Chapter 6
What's next?
A awkward question
When Ryan arrived, Harry felt like he was moving in a haze, still unable to fully comprehend what was happening. He and Maddie made their way downstairs to meet Ryan in the living room. His stomach was in knots, and the air felt heavy with tension. Maddie, on the other hand, was practically buzzing with excitement, her steps light and carefree.
As soon as Ryan stepped through the door, Maddie greeted him with a playful smile, wasting no time in getting to the point. She didn’t even bother with small talk, leaving Harry frozen in disbelief.
“Hey, Ryan,” she said, her voice dripping with mischief as she led him into the room. “Harry here has a big request for you.”
Ryan looked between them, raising an eyebrow in confusion, though he seemed amused more than anything. “Uh, okay? What’s going on?”
Harry’s heart was pounding in his chest, his throat tightening as he struggled to find words. He couldn’t believe Maddie was throwing him into this without a second thought. His mind screamed at him to put a stop to it, but before he could speak, Maddie stepped in again, clearly enjoying the moment.
“You see,” she continued, looking at Ryan with a teasing grin, “Harry’s been thinking about something a little… different. He thought it might be fun to, you know, watch me with someone else.” She bit her lip, watching Ryan’s reaction.
Ryan blinked, his expression shifting from confusion to surprise. “Wait, what? Seriously?” His gaze flicked over to Harry, who could feel his face burning with embarrassment.
“Maddie—” Harry began, his voice barely a whisper, but she cut him off again.
“Yup, he picked you,” she said with a giggle, her eyes gleaming with excitement. “You don’t mind, do you? It’s all for fun.”
Ryan glanced at Harry again, still trying to process what he was hearing. “You really… want this?” he asked, his voice tinged with disbelief.
Harry felt like the floor was about to give out from under him. “No, I—” he stammered, shaking his head quickly. “I don’t… this wasn’t my idea.”
Maddie grinned, placing a hand on Harry’s chest as if to steady him. “Oh, don’t be shy now, babe. You already called him over. Might as well go all the way, right?” She winked at Ryan, clearly relishing in the chaos she was creating.
Maddie, standing next to Harry, slid her hand over his crotch, rubbing him through his sweatpants just enough to make his pulse quicken again. She looked up at him, her eyes gleaming with that same playful mischief, while her fingers teased him, pushing him to the edge both physically and mentally.
“Come on, Harry,” she cooed, her voice low and seductive. “Just say the word. You know you want to.”
Harry’s head was spinning, caught in the whirlwind of Maddie’s teasing and the surreal situation they were in. He felt his heart thudding in his chest, every nerve in his body firing, as her touch sent waves of conflicted arousal through him.
Ryan stood there, looking between them, still somewhat confused but now more intrigued, clearly waiting to see how this was going to play out.
Maddie leaned in close, whispering in Harry’s ear, her hand still slowly rubbing him. “Just tell him, babe. You know you want to see it.”
Harry’s mouth felt dry, his heart racing, as he lifted his gaze to meet Ryan’s eyes. He couldn’t believe he was about to say it, but Maddie’s relentless teasing was making it impossible to think straight. His body was betraying him, responding to her touch, to her words, even as his mind screamed at him to stop.
“Ryan…” Harry said, his voice shaky. He swallowed hard, feeling Maddie’s fingers press a little harder, driving him mad. “Would you… would you have sex with Maddie while I watched?”
Ryan’s eyes widened for a moment, the tension in the room thickening. He seemed to be processing the request, his gaze shifting from Harry to Maddie, who was grinning wickedly.
Maddie giggled softly, clearly enjoying every second of this. She looked at Ryan, raising an eyebrow, waiting for his answer with a teasing smile.
What's next?
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Updated on Jun 4, 2025
by Thunderwitch
Created on May 11, 2024
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