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Autumn Addison

Adventures with Amanda the Sassy Sissy Slut

I’ve had the pleasure of meeting Amanda a few times. Our first time meeting, she walked in dressed as her male counterpart, who we shall call “Amandus”. After a brief hug, she excused herself to use the washroom. After a few minutes, she asked me to come in and “help her with something”. When I opened the door, she was sitting on the toilet. Her voice was very feminine and she introduced herself to me as Amanda the sissy slut. “I do many things like a girl, including sitting down while I pee” she told me. Even though she wasn’t dressed up, I could feel her feminine presence. Meeting Amanda was a fun and exciting surprise. I had no idea until I opened that bathroom door. I know this meeting was the start of a great relationship and fun adventures.



Fast forward to last Wednesday, Amanda texted me and so I was inspired to relive (and share) our last experience from a few months back. With her permission, I wanted to share what she texted me.



A few months after our first meeting, she messaged me that she had time to get away again and she said she wanted to do some shopping to prepare for Amanda coming out in her true external form. She told me that she was going to order some items before our visit so that she was ready and I suggested that she pick up her items and have them delivered to an Amazon drop box, and not to her house for discretional purposes. She asked for some advice on butt plugs and she had scheduled a spa treatment so that she would be clean shaven and soft for our encounter. I was excited when the day finally came.


On the day of our meeting, she walked in with a duffel bag full of goodies. She wanted a rub ‘n scrub experience so that she could feel more feminine when she dressed up. I instructed her to quickly hop in the shower to soften her skin and had her lay on my table face down while I scrubbed away all her dry skin. She flipped over and I scrubbed her front and she told me it felt good to be pampered. After I was done scrubbing her body front and back, she went to shower to wash off the unscented sugar scrub and took her bag with her. She wanted to get ready privately and come out to play at her convenience.


When she opened the door, she looked so hot. She had a long blonde wig on with a white lace nighty and a matching white thong. She had the butt plug in that she hand picked which, ironically, was also my birthstone. I wanted to take some sexy photos before we started to play, and she allowed me to do so.


First I took this photo of her bent over, showing her girly curves as if I was giving it to her with a strap on from behind.


I moved her panties to the side to take a look at the butt plug in real life. I also needed a photo to show her off to all the boys since she is such a cock tease.



After our quick photoshoot, she picked up her phone and called a sex hotline where women can speak to men for free. Her voice sounded so feminine, I could tell Amanda has been alive within her for a very long time.


She recorded her voice and started to talk to the  boy # 1 on the phone. He said he was playing with himself and she was asking him to stroke his cock faster. Amanda was very demanding, and I liked it. I experienced her to be more of a “top” sissy with the boys, but definitely a bottom with me. She told boy # 1 to cum and after a few seconds and we heard him climax on the phone. She quickly disconnected the call and connected with boy # 2.


Boy # 2 told Amanda that she had a very sexy voice and she said, “I know. Now stroke your cock” she demanded. She told him that he only had a few seconds to cum or else she would disconnect the call. The way that she took charge of boy # 2 around was so sexy, and I could tell he liked it too. She kept instructed him to hurry and climax and he said he was getting closer. “Cum now!” she ordered him and just in that moment he blew his load. “Now I want you to clean it up with your mouth” she demanded. He said, “yes ma’am” and shortly after that she disconnected the call.


Boy # 3 came on the line and he was asking her questions, attempting to get to know her. But she had no interest. She wanted to order him around and her focus was making as many boys cum for me as possible. “Stick your finger in your ass while you stroke your cock” she demanded. He complied. I could tell she was getting so turned on knowing that these boys were doing exactly what they were told. Eventually boy # 3 climaxed and she hung up the phone. It was Amanda’s turn to cum.


I told her to lay on my massage table and removed her butt plug. After freshening up her toy, my hands and her pussy, I came back and started to tease her dripping wet clitty and pussy with my fingers. She wanted me inside of her so bad and so I inserted my fingers in her pussy. She was sitting pretty for so long, making boy after boy cum, and she didn’t want to wait any longer. She made herself cum by playing with her clitty


Amandus reemerged post climax, as many sissies tend to go back underground but never die. It’s important to let your Amanda out to play, whether she’s your sissy counterpart or a representation of something inside of you that provides you pleasure and release - as long as you’re not hurting anyone of course. Having an outlet for these needs will make us happier and better contributing members within our personal and professional relationships.


The adventures with Amanda are to be continued…

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