First Time Sissy: Chastity Feminization: 3 Stories

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Today, mommy called her work and got a day off to sort out some 'personal matters', but we're going to take you to your new daycare, where you’ll spend your day while mommy works, but don't think we won't call Cindy anymore, she'll still be able to take care of you when mommy has a date, I know you loved being with Cindy, didn't you?'' We commissioned Sushiyo to create custom artwork for each part of this story, which can be found at the top of each part.

Inside the room, caretaker Lea was telling the other babies that they should welcome me as a new student to the daycare and that they would welcome me well, that's when she turned to the others and said: Mommy helped me out of the crib and took off my pajamas, leaving me with nothing but my full diapers and my pink plastic pants. I looked down and saw that the last diaper had pee marks all over the front, I must have wet myself a lot during the night, not to mention the weight I felt inside the diapers. This is a standalone story in the 'Sissy Life' universe. You don't need to have read any of the other stories to enjoy this one, but it does fit with those in terms of characters & themes. Consider it a 'Rogue One'.

Stand up for me.' I stood. 'Now curtsey'. I curtseyed. 'That looks great. I am going to love having you wear that. There's no need for any chatter from you, so it makes sense. Whilst wearing it, it's one curtsey for 'yes' and two for 'no' remember. Open present number 2!' Megan was a woman with medium hair (reaching her shoulders) and red, light green eyes and a well defined body, she seemed to do a lot of exercises, she was not much taller than Katherine, but the difference in height was noticeable. She and the doctor continued their conversation as I got dressed in and I could overhear what they were saying. The doctor seemed to be doing most of talking and I can still remember her words almost exactly: There were mashed peas, mashed potatoes, plums and mashed carrots. It didn't look the best, but I knew I should eat it all. As Emily prepared to feed me, my bumbum was on fire and I started squirming in my chair because of this and feeling the plug in my hole all the time, Emily noticed my discomfort but wanted to humiliate me more.

I followed mommy into the living room as I crawled on the floor and she helped me into my playpen and told me to wait there while she made me a bottle of milk. As mommy was walking around with the two women, Lea was introducing me to all the babies in the class, who would wave at me and call me to play, but I was just too embarrassed and feeling too excited because of the plug vibration and the shame that I felt. I was feeling a lot of pre-cum leaking inside my diaper which was already starting to get cold. Then they arrived in front of a room similar to the first one, but this class was not of babies as young as me. The women explained that in this class, students used pull ups and already had some level of potty training, but that it was still common for accidents to occur sometimes, but it was something infrequent. Some even wore training pants and not pull ups. The students there played with paint and toys for children older than those in the first class. There were about six students there. It was explained to mommy that some mommies and daddies prefer to have their babies at that age. A few years ago Mistress K and I had an overnight stay at the Secret Dungeon in High Wycombe. We had two full play sessions during our stay and this is the story about the first of them. I brought my niece along with me in the car; would it be an inconvenience if we came in and looked for just a minute?”Still facing away from the mirror, I sat quietly while Carolyn brushed and curled what had been longish hair for a boy. After looking through a small drawer in the dresser, Aunt Mary approached with two matching satin ribbons, the exact color of the dress. After tying each into a pretty bow on either side of my head, both women smiled. Still beaming, they pulled me to my feet. “Don't look yet, Chrissy,” instructed Aunt Mary, “let's slip your lovely dress on first.” So baby, did you like how the daycare is?''. Mommy asked, knowing what had happened in my diaper, which was already soaked and starting to go down, even with my plastic pants and my diaper cover. The milk in the bottle was sweet and tasted great and before mommy even finished changing the diaper I was done. Oh, no, you arrived at the right time. We will take you on a tour of our daycare center to see the facilities and our procedures.” Christine said.

With that last comment, I blushed with embarrassment and felt more turned on, causing more pre-cum to drip from my chastity, just as a stream of pee came out and landed on the diapers on the floor, causing mommy to humiliate me even more for my situation. We spent 30 years chasing the "good life" and enjoyed the benefits that came with it but something was missing for us. We played around with bondage quite a bit and I even dressed in a corset quite often for our love making and it seemed to be alright with her but it wasn't near the turn-on for her as for me.Before I could even finish drinking my milk, I was already feeling something in my stomach. “Did mommy put laxatives in my dinner?”. I thought as I drank my milk. It seems it's definitely against the rules to allow ladies inside the grounds,” and with a gleam in her eyes added, “and as cute as you look, sweetheart, I'm afraid that applies to you, too.” Ooops, I almost forgot,” exclaimed Carolyn, rushing to the closet once more. After briefly searching, she turned with a small white patent leather clutch and a pair of white glace gloves in her hands. “We can't have you going and forgetting your purse, now can we Christine?” she grinned. The gloves, though snug, fit over my hands, ending just above the wrist in a ruffled lace cuff.