sissy mommy's little darlings: 09/22/23

Baby sitting sissy baby annie #1

My name is Claire and I'm 12 years old. I attend Queen's Gate School for Girls. I love the pretty uniforms that school girls get to wear. My favorite subjects are reading classic novels and music!

It's hard being a tween girl because of all the changes going on in my body and my mind! But I have lots of girlfriends who are going through the same things.

I am also babysitting in order to earn money. There are so many things a girl needs like makeup and other personal girly items like tampons and pads.

It was just after lunch at school. I had my usual salad with tuna but I liked it. My phone showed a text message from Mistress Dale. It read "New client in town who wants to meet in the next hour". She asked if could come babysit sissy annie for about three hours.

Since I only had two classes left, I told her yes. I texted my mother and told her I would be going over to babysit sissy Annie. My mother and Mistress Dale wear great friends so I knew that would not be a problem. After clearing it with my two teachers, both of whom were ok with if I left school to head to their house.

I love babysitting sissy baby annie. She is the most infantile sissy baby ever. She loves being a baby. I enjoy feeding her her baby bottle of warm milk and apple juice. It'a fun feeding her in her high chair. She does just the cutest baby talk. I have learned that she needs her binky a lot. It gives her much comfort. Also she loves to hug her Leya baby doll in her arms for comfort.

I knocked on the door and Mistress Dale opened it and looked in a panic not, because I was there but her client was not supposed to be arriving until the following week. Surprises all around.

She saw my school uniform, and said I looked cute, which was strange since she had seen me before in it. As she gathered her things and papers, she was telling me that Annie had had her lunch but there were at least two bottles of baby formula in the fridge and some snacks of fruit cups on the kitchen island for her to have later. She said she should be home in about three hours or so. I told her not to worry as I put my backpack down and purse. She flew out the door.

Annie was in her playpen stacking her blocks with her binky in her mouth and wearing a light pink baby dress with matching diaper covers. I went over to her and said hello as she held out her stretched arms as if for me to pick her up. How infantile and sweet!

I helped her up and put down the block she was holding. As I did she spit out her binky and said “waw waw” which meant that she was thirsty. I set her on the floor and walked over to the fridge and retrieved a bottle for her.

I came back into the family room, sat on the couch and helped her on it so she could lay her head down on my lap and look up at me as I placed the bottle into her mouth. Once she had it, she started sucking on it as if it were a real tit, you know like babies do. I made sure I had a nursing towel so I could stop her feeding and pat her back to help her burb, so she did not get too much air in her.

While she drank it she also started to paw at my breast as if she was a newborn. That was the first time she had over done that to me. Kind of felt nice her feeling my bra and small breast.

As I fed her, I could see and feel she was wetting her diapers, so I let her finish both the bottle and wetting herself. I know babies do not know when they must go. It's just natural.

After she finished the whole bottle, I held her over my shoulder one more time to pat her on the back if she needed to burb. After that I laid her on the carpeted floor and went and got her changing mat from her nursery along with wipes, power and diaper cream and of course a fresh diaper.

I put her binky back in her mouth and stroked her lovely golden hair which had a very pretty yellow bow in it on the left side. I placed the mat under her bottom and lifted her legs up and slid her diaper cover off of her Then I slid her pink plastic pants off her. They had unicorns on them also and exposed her white cloth diaper. It felt very wet to the touch. I unpinned her diaper pins carefully as not to prick her skin. I pulled it away as I also use them to wipe her pink chastity covered nub. Once done with that I lifted her legs again and used the baby wipes to clean her bottom and little nub. Then I took the diaper cream and rubbed it into her all over as she lay there looking at me.

She seemed to giggle and squirm as I sprinkled the baby power on to her . Once that was done I placed the dry clean diaper under her little sissy butt and began to pin it up. Just like I was taught in my YMCA class called, ‘Babysitter 101”. Once that was done, I slid the plastic panties up on her and even patted her between the legs to comfort her. Then I slid the diaper cover on her.

After I had diapered her, I sat her up and then turned on a video for her to watch. Just then the

doorbell rang. It was my mother bringing me a change of clothes, so that I did not have to wear my school uniform the whole time I was there. She brought a with top and plaid shirt for me to change into.

I was going to go to the other room and change and mom said she is only a baby go ahead and do it here. I took off my skirt, blouse and sweater in front of her and put on the top and other skirt. The whole time I did it she watched me even as I exposed my panties and training bra to her. Maybe she knew that someday she would be wearing the same thing.

The rest of my time there was fine, she played did not cry at all and even once back in her play pen fell fast asleep with her favorite Disney Frozen girl little blanket. Once Mistress Dale got back, she paid me (of course) and then reminded me that I would be spending most of the day with Annie this coming Sunday so there will be more latter. I can't wait to share all about what an infantile sissy baby little annie is.