The Cunning Linguist – part-02

“What?”

“Do you think you can do it again? Lick me to another orgasm?”

“God, my tongue is already raw Lily, I don’t think so.”

“Then that’s something we’ll have to work on,” she told him. “Because I think you need to be able to get a girl off at least three times with your tongue if we’re going to make you into a true Cunning Linguist!”

“Holy shit,” Greg sighed.

“Okay, you can leave now. Come back tomorrow and we’ll do it again; this will be like wind sprints: we can start building up your stamina.” Greg left his sister’s room in something of a daze. He’d just eaten his sister’s pussy until she came! He went straight to his room, stripped off his pants and stroked himself until he’d relieved his tension, relishing her promise he’d be doing it again the following day!

— +++ —

The two siblings usually had a couple hours at home before their parents came home from work each day. It gave them plenty of time together, even with their commitments to football and cheer practice, especially as their two activities seemed to coincide a lot, and they’d drive home together in the Jeep Renegade Greg had received as an eighteenth birthday present.

“I think you can do it today, Greg. I think today you’ll be able to lick me to a second orgasm,” Lily commented on their way home. It was two weeks since she’d started coaching him, and he’d eaten her out almost every day, but hadn’t yet managed to get her to a second orgasm.

“If my tongue doesn’t first fall out of my head,” Greg laughed.

“You were so fucking close yesterday though,” Lily told him. “I mean, it’s one of the things that you’re going to have to be able to claim when we begin promoting your abilities. Not every girl will even want you down there just after she’s cum once, ’cause like it’s pretty fucking intense, But those that do will be the ones who will sing your praises.”

“I can only try,” Greg suggested.

“And I look forward to your attempts,” Lily replied with a grin.

“If I didn’t know better, I’d think this was all just a wild and crazy way for you to get a lot of oral sex!”

“Oh, don’t flatter yourself, I have no shortage of people willing to eat my pussy.”

“I’ve been meaning to ask you something about that.”

“Oh?” Lily prompted him.

“Yeah, where did you learn so much about eating pussy? I mean yes, you have one and all that, but you seem to know more than just what you like. And you keep referring to people, rather than just guys, when you talk about getting eaten. Have you like been with girls?”

“Uh huh,” Lily responded matter-of-factly.

“Oh, right. I guess I’d never thought of you as bi.”

“Let’s just say that when a hot lesbian friend keeps hitting on you, it’s only a matter of time before you want to see what all the fuss is about,” Lily laughed.

“Good then?”

“Oh yes. I mean, I’m not about to give up the D, but sometimes making out with another girl, or having sex with one even, let’s just say it scratches an itch.”

“Wow.”

“You can think about that while you go down on me today,” Lily laughed.

“You’re really not the average sister, you know that?”

“Yeah, I had a pretty good idea already, but I’ll take the compliment anyway.”

Greg pulled the car up in the drive and followed Lily inside, watching the sway of her hips in her short cheer-skirt. She glanced back over her shoulder and caught him looking, but simply gave him a wiggle of her butt in response. Greg caught up to her just as they made it to the front door and once they were inside, swatted at her pert butt, the sound of his hand on her cheek echoing in the entrance hall.

“Hey!” she objected. Greg just grinned at her in response.

“Do me a favour?” he asked as he followed her up the stairs to where their bedrooms were.

“After you spanked me?”

“Leave your cheer uniform on?” Greg asked, ignoring her complaint.

“Does it turn you on, bro?” she asked with a grin, swishing her skirt back and forth, giving him the barest glimpse of her panties.

“Hell, yes!”

“Well, maybe just this once, then.” Greg threw his bag into his room and followed Lily down the hall to hers. She placed her bag in the corner by the door, then turned to face her brother as she shimmied her sports briefs out from under her bright yellow cheerleading skirt.

Greg watched, admiring the way her large tits strained at the lycra top that was part of her uniform.

“So sexy,” Greg observed when she’d stripped her underwear off and dropped them in her laundry hamper.

“Exactly the right thing to say,” she informed him, sitting back on her bed and spreading her legs. “Now get over here and show me how good a teacher I am.”

Greg went to his knees before her and pushed her legs apart and up and back, spreading her nether regions wide. He began slowly with delicate caresses of his tongue, having learned that Lily responded best when he began slowly, getting her juices well stirred up before he began the inevitable assault on her clit.

His cock hardened and strained against his pants as he began to feast on his sister, wondering which girls he might know that had done the same thing for her. He used his fingers to tease her as well, having come to discover she enjoyed a bit of penetration during the early stages of her arousal.

“There’s something I haven’t asked you to do yet, but you need to consider it as part of your arsenal, Greg. I want you to lick my ass.”

“What, are you serious? That’s gross!”

“Yeah, I am serious. I want you to tease my clit with your fingers and gently swirl your tongue around my asshole. Don’t worry, I’m like, super-clean.”

Greg sat back slightly, and Lily spread her own legs, hooking them behind her elbows, her knees almost back on the bed beside her, like an upside-down frog. The position presented her stretched pussy and puckered little starfish, both of them glistening with her juices. Tentatively Greg slid his tongue down his sister’s slit across the skin stretched between her two entrances, and then flicked it across her butt hole.

“Oh yeah, that’s the way,” Lily purred in pleasure. Greg teased at the hole, his tongue flicking back and forth and swirling around while he rubbed at her clit with her thumb. “Now my clit again,” Lily moaned after he’d licked her for a few moments. “I won’t cum from that, but fuck it feels good. You should definitely remember it as part of the build-up, but not everyone likes it, so be cautious in your approach. Look for your girl’s hints, don’t just dive in there.”

Greg returned his attention to her pussy, his tongue working up through her valley before swirling around and then pressing against her clitoris. He rubbed his tongue firmly against it, feeling her thrusting and squirming beneath his attentions, knowing he was building her quickly toward orgasm. He’d learned that if he chose, he could take her to the brink, back off and build her up again and again, but his goal for today was multiple orgasms, not an extended edging.

With an iron focus, he licked his sister until she came hard upon his tongue, but he didn’t stop. He backed off, giving her time to recover, but teasing her all the same, expertly avoiding her over-sensitive clit, while working her lips and inner slit. He even dipped his tongue back down to her anus and received a pleasurable sigh of appreciation. He allowed her the time he knew she needed, then licked back up her slit to her clit. She gasped and cried out, and her hands grabbed his hair, but rather than push him away, she held him firmly in place. He used every nuance and skill she’d taught him over the previous two weeks, his tongue wearing almost raw with the protracted attention he gave her.

“Nearly, fuck! Keep going! Pleaaassse,” Lily begged him. Greg pushed on, tongue grinding against her hard clit and the pubis beneath. He listened to her gasping breath and gazed up across her body, catching sight of a tight nipple thrusting out against the lycra of her top.

“FUCK YES!!!” Lily screamed and her body thrashed beneath him, her back arching and legs quivering as she came for the second time. Greg knelt back on his haunches, pleased with the results of his efforts. He particularly enjoyed the sight of her heaving chest, the way her breasts rose and fell with her desperate gasps. As she recovered, they slowed, but her nipples were clearly still erect. Greg couldn’t help but wish he could see them naked.

“Oh my God Greg, that was amazing,” Lily panted at him, eyes sparkling with delight. “I reckon if we can get you to the point of getting me off one more time, we’ll be ready to start spreading rumours about your glorious new reputation.”

“I still don’t see how that’s going to counter Chloe’s shit, though. I mean how do you even tell anyone? It’s not like you can say, ‘hey, my brother licked me to like three orgasms in a row, he’s amazing, you should totally give him a go.'”

“Yeah, I’ve been thinking about that, and I have a couple of ideas, but like, you’ll have to agree to them and um, well, maybe lower your standards?”

“What do you mean lower my standards?”

“Well maybe get together with a couple of girls that aren’t part of the bitch roster? Like think about it, those are the girls that will believe Chloe’s shit, and probably not even give you a chance.”

“What do you mean not part of the bitch roster?” Greg asked.

“You know, maybe someone who’s not on the cheer squad or perhaps the best looking in school?”

“Wait, what?”

Lily sighed. “I don’t think I’m explaining myself very well. I guess what I’m saying is that you should date someone who might not be the um, most attractive.”

“Why?”

“I already told you. They’re less likely to be swayed by Chloe’s bullshit. They might give you the chance you need to prove your skills. Then you can begin to build your reputation and move up in the world.” She said it matter-of-factly like it was the most obvious solution in the world.

“But won’t that be like, using them? I mean, what makes you think some nice girl is going to just let me eat her out and then like move on?”

“Do you have to be so pessimistic? You need to trust in my powers.”

“Powers?” Greg laughed. “Yeah, right.”

“Trust me?”

“Do I have a choice?” Greg asked with a sigh.

“Leave it with me.”

Greg left Lily’s room, but not without a glance back over his shoulder. After all, her cheer skirt was still lifted and exposing her glistening pussy. She caught him looking, but simply smiled. For the first time since they’d started his lessons, he went back to his room he didn’t even masturbate. The conversation about the next steps had killed his arousal.

— +++ —

“Hey Selena, can I ask you something a bit weird?” Lily asked her classmate.

“Um sure?” Selena replied, a little puzzled by the question. Lily dragged the girl out of the flow of students moving between classrooms, and into the girls’ toilets.

“Okay, so like have you heard any rumours about my brother lately?”

“Um, no, actually.”

“Oh, right, well that’s good.”

“You were right, it was a weird question, but I don’t see why you needed to drag me in here to ask it,” Selena laughed.

“Well see, like I’ve heard two things, but well, it’s super weird hearing them about your own brother, so like I was looking for someone that might give me some confirmation.”

“So… like what have you heard?” Selena asked, interested again.

“Okay, like well um, first I heard Chloe saying that he like had um, a tiny dick.”

“Oh.”

“Yeah, but then like I heard someone saying that he was like the most amazing pussy eater she’d ever been with. Talk about super-weird, right?”

“Uh, yeah! And um, you thought I was going to do what? Confirm they’re true or something?”

“Well like, I guess I was hoping for something like that. I mean, you know what Chloe’s like. If she’s just making shit up about my brother, I wanna bring her down a peg or two.”

“Um, so like why me?” Selena asked.

“Well, you’re not part of her bitch squad, for a start,” Lily suggested.

“Yeah, but like, I’ve never even really talked to your brother, what makes you think I’d have any idea, well you know, how big he is, or whether he’s um, talented.”

“Dunno, sorry, like I said, it was a weird question, but like if you hear anything either way, could you like let me know?”

“Sure thing,” Selena replied. Lily felt slightly ridiculous as Selena left the bathroom, but she hoped the seed she’d planted would be enough. Selena might never have spoken to her brother, but she knew that she liked him. She’d seen the notes and love hearts she’d scrawled in the back of her notebook during Chemistry.

With the seed planted, she just had to wait until the party planned for Saturday after the football game to put the next phase of her plan into action.

— +++ —

Greg’s team won, which was always a good omen for the post-game party, and that would definitely mean Greg would be in a good mood.

“Shit Lily, you look amazing,” Greg commented when he saw her coming down the stairs.

“So, I’m not too embarrassing to be seen with then?” Lily teased him. She was wearing a black dress that clung to her curves like a second skin. The hem barely passed the curve of her butt cheeks, and Greg wondered if she’d be able to sit without flashing her underwear.

“Has Dad seen you in that?”

“God no, so let’s get out of here before he does,” she laughed, pulling on a long coat.

“So… is there someone you’ve dressed like that for?” Greg asked as he drove them to the party.

“Maybe,” Lily teased.

“You’re not leaving a whole lot to the imagination,” he suggested, glancing down at her thighs. The bottom of her skirt was so close to exposing her underwear that it kept drawing his eye whenever he felt he could safely glance away from the road.

“What are you looking at, brother dear?”

“Sorry, couldn’t help myself,” Greg laughed.

“You’ve seen everything hiding in there,” Lily laughed back.

“Yeah, but that doesn’t mean it’s not a turn on, Lily.”

“Ooh, is my kinky brother getting hard at the thought of seeing his big sister’s underwear?” she teased, wiggling in the seat so that the dress rode up a little higher and exposed the crotch of a pair of lacy black underwear.

“I’m kinky? You’re the one who spreads her legs so her brother can lick you.”

“Hey, that’s just to help you out, perve.”

“Yeah, sure it is. I’m pretty sure you just like having a tongue on tap,” Greg teased in return.

“It’s not the worst thing in the world,” Lily laughed. Greg pulled the car up out the front of the house where the party was.

“You never did tell me who you dressed up for,” he said to his sister as they walked up the drive.

“Because it’s a secret,” Lily replied with a grin. “Anyway, let me know when you’re ready to leave the party.”

“Yeah, no problem,” Greg replied. They separated as they made their way inside, Greg heading in the direction of the football team, and Lily to where some of her cheerleading friends were hanging out.

As the night progressed, Lily kept an eye out, happy to see Selena arrive at the party an hour or so after she and Greg had. She made her way to where her brother was, waiting for a moment when she could have a quick word without all his friends overhearing.

“I think you should talk to Selena,” she suggested to him when she had an opportunity.

“Really?”

“Trust me,” Lily replied and moved on, returning to her friends.

Greg was left to look about the party, considering what his sister had said. He couldn’t see Selena and so returned to his own peers, but he kept an eye out. Eventually he spotted, her, talking quietly to a friend in a corner of the room. She looked up just as he spotted her, and their eyes met briefly. Greg gave her a smile, then looked away. Greg found himself looking again and again, surprised at how many times she seemed to be glancing his way. He kept thinking about what his sister had said.

“Hey, back in a bit,” he told his friends. He took a circuitous route through the room until he was able to approach her.

“Hey Selena, Miranda,” he greeted both her and her friend.

“Hi Greg,” she said shyly, looking up from her chair. “Nice game today.”

“Oh, you were there? Thanks. Good party, yeah?”

“As these things go, yeah,” she answered.

“So what have you been up to?”

“Oh, you know, just hanging out and stuff,” she replied. Greg faltered, suddenly unsure of himself. After all, he thought, it isn’t like I can just come out and say, ‘Hey, my sister suggested that I talk to you so that I can get my tongue in your pussy and show you how well I can eat you out.’

“Cool,” he replied. “Did you do any good on that chem test?”

“Well you know, I didn’t bomb,” Selena laughed.

“Yeah right, I’m pretty sure your idea of bombing and mine are pretty different,” Greg laughed. He hated Chemistry, and had barely passed the test.

“Yeah, she only got an A,” Miranda butted in. “She’s like totally keeping up the geeky Asian stereotype!”

“Miranda!” Selena objected, slapping her friend’s shoulder playfully.

“Brainiac hey?” Greg teased her. “I’m just praying to get through with a pass, so I can keep playing football.”

“I could help if you like,” Selena offered.

“Really?”

“Sure, I could like tutor you or something.”

“That’d be awesome,” Greg replied genuinely. It wasn’t what he’d expected from the conversation, but it was an unexpectedly good outcome. They continued to chat, Greg finding things easier with the ice broken, and having found some common ground. Miranda turned out to be a fun girl as well, and before Greg even realised it, Lily was seeking him out so they’d be home in time to avoid parental grief.

“See you Monday?” Selena said when he was about to leave.

“Well, unless you’re not doing anything tomorrow and you could help me with my chem?” he suggested.

‘”Um, sure, I could do that,” she answered with a smile that set her brown eyes sparkling.

“Can I have your number?”

“Of course,” Selena agreed. Greg handed his phone over, and Selena entered her number for him. He sent her a message, thus giving her his number in return.

“That seemed to be going pretty well,” Lily said to him in the car.

“She’s really nice; I can’t believe I haven’t talked to her much before.”

“That’s because she doesn’t hang around the football team with her legs spread in invitation,” Lily laughed.

“Yeah, well…” Greg started, but wasn’t sure where he was going with his response.

“Such eloquence,” his sister teased him.

“I don’t see how she’s going to fix my reputation, Lily. I mean she’s really nice. But she sure doesn’t strike me as the sort of girl who’s just going to spread her legs for a bit of fun. I mean, she’s genuinely going to help me with my Chemistry and she said her family’s like pretty traditional. They don’t’ even really like that fact that she’s taken an anglicised name even though they’ve been here for a couple of generations”.

“Uh huh,” Lily responded.

“Anyway, did that extraordinarily short dress achieve its aim? Did someone get a glimpse of heaven?” Greg asked, trying to get on the front foot, glancing at his sister’s exposed thighs.

“Maybe, maybe not,” Lily laughed. “That’s not the sort of question a polite brother asks his big sister.” She shifted in her seat and Greg glanced down again, noting that the crotch of her panties was now visible. They drove the rest of the way home in silence, but every now and then Lily would wiggle in her seat and a little more of her panties was exposed.

By the time they were walking inside, Lily’s dress once again modestly hidden beneath her long coat, Greg was horny. They were greeted by their father, who bid them good night and headed off to bed, now he knew they were safely home. Lily headed for the kitchen and Greg followed. Even though neither of them had been drinking, he decided some water was called for.