Captisa County Pageant: Brother Caught

More caps coming soon. Playing catch up from the weekend.

The Miss Captisa County Pageant has become too demanding! That bitch of a coordinator, Courtney, acts like she is running Miss America or something. A rural county fair pageant shouldn’t require so much time for dance routines, walking methods, lessons in etiquette, and even having to “volunteer” setting up other things around the fair so our faces and personalities are respected in the community. My friends and I just wanted to wear pretty dresses and have fun! We decided enough was enough and decided we would resign immediately leaving no one to sign up for the pageant this year.

Meanwhile, my mom was disappointed that she spent hundreds of dollars on my ball gown. No returns either. That’s when I suggested that maybe my brother Scott should enter. I caught him in my bedroom trying on my cheerleading uniform back in Spring followed by actually doing something on his bed in my panties another time! Needless to say, he could keep them after that. He begged me not to tell our parents and that he was just curious what it would be like to be a girl after seeing a meme on Instagram about a boy turning into a prom princess. It’s a good thing Mom knows now. Scott was very nervous at first to start his feminization process to prep for the pageant, but Mom assured him that she loved us and it was okay for him to express the feminine energy that had been building inside of him for who knows how long.

We started by getting him used to getting ready in the morning as a girl; how to shave his legs and armpits, proper skincare, and deep conditioned his long hair. I showed him some makeup styles that would be simple every day looks he could start to use around the house and when hanging around friends. He gave me a big hug when I donated a bunch of my old clothes to him on his bed and even saw a tear from from his eye displaying how happy he was. Mom and I took him shopping for swimsuits where we ran into a few other boys who were entering the competition this year… some more happy to be there than others! I did my best not to state the truth in why none of us cisgender girls were entering the pageant this year and figured it would be a surprise! Although I did give my brother, now going by the female name Skye, some pointers on what the judges would be looking for.

The night of the pageant I could see the happiness in Skye’s face as SHE felt confident displaying HER feminine presence. She sang a beautiful song for the talent portion that wowed the crowd and there was absolutely no evidence of her princess wand during the swimsuit portion thanks to a tuck method she had been practice for weeks to forgot about that deformity between her legs. She hasn’t told us, but I already know she is staying a girl whether she wins the competition tonight or not!