I was able to locate a few of the earliest photos of sissy annie when her mom began her sissification. As I have mentioned before, sissy annie was an awful and nasty boy who instigated havoc and hurt his sister and other girls on multiple occasions.
Annie's mom reached out for professional help. She was told that sissification was the perfect answer for out of control boys!
Mom loved dressing the girls in matching dresses and outfits. Margaret introduced sissy annie to the world of dolls, ballerinas, and princesses. Margaret also introduced sissy annie to her girlfriends who loved assisting with her sissification.
At first sissy annie was totally ashamed and humiliated by being dressed as a girl and being made to be a dainty and delicate little princess! Mom home schooled her daughters from the time the girls would have been in first grade. Sissy Annie had many girlfriends. Even some who were not direct girlfriends of his sister's. In time sissy annie became much more vulnerable and weak-minded. Very dependent on girls and women to care for him.
On the right is a lovely photo of sissy annie's Mom and sissy annie in a pretty and frilly yellow dress. Probably a year older than in the photo above. Mom had decided that sissy annie required professional help to adjust to life as a sissy girl. Especially since sissy annie's sissifcation had a deep impact on him. She became very dependent on women to care for her and protect her. A very vulnerable, fragile, weak-minded and delicate little sissy.
By the time sissy annie was a teenager she was a full time sissy girl. She loved being feminine and girly. Without going into great detail here, Ms Holly met sissy annie when she was in her early twenties and adopted sissy annie as her daughter. Since sissy annie was incredibly childish and juvenile Ms Holly decided that sissy annie should live the lifestyle of a 5 year old little girl, In time she was able to have sissy annie declared a legal minor with her as sissy annie's legal guardian.
The court had reached a conclusion that sissy annie could not care for herself so Ms Holly was appointed as her legal guardian. Meaning that Ms Holly had responsibility to keep annie safe, healthy and happy as every child deserves.
Not long after Ms Holly took sissy annie to Dr Dotson for regular therapy sessions. Sissy Annie loves her life as a prissy little pansy! She loves being a mommy to her dollies! She loves that she is a 4 year old little sissy girl. She now is a member of the Cult of Aphrodite. Goddess Aphrodite has a special love for little girl sissies. She adores pretty boys being sissified and feminized and living the dream of being a prissy little pansy.
Thank you, Mommy. I love you so much and I worship the divine feminine, Goddess Aphrodite! She comes to me every night in my dreams and reminds me that my every thought and deed, as a prissy little pansy, is a form of worship of her. I offer her my scared sacrifice, of my sissy cream, every day after my prayers to her - sissy princess annie
Mistress Emily
I can't even begin to say how much I love this post. You are an adorable little sissy especially so young. Your mom knew just what to do to you! Look how shy and weak you look in that first photo. Your first photo as a prissy little pansy!
ReplyDeleteWhat a heartwarming story, and I love the early photos of Annie being dressed. I have heard from Annie herself the story of her becoming Sissy Annie, and each time I hear or read them, I learn more about her. and delight in how her mother and sister made her the sissy she is today. I have stated many times here before that Sissy Annie is the best of sissy girlfriends and have a genuine sister's love for one another. Love you, Annie: as always Claire
ReplyDeleteClaire - I love your post. Especially this "I learn more about her. and delight in how her mother and sister made her the sissy she is today." Sissy Annie loves you.
DeleteEmily and I share interests in sissies. Mine from a clinical and professional perspective and Emily from a professional and devoted perspectives. Sissy Annie is a somewhat rare example of a little girl sissy who has totally been regressed to a child and live the lifestyle to the max. These very young photos show how well she has accepted her role and place as a sissy.
ReplyDeleteI adore those first few pics of her when she was a little child. A boy in frilly dresses! But the following pics show little difference. Still a little princess but just a bit taller. Dainty, darling, cute and so happy to be a girl.
ReplyDeleteSuch a precious little princess! Just observe how she accepted her sissification ans regressed to a 4 year old child.
ReplyDeleteI'm certain that all of us who follow this blog LOVE seeing the first sissy photos of sissy annie. What a sweet little princess she is!
ReplyDeleteI am certain that your sister loved making you her little sissy playmate!
ReplyDeleteThis is epic! She maybe older physically but is the same little girl from way back when. Darling and sweet
ReplyDeleteThe photos are breath taking! All of them! I love the set with her holding her lollipop. She may be physically older but she is the same 4 year old little sissy princess!
ReplyDeleteLove the photo of sissy and her sister in matching frilly dresses! Sissy Annie is so shy!
ReplyDeleteWhat a lovely little pansy she is. To be sissified, feminized and greresssed to a vulnerable princess
ReplyDeleteOMG! This is so precious and revealing. One can see the regression to a sweet and pretty child! The pics of her with the lollipop look more childish than the first ones taken when she was younger!
ReplyDeleteOMG! The easly photos of sissy are so cute! She seems a little unsure but she seems to like her pretty dresses!
ReplyDeleteThis is my favorite post also! Please share more details and stories about her very young sissifcation!
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