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CYOTF (Human)

Not Telling

added by LittleBoy Yesterday TG Clothes

After a while of thinking about what the best solution would be, Jayden decides to keep everything a secret, the dream, his feelings, everything, ‘I don’t want any unnecessary problems,’ he thinks to himself, ‘I just hope this is some kind of weird phase and that it’ll soon go away. I’ll just try not to think about it, I think a nice warm shower will help calm me down’.

Jayden climbs out of his bed, the boy then walks to the box which contains the old clothes of his sister, and starts choosing an outfit, deciding to go through of his plan to be “Judy” for the weekend. Since it’s going to be a hot day, Jayden chooses a jeans skirt that reaches his knees, holding it in his hands and looking at it, “I still don’t know why I felt so weirded out of the thought to wear dresses and skirts,” he says to himself, “they aren’t as bad as I thought, plus, they are far more comfortable than pants!” The boy then chooses a pink t-shirt with the image of a white heart on the front, a white lace padded b-cup sized bra, matching panties and some sandals, he then heads into the bathroom to get himself ready.

After taking a shower, the 10-year-old boy puts the clothes on, looking at himself in the mirror, ‘I must admit… I do look good in these clothes,’ he thinks to himself, ‘well, time to have Lucy help me with the extensions and make up,’ with that the boy heads towards Lucy’s room. ‘Walking in this skirt is a little weird,’ he thinks to himself, ‘I can feel every light breeze, it tickles my cock, but… it also feels pretty good… hehe’. Jayden knocks on his sister’s door, “Lucy? You awake,” he calls out, “I need your help!”

“Come in,” he hears his sister call back.

Lucy’s eyes widen when Jayden enters her room, the 16-year-old then smiles, “wow, Jayden, you look great in that outfit,” she says, “even as a boy!”

Jayden blushes, “th-thanks, sis,” he says, “though, it feels weird not being “Judy” while wearing this. So please, could you help me with the make up and extensions?”

“Of course,” Lucy says, “take a seat and we’ll get started,” she adds, already reaching for the extensions. “You seem to like dressing up as a girl, brother,” Lucy says after Jayden had sat down, “you didn’t even want to do it 24 hours ago”.

“Yeah, but… spending the day yesterday as a girl was kind of fun,” Jayden says, “so I figured, I’ll be okay with being a girl at least for the weekend”.

“I see,” Lucy says, “there, your hair is done, I must say… you do look good with long hair,” she says after clipping the last extension into Jayden’s hair, “it will even look good when you would wear boy clothes”.

“You think,” Jayden asks, “I mean, it does look kind of nice, but it makes me look like a girl! I don’t want to be bullied! And I doubt mom and dad would like me having long hair!”

“Jayden, it’s your hair, if you want to have long hair, that is your right,” Lucy says, “no one has the right to tell you what you can or can’t do!”

“I’ll… I’ll think about it,” Jayden says.

His sister smiles, “good, and just so you know: you have my full support, no matter what!”

Jayden smiles back at his sister, “thanks sis, that means a lot,” he says.

Lucy smiles, “I love you as my little brother AND “little sister”, nothing will ever change that, I promise,” she says, “now, time for your make up!”

Once Jayden’s transformation into “Judy” is completed, the boy-in-disguise walks to his siter’s mirror, smiling at his reflection, “thanks, sis,” he says.

“You are welcome, Judy,” Lucy says, smiling, “so, what have you planned for today?”


What do you do now?


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