Amanda leaned back on the couch, her glass of wine perched delicately in her hand. The soft hum of John’s laptop fan drifted from the spare bedroom, where he was mid-stream on Chatturbate. She glanced at her phone, where the earnings ticked up steadily. $400… $450… $500. Her lips curled into a sly smile. This is almost too easy.
She had discovered that John’s cross-dressing fetish wasn’t just a kink; it was a goldmine. The viewers loved him—his shy demeanor, his awkward giggles, the way he fumbled with his stockings and skirt. And now, after weeks of successful streams, Amanda was ready to take things up a notch.
The door to the spare bedroom creaked open, and John stepped out, still wearing the maid outfit, his face flushed. “I-I’m done,” he stammered, tugging at the hem of his skirt nervously.
Amanda raised an eyebrow, her voice sharp but calm. “Done? Already?” She glanced at the clock. It was barely 9 p.m. “You’ve only been on for three hours. I thought we agreed on four.”
John shifted uncomfortably, his eyes darting to the floor. “The chat was getting… intense. Someone kept asking me to—to do things. I didn’t feel comfortable.”
Amanda set her wine glass down with a deliberate clink. She stood, towering over him in her heels, her gaze piercing. “Uncomfortable? John, this isn’t about your comfort. This is about making money. And frankly, you’re not living up to your potential.”
He swallowed hard, his cheeks burning. “But Amanda, I—”
“No buts,” she interrupted, her tone icy. “You have a gift, John. A gift that’s going to fund my spa days and shopping sprees. And if you think I’m going to let you squander it because you’re feeling uncomfortable, you’re sorely mistaken.”
John opened his mouth to protest but quickly closed it when Amanda crossed her arms, her expression unyielding. She stepped closer, her voice softening just enough to be menacing. “Here’s what’s going to happen. Tomorrow, instead of watching football like other men, you’re doing a Sunday special. None of this timid maid nonsense. You’re going all in—dildos, lingerie, the works. And if I hear one word of complaint, you’ll be sleeping in the garage until you learn to appreciate the opportunity I’ve given you.”
John’s shoulders slumped, and he nodded silently. Amanda patted his cheek, her nails grazing his skin. “Good girl. Now go change out of that ridiculous costume. You’ve got work to do tomorrow.”
—
Sunday afternoon arrived, and the tension in the house was palpable. Amanda lounged on the couch, scrolling through her phone as John nervously arranged props in the spare bedroom. She had purchased a new lace lingerie set for him—black and sheer, with matching stockings and a garter belt. On the bed lay a selection of toys: a pink silicone dildo, a set of anal beads, and a pair of handcuffs.
“John,” Amanda called, her voice carrying a note of impatience. “The stream starts in ten minutes. Are you ready?”
He emerged from the room, already dressed in the lingerie, his face pale. “A-Amanda, I don’t know if I can do this. It’s so… explicit.”
She sighed, standing and walking over to him. She adjusted the straps of his bra, her touch firm but not unkind. “Listen to me. You’re going to get on that cam, and you’re going to give them the show of their lives. And when you’re done, we’re going to count our earnings together. Now, chin up. You look fabulous.”
John took a deep breath and nodded, his hands trembling slightly. He returned to the room, closing the door behind him. Amanda sat back down, opening the Chatturbate app on her phone to monitor his progress.
The stream began, and the viewers flooded in. Almost immediately, comments started pouring in:
“OMG, who’s this hottie?!”
“Those legs are amazing!”
“Show us more, baby!”
John hesitated at first, his movements stiff and awkward. But as tips started rolling in—$50, $75, $100—he seemed to relax. He picked up the dildo, teasing the camera with it before slowly sliding it between his legs. The chat exploded with excitement, and the tipping frenzy intensified.
Amanda watched with a satisfied smirk. $200… $300… $500. She sipped her wine, her mind already calculating how much she could spend on her next shopping spree.
As the stream progressed, John grew more confident, his inhibitions melting away under the weight of the attention and praise. He stripped off his panties, revealing his small, flaccid cock, and the chat went wild. Tips poured in faster than ever, and Amanda’s grin widened.
But then, something unexpected happened. One viewer posted a comment that caught her attention: “Damn, I’d love to see someone dominate that sexy little sissy.”
Amanda’s eyes narrowed, a spark of inspiration igniting in her mind. She pulled out her laptop and quickly created a fake account, typing a message into the chat: “Let’s make this interesting. If you reach $1,000 tonight, I’ll join the stream and dominate you live.”
The reaction was instantaneous. Viewers went crazy, and the tips skyrocketed. Within minutes, the goal was met, and Amanda found herself standing outside the spare bedroom, her heart racing with anticipation.
She pushed the door open, and John froze, his eyes wide with surprise. “A-Amanda? What are you—?”
She cut him off with a commanding tone. “On your knees, John. Now.”
He obeyed without hesitation, dropping to the floor in front of her. She grabbed the handcuffs from the bed and fastened them around his wrists, her grip firm but not cruel. “You’ve been a very good girl tonight,” she purred, running her fingers through his wig. “Now let’s give them something they’ll never forget.”
The camera captured every moment as Amanda took control, her dominance radiating through the screen. The viewers were captivated, and the tips continued to flood in. By the time the stream ended, their earnings had surpassed $1,500—a new record.
As Amanda helped John out of the cuffs, he looked up at her with a mix of exhaustion and awe. “Thank you,” he whispered, his voice trembling.
She smiled, brushing a stray strand of hair from his face. “Don’t thank me yet, darling. We’re just getting started.”