Chapter 2: desires unleashed
“Sissy?" Oliver squeaked, his voice barely audible. The word hung in the air, heavy with implications. He wasn’t sure if he was aroused or terrified—maybe both. His stomach churned, a mix of excitement and dread pooling deep inside him. He glanced at Tyson, searching for some clue, some sign that this was all a joke.
Tyson smirked, his eyes raking over Oliver’s body like a predator sizing up its prey. "Yeah, sissy," he said, his tone teasing but firm. "You know, frilly dresses, makeup, the whole shebang." He leaned in closer, his breath warm against Oliver’s ear. "Isn’t that what you’ve been fantasizing about?"
Oliver’s mind flashed to the endless hours he’d spent online, drooling over images of flawlessly made-up boys in skimpy outfits. His heart raced as he remembered the secret Pinterest boards, the private Tumblr accounts, all filled with images he’d never dared to share. It had always been a fantasy, something he’d never dared to voice aloud.
"I… I don’t know," Oliver stammered, trying to maintain some semblance of control. His hands fidgeted at his sides, his fingers twisting the hem of his shirt. "I’ve never actually done anything like that before." He looked up at Tyson, his eyes wide and pleading. "What if I’m terrible at it?"Tyson chuckled, reaching out to stroke Oliver’s cheek. His touch was gentle but firm, sending a shiver down Oliver’s spine. "That’s what makes it so exciting, isn’t it? The unknown." He leaned in closer, his lips brushing against Oliver’s ear. "Don’t worry, Oli. I’ll guide you every step of the way."
"But… but I don’t have any clothes like that," Oliver protested weakly, his voice barely a whisper. He felt a pang of panic as he imagined himself in a dress, in heels, in makeup. The thought was thrilling but terrifying. What would Tyson think of him? What would *he* think of himself?
"Don’t worry, baby, I’ve got you covered," Tyson said, a predatory glint in his eyes. He stepped back, his gaze sweeping over Oliver like a sculptor assessing a block of marble. "I have a few ideas." He grabbed Oliver’s hand and pulled him towards the bathroom, the cluttered space suddenly feeling like a stage.
Tyson pushed Oliver to sit on the edge of the bathtub, the cool porcelain pressing against his thighs. "Let’s start with the basics," Tyson said, “sissy’s don’t have hair on their bodies. Take this, strip and rub it all over every inch of your body from the neck down.” Tyson handed Oli a tube of hair removal cream from the bathroom cabinet which Oli had never seen in there before.
Oliver stared at the tube of hair removal cream in his hand, the label’s bold letters mocking him. His eyes darted to Tyson, searching for some sign of mercy. The thought of the cream on his most sensitive areas made his stomach churn, but there was a flicker of curiosity—something he couldn’t quite ignore.
Tyson smirked, his arms crossed as he leaned against the bathroom doorframe. “Especially down there,” he said, gesturing towards Oli’s private area hidden behind his tight chino pants. Tyson winked, and Oliver’s cheeks burned hotter. Tyson’s confidence was both infuriating and intoxicating. “Besides,” Tyson added with a teasing grin, “you’ll love how it feels.”
Oliver hesitated, the tube feeling heavier in his hand with every passing second. He knew he should protest, should put his foot down and say no. But the thought of Tyson’s hands on his smooth, hairless body was too tempting to resist. His mind raced, torn between embarrassment and desire. “Fine, but you have to spread it on for me” he mumbled finally, his cheeks flushed red. Tyson’s eyes lit up, a predatory gleam in them that made Oliver’s stomach flip. “Oh, I wouldn’t miss it for the world,” he said, stepping closer. His fingers brushed Oliver’s cheek, sending a jolt of electricity through him. “This is going to be fun,” Tyson murmured, his breath warm against Oliver’s ear. The promise in his voice made Oliver’s knees weak.
Oliver swallowed hard, his heart pounding so loudly he was sure Tyson could hear it. He stood up, his hands trembling as they reached for the hem of his shirt. The fabric clung to him for a moment before he pulled it over his head, tossing it onto the floor. The cool air hit his bare chest, making his nipples harden instantly. He glanced at Tyson, who was watching him with an intensity that made him feel both exposed and revered.
With his shirt and pants off, Oliver paused, his boxers still clinging to his hips. He looked up at Tyson, his eyes pleading for some reassurance. He felt ridiculous standing there, halfway undressed, with a tube of hair removal cream in one hand and his dignity in the other.
Getting no response or reaction from Tyson, he reached down and pulled off his boxers, tossing them onto the floor with his shirt and pants. Now completely naked, he stood before Tyson, his body trembling with anticipation and nerves. The cool air kissed his skin, making him hyper-aware of every inch of himself. Tyson’s gaze raked over him from head to toe.
Tyson picked up the tube of hair removal cream, squeezing a generous amount into his palm. He rubbed his hands together, warming the cream slightly before reaching out to Oliver’s chest. Oliver gasped as Tyson’s hands spread the cool cream over his skin, his fingers massaging it into his nipples. The sensation was strange—cold and tingly, but also oddly soothing. Oliver closed his eyes, surrendering to the feeling.
Tyson worked his way down Oliver’s body, carefully applying the cream to every inch of his skin. He lingered over Oliver’s stomach, his fingers tracing the line of his abs in a way that made Oliver shiver. As Tyson reached Oliver’s thighs, he paused and looked him in the eyes.” His hands moved lower, applying the cream to Oliver’s crotch with deliberate care.
Oliver’s breath hitched as Tyson’s fingers worked around his balls and taint, the cool cream sending jolts of sensation through him. He squirmed, trying to suppress a moan, but it escaped anyway—a soft, needy sound that made Tyson smirk. “Is it meant to burn?” Oliver asked, his voice strained. He could already feel the tingling intensifying, making it hard to stand still.
“Yes that’s normal sweety.” Tyson grinned as he set the tube down on the sink. “Now you stay there and don’t move until this timer goes off in five minutes, then you can get in the bath and rinse off. I have to go get some things ready.” Tyson winked before slipping out of the bathroom, leaving Oliver alone with his thoughts and the tingling cream coating his body.
Oliver stood there, naked and vulnerable, as the cream did its work. The tingling sensation grew stronger, making his skin feel alive in a way he’d never experienced before. His mind raced with thoughts of what Tyson might be doing. The anticipation was almost as unbearable as the burning and tingling that had taken over his body. He watched the timer on Tyson’s phone like a hawk, counting down the seconds until eventually it rang loudly, announcing his relief to the world.
Oliver wasted no time diving into the bath, the warm water a welcome contrast to the fiery sensation on his skin. He scrubbed gently, watching as the cream washed away, leaving behind a surprisingly smooth surface. The water turned cloudy, swirling down the drain as if carrying away his old self with it. He marveled at how soft his skin felt, running his hands over his chest and thighs with a mix of awe and disbelief. “Wow,” he muttered under his breath, his voice barely audible over the sound of the running tap.
He sighed, leaning back against the edge of the tub, letting the water soothe his nerves. The events of the day flooded back to him—the discovery, the collar, the hair removal cream. It all felt surreal, like a twisted dream he couldn’t quite wake up from. His mind buzzed with a whirlwind of emotions, each one fighting for dominance. Fear, excitement, curiosity—they swirled together, leaving him feeling both exhilarated and unsteady. He closed his eyes, letting the warmth of the water envelop him as he tried to ground himself.
He closed his eyes, trying to make sense of his emotions. He was scared, no doubt, but there was also a thrill coursing through him, a sense of excitement he couldn’t deny. He wondered what Tyson had planned for him, what other boundaries he was going to push.
After a while, he finally drained the tub and stepped out, grabbing a fluffy towel and wrapping it around his waist. He studied himself in the mirror, his smooth chest and legs a stark contrast to the hairy man he was just minutes ago. He had to admit, he liked what he saw. “Not bad,” he murmured, running a hand over his now-smooth skin. The towel clung to his damp body as he took a deep breath, steeling himself for what was to come.
He found Tyson waiting for him in his bedroom, surrounded by shopping bags overflowing with clothes. The sight made Oliver’s heart skip a beat. This was really happening. “Hey,” Tyson said, looking up with a grin that was equal parts mischievous and reassuring.” Oliver’s eyes widened as he took in the sheer volume of clothes piled on the bed. His stomach churned with a mix of excitement and nerves.
Ready to model some of this for me?” Tyson asked, gesturing towards the pile of clothes with a flourish. He picked up a bright pink mini-skirt and held it up, the fabric shimmering under the light. “I mean, how could I resist?” Oliver laughed nervously, running a hand through his damp hair.” he said, trying to keep his voice light despite the butterflies in his stomach.
Oliver stepped closer, his eyes widening as he took in the array of outfits. There were dresses in every color imaginable, skirts that barely skimmed the thighs, and tops that left little to the imagination. “This is… a lot,” he said, his voice tinged with uncertainty. He reached out to touch a slinky black dress, the fabric feeling like liquid silk against his fingertips. It was something he would never have dared to wear before, but now, under Tyson’s gaze, it felt like a possibility.
He picked up the slinky black dress, holding it up against his body as he turned to face the mirror. The fabric draped elegantly, hinting at a version of himself he’d only ever fantasized about. “I don’t know, Tyson,” he said, his voice hesitant. He glanced at Tyson, searching for reassurance in his expression. “I know, baby,” Tyson said, stepping closer and wrapping his arms around Oliver’s waist. His breath was warm against Oliver’s ear, sending a shiver down his spine. Tyson’s confidence was infectious, and Oliver felt some of his apprehension melt away. “Trust me,” Tyson murmured, his lips brushing against Oliver’s neck. Tyson pulled away and grabbed the bright pink mini-skirt, holding it up against Oliver’s body. “This one is my favorite,” he said, his eyes sparkling with mischief. Oliver laughed nervously, running a hand through his hair. “Pink?” he asked, trying to mask his nerves with humor. “Oh, absolutely,” Tyson replied with a grin. Oliver couldn’t help but smile, his apprehension slowly fading away. He was still nervous, but the excitement was starting to outweigh the fear. Tyson grinned and grabbed a handful of clothes, tossing them onto the bed to begin sifting through them, Oliver felt a sense of giddiness he hadn’t experienced in years. He was stepping into a new world, a world where he could be whoever he wanted to be, without judgment or shame. “What do you think of this?” Tyson asked, holding up a sheer lace top that left little to the imagination. Oliver laughed, shaking his head. “Maybe save that one for later,” he said, though he couldn’t deny the thrill that shot through him at the thought.
Tyson picked up a pair of thigh-high stockings, holding them up with a suggestive smirk. “These are going to look amazing on you,” he said, his voice husky. Oliver’s breath hitched as he imagined how they would feel against his smooth skin. “I can’t believe I’m doing this,” he said, his voice trembling with a mix of fear and excitement. Tyson stepped closer, his eyes locking with Oliver’s. “Believe it,” he murmured. Oliver’s heart raced as Tyson handed him the stockings, their soft fabric brushing against his fingertips. He took a deep breath, feeling a strange sense of liberation wash over him. The night was just beginning, and for the first time in a long time, Oliver felt truly alive.