Chapter 6: Embracing the Feminine

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Jack finally caught a glimpse of himself in the mirror. He was taken aback by how much more feminine his body looked now. Something inside him stirred at how perverted all of this felt; it seemed wrong. He pushed the awkward thought of his feminine figure out of his mind, but Britney noticed his reaction.

"Trust me," Britney spoke seductively, "In time you'll learn that nothing feels as good as slipping into your pretty little thong and getting ready to serve." Jack blushed at the thought as she came close and whispered gently in his ear. "No matter how hard you try to deny it, you know that slipping on that thong planted the seeds of doubt about your masculinity. You also have such feminine curves! If I didn't see that micro dick you have, I'd just think you were a flat-chested girl!" her words humiliated him, but it was hard to deny or argue his case dressed as he currently was.

Britney filtered through what seemed like identical tops, skirts, and dresses before pulling a selection of items from the wardrobe. "Try it on," she said as she threw a white satin blouse at him.

Jack reluctantly put on the girly outfit. The black leather mini skirt she provided was so short it almost didn't even cover his butt; one inch shorter and the bottom of his butt would be visible, as he slid it up his legs, he noted that the tights made his legs look incredibly girly. He felt so humiliated. Britney applied some accessories—a dainty gold chain, a few gold bracelets on one wrist, and some bangles on the other—before sitting him back on the bed and painting his nails white.

"This will do for now, but we will need to lengthen them even if we have to get press-ons!" she teased.

She left Jack for a few minutes until his hands dried before applying another layer and making him wait some more. Finally satisfied, she pulled him to his feet and fixed a belt around the skirt.

"Walk to the mirror," she instructed.

Jack moved stiffly, the corset restricting his movements and making him feel trapped. Each step in the strappy heels felt precarious, and he could barely maintain his balance. His cage throbbed with arousal at the sight of his feminine form in the mirror, despite the humiliation he felt.

Britney asked, "How do you feel?"

"I don't feel comfortable dressed like this... it's not me. The clothes are too snug, and I feel them tightly cling to my body. My feet hurt, and I can barely walk in these heels!"

"Don't worry, you'll get used to walking in high heels soon enough."

"But I don't want to get used to it, and I certainly don't want to be dressing like this every day. Please, can I have my boy clothes back?"

"Boy clothes? Honey, you don't wear boy clothes anymore. You certainly don't own any. Anything you had, the company has already disposed of."

"Please, you can't possibly think it's reasonable for me to go to work dressed like this? This outfit is so slutty, and these breast forms are so heavy."

"You ought to watch your mouth, or all this moaning will get you in trouble. Besides, you brought this on yourself!"

"I didn't do anything. I have been set up from the start! I'm telling you the truth, someone has set me up!"

"How dare you blame others for your disgusting behaviour. Have you no shame?" she snapped at him.

"Please be reasonable" he pleaded meagrely, "This skirt is way too short, and everyone will be able to see my ass. The panties you gave me are not doing a tremendous job at covering up my member, and they keep riding up my butt."

"I guess you better hope you don't get any erections then, or covering up will be the least of your worries," she teased.

Jack felt his cheeks turn rosy red, knowing full well that he was unable to get an erection due to the cage. The humiliation washed over him in waves as Britney continued to mock and tease him in a bratty manner.

"Oh, look at you! So flustered and embarrassed," Britney taunted. "It's adorable. You'll make a perfect little office slut."

Jack's heart pounded with a mixture of shame and unwanted arousal, he was starting to realize that his new life was going to be filled with constant torment and degradation.

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