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Chapter 34
by
vanillathunder
Onto shoes? Or skin care and makeup?
Kylie tried on some cute shoes
"Listen girls, I appreciate this, I really do, but I don't really like dresses." Kyle said as they started walking towards the next store. "I'm not that kind of girl."
"Yeah, but if you want a boyfriend, you've gotta do things you might not like." Melissa said. "Plus, you're not gonna go to a party in jeans..."
"I'm just not sure if all this stuff is my style." Kyle said.
"If it's not your style, why do you look so hot in everything you've bought?" Darla asked.
"I... I..." Kyle stammered.
"I rest my case." Darla smiled.
Kyle sighed as they walked to the clothing store. He tried to wander away, but Robin quickly rushed up to him.
"Let's go look at shoes while they pick stuff out." Robin grabbed his hand and pulled him towards the shoe section.
"Don't I have enough shoes already?" Kyle asked.
"Oh, Kylie, you can never have enough shoes!" Robin laughed.
Soon, Kyle was sitting down on one of the stools as Robin looked around as she checked her phone.
"What size are you?" Robin asked.
"Uh..." Kyle knew his size in Men's but... He quickly lifted his leg up and checked the bottom of the high-top. "8.5."
"Perfect!" Robin grabbed several shoeboxes off the shelf and brought them over to Kyle.
The first was a pair of open-toe black heels. Kyle quickly removed the high tops and his socks, before Robin helped him put his feet into the heels.
"Stand up, lemme see how they look." Robin said.
Kyle stood up and stumbled slightly, as they were the highest heels he'd worn so far. Robin grabbed onto his arm to steady him.
"First time in heels?" Robin asked.
"No, but first time in ones this high." Kyle replied.
"You'll get the hang of them the more you wear them." Robin said. "And they make your legs look killer! Imagine those with the bustier and hose."
Kyle didn't want to, but he could imagine it and it was not pleasant. After taking a few photos, Robin let him return the heels to the box.
The next few shoes went about the same way. A pair of knee-high brown boots with a heel that weren't that bad and a few pairs of pumps in varying colors, including red, pink and black. Kyle kept attempting to try on a nice pair of sneakers, or failing that, flats that he figured that Robin would find suitably "cute" but she kept diverting his attention back to her picks. Almost as if she already knew what shoes he was going to need to match with the clothes the other two were picking out.
After a few more boxes, including a few open-toed heels, some wedges, booties, and slingbacks, (which Kyle was quickly learning the names of) Robin seemed satisfied and picked up the boxes.
"I think they're almost done, so..." Robin started.
Do they head back to see what Darla and Melissa picked out or does Kyle try on new shoes?
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The Chronicles of Miss-chief
An anthology featuring stories about gender bending adventures!
An anthology featuring stories about gender bending adventures!
Updated on Jul 25, 2025
by BHCP2
Created on Feb 21, 2020
by vanillathunder
- 6,647 Likes
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- 469 Chapters
- 110 Chapters Deep
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