Joined in 2023 
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63 About this deal
I started crossdressing at a young age. A movie I saw once about a boy who was dressed as a girl by his mother got me very curious about dressing up. One time, I secretly got dressed in one of my mother’s dress when I was 12 years old. I simply loved the sensation and my desire to feel & look feminine grew with time. Wearing the wig and panties and heels and maid's dress, he signed into Skype and with his heart racing, messaged Holly. Umm yes Mrs. Jones they fit me okay I guess I’m a little smaller than Beth so she gave me the baby’s diaper instead of the big girl pull ups." I stand almost naked but looking so much like a baby girl even without the dress. I opened the fridge, and said "nope looks like we're good". I immediately turned around and walked out of the room. Close your eyes one more time sweetie than we will be done, and I can turn you around to the mirror.” I listen and look around and see Beth and my mom smiling as I close my eyes again.
Then you did your own hair up like a baby girl would. Now are you wearing panties too?” I shake my head not being able to talk as my mom giggles. I don’t notice her lifting the edge of my dress up. “Oh I see you didn’t have panties so you put a diaper on and plastic panties to match the outfit of a baby girl hehehe.” Hearing my mom giggling.
Literature Text
Just over an hour goes by and I feel Beth shaking me. "Are you awake yet Kellie?" I continue to feel her shaking me. I seat up and the first thing I notice is that my diaper is wet. I don’t say anything to Beth as I watch her jumping up and down on the bed. Mom looks at me like I'm in deep trouble. “Now listen hear young lady you will talk nice or I will pull you over my knee and lift that pretty dress up and spank your baby butt. Now do you understand BABY GIRL? Now tell mommy you will be a good girl.” I watch her mom pull Beth's dress over her head as Beth stands there only in her white camisole tee shirt and pull up with plastic panties.”Okay Kellie your turn as I walk over to her mom and lift my arms over my head. "Good girl Kellie as I feel the sundress pull over my head and off. I see Beth's mom looking at me again. As I hooked it up, I was very aroused. I couldn't help but think of that sight. Tight and oh so round. It gave me goosebumps.
I feel Beth’s mom pat me on my diapered bottom. "Okay sweeties get your little bottom into bed with Beth and take a fast nap." I turn from the mirror and run and jump into the bed making Beth bounce when I jumped onto the bed. This is Mrs. Conway, the principle here at Riverside Middle School. Amy Lancey has been waiting outside for her ride for the last 45 minutes. Can you please tell..." Ben didn't even listen to the rest of what Mrs. Conway was about to say. Thank God, there were few neighbours on our street and I didn’t know any of them, as they had no children! My sister, meanwhile, was giggling and started to laugh at me. Mom was so mad that she didn’t stop to think and had me stand by the wall while she proceed to flip up my sister’s skirts and show her panties (flowered ones) and started to spank her too, saying: “You think this is funny? I’ll show you its not funny!”
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Stop that!” Mrs Smyth yelled. Sis, who until then hadn’t noticed her, jumped about a foot in the air and spun around at the same time, giving me a lovely view of her panties. However, I was in no shape to enjoy it at the time. I think she was intent on literally seeing if nylon would melt if enough friction was applied to it! I jumped up also and both of us said ‘Mrs Smyth!’ at the same time, as if this were a very astute observation! Yea see those are the same as the ones I’m giving you hehehehe.” My mom thinks I sleep better wearing a diaper with the plastic panties, and I wear them when I take a nap to. Hahaha mommy funny.” I look up at mom smiling as she pats me in between the legs, hearing the plastic panties and diaper making a crinkling sound. I look up at my mom smiling than staring at me. “Well I was going to surprise little Kellie when we arrived but I guess I can tell her now.” Beth walks over to her dresser and opens one of her dresser draws and holds up the same pink plastic panties except a little bigger guessing a size or two bigger.
I'm fine really." I look down and see I’m just standing in the little pink Barbie training panties with my ripped up shorts around my ankles.Holly had also been disappointed because she had planned on giving Amber photos of Derek dressed up like a sissy for her birthday. He used to always complain about my hair being longer than boys should have. Oh well he’s not complaining anymore since he passed away last year from a terrible car crash. So now it’s just me and my mom.
Hi I’m Kelly and I guess I’m just a normal boy of ten, or I am going to be ten day after tomorrow. I do all the boy things like baseball and playing outside. I have had a paper route since I can remember. My dad said having a paper route would make me more masculine and I needed all the help I could get being so small and petite. One day, I was alone in the house. My parents had went to a party the night before and both of them were off to work that day. I had a holiday break after completing my school exam. I went into my parent’s bedroom to find if there was any mom’s clothes I could try on. I turn and look at my mom when she says that. “Thank you Beth that was very nice of you to say how pretty I look now.” I look up and see my mom smiling at me and at the reflection of the two of us in the mirror. There is no way that anyone looking at me would think I could be anything but a little girl. I see no boy in the mirror at all. Ummmmm I don’t want to be a bother. Really I'm fine.” I see the little girl smiling as she grabs my other hand as we walk to their house. I see their car doors open as we walk past their driveway and up into the house.
Deviation Actions
The dress that my mom wore the night before was lying on the bed. It immediately caught my eyes. It was a burgundy bodycon dress with a cut on the front side. I also found her bra, pantyhose and heels lying in one corner of the room. It was already making me tingle with excitement just thinking about putting them on . There wasn’t any opportunity for stopping to sit on the ground for although it was high summer and warm it had rained earlier so everywhere outdoors was soaking wet, and in any case kids of our age didn’t shag. So very soon we found ourselves almost at her house. I walked her down the garden path to the huge, dark porch that covered the front door. As soon as we got there Pamela turned towards me and we immediately started kissing – for me, quite passionately. As we broke for air, Pamela whispered that although her parents seemed to have gone to bed she did not think she should invite me in as she had to go to work the next day – to a job she had only just started. James covered himself. He was standing, sopping wet halfway in the door, naked except for his sandals in front of Megan's mother. You are a freaking riot mommy do you know that? Hahaha” I close my legs a little tighter because I do need to go potty. I don’t want to make my diaper any more soaked than it already is. I didn't just take in the sweet waff that came from it, but I consumed the smell as if it were the last breath of air I would ever take. It was everything I expected and more. I was intoxicated by it, and every time I filled my lungs with the smell I wanted more.
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