Who're for the Homeless Pt. 01

At eighteen and still a junior in high school, I was pretty popular. I kept my hair long and hung out with the "dangerous" crowd, otherwise known as the stoners.

I only dated two girls in school, which didn't last long. Believe it or not I was actually focused on academics. See, up to this point no-one in my extended family had graduated high school. So, it was important to me.

One favored, VERY PERSONAL, pastime that i REALLY enjoyed was crossdressing!

Oh yeah!! I LOVE to dress up girly in all the nice pretties!! HUGE TURNON!!

I got in the habit of dressing up like a girl and going for walks after sunset. As I got braver, my strolls would go further and last longer. Soon enough it wasn't enough.

So I started dressing skimpier and skimpier!! My skirts got shorter and my heels got higher!

Then when THAT wasn't enough I started wearing just lingerie!!

That's what lead up to the night I met my pimp. A homeless man who made me call him Mr. Johnson!!

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I wanted to REALLY push the limits, get the most exciting thrill i could. So I bought a lingerie set in all white that would have made Madonna blush!!

Bra, full bottom lace panties, garter belt, stockings, opera length lace gloves, frilly lace ankle socks and high heel pumps!

My plan was to walk across town about a mile and a half to a railroad bridge and abandon my outer clothes. Thereby forcing myself to walk home in just lingerie!! I know right!!?? INSAINLY STUPID!! Yeah... Well... I clearly wasn't thinking clearly at the time or was I?

A trip to the local resale shop acquired me some old boots I could slip on. Some old slacks and an old tan'ish trench coat with a hood.

I bathed in pretty smelling bath salts and shaved my petite body baby smooth ALL over!! Getting out, I put some jell in my hair and put it up in rollers.

I had been practicing my makeup for weeks. Tonight i wore it as slutty as i could but still looking like a chic!

I donned all my lingerie and did my fingernails.

My Long hair let down from the rollers and styled a bit left me looking like a drop dead gorgeous super model! At least i thought!

Slipping on my slacks and boots then donning my coat i head out the door and begin my uneventful journey across town.

A couple of neighborhoods over I came to the park. As I went through it I couldn't help but get excited dreaming of walking back the other way in my sissy lingerie!

I came to the business highway and hid in the trees until it was clear enough to go across. Then passing through another neighborhood I came to the edge of the supermarket parking lot. Which I hadn't considered the parking lot lights lighting up the vast parking lot I would HAVE to cross!! I'll just skirt the other side in the shadows of the trees, I thought, not realizing there was an eight foot fence!

I went through the parking lot and down the side of the building and then to the back, where the train tracks are. I take note that on the way back I will have to travers the ditch in the dark, in heels. Thats when it also dawned on me that it was a full moon! Damn, I am totally going to glow!

Once to the bridge, I walked about thirty or so yards out on it and began psyching myself up!

Now or never I figured! So I laid my heels down and took off the boots. Taking a breath, I ceremoniously tossed them over the railing hearing them "thud" below.

Then I took off my slacks and tossed them. I stalled by putting on my heels, THEN taking off the trench coat! My heart was racing as I released my grip on my ONLY remaining cover!! I watched it fall into the darkness and IMMEDIATELY my attention was redirected to my vulnerable position! IM A MILE AND A HALF AWAY FROM HOME DRESSED LIKE A COME FUCK ME TART!!

Looking down at my lingerie covered girlish figure glowing in the bright moonlight on a quiet rusty bridge, I couldn't help but take advantage of the moment by caressing my chest, and running my hands down my sides. I moaned out as if I were an actuall girl as I reveled in my sexy lingerie!!

Spreading my stocking legs and caressing them made my sissy clitty stick so hard in my pretty panties! I rubbed it hard in its lacey confinement!! I was SOOOO incredibly turned on!!

As I turned around to start my journey back I paid special care on the railroad timbers, walking in the heels was slow! It seemed to take forever just to make it back to the small trail that goes between the tracks and supermarket.

I knew I had to walk to the other side of the building. So in the safety of the shadows I gained my courage and tried to focus on my sissy strut. Swinging my hips, raising my hands in the air for balance.

It wasn't until I made it to the other side of the building that I saw the fence that ran right beside the building making it absolutely IMPOSSIBLE to go that way! I had go across the well lit parking lot!!

Turning around I considered trying to find at least the coat and forgetting the whole thing but images of thorn bushes and snakes made me chicken out. I reserved myself to taking my sissy walk home!!

Turning around I had no choice but to go back so I figured I might as well make the best of it and practice my slut walk back across the back of the building.

Once at the corner again I decided to pee before I start my journey. After relieving myself I stuffed my sissy clitty back in my panties and stepped around the corner.

I had no real problem along the side of the building as there were bush's that lined it. But at the end, I scanned the open parking lot for cars for people. The parking lot was empty but also WELL LIT!!

I took a deep breath and began my quick slut walk into the massive spotlight! My high heel making FAR more noise than I anticipated!! Great!! Slut magnet loud speakers on both feet!!

I had made it about a third of the way when I distinctly heard a car coming!!

I rushed over to the nearest light pole, which must have looked VERY girly with my arms waving in the air for balance on my heels!!

The poles have concrete square bases, not very big, but for some reason I thought it would be big enough to hide behind!!

I squatted behind the culvert as the car went by. When it was close enough I heard the loud music. Peeking around I saw Ronnie Ledbetter's truck going by!!

He was my childhood buddy and was ABSOLUTELY the last person I would EVER want to catch me like this! All I could do is pray he or his buddy don't look this way!! My heart was racing as I listened to them drive away.

Quikly, I began making my way across the open parking lot. I was soo scared at this point! So the waving of the hands and clearly seeking shelter wasn't an act!

I made it across the street and hid by a cedar bush to catch my breath.

The neighborhood up to the highway was uneventful. Quiet with just a couple of cars to hide from.

At the highway I hid in-between two cars parked at the edge waiting for a chance to scamper across.

Even though I was "hiding" I actually had only the two cars for cover!!

It was well lit where I was like broad daylight!

I took the first chance I had and scampered across the highway to the safety of the park!

I really got into my slut walk when there. I made a straight line through. Anyone could have been in the shadows, I would have never known! That was a cheap thrill! I stayed in character, a sissy crossdresser slut strutting through the park!!

Moving from tree shadow to tree shadow I made my to a lonely picnic table on the edge of the park grounds. I figured it would be a good spot to sit for awhile and play with myself!!

It sat by itself, away from any trees with the bright moonlight shining down.

I sat on the table top with my heels on the bench. My sissy heart just swooned at the sight of my attire glowing in the moonlight. I caressed my stocking legs which sent delicious shivers across my thighs. I laid back on the table top and just caressed and swooned in the moonlight like I was a desperate cock hungry slut!

I caressed and spread my legs and imagined I was offering myself to a man as I writhed in the bright moonlight. I lost myself in the moment, I had made a definite sticky wet spot in my sexy panties! Just for a moment there I wished I was a real girl with a real man and a real dick!

I wondered if maybe I might be gay. I tried to shrug it off but the only thing that echoed in my mind was "faggot" and honestly I was SOOO turned on by the idea of a man using me!

Lost in my fantasy, my logic took over and I sat up looking around. I had forgotten where I was and how I was dressed!!

That's when I saw him!! At least I thought I did, did I? It was dark... Were my eyes playing tricks on me!!?? I slipped off the table and squatted down, trying not to make too much movement, just in case!

I looked between the table and bench, trying to make out if it was really someone there or just my imagination!! My heart was pounding in my chest so hard I could hear in in my ears!

Then it moved! It WAS someone in the shadows!! Were they... YES!! They ARE coming my way!! Had they seen me? Its too late to run as I scamper under the table and huddle close to its base hoping whoever it is will just walk on by!!

My mind racing!! What if I get beat up!! What if I get killed??!! What if its a COP!!

Crap!! Going to jail like this is NOT acceptable!!

I cant see them, but I can hear them!!

To my horror, they walk right up and sit on MY TABLE!!