“Hey, what are you two giggling so much about? What’s so funny?” he asked. His question only led them to giggle more, until Jessica catily answered.
“Wouldn’t you like to know,” she said, toying with him and raising her eyebrows for emphasis.
“Whatever, not like I care about your dumb girl stuff anyway…” Jacob retorted, taking note again of the strange look Jessica was giving him, with her eyes planted directly onto his, and a playful smirk on her face.
At this point, Courtney didn’t really know what was going on, and figured Jessica was just messing with the little guy. Good, she figured, her annoying little brother deserved to be jerked around. Soon enough, the trio finished dinner and started their trek back to their respective domiciles.
“Seeya later nerd,” Courtney said in parting to Jacob.
“Yeah, see you later, Jake” Jessica added, perplexing the young boy, who only ever went by ‘Jacob.’ “Uhh, yeah… Bye.” he awkwardly replied, giving a silly little half-wave gesture as he closed the door to his room.
“OH my god, that pizza guy was SO hot,” Jessica immediately exclaimed, turning down the music as Courtney shut the bedroom door.
“I knowwwwwww,” Courtney agreed. “I would totally make out with him,” she said, trying to impress her slightly older friend.
“Right?” Jessica said, looking directly into Courtney’s eyes, as if trying to gauge something in her. After a few moments of near-silence, she spoke again.
“Hey, you know who else is sort of a cutie?”
“Who?” Courtney asked.
“…your brother,” Jessica responded, biting her lip a little afterward, to contain her silly grin.
“Oh my god, what!? You’re gross! Jacob is just a dumb little kid! You’ve got to be kidding me!”
“Sure, you think so…but have you ever really looked at him? His smile is so cute, and–”
“You’re crazy, you know? Jeez, of all the boys, you like my dweeby little brother.”
“Well, I mean, I wouldn’t necessarily say I ‘like’ him, I mean I barely know him, really.” Jessica paused. “But he *is* definitely a little hottie, not gonna lie.”
“That’s just….yuck. Let’s…talk about other boys–who *aren’t* my brother. Have you ever, you know…done anything with a guy?” Courtney asked sheepishly, hoping to do a bit of vicarious living through Jessica, whom she viewed as very mature, despite the just 10-month age difference between them.
“Well geez, aren’t we just moving the night right along?” Jessica joked, secretly very pleased at this more explicit turn in conversation. “Maybe…” she continued playfully, watching Courtney’s eyes grow wide.
“No way, like what??” Courtney pleaded, starting to feel excited for some juicy details. She had long been interested in boys now, and in sexuality, though she lacked the confidence or knowledge to act on these desires. She enjoyed aimlessly touching herself ‘down there’ at night and in the bath, while thinking about her favorite teen pop idols, but had only the most simplistic, mechanical idea of how sex worked, much less anything about masturbation.
“Well…I’ve, you know…seen a guy’s dick before,” Jessica barely-truthfully responded. Though technically true, on both occasions, it was dark, she only saw a tiny bit between the boys’ shirts and open fly, and the experiences lasted only a few minutes apiece. Courtney’s mouth fell agape and she covered it with both hands, amazed at the exaggerated exploits of her friend. “Twice, actually,” Jessica added, fully milking her experience for all it was worth.
“Oh my god Jess! No way! What did they– I mean how did you– Did you like…Were they, you know…hard?” Courtney pried, looking with absolute intensity at her friend as she sat, half hiding behind her knees she had pulled up to her chest, on the bottom bunk of her bed.
“Ooh, yeah,” Jessica continued, delighting in the excitement she was stirring up in her friend through her strategic storytelling. She knew now more than ever where she wanted this night to go, and was determined to take it there.
“Oh, w– wow…” Courtney said shyly, her face getting red as a beet, and feeling a little dampness in her panties. This had happened before when she had played with herself, and she knew it was to lubricate her vagina to receive an erect penis. She just wished there were one of those around. “I wish I could see one. I bet they’re so…cool,” she fumbled out, really stretching the limits of her young (and horny) vocabulary.
“Very cool,” Jessica confirmed, “and super hot. You know,” she continued, trying to play her cards carefully, “we technically *could* see one right now…”
“Oh please; how?” Courtney responded incredulously, “are you gonna just pull out your cell phone and call up Jeremy Kardiger to come over here and drop his shorts for us?,” sassily referencing whom she regarded as the hottest boy in their school.
“No,” Jessica said, “I was thinking of someone a lot closer.” The gears turned in Courtney’s young noggin for a minute.
“Oh my god…are you talking about Jacob again?! You’re crazy, he’s my brother! That’s gross!”
“He’s a boy, and he’s super cute. And, if you didn’t know, he has a dick–that’s probably super cute like he is. And big, I bet.”
Courtney’s heart was racing and she felt flushed. Though she obviously knew it, logically, she had never really actively thought about the fact Jacob had a penis before. The thought did make her wonder–what did it look like? She quickly caught herself in this thought train and silently chided herself for it. Was her best friend seriously suggesting they fool around…with her little brother? She had never even thought about him that way; to her, he was just the dumb boy the next door over. But she couldn’t hide from herself the fact the damp spot in her undies was growing.
“Are you serious?” is all she could muster for a reply to this craziness, trying to convince herself she was disgusted by the suggestion, but failing miserably.
“I mean…why not? We’re all alone, you clearly want to see a naked boy, and Jacob is, like, totally a little hunk. What better opportunity is there, honestly?”
“God, I mean…wh– what if he tells our mom?” she reasoned, not even taking into consideration Jacob’s feelings toward this proposal for their own sake.
“Do you *really* think a guy is going to want to run to his mommy to tell her some girls touched his ‘pee-pee?’ He won’t tell a soul.”
Courtney liked this response. It was sound. Her brother might be a little dork, but he wasn’t about to emasculate himself by running to their parents over something like this. Like basically all younger boys, he saw girls as inferior, and would never admit to being bested by them. And my god, was she horny. She barely understood what she was feeling; all she knew was that she really, really wanted to see a real live penis–especially a hard one.
“I– How do you see this working? What do we need to do?” she asked Jessica, the clear architect of this operation. Jessica was honestly amazed, but thrilled, that this plan was working. She could tell her friend must really, really be starved for any kind of sexual thrill. She tried to suppress her surprise and act coolly, so as not to make Courtney second-guess herself.