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pre-charm school assignment #3

Annie:

I love this photo of you at the playground in your darling toddler dress and clutching your stuffed animal. Do you remember what happened at the playground? You were a shy little girl who was too scared to play with the other children. I told you to stop crying and go have some fun.  You had a fun time on the slides, swings and more. I enjoying watching you play with the other little girls. 

Your assignment is to write a letter to one of your dollies sharing your deepest thoughts and emotions about being a little girl sissy and a mommy to your precious darling dollies.  Share what do you expect from charm school and how you will work to reach your goals through your affirmations. (also - see more below).This is due by March 31st,


Remember this promise you made:

"I promise to always display & present myself to everyone as the dainty & delicate little girl sissy I truly am" - sissy princess annie




Such a sweet and adorable pose. What do you think of when you look at this?


Mistress Delores Dale


11 comments:

  1. Thank you Mistress Delores. I remember the time at the playground. You gave me a big hug and made me feel better. I had a fun time and made some new girlfriends. Mommy suggested that I write back to you what I am to do. I am to write a letter to one of my dollies and share these things 1. My thoughts and feelings about being a little girl sissy and a mommy to my precious dollies 2. What I expect from charm school and how hard I will work to reach my goals 3. What I think of when I look at that pretty pic of me in my pink frozen dress! Is that right? (curtsy)

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  2. The two cute outfits are so very sweet and darling. The first one, in her toddler dress is extremely childish! I love the darling little girls on the dress! Annie looks like barely a 2 year old. I wonder if she was still diapered then? Just look at her face in the bottom picture. She adores her dress and showing what a pretty little princess she truly is. Pretty girls are the happiest girls! The assignment is delightful!

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    1. I utterly agree! These pictures capture sissy annie's true nature. A darling and delicate little sissy princess. Weak, helpless and exposed. Requiring adult care and supervision.

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  3. I am loving how undeniably childish, juvenile and even babyish you are in those delightful pictures. How happy the little princess is in her pretty dresses. Aren't you darling annie?

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  4. I'd love to see more photos of Annie in her toddler dress at the playground and other cute settings where children play. I love the pose as she clutches her plushie, gently pulls out her skirt in a little curtsy and tilts her head and smiles to tell everyone that she knows she is an adorable little girl sissy.

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  5. I'm certain that Annie is not always the perfect little princess we see in her darling photos. Children need discipline and punishment at times. Otherwise they become little brats. Would like her mommy to comment here.

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    1. I am a firm believer in OTK spankings and paddlings. Not just as punishment but as a routine reminder. I also have her apologize to her dollies for any bad behavior or disobedience. That's quite humiliating for the little mommy.

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  6. Annie, I can't wait to read your special letter to your dolly and share all your precious girly dreams and yearnings! Hugs to my princess!

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  7. It's truly amazing how you have progressed (regressed?) from a "little" to a cute and charming little girl. Your mommy and your dollies must be so proud of you.

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  8. I always enjoyed baby-sitting you. Now you are a sweet 5 year old princess ready to attend charm school! There is so much to learn. I am sure you will enjoy every minute. Do you take cute pills? LOL

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  9. I am wondering which one of your "dollies" you are going to write this letter to. Maybe the little darling you feel the closest to. That is going to be hard for you to choose. BTW - I adore those 2 pictures!

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