1. My Sissy Anal Adventure: A sissygasm


    Date: 9/19/2015, Categories: True Story, Anal, Ass to mouth, Cum Swallowing, Toys, Transsexual, Young, Author: ManasPandey, Rating: 59.5, Source: sexstories.com

    The day had been very tiresome. Well, working for a magazine in New York gets as tiring as it sounds. Travel, press coverage, interviews and the stuff. I almost forgot. My name is Jennifer. Although I was born a male child, I always felt different. My interests were quite different from the rest of the boys. While all the other guys were busy watching wrestling or playing with Joes, I was mostly occupied with gossiping and playing hide and seek. When I reached puberty I discovered that I was actually a female trapped inside a male’s body. Although I had been jerking off to porn for so long, I realized that watching the cocks got me more turned on than watching titties n pussies. Hot girls with pussies got boring soon. While they were moaning with delight while being fucked by big fat cocks, I often wordered how it felt in real life. What was in those cocks that made the girls scream. My own dick was merely 5 inches long, not enough to satisfy those hot goddesses. Normal porn soon turned into anal. Now the only part that is similar in both males and females is the anus. I thought that trying anal sex was as close as getting to feel like the girly pornstars. I began anal masturbating soon. It felt quite good. And one thing led to another and i started eating my own cum. I started fantasizing blowing big cocks and getting fucked in the ass by real men. I was not a real man. I knew it. And then one day, i came upon the term ‘sissy’. And from that moment onwards, it was only a ...
    downhill ride. Cross dressing, ass to mouth sessions, dildos and other fetishes were all the kink in my life. I began surfing sissy sites and webteases. It was from that moment onwards that the true female in me surfaced out. I began rubbing my ‘clit’ instead of jerking it off. Nipple play turned me on so much more. I began cumming only through anal stimulation. I was a sissy. A FEMALE. I began going out while wearing female clothes and makeup. I wore girly panties and bras 24x7. I began shaving my body. I was becoming a female. This story is about one of my masturbating sessions. Hope you enjoy it. I returned to my home in the evening. I was so tired that I entered the shower starightaway. Enjoying the feeling of warm water flowing freshly over my soft skin, I relaxed. Taking the soap I rubbed it across my body. Massaging my smooth sking, my hands finally reached my clit. My nipples were getting harder. I looked at the showerhead and grinned. I had to masturbate. I took an enema, a daily routine in my life, and got out of the shower. I put on my pink panty and bra and my black dress. I wore my black heels and put on my make up and my wig. I looked sexy and i knew it. Turning on my computer, I went to some sissy porn sites. Shemales, shemales everywhere. I clicked on a video of a sissy being fucked by two black men. As the ‘girl’ screamed while they fucked her brains out, my own clit began leaking. I took out my black dildo and buttplug and lube. Smearing half of the tube on my ...
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