I move to NYC at the age of 18 from a small town just outside of Pittsburgh PA with a friend of mine named Rachel. We were both tired of the closed minded people and boring life of the town we lived in so we worked hard, saved our money, and earned enough to get a apartment in the Bronx.
Rachel was the only person at that point in my life that knew of my desire to be a women.
She is a beautiful latina women in body and soul. She taught me everything about being a women and corrected me every time the man in me would surface. I loved her so very much and felt so truly lucky to have her in my life. I was in heaven living in the city. For the first time in my life I could let my true self out without the fear I had all my life from the society I left behind. When she and I would walk down the street we turned so many boys heads because of her beauty and the beauty of my own soul which was finally surfacing. Rachel was used to that type of attention but I was a bit nervous by it because I thought that they knew I was actually a guy. She soft placeured me several times over the first few weeks that the guys were looking at me because I was a beautiful women and they were attracted to me.
I wasnt really sure about it until one day I walked to the store alone and a guy from the neighborhood, who I saw several times before, approached me and practically begged me to stop for a moment and talk to him. His name was Darren, he was tall dark and absolutely delicious looking and knew how to talk to a girl with complete confidence but not good enough to get me where he was hoping if you know what I mean. I stopped and talked Darren several times over the next few months. He would be standing on the sidewalk outside the building he lived in nearly every morning. I started walking to work a lil earlier to give myself time to talk to him and not be late as I was several times from stopping and talking to him.
I was really hot for him but didnt know how to tell him my secret. I decided one day, after discussing it with Rachel, that I had to tell him. I was so nervous that morning. A complete basket case. Rachel helped me get ready.
She put my hair up and let me borrow a dress of hers that I just adored because it fit the curves of my body so perfectly. As always he was standing exactly where he always was. I was so nervous that I could hear my heart beat louder with ever step I took toward him.
I didnt waste any time. He said hello and I reponded with a hello and I have to tell you something. I got right to the point and said, "Im a transvestite." I told him that it wasnt fair to him to continue what was happening between us without him having that knowledge. He just stood there scanning me up and down with his eyes speachless. After a few long minutes he said why did it take you this long to tell me. I told him that I wanted to say it so many times but didnt have the courage. He turned around and walked up the steps to the buiding he lived in and went inside without saying another word.
I was crushed. It was a very long day at work and I cried several times during that day and night.
I was about to give in and go back to being a guy as society would like until Rachel held me and reminded me what it was like where we came from. I realized immediately that she was right and in a city of so many open minded people that I was bound to meet the one for me. Soon after this happened Rachel received news that her father was going to die so she immediately got a flight and flew to be by his side until the end. While she was home she met the love of her life. He was a contractor that was working on her parents home. I was so confused. I was so happy for her but so sad that I lost the only person in the world that knew me inside and out. She married him six months later and moved to the west coast.
A few weeks later I was walking home from work and walked up on Darren and a few of his friends.
I said hello and he didnt answer but his friends did. They circled around me and were asking me to join them for a lil party at the crib.
The crib was a furniture warehouse that his friends father owed. They partied there often.
Everyone knew about it but no one would dare go there unless invited because these guys were feared by most people. Darren spoke up and said shes a he. I got really scared at that moment as they looked me over but one of the guys said, " looks and sounds like a female to me. Lets see if she sucks and plays like a girl." They sarted pulling me up the steps to the apartment building as I resisted. Amazingly a cop was driving down the street which was rare because back then cops generally didnt go to this neighborhood.
They let go of me and I walked away.
They where saying come back baby we just want to have some fun. It was summer and a very hot saturday afternoon. I was alone in my apartment drinking red wine and becoming extremely horny.
I was wearing a pretty yellow sun dress I had bought the day before and feeling so sexy I wanted to explode.
As the sun started setting I started fantasizing about what would have happened if Darrens friends would have got me in the builing they were pulling me toward. The wine had emboldened me and before I knew what I was doing I was locking my apartment door and walking towards the crib. It was 2 blocks away and they would enter through a large metal door that slides in the rear of the building. As I walked around the building I started getting so very nervous but kept walking regardless. They door was wide open and I could hear people inside.
I stopped at the corner of the door and looked inside. It was nearly dark at this point and I could see the shape of 6 guys. Five of them where sitting at a table and one standing facing my direction.
I got so nervous that I decided not to go in but it was too late. The guy standing saw me and said, " well look who it is.
" They stood fron thier chairs and one walked toward me. It was Darren. He said, "what are you doing here Jess?" I didnt answer. Then he said, "Go home." One of the other guys said she wants to party.
Thats why shes here. He said, "come here in a confident voice" I couldnt resist. No matter how nervous I was my feet were walking straight toward them all.
When I reached them they circled me and began touching me everywhere. One of them said her boobs are fake.
Another had my dress hiked over my soft place and said, "theres nothing fake about this soft place." He took my hand and walked me to a couch covered in plastic.
Another guy grabbed a blanket and covered the couch. They directed me to my knees and took out their lengths and started stroking themselves. The guy who took me to the couch put his big beautiful length to my lips. I didnt hesitate and opened my mouth as he fed it to me. They took turns, one after the next feeding me length after length after length for about 15 minutes or so. Then one of them lifted me and positioned me on the couch on my knees facing the back of the couch.
He put on a condom and worked his huge length in my soft place as another fed my mouth. They took turns one after the next rotating from my mouth to my soft place, playing my mouth, playing and smacking my soft place red until they where all fully satisfied. When they where done they lit a few candles at the table they where at and went back to their party. I layed on the couch for awhile watching and listening to them having fun and noticed that Darren stood by the door the whole time. He never touched me. I eventually got up and fixed myuself a bit and walked past them to the door. I felt used and satisfied.
I loved every minute of it. I saw the guys here and there for the next couple of months. They where nice to me always except for Darren.
He gleamed at me anytime I saw him. I moved north of the city a few months later and never seen any of them again. Ive always wanted a similar senerio again but to date I only have memories of that hot sexy night in the city I love |