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My first time as a Crossdresser
Date: 10/1/2015, Categories: Anal, First Time, Shemales, Author: mileslong34, Rating: 100, Source: xHamster
Its 18 months ago. I had now become comfortable wearing womens clothes. I had been experimenting for around 3 months. I gradually started to get more confident in both my clothes ......and without. I started to dress more like a slut. Short skits. Suspenders. Corsets. I had also become more comfortable with my body as well. My hole was tight as could be. Like everyone, i started with fingers, one, two .....before moving on to small toys. After a few months, i had graduated to a 9 inch dildo.....although i still struggled. I felt so hot. So right. I had been chatting with other CDs and men on both here and a swingers site. It turned me on SO much. I felt naughty. One night, feeling extra confident....and with a little Dutch courage, i decided to take up one of many invitations to meet a man locally. We had been chatting for a while and he had told me how much my pictures turned him on. I felt hot. I decided to meet in a public place. He suggested a small country pub close to him. At first i was sceptical. What would people think?? He assured me that it would be fine, its usually quiet on the week nights. I decided to go quite casual......no suspenders and corsets in this small pub ;) I choose simple black leggings tight top covered by a leather jacket. On my way not once did i feel wrong or stupid. I felt right. I felt sexy. My heart was racing. As i had had a few drinks to relax, he offered to pay for a taxi for me. When i got in the taxi, i could see the the taxi drivers ...