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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!
What 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.
I 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.
Seeing these pics again reminds me of all the emotions I felt as mommy sissified me. I was scared and shy and felt so vulnerable and deeply humiliated! Wearing dresses and lots of delicate and dainty things . It just seemed so strange, weird and unnatural. But after many days in dresses I started to enjoy the compliments and feeling pretty! I wanted everyone to see what a darling princess I am.
Emily 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 lives the lifestyle to the max. These very young photos show how well she has accepted her role and place as a sissy.
I am so grateful to be a little girl sissy and to be cared for as the child I am.
Such a precious little princess! Just observe how she accepted her sissification and regressed to a 4 year old child. I'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! OMG! 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!
Thanks for the kind words! I'm so happy to be a sweet little girl!
I am certain that your sister loved making you her little sissy playmate! Love the photo of sissy and her sister in matching frilly dresses! Sissy Annie is so shy! This is my favorite post. In the latter pics she looks like she has been regressed to a 4 year old child. This is epic! She maybe older physically but is the same little girl from way back when. Darling and sweet. The 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! The early photos of sissy are so cute! She seems a little unsure but she seems to like her pretty dresses! This is my favorite post also! Please share more details and stories about her very young sissifcation!
I know it sounds really strange. But it seems so perfect to me. I'm glad you love the pretty photos of me! I love being a little mommy!
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