TransForm: The New Identity

Chapter 2: The Initiation

The transformation process began with Britney introducing her two assistants. "Jack, meet Daphne and Chloe. They'll be helping us today."

Daphne was a tall, slender woman with striking red hair and piercing green eyes. She wore a tight-fitting black dress that accentuated her curves, paired with stiletto heels that added to her already considerable height. Chloe, on the other hand, was petite and bubbly, with curly brown hair and big, expressive brown eyes. She was dressed in a short, playful skirt and a fitted blouse, her look completed by a pair of cute, ankle-strap heels.

They began with Jack's hair, pulling it back into a wig cap before moving on to his face, applying makeup with practiced precision.

Britney leaned close, her breath warm on his cheek. "Need a nice base to start," she said, dabbing foundation on his face. Jack felt each brush stroke, each layer of makeup as another blow to his dignity.

"Will this come off?" he asked, trying to mask his discomfort.

"Don't be silly. Of course it will!" Britney said, her voice laced with amusement.

"OMG! Your eyes are so pretty!" she exclaimed, stepping back to admire her work.

"Really?" Jack asked, his voice small.

"Mmm, yeah. That's hot!" Daphne replied with a wink, applying mascara to his lashes, making them look long and full. She then added eyeshadow in soft, shimmering pinks and purples, which made his eyes pop. The lipstick was a bold, glossy red, making his lips look fuller and more inviting.

"Daphne, please!" he protested weakly as she called for him to suck in his cheeks.

"She's Just teasing you, babe," Britney said, giving him a playful wink.

They then moved on to the outfit. Jack was made to wear a tight, black lace corset that cinched his waist and pushed up his chest, giving him an hourglass figure.

Jack wobbled on the heels, feeling completely out of his element. "Doesn't that feel good, honey?" Britney teased.

"You're not allowed to say no." Daphne added with a wicked smile.

"Uh... yeah... it does... I mean, I guess so," Jack mumbled unsure of himself.

"Don't be shy, sweetie!" Chloe said, fastening the garter belt around his waist. The lace garter belt was fastened to stockings, holding up sheer, black stockings that reached mid-thigh.

The ensemble was completed with a white satin blouse, a short, black skirt that barely covered his thighs, and a pair of black, patent leather high heels with a stiletto heel of at least four inches.

Finally, they finished dressing him and approached with a wig. "Here, we can use my old wig from last Halloween, thankfully this perv didn't break into my cupboard as well!" Britney said mockingly, causing a deep sense of dread filled regret within Jack as she began adjusting the long, blonde wig on his head.

Once complete, Jack looked at himself in the full length mirror Jenifer kept in her office, barely recognizing the person staring back at him.

"Wow, you're so hot!" Britney exclaimed with a hint of malice in her voice. Jack felt a strange mixture of emotions; he was both embarrassed and oddly turned on by her words. He felt a flushed breath escape his lips.

"Some little girl is very excited!" Britney teased, making Jack blush furiously.

The other two girls, who had been helping Britney, giggled and waved goodbye as they left the office, leaving Jack alone with Jennifer and Britney.

Jennifer took out her phone and started snapping pictures of Jack in his new attire. Jack raised his hands in protest. "Jennifer, please, don't take pictures. This is humiliating enough."