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Chapter 7 by Nicegent42 Nicegent42

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Chapter 7

Tim shook his head slowly at first, the blonde girl with her wavy hair doing just as he did. Taking a few steps back he ended up falling to his ass atop one of the beds as the back of his legs hit the harder surface of the bed frame. He didn’t exactly sit gingerly on the edge of the bed, him falling down while he couldn’t help one of his hands still tugging at the hem of the white cotton wrap dress. It was a futile effort to make the garment longer while he was standing, but now sitting, having fallen down the fabric drifting up slightly letting more of his thighs, his shaven legs be exposed. Not that it was any comfort to him, he was able to pull it down slightly with it going up in the position he was in, though the corset cinched tight beneath the dress kept his back stiff, doing its job to keep the wearer’s back with proper posture.

Seeing the younger boy take a few steps backwards before falling to his ass, Sarah held in a giggle, and stepped ever so slightly more forward so the person who tried to steal her panties, and ended up wearing them could still see their reflection. “Whats wrong Tammy? Don’t you like your makeover?” While she could keep her giggle from escaping she had to way of controller herself enough to keep a bright toothy smile off her face. It really did surprise her just how pretty of a girl the freshman boy made. Odd as it was she felt herself more attracted to him than before, his cute boyish charms hadn’t really registered to her with the violation he had caused, but now she could see it and see how it easily morphed. ‘I’m not attracted to girls but… shit this is waking something up in me.’ Sarah thought, despite it being a statement she was unsure of how she really felt, other than not wanting things to end.

Still unable to tear his eyes away from himself in the mirror, Tim was not so fully aware of his surroundings considering all that had happened to him he didn’t truly catch that the brown haired girl had followed him, just the fact that he wasn’t able to get away from his own reflection. Pressing his lipstick covered lips together he whined slightly, finding that he could taste what had been smeared over his lips to make them appear so feminine and kissable, only adding more to his stress.

“You are looking good, but…” Emily said having been rummaging under her own bed while Tim was lost in his own stress and visage. Pulling out a box she smirked, presenting the rectangle cardboard box. “Look what I got for you right here Tammy, you are going to just love these.” She said pulling off the lid to the shoe box. The box itself wasn’t in perfect condition, but inside was a pair of cream colored wedge heels. They gleamed slightly under the warm overhead light four inch high solid wedge an inch platform under the toe, crisscrossed with delicate leather straps designed to wrap across the toes, the foot and around the ankle, small silver buckles on each, though in truth only the top one had to be adjusted after it was setup for the wearer..

“No. No way,” Tim muttered, inching back on the bed. The insulting name Tammy had gotten his attention, allowing him to pull his eyes away from the mirror, but seeing the offered footwear only made him feel like the situation was getting worse.

Emily was still on her knees after pulling the box out from under her own bed and looked up at him with mock sympathy. “You are just so sweet Tammy, not wanting to borrow my shoes and I know you have been a tomboy for a while, but don’t worry, I don’t mind lending them to you. What are friends for after all… and I think we are going to be good friends Tammy. You would rather be friends with me than the alternative… wouldn’t you?”

Putting the hand mirror to the side, Sarah wiggled her upper body slightly as she hopped up on the other bed to sit across from Tim, kicking her feet up one leg at a time playfully, her excitement needing a release. “You’ll be fine. The wedge makes it easier than stilettos to walk in, believe me. I mean Emily made me buy some for a charity event and I hated them, but she said I looked cute in them and maybe she wasn’t lying, but I’m sure you will be super cute in the wedges. You’ve got dainty feet it’s practically destiny.”

“I’m not putting those on,” he said again, but it lacked conviction.

Emily rolled her eyes and stood. “I asked you a direct question Tammy. You are going to answer it or our little game will come to an end”

Tim bit the inside of his cheek, his options had stopped being real hours ago. It really only boiled down to legal and life altering suffering or embarrassment beyond what he could imagine as options and even those two were no real option at all. “You… you two aren’t going to tell anyone about me are you?”

“Hmm.” Sarah tapped her chip, the tip of her finger just reaching her lips as she pretended to consider the question. “I guess that depends on you Tammy. We aren’t going to tell anyone about a pervert boy trying to steal my panties after breaking into our house, I mean why would we do that when we have a pretty girl like you that is going to pledge our sorority. So long as you are around Taaammmmyyyy.” Sarah drew out the name before continuing. “I don’t see a reason why we would tell anyone.”

Despite her friend’s playful attitude Emily spoke a bit harsher, following up on what she said fast enough that there wasn’t enough time for a full breath. “Though that can change if Tammy doesn’t answer the questions and in the way I want to hear them answered.” She answered, getting back to her feet and glaring at the feminized young man.

“Friends? Yeah, we are friends, total friends, best friends, you are practically my sister. Borrowing shoes, yes, in fact yes please. I would love to, really, umm, yes, I mean, yes please?” The words just came spilling out of Timothy’s mouth, one word after another much like how he often spoke when he was actually excited about something, though this time it was his mind just spitting out one word after another as he rushed to accept the offer instead of the threat at what could happen. He had already accepted so much because of the threat, him even balking at things by asking the question was borrowing trouble far as his mind told him, though only bringing it to his attention after he had already asked it.

He watched as Emily box in hand took the very few steps from her bed that she had pulled the shoe box out from, that Sarah was currently sitting on and came to him. She knelt in front of him again and took his right foot in her hand. Her hand moving like this was just a normal casual thing that happened, while to him her fingers felt so tender and intimate as she took his foot into her hand.Sliding the first shoe on, it at an angle as it sleep on, her tightening the strap across his toes, then another along the top of his foot, and finally finishing off the last tiny silvered buckle around his ankle.

It felt ridiculous, the way his foot was **** at an angle his foot to arch unnaturally, even if the inch platform made the four inch height not as bad as it could, though this being the first time he had worn heels, he didn’t know how much the girls were saving him from that level of punishment. Moments later he watched as the process was repeated with his other foot, the girl with dirty blonde hair humming quietly to herself as she slipped his feet into her own shoes.

Done with putting his feet into the shoes, Emily grabbed them both by the thick platform and swung his feet from left to right. “Adorable. Now stand up for me Tammy. Since you want to be our friend there is more we can do to help you fit in.”

Tim hesitated, then rose slowly, the change in height was jarring along with how the footwear **** his feet at an angle making him feel like he was going to topple forward. Right away he started to wobble, his arms flung out for balance as his knees locked awkwardly, his body instinctively struggling to keep himself from falling.

“Careful,” Sarah said with a grin. “Tammy, those aren’t stilts, take a breath and stop freaking out.”

Emily snorted. “She’s like a new born deer, wait… Damn, you know going with the name Bambi could have been perfect.”

Tim didn’t speak as he struggled, hardly having enough mental space to grasp what was being said as his eyes went wide at the idea of being called Bambi like some stripper as he tried not to fall down as he stood for the first time in high heels. Wedges were easier than some heels, but jumping from no experience to wearing four inch wedge heels was still something very new to the nineteen year old boy. His feet instantly ached from the pressure, it wasn’t real pain, just something new he hadn't been used to. While the leather straps hugged his skin snugly, keeping the footwear in place and practically locking them on him.

As he stood there getting his balance time stretched, every second felt like an hour, balancing awkwardly in Emily’s wedge sandals while the too short cotton dress clung to his reshaped torso. The overhead light caught the cream leather of the straps and along with the artificial sheen of the gloss on his lips.

“Alright Tammy,” Emily clapped her hands once and pointed to the open area of the floor between the beds. “Time to teach you how to sound like the pretty girl you look like.”

Tim blinked. “What?”

Emily rolled her eyes, the captured boy fitting so much into the role of a ditzy girl that couldn’t stay focused on anything happening around her that just made her giggle inside, not that she wanted to show her own amusement, wanting to look like the stern one in charge. “In a little bit we will work on you walking like a proper girl instead of the tomboy you are, but for now I want you to stand in the center of our bedroom while we work on your tomboy voice. Emily raised an eyebrow as she looked at him taking a small hesitant step to where she pointed. “When you talk I’m sure you will sound like a scared dude in a dress, Tammy. We’re going to fix that.”

While Sarah grabbed some gray duct tape, putting a strip across the floor, Emily moved to their shared desk to grab a notebook and flipped to a new sheet of paper, pretending to read from it like she had everything already set up, instead of how she was writing things now as she thought of them. “Repeat after me,” she said with exaggerated patience. “Say it soft, Say it like you’re shy, maybe a little flirty.”

“Umm, say what?” Tim shifted, feeling like his ankle was about to twist as he took another small steps, looking down at his feet to not kill himself.

Emily shook her head, glancing over to her friend and giving her a look that could be taken as a phrase on its own of “Can you believe what I’m working with?” before she actually answered him. “ I haven’t said what yet, now listen girl, what I want you to say is the following.” She stopped talking and just stared at him long enough, till the silence in the room dragged on, but when he finally looked her way she continued. “Hi! My name is Tammy!”

“Seriously?” Timothy asked as Sarah finished laying a line of tape on the carpeted floor.

“That isn’t what I told you to say, follow directions, so yes, seriously. You might be a ditzy girl, but I need you to at least make an attempt to do as I say.”

Sarah stepped in, her tone lighter, more coaxing. “It’s okay. Just pretend you’re introducing yourself to some cute boy in class. Smile like you’re hoping he sits next to you.” She didn’t have the same confidence others in her sorority did, or they at least pretended to have, but it was similar advice she had been given about pretending to be confident.

Tim grimaced and tried. “Hi, my name is Tammy.”

Emily winced. “Oof. Tammy sounds like she got hit in the head with a brick. Stupid and dull.”

Sarah stifled a laugh. “Try again, but this time… make your voice a little breathier. Softer. Like you’re not sure if he noticed your new lip gloss, but your just happy he is paying attention to you.”

Tim looked at the darker haired girl like she was crazy, this being the second time in less than a minute that her advice to speak like a girl revolved around him wanting a boy’s attention. “Hi… my name is Tammy?”

Sarah clapped her hands together. “Yes! That was almost cute.”

Emily grinned. “It was shit and she isn’t even trying. Don’t give her credit she hasn’t earned. This time smile while you say it.”

He repeated himself, then again. The few repetitions not exactly being what either of the girls were looking for. “I can’t do this… I’m a boy, I don’t sound like a girl!” Tim said feeling emotionally tired, the rest of his body following suit.

“Aww.” Sarah pouted, moving over to give the feminized boy a quick hug. “I know this is tough, but you don’t have a deep voice or anything and what boy wears makeup, a dress and cute shoes around a sorority?”

Before he could answer Emily piped in to add more fuel to the fire. “Besides, what boy has a name like Tammy? Just because you are a tomboy doesn’t mean you are a boy. Just do as we tell you and you will have the boy's attention before you know it.”

The two proceeded to continue to tease Tim, making him try the phrase five more times, commentary all along the way before them accepting his attempt.

“Hi! my names…” he averted his eyes and shrugged on shoulder, speaking with a softer, but not higher pitch voice as he **** a smile on his face. “is Tammy!”

“Step in the right direction! Now add a little giggle at the end, oh but… say it like you just got asked to prom.” Sarah clapped her hands together, her excitement plain to see to both the others. “Flirtier! Pretend you’re twirling your hair!”

Sarah held up a hand before Tim even tried to do as he was told, interrupting him. “No wait, do that but do it with a new phrase, try this… Oh my gosh, that’s so funny!’”

Tim blinked, his own eyes feeling heavier than they should thanks to the makeup on them, even if it wasn’t much it was noticeable. “Why?”

“Just do it,” Emily said. “Or we can go with the reason that you want to. You do want to, right Tammy?”

Still standing in the middle of the room, his stomach turning uneasily, as if the words coming out of his own mouth were making him sick he nodded to her. “Oh my gosh, that’s so funny!” he turned his head slightly, cocking it to the side while touching the ends of his now wavy blonde hair.

Sarah smiled. “Not bad, but maybe add that giggle I mentioned.” she considered before adding more instruction. “Now pretend your crush just bumped into you and apologized, say It’s okay, I will pay more attention to someone cute like you in the future.”

Tim repeated the phrase, this time automatically softening his voice, it wasn’t like it was second nature to him, not by a long shot, but he had found the right register of his voice and tone that kept them happy, or at least happier so that he didn’t have to repeat the same phrase over and over again.

“There we go,” Emily nodded. “she’s learning, a brain dead bimbo can learn after all.”

The three continued on with repetition, giggling, exaggeration and much more teasing as they coaxed him to more ridiculous phrases. “Oh no, I totally forgot!”
“Stop it, you’re bad!”
“Do you like my dress? It’s new!”
“Aww, your cute can I sit in your lap… I mean next to you?”

Even as he felt like he was dying on the inside he adapted to what the two wanted, like he was some doll and they were pulling the string that made it… him talk. Despite one of the descriptors they used for him was a shy girl, none of the phrases really fit that mold as far as he was concerned. He wasn’t what kind of shy girl would tell a boy they were bad in a flirty way or supposedly accidentally slip up and ask to sit in their lap.

Just as Sarah was coaching the dress wearing boy through yet more exaggerated lines, the faint creak of the front door opening echoed up the stairs and into the bedroom. Muffled voices followed at least a pair of girls returning from home to the sorority, their laughter and conversation unmistakable.

Emily’s head snapped toward the door, her expression hardening for an instant. “Shit,” she hissed, tossing the notebook on the bed, revealing her cramped handing that she had rushed to write down of the speaking exercise. Crossing the room in a few steps she cracked the bedroom door to listen for a moment before half spinning back toward Sarah and Tim. “Looks like we aren’t alone anymore and I’m not ready to introduce the new girl to everyone.”

Tim’s eyes went wide. “What!? Introduce me?” He stumbled backward, nearly twisting his ankle in the wedges as panic gripped him. “I can’t let them see me like this!”

Emily rolled her eyes. “I’m happy you referenced yourself when I said you were the new girl, but you have a bit of a listening problem Tammy, I said I wasn’t ready, not you were ready. How about you make less noise and continue your lessons, I’m going to stall them… well spend time with them. She is all yours Sarah.”

Sarah nodded eagerly, already pulling Tim by the hand toward the duct tape strip she’d laid down earlier on the carpet. “You’ve got this, Tammy,” she said in a sing-song voice.

“But…but…” he stuttered, his head on a swivel between Emily leaving the bedroom and closing the door behind her and to the shorter girl that pulled him to his starting position. She was already shorter than him by a few inches, but with the shoes he practically towered over her, not that he was steady at all in the footwear.

“No buts.” Emily cut him off, already halfway out the door, moving it so that anyone walking by wouldn’t see past her. “Make sure she walks like she owns those heels. Like she was born to wear them.”

The door clicked shut leaving the tortured boy alone with the overly eager college girl. The sounds of the other coeds downstairs filtered faintly through the floorboards.

“I’m not ready for this,” Tim whispered, his breathing was shallow, the corset doing nothing to help him catch his breath.

Sarah gave him a sympathetic look but didn’t let go of his hand. “I know, but we can’t stop now. If anyone comes up here, it’s better if they see a girl practicing her walk in cute heels instead of a weirdo in drag panicking in the corner. Now don’t try to take so many rapid breaths, you are going to faint."

“But I…”

“Nope. Chin up, shoulders back. Corset’s already helping with that, lucky you.” She winked.

Tim whimpered. “I just wanted to join a fraternity… make some friends. Not… this.”

“I know,” Sarah said softly. “But the friends you were trying to make are the ones who sent you into a sorority house to steal panties, letting you give in to those perverted ideas… I think this is still better than getting arrested.”

He didn’t respond, his throat tightened as he looked down at the wedges strapped to his feet, the cream colored straps standing out against his smooth, hairless skin.

“Alright Tammy,” Sarah said more gently. “Start at this end of the tape.” she pointed to the floor where she had him stand. “One foot in front of the other, like you’re walking on a balance beam. Small steps, okay? Pretend your knees don’t lock. And let your hips move a little.”

Tim exhaled shakily, taking his first steps, or at least his first walk as he was instructed. Shifting his leg so that he put his right foot in front of his left, trying to follow the straight path of the taped line. Immediately he wobbled, arms flailing slightly, and allowing Sarah to catch him before he could fall.

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“Okay. Not bad, just… try again. Less panic, more grace. Imagine you’re walking to your crush at prom. You want him to see you sway.”

The imagery wasn’t helpful, but at least he had the comfort that the girl teasing him wasn’t nearly as scary as the other, small comfort that it was. He tried a second time, and then a third, having to start over at the beginning each time, no steps really better than the first. Each step was still shaky, but by the twentieth or so try he at best could say it was a little more controlled. The awkward bend in his ankles felt unnatural, like his muscles were rebelling.

“Better, though not good, but you got this. Now keep your arms relaxed, not like you’re crossing a tightrope, no looking down at your feet, and you need to smile a little. Tammy, you’re supposed to be enjoying this, remember?”

He muttered something under his breath, but obeyed. His lips turned up in a weak imitation of a smile as he walked a few more steps across the imaginary runway slash balance beam.

Sarah clapped lightly. “Yes!” She pointed at her real life doll with boy fingers. “That’s it! Keep going, I want you walking back and forth until I say stop.” she said he had it, but there was a great deal of work to do as far as she was concerned.

He turned at the end of the strip, stopping to keep his balance and not twist his ankle as he began to retrace his path. Each step a challenge, each wobble a reminder of how far removed he was from the boy who snuck into this house hours ago.

While he paced, Sarah sat cross-legged on the bed to be more comfortable as she kept up her constant commentary. “Heels make the girl. Imagine every click of your step says ‘look at me.’ And don’t stomp. Step, glide, sway.”

Tim bit his lip and tried again. His face burned with embarrassment, but somehow he kept going. He walked the tape line, pivoted, walked again. The sounds of the girls below echoed now and then, but none of them climbed the stairs.

“See?” Sarah said after his fifth semi successful pass. “You’re starting to get the hang of it. Who knew Tammy would have such a cute little wiggle?”

He groaned. “Please don’t say that.”

She grinned. “You’d rather I say you walk like a baby giraffe? Oh no, I mean a baby deer and call you Bambi?” the dark haired girl corrected herself, remembering the earlier comment that seemed to bother him, making his face blush all cute like.

“…No.”

“Exactly. So quit whining, Tammy. Show me those dainty steps… smile and when you get to the end I want you to tell me how you love how cute you look tonight.”

He walked again and again, him feeling somehow even more nervous than he had before when the pretty… meaner girl was in the room as he spoke in the manner they have been trying to drill into him. “I love how cute I look tonight!” The phrase was repeated, even as the burn in his calves started, though it was nowhere near as bad compared to the sting in his pride.

And still Sarah smiled. “You’re doing great, ready to get even better?!”

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