I mean, why would he?

Kyle walks back into his house, his mind still reeling from the events that transpired at Mrs. Smith's. He drops his backpack on the floor and heads straight for his bedroom, where he keeps a copy of the neighborhood rules. With shaking hands, he opens the book and turns to a blank page. His heart races as he writes down the third rule:

Rule 3 - Any member of the HOA is required to help Kyle release his sexual tension as per his request.

Kyle finishes writing the rule and closes the book, feeling a sense of closure wash over him. He takes a deep breath and dials Jessica's number. "Hey, it's me. Kyle. Listen, I need your help with something." He takes another deep breath. "I need you to... help me cum. Like, right now."

There's a long pause on the other end of the line. "Seriously dude, I am like at the middle of the game..." There are some muffled noises on the phone, "No mom, yes I was accommodating, I do not care that you came all over his face! Gross! But mom! Okay!" Jessica makes a loud sigh, "Dude, next time you need help with your hardon, do not wait till you get home!"

"Look, it's not like I had a choice!" Kyle protests, still feeling a bit guilty about dragging Jessica into this. "I need your help, okay?" He waits for her reply, until there is a knock at the door. "Oh, you are already here."

Jessica storms into Kyle's house, slamming the door behind her. "What the fuck, Kyle?!" she exclaims, her voice laced with anger and annoyance. "You know I was in the middle of a game!" She gets on her knees in front of him and pulls his pants down, "Thank god you are hard already! Maybe I will make it in time for the next round."

Jessica begins to jerk Kyle off roughly, her annoyance clearly showing in her movements. She spits on his cock before wrapping her hand around it, giving it a firm, unyielding stroke. "You better do it quick," she growls, eyes narrowing as she watches him. Kyle tries to focus on the pleasure, but her harsh technique and the anger in her voice make it difficult to enjoy himself. "Wait, Jess, I do not think this works."

"What the fuck is your problem?" Jessica snaps, not taking her hands off Kyle's cock. "You know I was in the middle of a game! I'm trying to help you here!" She gives his cock another hard stroke, her grip tightening. "It was you who called me, not my mom, not any other girl on the street, no you picked the only girl who has never gave a hand-job in her life!" Kyle sees her blush and carefully covers her hand stopping her movement.

"Jess, pause. You never gave a hand-job?" Kyle asks, surprised. "I thought you are, like, popular or something." He blushes, feeling embarrassed that he made things worse. "Look, I didn't mean to make you angry. I just needed you to make me cum." He starts to direct her hand up and down his shaft. "Maybe this can be a learning experience for you?" He suggests, hoping to ease the tension between them.

Jessica looks up at him and blushes, "Why would you think I have experience like that?" She says, her voice a little softer now. "I've never been popular, just... good at games." Her hand moves more confidently now, following Kyle's movements. "And I've never, like, dated anyone, or anything like that." She bites her lip, feeling herself growing more turned on by the contact with Kyle's cock.

"Oh, Jess, you're so cute with your hoodies and your glasses," Kyle whispers, his voice laced with desire. "It's like you're hiding all this sweetness and innocence under there, just waiting to be discovered." He lets out a soft moan as she strokes him faster, feeling the familiar tension building up in his groin. "I've always wanted to ask you out." He yelps at the last word as he finally cums right over her blushing face.

Kyle falls back onto the couch, panting heavily as his orgasm subsides. He looks down at Jessica's face, which is covered in his cum. He watches as she slowly wipes it off, her cheeks flushed red. "I... I'm sorry, Jess," he manages to say between gasps. "I didn't mean to cum so much."

"It's okay," Jessica says, her voice still shaky. "I... I'm flattered." She takes a deep breath and wipes her face off with the back of her hand. "But I'd like to know if you're serious about asking me out." Her eyes meet his, searching for an answer. "I mean, you could just call me when you need to cum, I do not want you to be obliged to treat me a dinner every time I sort the trash correctly."

"Oh right, that is also a rule," Kyle says and considers his next words. "Jess, to be honest, I came to your house because I wanted to see, I mean, observe you. I wanted to observe how you undress." He takes a deep breath and continues, "You see, I've always thought you were cute. And now... I wanted to know if you were interested in... well, going out with me."

Jessica blushes deeply, looking down at the floor. "I... I would like that," she whispers. "To go out with you, I mean." She glances back up at him, her cheeks still flushed. "But , I'm not very experienced with... you know, dating."

"It's all right," Kyle whispers, reaching out to gently wipe a strand of cum from her cheek. "You're so beautiful, Jess. And cute. I'd be honored to take you out" He smiles at her, hoping to reassure her. "I'll be a good guy, I promise."

Jessica blushes and looks down, embarrassed but also aroused. She watches as Kyle's cock begins to stir again. "So... if you need more help... I could..." she offers tentatively. "I'm not sure if that's against the rules or not, but..." Her cheeks flush even deeper as she realizes what she's just suggested.

Kyle's eyes widen with surprise and delight. "Really?" he asks, his voice trembling slightly with excitement. "You know, if we are dating... Why do we need any rules to feel good?" He gets on his knees and grabs her head gently pressing his cock against her lips. "Why don't you help me out with that? Show me what you've got, Jess?" He lets out a soft moan as she smiles and goes down on him.