Secret Tranny Sex Stories

Tranny experiences exposed

Hi yall! My name is Amber and this is one of my first tranny sex stories. I underwent my transformation to sexual liberation and became my true self back in 2006 when I was 20 years old. Some friends and family thought that I was too young to have surgery for something that they could never understand, but for me, waiting all of that time was like an eternity. I just wanted to finally look on the outside the way that I felt on the inside: soft and curvy. After I had the surgery to augment my breast size, my family tried to “hide me” from the judgemental world. Honestly, I think my parents were embarrassed and didn’t want me to be seen. But then they offered to send me on a trip, so I was like – hey, who am I to turn down a sweet vaca?

Livefreefun.com - plane to Italy

Before I knew it, my bags were backed and I was saying arrivederci to my boring hometown and buongiorno to Manerba del Garda, Italy. The trip was actually a great idea. Whether I wanted to admit it or not, after such a big change in my life, I needed some time alone to do some serious soul searching. My parents rented me a little room in beautiful Manerba del Garda, a small town with only about 5,000 people. I’d never seen any place like it before in my life. I was blown away by the beautiful architecture of the big houses with trimmed hedges. Before coming, when I thought about Italy I would think of pizza, pasta, Mario and Luigi, but it was so much more. I spent my days investigating different paths leading to the lake and I would spend hours just listening to the crashes of the waves. With each crash I came into myself a little more. Crash. I could hear my feminine heartbeat. Crash. I would feel my beautiful curves. Crash. I flirted with the wind and danced. It was sometime back in July so the summer air was hot and sweet like fresh cotton candy. The area was getting a little more populated. Later I would find out that a popular movie was being filmed nearby. There were other tourists in the area, which was kind of a relief because I was starting go through withdrawal after a month of very little speaking (in English that is). And then I saw him plunge into the water.


 Livefreefun.com - Swimmer

I never did learn his name, nor did he get mine. He emerged from the water a blue eyed angel that had abs carved by God himself. I watched beads of water run down the sides of his body and at that moment I knew that I wanted to be like those beads of water running my hands over his tight muscles. We locked eyes and he came towards me. My voice box sank deep into my stomach and I could not speak. He was coming towards me. At every step I thought he’d turn away or stop but he just kept on coming. My whole body pulsed as if my whole life was waiting, no aching for this moment. He was like a spy that knew the layout of my body before even I could figure it out. Never breaking eye contact he put his hands on my waist and then slide his hands onto my back and untied my bikini. I let him. He lifted my legs onto his waist. I was a perfect fit. We walked like this back into the water until our torsos were covered.


Livefreefun.com - Lake Garda

My lips burned in anticipation. He rubbed the fresh cool water along my lips and kissed me. I hardly even noticed when he’d removed my bottoms and turned me around. Then he was entering me from behind. Suddenly I froze up wondering if he knew that I am a tranny. I didn’t want to surprise him with my transformed body. But just as quickly as the fear came, it was washed away as he reached forward and started to give me a handjob. It was all so hot. I reached down and picked up where he left off, masturbating while his long and thick cock entered me again and again. Finally he came all the way inside of me and I grabbed onto his arms as I climaxed. He stood together there sometime the sun beating down on us and the cool water prickling our skins. I became aware of how much bigger he was than me as he let me go and I slid a couple of inches down before feeling the lake bottom. I turned around to face him again staring into those infinitely blue jewels in his eyes and we locked eyes again. He kissed my hand and swam back to where ever he came from. He was my first true lover, a real gentleman and a great to start my journey in tranny sex stories.