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#highheels #tgtf #tgcap #tgcaps #crossdressing #tgcaptionstory
Published: 2022-02-03 21:44:00 +0000 UTC; Views: 35290; Favourites: 247; Downloads: 39
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Description
Request for TransGirl12James was one of the nicest and most sincere people out there. He was cautious around others, he was apologetic, and he would do anything for the people he cared about. So when his best friend of 11 years was distraught about something James was on it. As it turns out, James’s good friend Troy wasn’t much of a ladies man, and when his dream of having a date for prom failed James stepped in.
James decided he would go as Troys date, he would surprise Troy at the prom and ask him to dance. It was a complex plan but James was determined. James wanted the best so he asked his sister for help with his appearance and mannerisms. Two weeks before the dance James spent his time practicing walking in high heels, learning to dance, acting feminine, and the usual feminine etiquette.
Finally it was time for the big day, James’s sister dragged him along to all of the necessary outlets. They went to get the dress first, then he got fitted for highheels, they then moved on to the salon where James was prepped for his big night. James didn’t love the experience, the girly ness was a bit too much for him but he told himself that it would only be for one day, this allowed him to persevere through it. When he was finished he looked nothing like his previous self, he was stunning, this made him feel like a whole new person. James felt really good and snapped a quick picture.
James arrived shortly after Troy, he made an effort to blend in with the crowd because being a girl around people he knew was embarrassing. As he strutted around looking for Troy he started to notice the countless eyes that were on him. He felt weird and awkward, he started to have doubts. “Do they know?” He thought to himself. That’s when he bumped into Troy.
“Uh-in sorry!” James said panicked.
“Oh it’s nothing.” Troy said nervously.
“My names um… Vanessa. What’s yours?” James had not prepared nearly as much as he should have. He felt weak compared to Troy for some reason, it was strange. Even though Troy was considerably taller than james, he hadn’t fully realized until now. He had to look up to look at Troy in the eyes, even in his 4inch heels.
“Uh Troy nice to meet you.” He said with a bit of added confidence. “Hey um, this may seem a bit forward, but would you…like to dance with me?” He asked kindly.
“Oh Um yea totally!” James said putting effort into acting surprised and flattered. Pointed his toes together and bit his lip, using what he was taught from his sister. Troy had a wide smile on his face, this was the first time James had seen him happy in a long time. James’s plan worked flawlessly!
Or so he thought…