Naked In The Street And Caught

I had recently moved from the house I was in. It was where I explored being naked and cumming in public. I have shared my experiences of late night riding on my bicycle so that I could be naked and cum in many public places. During my time there, I also developed a desire to shock others by dressing and acting like a slutty girl. I was a smaller person at 5'5" and 100lbs. I had never been into sports or exercising so my body and limbs were very much like a very skinny guy or thin girl. In guys clothes I had a 22 inch waist and had to wear teen or slim fit type jeans. In girls clothes I wore either XS (extra small) or size 2 and max size 4 with my 35/22/34 shape. Up top as a guy I was pretty flat and as a girl my cup size was usually A, but if padded, B. The great thing about my flat chest was that there were many frilly and cute bras. I think people that design them know that if you are pretty flat, customers really focus on style and material.

I was in a house with four other roomates. It was a new house in a new development where there were still many empty lots and half-built homes. In my ongoing desire to be naked and cum in public I found myself craving the need to find a way to do it in this new house and area. Because the area was new and had many empty lots, there weren't a lot of mature bushes or trees to hide behind other than the older neighborhood down the street. The new house I was in had no landscaping and if I was outside naked or dressed as a girl near the house, there was nowhere to hide. There was no porch or bushes to hide my bike outside. I felt like I needed to do something other than ride my bike naked.

Through my on and off public nudity cycle, there were plenty of times I was seen. This was the whole idea! That was the exciting part! It is what made me cum so hard. The high was going around, being seen, and cumming. I constantly imagined getting caught, manhandled, and force to do whatever they wanted. It never resulted in actually getting caught by police or others but the dream of being caught kept my interest in this addiction very high.

Because I had evolved my look to appear as a girl at the last house, I was really exploring the idea of how to do this more and more. From my last house, I had established a strong tan with very defined bikini tan lines. I had signed up for a tanning salon in order to ensure I could maintain the look. I made sure I wore the exact bikini every time so that the untanned areas were perfect! They were so defined that it looked like I was wearing a white bikini even without one on.

On top the white triangles from my bikini top outlined my perfectly placed nipples. Even as a guy, I had nipples that stood out when cold or excited and were the size and shape of a pencil eraser surrounded by smooth pretty areolas. So cute! Below, I had the white triangles of skin framing my landing strip and butt which made me feel like the perfect girl. Thin white lines from the bottom straps flowing from each triangle front to back. The dark landing strip stood out against my white skin, making it very visible. I made sure the hair of my landing strip was dense and a little bit longer at the bottom because I didn't want it to look like it ended at the beginning of my cock.

Most guys that have a landing strip usually shave around the base of their cock to make their cock stand out. My goal was to make sure it looked like I had a pussy underneath the hair. I really had almost no other body hair and what I did have, I shaved off regularly.

As a smaller person that knew my measurements very well, it helped with all of my shopping. Most jeans for guys were too large so I was always in slim jeans or jeans for younger guys and just wore belts to keep my pants up. It was much easier for me to find girls clothes that fit, especially cute little dresses. I liked either short skirts or really pretty sleeveless sequin mini dresses. For a guy my size I was definitely small. Growing up not only was I aware of my small size but most others were too. I was constantly teased but there was nothing I could do about my size. Going to the beach wearing a tshirt it always looked like I was wearing a dress. Even going to the pool into the changing room there was usually an initial shock because they thought I was a girl in the wrong changing area.

To be and look more like a girl, I started to experiment with tying my cock up with thin braided rope and pulling it down between my legs and back. The rope was about the thickness of a G string bikini. I would wrap it tightly from the base to the head in sort of a hangman's noose. The harder it was pulled, the tighter it squeezed my cock. This approach held my cock tight and small. I found that by doing this, I definitely had the appearance of a girl. With my slight build, my hips were almost as wide as my shoulders, creating a bit of an hourglass shape. With a skinny waist, a pretty landing strip, and a tucked tiny cock, it was the perfect body to carry off the look of a girl.

I liked being a guy and playing with my cock but I loved to shock others into thinking I was a girl. Once it was discovered I was a guy, the looks on their faces were priceless. Even when they thought I was a girl, they were shocked by my risqué look. Putting on a show was what made me excited and wanting to cum.

I tried several different methods of pulling my cock down and back but couldn't find a way to keep the rope tight. Tucking tape was my original go to, but it didn't stay put for long unless I had tight pants or shorts on. It worked if I wanted to wear leggings because I could make it look like I had pussy lips showing. Leggings were not my first choice for clothes because it covered my privates! I discovered that by wearing a thin, skin colored belt around my waist I could pull and tie the rope holding my cock to the back of the belt. Doing this, I could easily keep my cock tucked for a very long time, naked or not. With the rope and thin belt holding my cock in place, passing as a girl was pretty easy!

To complete the look I added a bit of lipstick and eye shadow and framed my hair around my face. It took quite a bit of experimenting with makeup before I got better at it. I even went to far away stores that had makeup counters so I could ask for help from the workers there. Smaller fake eyelashes definitely helped! I did not want that garish look that some girls have. I wanted to look sexy but soft.

To make doing my hair easier, I ended up with a wig that had bangs and a straight flat cut just below my neckline hitting just above my shoulders. With my pretty sleeveless sequin minis, my wig accented my shoulders perfectly. The wig and eyelashes made things so much easier! I practiced the look over and over and would stand in front of the mirror admiring this new girl standing in front of me!!

In my nightime outfit of a short pleated skirt and no top, I knew that if I was caught by police, there was nothing I was really doing wrong. As a guy, not wearing a shirt was fairly normal in warm months. Tan lines highlighting my chest? Nothing wrong there. I had a skirt on which meant I was covering enough to avoid legal problems. Would I look strange to them? Absolutely! Was I doing anything illegal? No. As long as my pubic and butt areas were covered I was safe.

Beyond my nightime look of exposed tits and short skirt, my look during the day was as a girl in dresses. At size 2, sequin mini dresses were my go to. I loved the material and the way it flattered my figure and legs. Where were my roommates? They all worked graveyard shift. During the day they were sleeping and at night, they were at work. Perfect! I had dresses, shorts, leggings, and bras that I would wear out in the day. Just driving around was not exciting or arousing so I needed to be in areas where there were people. Malls were the perfect place!

I loved shorter dresses to show off my legs and found girly bras that I didn't need to stuff. I learned to put on my bras and take them off just as a girl would! I would wear these outfits to the mall and walk around as a girl. I never wore panties so when I was sitting at the coffee shop or fast food area, I made sure that my little bush could be seen. I could do this by paying attention to where the overhead lights hit my body as I sat. It was easy to catch guys taking a glimpse and I would just smile and sometimes cross or uncross my legs to give them a better view. No one ever questioned or approached me so I felt confident in my look.

Enough about daytime stuff. It was now near midnight and my roommates all headed off to work. After evaluating the area and streets by the house, I decided it was time to go out! I waited a few more minutes until it was a little after midnight. In my room I made myself up as the girl I had practiced creating for more than a month now. Feeling sexy and cute, I climbed out my bedroom window and dropped into the front yard. Why not go out a door? There was just something naughty about climbing out a bedroom window. Dropping to the ground, I looked down at my naked top and cute skirt ready for the night!

Once in the yard, I looked out towards the street. I headed off to the more established neighborhood. The streets in this area were not that well lit, which was perfect for me. I would walk up and down streets hoping for the occasional car that I could step out and flash my pretty landing strip. My usual thing to do was once I saw a car coming, I would hide behind bushes or a tree until they got close, then I would step out where their lights would shine on me. I knew the first view of me would be the white triangles of skin surrounding my very cute dark and perky nipples. Once in full view, I would quickly lift my skirt up, showing my perfectly trimmed landing strip. Their shocked look was what gave me the thrill I needed. I loved every second of it.

Since I did this after midnight, only three or four cars in a hour would drive by. Sometimes there were a few more. Once I knew my landing strip was seen, I would quickly dart back into the bushes to hide until the car moved on down the road. Then I would go back out to walking around until the next one. The look on their faces always thrilled me. I imagined them going back and telling their friends that this skinny girl was flashing her pussy out on the road. I always secretly hoped that strange men would find me and force me to please their cocks.

There were definite pluses walking around as a girl in a skirt, both at night and at the mall. The downside was that I couldn't release my cock so that I could cum, and cumming in public was a big part of the thrill. My whole experience riding naked on my bike was all about cumming in public places. With a tucked cock, not so easy. With all the work and care to tie and tuck my cock with the rope, it was not easy to undo everything in order to cum. Every so often I might do it in the bathroom of a mall but it was a hassle to undo everything. I couldn't get it all back together and have the look I wanted. Trying to wrap, tie, pull, and tuck my cock was never easy in a public restroom. When done, it was not perfect and I always felt sloppy, not girly, and would quickly head home. It was too much of a pain so I stopped doing that.

By giving up on cumming during the day, my cock was tied and tucked for many hours. It kept me in a constant state of sexual arousal. Like constant. My need to cum increasing every instance my privates were seen. After a few hours of living in this high state, my skin tingled with every touch or breeze in the air. This high level of desire made me take more risks. I loved my landing strip being seen and the high I got from it. I started to do it more often. I was so addicted that I was now out and about 3 to 4 days or nights a week. By this point in my girly addiction, I wasn't that interested in pleasure from my cock. Definitely having orgasms from masturbation was not high on the list. When it got hard it was a problem because in that state, it couldn't be tied and tucked. Since I was now going out as a girl so often, if my cock wasn't soft, it kept me from my girly or naked adventures.

I was frustrated that my little cock wasn't even smaller. If it had been, then maybe I wouldn't even need to tie and tuck it. I even researched men that had similar issues. In most cases it seemed their reasons weren't because they wanted to be girly like me but they wanted to become a woman. My thrills and mental state were not about being a woman. It had everything to do with making sure I exposed my sexy pussy and little titties in public places.

When I walked out and about in my girly outfits it helped me to forget I even had a cock. A trip outside at night or at the mall during the day would be hours and hours with my cock firmly tucked. I imagined it was like the all male shows where they were dressed and performed to look like women for several hours. Every time I exposed my pretty landing strip or let guys see under my dress at the mall, I ached to satisfy my sexual tension, but my cock didn't ache, my body ached inside in a way I imagined a girl might ache because she craved sexual satisfaction.

At night I started to walk areas where there were more cars or, during the day, find more areas in the mall to sit and show off my cute landing strip. The tough thing was that the more sexual excitement I got from exposing myself, the more I wanted to expose myself. This created an even higher level of excitement. It was an escalating high. At the end of a night or a day at the mall, I would head home so high from the hours of exposing myself. Once home it was an emotional let down because the risk and high were gone. No one was at home to see my pretty landing strip or cute nipples. I would untuck my cock and just let it flop. Soft and limp, it was useless because the high was gone.

After so many hours being tucked and high from my adventures, playing with my cock was not a way to release my sexual tension. Only after making it home would I untuck it and masturbate where it could cum. This wasn't very often anymore. With my emotional high spent outside the house, even jerking to let it cum wasn't pleasurable other than the moment of the actual orgasm. It took work to get charged up enough to stroke and cum. Normal fantasies playing in my head didn't do it at all.

After hours of being tucked, my cock was always soft. It just fell limp in my lap. In my head I knew within a few minutes of untucking it whether I was in a mood to cum. Looking at it, touching it, stroking it didn't give me the pleasure it used to. My motivation to stroke it or give it any attention was minimal.

I spent many nights and days over the next few months out on the streets or at the mall as the cute, sexy girl I envisioned in my brain. I now lived for the high of exposing my cute landing strip and nipples to the world. My pussy and tits were everything to me. Getting others to see them was all I cared about.

One particular night, after hours and hours at the mall during the day, I got dressed in my night outfit, and got out of the house to enjoy the night, I had been walking around for about an hour, flashing several cars as they passed by. That night there were probably six or seven cars that saw my pretty tits and landing strip! One car even stopped and crept slowly towards where I had been standing. I had darted into the bushes and hid quietly until they gave up and left. I loved it! I was feeling very high with sexual excitement. I had now been at this for a couple of hours. Aroused and feeling like a street whore, I confidently headed off to walk about six blocks to a nearby park that had an open field for football and soccer. With my pretty tits on display, my short plaid skirt, my white knee high sock and shiny black shoes, I know I was looking cute and sexy. A single car came down the street in a part that wasn't very well lit. With my high, I didn't even flinch as the headlights highlighted my pretty tits. With the cars headlights on me, I lifted my skirt to make sure they got an extended view. I didn't even try to hide. The car didn't slow or stop so I just kept walking.

By now it was past two in the morning. Arriving at the park, the field lights were not on but there was enough moonlight to see across the field to the player's and audience benches. I strutted out to the field walking with a sway I imagined a freshly fucked girl would have. Remember that at this point, I wasn't letting my cock cum for weeks or more at a time. I had no other outlet for my sexual needs so I was extremely horny! I slowly made my way over to one of the player's benches. I sat down, feeling the cold aluminum against my naked ass and legs. I leaned back to look up at the sky and the stars. I looked down at my cute outfit, admiring how pretty I looked. It was a really clear night and I was feeling sexy and cute as ever!

Looking up at the stars, scanning around and enjoying the view, I got up every so often to walk around the field. Settling back onto a bench I relished in the freedom that I was dressed and looking like the girl of my dreams.

I was suddenly startled by a voice saying "Hey, you know you shouldn't be out here right?". I was so startled and shocked I quickly sat up straight and looked to where the voice was coming from. There were two guys walking towards me. I was caught! I was frozen! I was scared! Years of outdoor nudity and cumming had gone by and I had never been caught like this! What should I do? What could I do?

I could tell as they walked directly towards me I was going to be forced to interact with these guys. For sure I didn't know or understand what they were doing here at this hour of the morning. Probably nothing good.

"What are you doing here?" he asked. It was easy for him to see that I had no top on. "I love little titties! You are cute!" he exclaimed.

I couldn't answer because I was in shock. I placed hands firmly into my lap pushing on my short skirt as I trembled. I might have run but these guys were bigger and probably faster than me so I sat on the cold aluminum bench waiting for them to make the next move.

I was totally aware of everything from my bare ass touching the cold metal to how short my skirt was and knowing I had no top on. Because of my size 2 frame and looks, I had always been more submissive and it was certainly apparent to me now that I was definitely a quiet and easily subdued person.

He moved closer and reached out towards me.

"Look at these cute titties!"

"You seem excited!"

He closed the gap and his hand flicked one of my nipples.

My nipples were definitely full and hard. Even though it was a warm night, I was shaking.

"Aren't you here to play?"

"You know, play a game with us".

The other one rubbed his hand across my nipples. The way he stared at my naked and exposed body I could see the hunger in his eyes.

"I don't know how to play" I said shyly.

"Let me show you".

He brought his hands to his waist and pushed down his pants, revealing his hard cock.

"You can play with this".

His hand dropping to hold his cock.

I could see his cock was a lot bigger than mine and had such a pretty shape. I had to stare.

He pulled closer, reaching down to feel my tits which brought his cock closer to my face.

"I love these! So hard and sexy"

He continued to play with my nipples, pushing and pulling them. It felt good.

All I could do was sit there. Not confident in myself or the situation. I could definitely feel something inside stirring as his hands circled and tugged at my nipples. They grew harder and stuck out a little more. I wasn't sure what the feeling was, but it was a nice feeling.

He held his cock and brought it to my face touching it on my cheek. It felt hard and hot. Then he tapped it on my lips and, for the first time, I felt another man's cock on my lips. He held his cock against my lips and pushed.