Chapter 5

The next day arrived, Matthew was more than anxious and nervous, he was going to go for a orgy with his older sister and her friend. He had never done anything like this before and he was not sure how he felt about it.

The closer it got to 7pm, the sweatier Matthew got. It was like a dance of industrial noises inside Matthew’s head, his head running everywhere trying to find a solution to his nervousness.

He was pacing around the living room, his heart pounding like a drum in his chest. He had never been this nervous before, not even on his first time with Clara.

“Hey, hey, hey,” Clara said, coming into the living room and seeing Matthew’s state. “What’s got you so worked up?”

Matthew turned to her, his eyes wide. “I don’t know if I can do this, Clara. I mean, what if I mess up? What if I can’t ... you know, perform?”

Clara chuckled, walking over to him and placing a hand on his shoulder. “First of all, calm down. You’re not going to mess up. It’s just Harper, for fuck’s sake.” Clara said, her voice calm and reassuring.

She had always loved watching Matthew squirm, and seeing him so nervous about Harper only made her more eager for the night to come.

“Anyway, are you ready? It’s almost time, she could arrive at any moment,” Clara said, her voice filled with anticipation.

Matthew nodded, his hands shaking slightly as he ran them through his hair. “Yeah, I think so. I just ... I don’t know what to expect.”

Clara stopped pacing and turned to face him, her expression softening. “Matthew, it’s just Harper. She’s not going to bite you. She is my friend.” Clara said, her voice filled with reassurance.

“Are you going to tell me that this isn’t the dream of every man who walks the earth, to fuck a hot blonde like me while fucking a hot redhead like Harper?” Clara says as she teases Matthew. “You know, Harper has always had a thing for younger guys. She thinks it’s hot. And you’re just her type.”

Matthew swallowed hard, trying to process everything. “But ... what about you? Won’t you be jealous?” he asked, his voice barely above a whisper.

“Jealous? Of Harper? Please. I’m not worried about that. Besides, I like watching you with other people. It turns me on.” Clara says

Matthew’s eyes widened in surprise. “Really? You like that?”

Matthew asked, his voice filled with disbelief.

Clara nodded, a mischievous grin spreading across her face. “Yeah, I do. It’s hot watching you with someone else. It makes me feel ... alive.”

Matthew looked at her, his eyes filled with curiosity. “But why? I mean, I thought you were the one who wanted to explore new things. Why would you want to watch me with someone else?”

Clara shrugged, her eyes sparkling with excitement. “I don’t know. It’s just ... it’s like a thrill. Watching you with someone else makes me feel like I’m in control. Like I’m the one calling the shots.”

Matthew nodded, understanding her point.

“Now i understand the whole Taylor thing.” Matthew adds, his voice thoughtful.

Clara nodded, her eyes gleaming with excitement.

Matthew took a deep breath, trying to calm his nerves. “Okay, so what do we do now? Do we wait for Harper to arrive or...?”

Clara grinned, her eyes sparkling with mischief. “Well, we could start by getting you ready for Harper. You know, make sure you’re ... presentable.”

Matthew raised an eyebrow, a small smile playing on his lips.

Clara chuckled, walking over to him and placing a hand on his chest. “I mean, we need to make sure you’re in tip-top shape for Harper. You know, make sure you’re hard and ready to go.”

Matthew blushed slightly at her words, his heart pounding in his chest. “I ... I think I can handle that,” he said, his voice barely above a whisper.

Clara grinned, her eyes sparkling with mischief. “Good. Because I have a few ideas in mind.”

Before the two of them could do anything, the front doorbell rang. Like a church bell, the two heard the signal and were in a trance for a few seconds, each with their own reasons for doing so. But they were both thinking about what might happen next.

Clara was the first to break the silence. “That must be Harper,” she said, her voice filled with excitement. “I’ll get it.”

Matthew nodded, trying to hide his nervousness. “Okay,” he said, his voice barely above a whisper.

Clara walked to the front door, leaving Matthew alone in the living room. He took a deep breath, trying to calm his nerves. He could hear Clara greeting Harper, their voices filled with excitement and laughter.

“Hey girl, come on in,” Clara said, opening the door and letting Harper inside.

Harper walked in, her eyes scanning the room until they landed on Matthew. She gave him a small smile, her eyes sparkling with mischief.

“Hi there, little partner” she said as she walked towards him.

“H-Hi Harper” he managed to say, his voice barely above a whisper.

Harper chuckled, walking over to him and placing a hand on his chest. “You look nervous, Matt” she said, her voice warm and friendly.

Harper smiled, her eyes filled with understanding. “Don’t worry, Matty. We’re all here to have fun, right?” she said, her voice reassuring.

Matthew nodded, trying to calm his nerves.

“Yeah, I guess so,” he said, his voice barely above a whisper.

Harper chuckled, her eyes sparkling with mischief. Because I have a few ideas in mind to help you relax,” she said, her voice filled with anticipation.

Clara walked back into the living room, her eyes flicking between Harper and Matthew. “So, what’s the plan?” she asked, her voice filled with curiosity.

Harper turned to Clara, a wicked grin spreading across her face. “Well, I thought we could start with a little game of truth or dare,” she said, her eyes gleaming with excitement.

“It’ll help us all loosen up and get to know each other better.”

Clara raised an eyebrow, a mischievous grin spreading across her face. “Oh really? And what makes you think I’m up for that?”

Harper chuckled, her eyes sparkling with amusement. “Because you’re the one who suggested this in the first place, remember? Besides, it’s just a little game. What’s the worst that could happen?”

Matthew looked between the two of them, his heart pounding in his chest. He wasn’t sure what to expect, but he knew that he was in for a wild night.

“Fine,” Clara said, her voice filled with resignation.

“But I get to go first.”

Harper grinned, her eyes sparkling with excitement. “Of course, darling. After all, this is your show.”

They both sat down on the couch in the living room to make themselves comfortable, Clara’s adorable little brother was now in the middle of the two, completely still and nervous.

Clara looked at him with a playful smile and said, “Alright Matty, let’s start with a simple one. Truth or dare?”

Matthew gulped, his eyes darting between Clara and Harper. “Truth,” he finally managed to say.

Clara grinned, her eyes gleaming with mischief. “Have you ever fantasized about me? I mean, before we started it all”

Matthew’s face turned bright red, and he stammered, “Uh ... yeah.”

Harper chuckled, leaning in closer to Matthew. “I knew it,” she said, her voice warm and friendly.

Clara laughed, slapping Matthew on the shoulder. “I already knew that, Harper, we were just warming up” she said with a smirk.

Harper leaned back on the couch, her eyes sparkling with amusement. “Well, now it’s my turn,” she said, turning to Matthew. “Truth or dare?”

Matthew hesitated for a moment before answering. “Truth” he said, his voice barely above a whisper.

He was still trying to calm his nerves and he was not sure what to expect from Harper.

Harper grinned, her eyes gleaming with mischief. “Alright then, truth it is. Have you ever jerked off thinking about me?”

Matthew’s face turned even redder, He looked down at his hands, unable to meet Harper’s gaze. “I don’t even know you, so no.” he admitted, his voice barely audible.

Clara and Harper exchanged amused glances, clearly enjoying his discomfort.

“Ok Matthew, your turn now, who are you going to ask?” Harper asks, her voice playful and teasing.

Matthew looks at Clara, trying to think of a question that won’t make him look too nervous or too stupid.

“Uh ... Truth or dare?” he asks, trying to sound casual.

Clara chuckles “Are you asking for me?” she says with a playful smile.

“Yes...” Matthew says

“Okay ... let’s see ... I choose dare...” Clara says with a mischievous grin.

Matthew gulps, trying to think of a dare that won’t make him look too foolish. “Uh ... how about ... how about you kiss me?” he blurts out.

Clara raises an eyebrow, a smirk playing on her lips. “You want me to kiss you?”

Matthew nods, his face turning redder by the second. “Yeah ... I mean, if you want to.”

Clara chuckles, leaning in closer to Matthew. “Alright then,” she says, her voice low and sultry.

She presses her lips gently against his, her hand reaching up to cup his cheek.

“It’s not the best kiss we’ve ever had” Clara says to Harper, teasing Matthew.

“No, but it’s a start” Harper replies with a smirk.

Matthew’s heart pounds in his chest as he feels Clara’s lips on his.

“Alright, my turn” Clara says to Harper, pulling away from Matthew.

“So, Matty ... Truth or dare?” Clara asked, her eyes sparkling with mischief.

Matthew gulped, his heart pounding in his chest.

“Truth” he managed to say, his voice barely above a whisper.

Clara grinned, her eyes gleaming with amusement. “Alright then. Have you ever thought about what it would be like to be with both of us at the same time?”

Matthew’s face turned bright red, and he stammered, “Uh ... no. I mean, I’ve thought about it, but I’ve never actually ... I mean, I’ve never actually done it before.”

Matthew’s voice was barely audible, his face flushed a deep shade of red.

Clara and Harper exchanged a glance, both of them smirking at his discomfort.

“My turn now” Harper says with a playful smile.

She turns to Matthew and asks, “Truth or dare?”

Matthew swallows hard, trying to hide his nervousness. “Dare,” he says, his voice barely above a whisper.

Harper grins wickedly, her eyes gleaming with mischief. I dare you to strip down to your underwear right now.”

Matthew’s eyes widen in surprise, but he can’t help but feel a thrill of excitement at the thought of doing something so daring. He takes a deep breath and starts to unbutton his shirt, his hands shaking slightly.

Clara watches him with a mix of amusement and arousal, her eyes never leaving his body as he reveals more of himself.

Matthew’s face is flushed with embarrassment, but there’s a spark of excitement in his eyes that Clara can’t help but notice.

“What do you think, Clara?” Harper asks

Clara grins wickedly, her eyes never leaving Matthew

“I think we should help him relax even more” She says, her voice filled with mischief.

Clara leans in closer to Matthew, her breath hot on his ear.

“I think we should give him a little ... demonstration,” she whispers.

Matthew’s eyes widen in surprise, but he can’t help but feel a thrill of excitement at the thought of what Clara might have in mind.

Harper chuckles, leaning back on the couch.

“Well, I’m all for that. But let’s make it interesting” she says, her eyes gleaming with mischief. “How about we make it a contest? See who can make Matthew come first.”

Clara grins, her eyes sparkling with excitement. “Oh, I like where this is going,” she says, turning to Matthew. “What do you say, Matty? Up for the challenge?”

Matthew gulps, his heart pounding in his chest. He can’t believe what’s happening, but he can’t deny the thrill he’s feeling. “Yeah, okay,” he manages to say, his voice barely above a whisper.

Harper grins, leaning in closer to him.

“I’m going to teach that mama’s boy the treatment he deserves.” Harper whispers in Matthew’s ear, who can’t help but feel extremely aroused by Harper’s words.

Clara watches them with a mix of amusement and arousal, her eyes never leaving their bodies.

“Alright, let’s start,” Harper says, her voice filled with anticipation. She turns to Matthew and says, “I’ll go first. I want you to lie down on the couch.”

Matthew hesitates for a moment before doing as he’s told. He lies down on the couch, his heart pounding in his chest. He can feel the soft fabric of the couch beneath him, and he takes a deep breath, trying to calm his nerves.

Harper smiles at him, her eyes gleaming with mischief. She leans down and whispers in his ear, “I’m going to make you feel so good, Matty. Better than you’ve ever felt before.” Her breath is hot on his ear, sending shivers down his spine.

Matthew swallows hard, his eyes locked onto Harper’s. He can feel his heart pounding in his chest, and his breath is coming in short gasps. He’s never been this nervous before, but he’s also never been this excited.

Harper smiles at him, her eyes sparkling with mischief. She reaches down and starts to unbutton his jeans, her fingers brushing against his skin. Matthew’s breath hitches as she pulls his jeans down, revealing his boxers.

She looks up at him, her eyes filled with desire.

“I never thought that one day I’d actually be doing this, I’ve dreamed about it so much” Harper says seductively.

“Did you dream about having sex with my little brother?” Clara asks in surprise.

“Not exactly, but with boys his age...” Harper stops talking while leaving the answer hanging in the air.

She looks at Clara with a mischievous grin before turning back to Matthew. “But now that I have him here, I’m going to make sure he enjoys every second of it.”

Matthew’s breath hitches as Harper’s fingers trace the waistband of his boxers. He can feel his heart pounding in his chest, and he’s not sure if he’s more nervous or excited. He looks over at Clara, who’s watching them with a mix of amusement and arousal. She winks at him, and he can’t help but feel a little more at ease.

Harper leans down and presses her lips to Matthew’s neck, her tongue flicking out to taste his skin. He gasps at the contact, his body tensing. Harper chuckles, her breath hot on his ear.

“Relax, Matty. We’re just getting started,” she whispers, her voice low and sultry. She kisses her way down his neck, her hands roaming over his chest and stomach

Matthew takes a deep breath, trying to calm his nerves.

He can feel his body responding to Harper’s touch, and he’s starting to feel more at ease. He looks over at Clara again, and she gives him an encouraging smile.

“Now, let’s see how good you are.” Harper says, her voice filled with challenge.

She looks over at Clara, a smirk playing on her lips. “You ready to watch me make your brother squirm?”

Clara chuckles, leaning back on the couch and getting comfortable. “Oh, I’m ready. Let’s see what you’ve got.”

“You ready for this, Matty?” she asks, her voice low and sultry. Matthew nods, his breath coming in short gasps.

He can’t believe this is actually happening, but he’s too turned on to stop now.

Harper grins, her eyes gleaming with mischief. She hooks her fingers into the waistband of his boxers and starts to pull them down, revealing more of him with each inch. Matthew’s breath hitches as she finally pulls them off completely, leaving him naked and vulnerable.

Harper takes a moment to appreciate the view, her eyes roaming over his body. “You’re even more gorgeous than I imagined,” she says, her voice filled with appreciation.

Matthew blushes slightly at her words, but he can’t help but feel a sense of pride at her compliment.

Harper leans down and presses her lips gently against his, her tongue flicking out to taste his mouth. Matthew gasps at the contact, his hands reaching up to tangle in her hair. Harper deepens the kiss, her tongue exploring his mouth with a hunger that surprises him.

When she finally pulls away, Matthew is left breathless and panting. Harper smiles at him, her eyes gleaming with satisfaction. “You taste even better than I thought you would,” she says, her voice low and sultry.

“Now, let’s teach this little fella what he deserves” Harper says as she starts sucking him off.

She takes him deep into her mouth, her head bobbing up and down as she works him with her lips and tongue.

“I think you’ve done it more times than my sister.” Matthew says, noticing Harper’s skill with her tongue.

Harper chuckles, pulling back for a moment to look up at him. “Oh, honey, you have no idea,” she says with a wink. “But don’t worry, I’m going to make sure you enjoy every second of this.”

Matthew’s breath hitches as Harper takes him back into her mouth, her head bobbing up and down with increasing speed. He can feel his body tensing, his orgasm building with each passing second.

He looks over at Clara, who’s watching them with wide-eyed fascination. She licks her lips, her eyes never leaving Harper’s mouth as it moves up and down on Matthew’s cock.

“You’re really good at that, Harper,” Clara comments, her voice filled with admiration.

Harper pulls back, a wicked grin spreading across her face. “Why, thank you, Clara. I do have a few tricks up my sleeve.” she says, her eyes gleaming with mischief.

“Is my mouth better than your sister’s, Matty?” Harper says, teasing Matthew in a cute voice as she continues to suck him off.

Matthew can’t help but moan in response, his hips bucking slightly as he tries to keep up with Harper’s rhythm. “I ... I don’t know,” he manages to say between gasps.

Clara chuckles, leaning forward to get a better view. “Well, I think Harper’s got you beat.” she says with a smirk.