A guy whom I'd never met before began emailing me about daring me to do some things naked around town and having me do some exhibitionism for him. Hepicked me up at a nearby store in his car and drove to a parking lot a few blocks away.
There, I was directed to remove all my clothes except for my shoes and socks. He let me keep my hat on too, since it's pretty cold out. I was wearing a pair of old sweat pants, a ratty t-shirt and nothing else; I'd left my coat at home. I stripped out of my clothes and he took them and put them in the trunk of the car and began driving us around. He had the heat up pretty high so it wasn't too cold.
Our first stop was an alley behind some houses. He dared me to get out of the car naked, and run to the mid-point of the alley, turn around and then walk back towards the car. I had to walk the second half so he could look at me naked outside longer. I stepped out of the car and followed his directions, the chilly air hitting my skin and jogged halfway down the alley and turned around and slowly walked back. It was about 830 pm, so there was potential for people to be around or cars coming to or from, but none did. I got back to the car without incident.
We drove for about 15 minutes until we got to a residential street, that had two street lights out so it was pretty dark. He drove about 1/4 of the way down the street and dared me to get out without any other information. I did, and closed the door and he drove away to the far corner of the street, stopped and waited. I jogged down the dark street to where he was; at the stop sign. As I ran, across the street on the opposite side was a guy in his mid 30's walking his dog. He didn't see me at first, but then turned to look and stopped walking and stared; seeing my naked body running down the block, my dick and balls flopping around as I ran. I hopped into the car and we sped away.
Another 20 minutes of driving and we got to a shopping mall parking lot. My first dare here was to get out and stand naked in front of the closed Hallmark shop. It was about 920 at this point. I did and got back into the car, then we drove to another spot in the parking lot and I had to repeat the same dare now in front of the Pier 1. There were still employees inside closing up, but they didn't see me standing naked outside, so intent were they on getting the shop closed and out of there. Back into the car. We drove to the far corner of the parking lot and I had to get out in front of an open Walgreens, run to the door, touch it and run back. As I stepped out a man was leaving the store and stopped abruptly as I ran naked towards him and touched the door, turned and sped back towards the car. Two cars were driving in the lot towards us looking for parking and must have spotted me too. I got into the car again and off we went away from that shopping area.
Ten minutes later we drove to the El tracks, and parked. We waited about 5 minutes until a train came and stopped at the station; we were parked just beyond the platform. When the doors began closing, I was dared to get out of the car naked, run up to the edge of the tracks and stand naked while the train left and moved by me. I did just that, running up to the train, and although it was dark a few people staring out the windows saw me naked, with my dick hard and pointing right at them as it headed away. Back into the car again.
Our next stop was a semi-busy intersection with a stop sign. There was about 1 car every 20 seconds there, so not busy but definitely not dead either. We stopped about 100 feet before the stop sign and parked. My friend, handed me my clothes and told me to get out of the car with them and walk to the mailbox on the corner where the stop sign was and put them inside it. I was then to cross the street to where he'd be waiting. This was a big one, but clutching my clothes, I stepped out naked of the car as he drove across the intersection and parked a little ways away. I waited until I thought there was a break in the traffic hiding behind a car then started forward. About halfway from my hiding spot and the mailbox a car pulls up behind me towards the stop sign. There was no where to hide as the headlights flashed onto my bare ass and I just kept walking. We arrived at the stop sign at the same time and two women in the car were looking and pointing at me excitedly. I smiled and opened the mailbox, showed them my clothes, put them in and closed the box; permanently seperating me from any clothes at all. They remained at the stop sign as I moved to cross the street. A car from the left approached and stopped at the sign as I began to cross; so two cars were stopped, headlights fixed on my nude and vulnerable body as I walked naked across the street. Just then a third car pulled up to the stop sign; and waited with the other two watching me. I broke into a jog then, and ran towards my friends car, hopped in and we drove away. What a rush.
Now without any clothes, we drove to a mostly deserted parking garage. My friend pulled up to the elevator and told me to meet him on the 5th floor. I got out as he drove away and pressed the button to the elevator not knowing if anyone would be inside when the doors opeened. No one was, and I got in, pressed 5 and slowly rode naked up to the fifth floor and got out. My friends car was nowhere in sight. I stepped out and hesitantly looked around and saw him parked on the very far side of the floor. There was a couple returning to their car, so I ducked between cars and made my way towards my friend and avoided being seen. When I got to his car the door was locked; he rolled down the window and told me before I got in, I had to jack off onto the car next to his and rolled the window back up.
There were a few people coming and going on this floor, but no one really close, so I grabbed my already hard dick and started stroking. After a few seconds I got into it and started showing off for my friend in the car and gave him a good show of me stroking, showing him my naked body, bending over and walking around between the cars naked and stroking. After a few minutes, I walked back to the car on his side of his window, showed him my dick and naked body one last time and then aimed my dick at the passenger window of the car and sprayed a huge load all over it. Gooey white lines of cum dripped down the window as I walked back to my side of my friends car and got in.
It was about 1045 now and my friend drove me back home, around the alley in the back where he let me off and I had to hide and sneak my way into the back of my building to get inside, my clothes gone, my dick still hard and a huge grin on my face ;)
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Matt