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    The beginning of a sissy's life

    *DISCLAIMER *

    This blog entry is based on actual events in my life to the best of my sissy memory.  Names, places and some details have been left out or changed to protect identities of those past, present and passed on. This blog will include details involving underage sex, incest, non consensual sex, crossdressing and other topics that might offend you or others. Please close this page and read something else 🙏. 

     

               I was eight, it was late spring when my parents informed me of another business trip abroad. They would be gone for a whole or so. My sister Julie and I were going to be sent to stay with friends of the family. 

             My sister was ten at the time, long blonde hair flowed down to her shoulders. She was on the verge of becoming a blooming tween and already small breasts with puffy nipples poked at her spring dress that dropped to her knees.

             I was an awkward eight years, slim, but tall for my age, light sandy brown hair fell straight down to my shoulders. My sister enjoyed brushing my hair and playing dress up  like I was her little doll. My long hair and slim build gave me a more feminine appearance outward and I had been mistaken for a little girl on many occasions. Even before my first encounter with crossdressing,  I was drawn to pictures of pretty dresses and other things feminine. 

            The day came and Iris came to pick us up. I loved Iris! Tall fair skin, long red hair and freckles peppered her skin. She was  in a white summer dress with 3 inch black heels. Black sheer nylons ran up her legs , under her dress and terminated at her thighs.  The outline of a black thong pair of panties could been seen when the sun just hit her right. Even then, I was mesmerized by her beauty.  She was about 35 at this time in life and she looked perfect.  

             Our things were collected,  loaded and then we said our goodbyes. I sat in the middle of the bench seat between my sister and Iris. As we made our drive to her house, Iris saw me staring at her perfect legs. She moved her hand to my leg and asked if I liked her dress. I told her yes and the response surprised me. She had some pretty dresses for me waiting at the house! My sister chuckled with glee and I blushed a bright beet red! 

             We started to unload our bags, but Iris stopped me and told me I didn't need mine. I had new pretty dresses and panties waiting for me inside. I left the bag, and sis and I skipped hand on hand into the house. 

             First things first, Iris instructed.  We were to strip down and get into the bath. Julie and I dropped our clothes quickly since we already took communal baths at home, but then Iris started to unzip her dress. We both watched as it fell to the bathroom floor and then she wiggled out of her nylons and thong. She was curvy, about 5'10" and about 150lbs. She was perfectly built from head to toe, her patch of red pubic hair glowed in contrast to her pale freckled skin. I was in love, but did not know it. Nor did I know what was to come over the next month. 

    Part 2 soon! 

     

     

     
      Posted on : Nov 16, 2023
     

     
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    wowsex18
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    Commented on Nov 17, 2023
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