My Life as a Shemale Part5 - Sex Stories

My Life as a Shemale Part5

I wore my new clothes now everyday, Sam and Tim helped make sure that I learned that my underwear was in the right place and I had this terrible habit of not keeping my legs together when I sat down. At night I was always wearing my nighty and it all just made me completely horny all the time and it was difficult walking down the street not looking at boys. Every other day I tried the different ways of keeping my 'package' hidden so no one would notice too. As I was walking through the mall, I was wearing a skirt again, I came accross 3 boys in the arcade. One of them looked up and saw me, he looked me up and down and then elbowed one of his other friends to check me out. I was pretty in my dress and I knew it but I was also painfully aware that I could not just pick up a guy on the street, that was something I would never have, Sam had warned me about the ridicule I was going to face. So I kept going and since Tim had given me an allowance I thought I might go look at clothes. It wasn't until a while later that I realized that I was being followed, it was the boy from the arcade but he was by himself now. He notice that I noticed so he decided to come over and talk to me, "Hey I'm Mike, I saw you earlier and thought I could buy you a coke or something, are you new here?". I was a little shy at first but also excited, this was my first boy-girl talk, "Sure, yes I am new here, have you lived here long?". Mike seemed happy that I said yes and guided me over to the food court ...

... where we stood in line at a Orange Julius, "Yeah all my life, its not bad, lots to do and many of the peeps here are cool too. Where did you move from?". I gave him the story that Tim made up, that I lived with my mom and the separation and he accepted that. We kept walking through the mall as we talked until we came back to the arcade, he was all excited about this game and wanted me to try it out. I agreed and I stood in front of it when he dropped some quarters in and I had no idea how it worked, so I asked him for help. He came in from behind me, reached his arms around to reach the buttons on the console and started to explain but he was a little taller than me and my hair got in his face, "Wow Danielle, your hair smells good". I looked up and smiled, he seemed a little embarrassed by just blurting it out, "Thank you Mike, nice of you to say". We got into the game, he continued to stand behind me using the controls when I suddenly realized that I could feel his package through the thin cloth of my skirt, it also became clear that he didn't realize it. We played a little while longer and the more intense the game got the more he rubbed up against me until he started to get hard and that's when he realized it too. He immediately stepped back and turned red and I thought it was cute but felt bad at the same time for him. He kept his hands in front of his pants to cover up his erection and I decided to make it easy for him, I walked over and tiptoed to his ear, "Its ok, lets ...