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From: G's Gurl <gsgurl@sissy.net>
Newsgroups: alt.sex.stories.tg
Subject: Crissy
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Date: Mon, 12 Jan 2009 15:47:19 -0500
===================
Let me know if anyone wants more
CRISSY
The summer after high school I moved into this cheap hotel downtown.
I'd been working in the mailroom for a large company, and really
needed to get my own place, but I didn't have much money. I also
wanted to have more time to play dress up. It was an old building that
had seen better days. I had one large room, with a small bathroom, and
a tiny kitchen. It was the cheapest one they had. After work I'd dress
up and watch tv, then sleep in my little black nitey. A couple weeks
after I started living downtown, I ordered a vibrator in the mail, it
quickly became my favorite toy. By the beginning of summer I had
fallen into a steady routine of coming home from work, dressing up,
having something to eat, then masterbating myself to sleep. I went
through a lot of batteries, falling asleep with the vibe buried in my
virgin sissyhole. I had also got a few really sexy outfits, and a
great pair of clunky heels.
I became a little daring after awhile, there was a trash room down the
hall. I started to take out the trash dressed up. I'd leave my door
open, then dart down the hall and back. It probably didn't take more
then two minutes, but it really got my heart beating. One night I was
coming out of the trash room, I was startled to see an older black
man, about 30 standing in an open doorway. I froze the minute I saw
him. He smiled and asked if I wanted to come inside and smoke a joint.
Startled, I mumbled "no not now," and fled back to my room. I heard
him say "stop by sometime cutie, just knock." My heart was pounding
when I made it back to my room. I sat down, wondering what to do. Did
he know I wasn't a real girl? Did he want sex? Should I give him sex?
Would I want to suck him? Fuck him? Should I go back? What if I got
raped? What if he and a bunch of his friends raped me? I couldn't
sleep a wink all night. I was a mess the next day at work, wondering
what I should do. The more I thought about it, the more tempting it
became. After all the hotel was on the seedy side, there were a number
of residents that looked kind of shady. Pretty much everyone seemed to
mind their own business.
That night, after shaving my legs, so they were smooth and sexy, I
carefully painted my nails a fiery. I dressed up in my sexiest outfit.
A blue skirt, that came down to just a little above my knees. A tight
blue and white sweater. Underneath I wore a white bra, 34b, stuffed
with some old nylons, white bikini panties, and pantyhose. Of course I
had my clunky shoes on. I put on a pair of clip on dangly earrings,
and a little heart necklace. I took my purse with my keys, some
lipstick and makeup, and a few dollars. Working up my courage, I left
a little earlier then usual. I must have stood outside his door for
five minutes before I actually knocked. He wasn't there, my heart
sank. I must have went back a dozen times, before I gave up. Filled
with disappointment I sat in my room. I thought, I can leave a note!
Carefully I started writing one. After a few tried, I finally settled
on, "stopped by to see you, I'll try again tomorrow night." When it
came time to sign my name, I paused, I couldn't give him my actual
name. I needed a girl name. "Crissy, that's a good one," I thought. So
I signed it that way, with a little heart over the "I". I slipped out
of my room and slid it under his door.
The next day seemed to drag by. Finally I went home and changed,
repeating the same process as the night before. I again stood before
his door. Timidly I knocked. The door quickly opened. Before me stood
the man from two nights ago. He smiled, "Hi Crissy, come in cutie, my
name is Charles, but my friends call me Hollywood." Hesitantly I
entered, trying to remain as calm as I possibly could. No one had seen
me like this, except this guy. Hollywood? What kind of name was that?
Swaying in my heels I found my way towards the couch. "Sit down, want
something to drink?" "Y-y-yes, p-p-please" I managed to say. I sat at
the edge of the couch, trying to primly keep my knees together, as I
tugged my skirt down.
Bringing in two glasses, along with a bottle of beer, and a bottle of
Pink Champale, Hollywood sat down on the couch, near me, but not too
close. Nervously I took the glass, and slowly took a sip. Talking as
he rolled a joint, he asked, "How long you lived here? "About s-s-six
w-weeks." "Mellow out girl, I ain't gonna hurt you, just wanna get to
know you." "Been dressing up long?" So he knew, "as long as I can
remember" I said, pretty much telling the truth, but still scared to
death, but glad at least I didn't have to awkwardly explain later.
Lighting the joint Hollywood took a couple long drags, then handed it
to me. Daintily I took a small toke, then started coughing, not having
smoked it too often. Handing the joint back, I drank more from the
glass. Passing the joint back to me, I took a couple tokes, not
coughing this time. As we smoked, and talked I started to feel a
little more at ease. Finishing the joint and the Champale at about the
same time, Hollywood brought me another bottle. After filling my glass
Hollywood rolled another joint. As we finished the second joint I
started to feel really fine. Hollywood moved a little closer, and put
his arm around me. I snuggled up to him and sipped my glass. Running
his fingers through my hair, he said "I really like you Crissy, you're
really a pretty girl." I could feel myself starting to get aroused.
Turning my head, he pulled me close and kissed me. Hesitantly I kissed
him back. Opening my lips, his tongue slithered into my mouth. Slowly
I started sucking his tongue. With one hand on the back of my head,
and the other, wrapped around my waist, I was powerless to resist. His
hand slowly slid down my side, lightly caressing my knee. I put my
hands around him, kissing him back, sucking his tongue into my mouth.
My arousal was overcoming my fears. My mind was racing, here I was
kissing some guy I just met, dressed up like a typical teenage girl.
It was almost like a dream, I felt just like a girl out on a date,
making out a little. Gently he pushed me back on the couch, his kisses
taking my breath away. His hands slowly sliding up my leg, slowly up,
undr the hem of my skirt. Politely I took his hand away, once, twice,
three times, but it always returned after a couple more kisses. Each
time, letting him get a little further. His fingers slowly flicking
across my crotch. Starting to moan softly, as he sat back, taking a
swig off his bottle of beer. Breathlessly I sat up and tried to
compose my self a little as I drank down my glass of Champale.
Hollywood asked if I wanted another, "Yes please" I said as I
straightened myself up.
Taking the glass, I drank a little more before sitting it down.
Hollywood sat close by. Kissing me again he took my hand. Placing it
on his swollen crotch, I froze. Knowing what comes next I squeezed him
through his tight polyester pants. Kissing me, whispering how pretty I
am, telling me how much I was turning him on. Forcing myself to say
"I-I=I'm a v-v-ir-gin. I.ve never done anything like this." He
whispered back, "I'll go slow Crissy," as he slowly pushed my head
down. I wasn't sure if I really wanted to do this, but I didn't
resist. Instead I was on my side, kissing the lump in his pants as he
undid his belt. Taking my hand, he placed it on the snaps on top of
his pants. I took a long pause, before unsnapping his pants and slowly
pulling the zipper down.
Reaching in, I grasped him through his underwear. Slowly I ran my hand
up and down his shaft. He wasn't too big, about six inches, but he was
thick. Hollywood leaned back in the couch, sipping his beer as I slid
my hand into his underwear. I lightly squeezed him as I slowly started
to jack him. My head rested on his lap as I pulled his thick dick from
his pants. I watched from inches away as I slowly jacked him. After a
couple minutes, I felt his hand gently against the back of my headed,
pushing me closer. Hesitantly I kissed the top, flicking my tongue on
it. The hand pushed down a little harder, slowly I parted my lips, as
his meat entered my mouth. Working the head inside, I took as much as
I could, before slowly sliding my lips back up the shaft. I worked my
lips slowly up and down a few times, somewhat shocked that I was
really giving a blowjob.
Letting him slip from my lips, I slid to the floor, positioning myself
on my knees in front of him. Looking up as I took him back into my
mouth. Slowly I worked my lips up and down on his dick. Hollywood laid
back, giving me encouragement, "that's it Crissy, take your time," as
his hand pushed against the back of my head. I sucked him for about
five or six minutes, then he moaned, sending spurt after spurt of cum
into my mouth. I swallowed as much as I could, the rest dribbling off
my chin. He smiled as I looked up into his eyes. "Good girl Crissy,
we're going to have lots of fun.
We spent the night together, snuggled together in his bed. He rubbed
my crotch, making me fill my panties with cum just before we dozed
off. Before I left in the morning, I gave him another blowjob, then
left for the day.