
to his cock he grabbed the back of my head, pulled me close, and thrust his
hips up towards me at the same time. Before I could even take a breath, I
had five inches of thick, hard, cop-cock buried in the back of my throat.

My jaws hurt, and I felt like I was going to gag. It was the most glorious
feeling in the world.

He was too thick to really suck the way I'd like, so I settled for licking
and slobbering all over his shaft, while he held me in place and fucked my
face. He was a demanding lover, and one who knew what he wanted -- and
just how to get it -- but he wasn't careless. His thrusts in and out of
my mouth were well-placed and well-timed, allowing me just enough time to
breathe between mouthfuls of cock, and never pressing too hard or too fast
into my throat.

It wasn't long before he was moaning softly. "Good girl."

Those two words filled me with such a sense of sissy pride that I came in
my panties. He must have felt it, because he quickly shoved his hand
beneath my shorts and caressed me with his callused palm. It felt good, but
I was so sensitive from coming, I cried out and tried to pull away. Of
course, I couldn't really go anywhere, impaled on his cock as I was, but
the effort was there.

When he pulled his cock all the way out of my mouth, I wanted to cry. I
immediately lunged forward, only to be snapped back by the hand in my
hair. The pain brought tears to my eyes, but what he did next made it all
worth it.

"Sissy protein isn't nearly enough to maximize your recovery, but it might
be interesting to see what it does for your performance." He began stroking
his cock, smearing my spent cum all over it, until it glistened in the
early morning sunlight. "I want you to lick me clean, from balls to head
and back again, until I tell you to stop."

He didn't have to tell me twice! I dove in and wrapped my lips around his
balls, taking them into my mouth and gently cradling them with my tongue. I
felt a few pubic hairs stick in my teeth as I let go, but I knew I would
leave them there all day as a reminder. I ate my own cum on a regular
basis, so I needed no encouragement to begin licking my way to the head. I
worked slowly and gently, caressing his shaft in an `S' pattern as I
slurped down my dripping cum. When I reached the top, I pulled back and
kissed the tip. I could see a drop of pre-cum glistening there, so I darted
in with my tongue to sneak a taste.

It tasted so much better than my own, so much stronger and so much more
pungent. I was ravenous with my hunger for him and began licking my way
back down the other side so I could get him back in my mouth again.

"Oh, fuck, you're good." He held my head in place and pushed his cockhead
just past my lips, resting it on my tongue. "Just hold it there," he
panted, his breath coming quickly, "and savour every ounce of your protein
injection."

It only took a few strokes of his cock before I felt him begin to twitch in
my mouth. I was so hungry, and so excited, I wanted nothing more than to
watch his beautiful cock as the explosion welled inside it. I knew what was
expected of a proper sissy, however, so I looked up at his face instead and
favoured him with my most grateful, submissive smile of sissy pleasure. I
continued to gaze into his face adoringly, broadcasting my satisfaction
with my eyes, as his cock exploded.

I don't know if it had been a long time since he'd last cum, or whether he
was always so intense, but his cum literally blasted the inside of my
mouth. It exploded like a volcano, coating every inch of my mouth with hot,
wet, sticky cum. It was so thick, I couldn't easily swallow it, and I was
having trouble getting a breath. For a brief moment I actually thought I
might suffocate -- a happier death I can't imagine! -- but he took pity
on me and slowly withdrew from my mouth.

When he smiled, I finally allowed myself to look away from his face, and
gleefully watched the softening slab of man flesh withdraw from my sissy
lips. We were still connected by a thin strand of cum, and that image made
me cream my panties for a second time that morning. I reached out, freed
the string from the tip of his cock, and then lifted my hand so that the
cum fell onto my face with a plop. I gently rubbed it in, luxuriating in
the feeling of his seed on my skin.

All the while I was gargling with my thick, viscous pool of cum, until
there were spermy bubbles popping on my lips. It felt divine, and tasted
even better. I poked my tongue out and wiggled it around for a moment,
putting on a bit of a show, and then began swallowing. It took a dozen good
swallows, but I finally had the bulk of it down, although I would be
tasting cum all day long.

Or so I hoped!

"There." He nodded officially as he began tucking himself back into his
pants. "Now that I have done my bit to serve and protect, to help a sissy
citizen get home healthy and safely, I can get back to work."

"Thank you, sir." I noticed a smear of cum on the back of my hand and
licked it off. "I'm sure my recovery will be much quicker, thanks to you."

"You're welcome." He put the mirrored sunglasses back on, but smiled as he
did so. "You know, most guys hate this assignment. They complain there's
nothing worse than sitting idle, watching a bunch of old farts walk the
track, just in case some petty purse snatcher should come along." He looked
out the window and stared at the track. "Can I assume you'll be exercising
every morning?"

I nodded, certain he could see me out of the corner of his eyes. "And every
evening, too, if necessary."

"No, I like mornings." He flicked a switch on the door and released the
locks. "You should get going."

"Yes, sir." I opened the door. "Thank you again, sir."

I all but floated over to my bike, prancing and dancing across the broken
asphalt, riding a cum-laced high that would last for hours. Unable to
resist one last look, I made sure to ride by his open window.

"You know," he called out the window, "you get a much better workout if you
keep your ass off the seat. Makes you use your legs more."

"I know, but it gets so hard."

"Sometimes hard is good." He nodded to me through the window. "Get an early
start tomorrow, and maybe I'll give you some extra motivation there as
well. I find that sissies who can't sit down have a much easier time riding
with their legs."

"Yes, sir." I found my legs suddenly shaking at the thought of taking that
cock inside my sissy pussy. "I look forward to further instruction."

As I started my ride home, I knew there'd be no going to work today. I saw
myself coming down with a sudden cold, the kind that only lots of protein
could cure, and the kind that only repeated anal insertions of my biggest
latex thermometer could properly monitor. My officer might have been a
gentleman today, but I knew there'd be no controlling that monster one he
buried it in my ass.

It'd been a long while since I'd been fucked properly, so I figured a day
of practice, a day of stretching and straining, was just good preparation
for some early morning sissy (s)exercise.

I could really see this becoming a daily routine!


END
http://sissygurlconfessions.blogspot.com/