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Sissy Slut Ally's Fantasy Archive

An archive blog with my Sissy fantasies from tumblr.

My main blog is available here: https://sissyslutally.bdsmlr.com/

I am also @sissyslutally on Twitter and posting stories first on https://sissyslutally.wordpress.com

My long form stories on Fictionmania

A New Life With Step-Mom

sissyslutallyfantasies:

Today was supposed to be a sombre day – my step-mom had told me that we were going to hold a small private ceremony for my father was recently declared dead after being missing for more than a year.  As I slipped on the black dress she had so thoughtfully prepared for me, I reflected on the trouble I had given her ever since she married my father and hoped that she would forgive me for being such an ungrateful brat when she first came into our family’s life.

It seemed like a lifetime ago, when I was an unruly young man who resented the fact that this strange woman had somehow ensnared my father so quickly after my mother died.  I don’t know why I was so suspicious of her at first – despite the fact that their romance progressed extremely quickly and they were engaged practically within a couple of months, she had insisted on a prenup that would leave her with nothing if the relationship ended.

Everything came to a head when they told me that they were getting married and I started yelling at my father to try to get him to at least consider slowing down.  Our arguments got so heated that he simply refused to talk to me and the only way I could speak to him was through the woman who I saw as an intruder.  We had many private conversations and even though I seemingly hated her, after a while I quickly understood why my father would so quickly forget my deceased mother and fall in love with her.  

She explained to me that I had felt so threatened by her because she offered me something that my mother never could – the chance to live my true desires.  I didn’t know what she meant at first until she handed me some of my late mother’s clothes and told me to try them on like I used to as a child.  I didn’t know what she was talking about, but her sweet tone slowly eased any doubts I had out of my head and I began to start wearing some of my mother’s lingerie and dresses around the house.  She spent more and more time with me, slowly building my confidence in the new identity I had suppressed for so long while also teaching me how to act like the elegant little lady that she had wanted me to be by giving me comportment lessons and beauty tips.

I thought my father would be mad that I was suddenly co-opting so much of her time, let alone that I was slowly feminizing myself and acting like a girl, but he just seemed so happy that we were finally getting along.  He even accepted the fact that he had always had a pretty little girl and stopped thinking of me as his son and his acceptance meant that no one else dared say anything now that I was “out” as a girl among society. When they finally got married, I was so pleased to have been selected as my new step-mom’s maid of honor.  She had taken such good care of me that it was a privilege for me to be close to her during her special time and to take care of her every need as she prepared to make my father the luckiest man in the world.

Our family life was perfect for a while – my father had taken more and more time off from work and deferring his authority to others in order to spend more time at home with mommy and me.  I had since dropped out of school to be at home with mommy as well, making sure that she was happy at home but also so that she could help me become the girl I had always wanted to be by making sure I took my special pills and taking me to see the doctors that would help me with my surgeries to turn the disgusting piece of flesh between my legs into the blossoming flower that would allow me to call myself a true lady.

During this time that I was getting closer and closer to my step-mom, my father was getting strangely more and more distant.  I thought I should be concerned at first, but all the attention my new mommy was paying me was more than enough to assuage any concerns about my father. One day, when he suddenly disappeared, she told me not to worry and to just focus on being her perfect little girl which just caused me to redouble my efforts into making sure I was exactly what she wanted me to be.  

When she told me she was starting to get lonely now that her husband was missing, she asked me to start spending some nights with her in her bed.  I was more than eager to do whatever it took to make sure she wasn’t lonely anymore and slept with her, looking at her in awe as her beautiful form peacefully rested in front of me, hoping that I could grow up to be as elegant and perfect as she is.

One night she told me she was feeling restless and was hoping that her little girl could help her relax, and of course I eagerly volunteered to do anything she wanted.  She smiled at me and gently pushed my head down until I could see her glistening pussy.  She then pushed my head against her mound and told me to start licking.  I had never done something like this before, but the lessons she had given me about the female body taught me everything I needed to know and almost by instinct my tongue darted out and began to lick at her precious bud until she writhed in a climax.  She clamped her legs around me and told me to go again, that I was now not only her daughter, but her human vibrator.  I didn’t understand what she meant, but that didn’t matter because I just wanted to make her happy and continued licking well into the night until I had fallen asleep with my head buried in her pussy covered in her juices.

For the rest of the year my life with my mommy was perfect.  She decided to let some man run father’s company for her as she spent her days living the life of luxury that she so deserved and I slowly became more than her step-daughter, but a young trophy that she happily showed off to all the men and women who looked at her in envy as she enjoyed the finest earthly desires while being attended to by a nubile young girl her served her with slavish devotion.  

When the police told us that our father couldn’t be found and the lawyers agreed that he was effectively as good as dead, I thought that she would be sad since I knew she loved him so much.  But she just smiled at me and told me that my father was in a better place and as happy as I was.  That was enough to make me feel happy too, not only because I knew mommy was always right, but because the thought of my father being as happy as I was comforted me.  When the lawyers told me that I would inherit everything, as the prenup she had signed with him had stipulated, I told them I was more than happy to transfer everything into my mommy’s name because she was so good at taking care of things like that.

All of that led to today’s private gathering at our house.  She had invited some men over to celebrate my father’s life and also to announce her plans.  I thought some of father’s friends would be coming over, but I recognized that these were men that my father had hated.  They each greeted my mother with a kiss, which made me uncomfortable, but I knew better than to react.  Then I saw the man I knew was my father’s most hated rival enter the house, with a timid looking woman ambling behind him like an obedient pet following her master.  I thought she looked familiar… but I think I recognized her devotion to her master as the same as my devotion to my mother.  She was so meek and shy, but I could tell she was so happy to stand by her man’s side… just as happy as I was to be with my mommy.

My father’s rival eyed me up and down, making me feel extremely self-conscious of my body as he did so, and started laughing before turning to mommy and telling her that she did such a great job making two perfect simpering sissies.  I started trembling, because his words were biting but I didn’t know why I was so offended, but I felt my mother’s arm wrap around my shoulders as she gave me a hug and calmed me down.  She made a comment about how perfectly their plan had  went but that she wanted to keep her own toy before giving me a kiss.  They talked about working out an arrangement as she led my father’s rival into the house and to the back yard with the other guests.

They talked business for a while, with some details far beyond what I needed to know in my silly little head about how she would sell the business to my father’s rival and the other men that she had gathered.   While this was all going on, my mother and my rival said that I should keep his pet company and put on a show while they talked business, and with some words of encouragement, I began kissing this strange woman as if she was my mother.  I heard the men laugh as they mentioned something about how great it was to watch the faggot and his faggot son become sissy playthings, but I put it off as something that only my betters understood and focused on kissing the strangely familiar older woman in front of me.

Soon after the discussions were over, the men broke the two of us apart and dragged the older woman with them to the middle of the yard.  I watched as my mother sat on the grass and told me to lay down in front of her, resting my head on her lap.  I watched in fascination as the men began to strip and starting spit-roasting the woman in front of me, staring in fascination at the devotion she had at pleasing the men as she happily took cocks in her waiting mouth and cunt.  I could smell the scent of sex emanate from my mother’s pussy as she was clearly getting excited watching what these men were doing to this woman.  

I wanted to pout, but I knew that it wasn’t my place to stop her from experiencing pleasure.  She looked down at me and told me that she would teach me how please men like the slut I was watching because that was the deal she had made, and told me how she was going start fucking my own cunt and ass with what she called a “strap-on”.  I started to whimper, afraid that she was giving me away to the men who were gangraping their slave in front of me, but she reached down to kiss me in my forehead and told me that she would always be my mommy and would always take care of me.  That made me relax and smile as I watched the woman’s reaction to being pounded by the men.  The woman that the men called a “faggot” looked so happy, and I know my mommy would always look out for me and would want me to be happy too.  

I looked forward to being fucked… because after all, mommy knows best.

I’m posting on Wordpress and on a secondary Tumblr and reblogging them here.

These will be linked on my Twitter as well.

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