The Cunning Linguist – part-07

“Come on, let’s get wet,” she said, bending to undo the button of her shorts. She pushed them down her legs, stepped out of them and turned and ran for the pool in the white thong that completed the bikini set. He’d barely processed the sight of her taut little butt and the bikini tan line that told him she didn’t usually wear a thong in the sun when she jumped into the pool.

Greg pulled off his t-shirt and ran to follow her, jumping into the water behind Jessica.

The two teenagers swam around for a bit before taking up seats on the stairs leading out of the pool. Jessica leaned back on her elbows, her breasts setting slightly to either side with a delightful wobble of flesh.

“So… were you surprised to get my message?” Jessica asked him.

“A little, you seemed pretty well into it last night. I wasn’t sure if you’d remember, or perhaps even just change your mind.”

“Well I definitely didn’t forget. I was pretty frustrated to be honest, but then I thought about what you did, and was impressed. I mean, not many guys would say no just because a girl had been drinking. I’m pretty sure most of them would have jumped at the chance.”

“I’m trying not to be most guys,” Greg said, almost surprised to realise that he meant it.

“Well I’m kind of counting on that, because the rumours I’ve heard seem to indicate you perform way better in some ways than any other guy I’ve heard of. And like I was really keen to see if it was true or not.”

“I seem to have been getting a fair bit of that lately,” Greg said.

“Well maybe you’d like to get a fair bit of this then?” Jessica suggested, cupping her breasts in offering toward him.

“Well you obviously haven’t been drinking today, so I can’t think of a solitary good reason not to!” He slipped down from the step so that he was kneeling on the bottom of the pool’s shallow end. Jessica parted her knees and sat up. Greg moved in close, his hands reaching for her tits, fondling and caressing them as he leaned in to kiss her.

Jessica welcomed his tongue into her mouth, greeting it with her own. Her hands rested on his shoulders, her long blonde hair behind her in a tight, wet ponytail.

“Mm, that does seem to be something of a skilled tongue you have; you kiss really, really well,” Jessica commented when they stopped kissing, both breathing heavily.

“Thanks, your lips are delightfully soft.”

‘They’re not the ones I really want kissed though; you know?” Jessica stated mischievously.

“Is that a fact?

“Yep, it certainly is.”

“Not really going for subtle there are you?” Greg teased, sliding a hand down from her breast, down her side and onto her thigh.

“Well maybe it’s the boys I usually date, but in my experience, subtlety tends to get misread a lot of the time.” Greg stared into her brown eyes and smiled as his fingers danced from her thigh to her pussy, rubbing it gently through the wet fabric of her bikini. “Glad I don’t have to be any less subtle,” Jessica commented, thrusting gently against the pressure of his fingers.

Greg stood and offered Jessica his hand. She took it and he led her to the side of the pool, where he turned her to face him so he could kiss her again. He pressed his bare chest against hers, delighting in the feel of her rock-hard nipples stabbing into his flesh, his thigh slipping between her parted legs to pressure her pussy. He felt her grinding down on it, and when she moaned into his mouth, he took her by the waist and lifted her onto the side of the pool.

He grabbed hold of her thong and pulled it down her legs. Jessica parted her legs to reveal a dark landing strip and closely cropped hair on her labia. Greg was starting to appreciate the differences between the different girls’ genitalia he was being exposed to, enjoying their subtle differences and the variety of ways they all reacted to his attentions.

He took his time learning about Jessica, knowing they had all afternoon to have fun. More than any of the other girls he’d been with over the weeks before, Jessica was the one who would give the most direct information to Lizzie and Chloe. He had every intention that by the time he was done with her, Jessica would be struggling to stand.

He set about pleasuring her slowly, using both his mouth and his fingers. He explored and probed and licked until Jessica had her first orgasm while sitting on the side of the pool leaning back with her hands behind her.

“That tongue is awesome,” she complimented him.

“Oh, we’re just starting,” he promised her.

“I’m really glad you said that, but like, my tits are going to burn to cinders if we stay out in the sun much longer, can we like, relocate?”

“Of course,” Greg laughed, noting that her pale breasts were indeed a bit pink from their exposure. “Now that you mention it, it looks like you might need some moisturiser on those pretty things.”

“Offering to apply it for me?”

“I’d love to.”

Jessica led him inside and to her bedroom, where she handed him a tube of after-sun moisturiser. They moved to the bed and Greg sat astride her hips, his butt resting back on her pussy mound. The feel of her breasts sliding through his moisturised fingers was intoxicating. His already stiff cock hardened further as he rubbed the cream into them.

“You know the only problem with this, is that sucking on these beautifully puffy nipples is kind of out of the question,” Greg lamented as his fingers teased them.

“On the upside, you can still eat my pussy,” she moaned.

“Yes, there is always that,” he smiled and moved down the bed to position himself ready to do exactly that.

Three orgasms later, Jessica was pushing him away from her pussy, unable to take any more. Her face was flushed, her pussy swollen with her pleasure and her hair in disarray.

“Fucking hell Greg, how did I not know about these skills before?”

“Well it’s not like I advertise them,” he laughed. “Like, I don’t know why it suddenly became a rumour and stuff, it’s like gone stupid viral or something.”

“You should advertise; I don’t know any girl that wouldn’t want to experience it. Hell, most guys give up after like an unsatisfying minute. The one they use just to get you wet enough to plunge their cocks inside you.” Greg blushed at the compliment.

“Well, if you can still take more, I’m up for it,” Greg suggested.

“Are you kidding? You haven’t even taken your pants off yet.”

“When the time’s right I will,” he suggested.

“Well I can’t take it right now; how about we cool off in the pool again?”

“Sure thing,” Greg agreed.

They headed downstairs, Jessica pausing only to put on the bikini she’d discarded outside to provide some measure of protection from the sun. Greg delighted in putting sunscreen on the substantial expanse of skin the brief suit didn’t cover, especially her ass cheeks. Jessica returned the favour, taking her time to rub sunscreen into his muscular back and chest.

“Damn, you have a hot body Greg,” she commented while doing so.

“You’re no slouch yourself, you know.”

“Glad to know all the hours in the gym pay off,” she replied.

“That’s for sure.”

They swam together for a good twenty minutes, after which Jessica started to get handsy again.

“Someone feeling a bit restored?” he asked with a gleam in his eye.

“I reckon I might be,” Jessica suggested.

“Well why don’t we get you naked again and find out?”

“Only if you’re naked too this time,” Jessica told him.

“I think that can be managed,” he replied. “Is there somewhere you’d like to have this next orgasm?”

“I hadn’t given it any thought,” Jessica admitted.

“How about the shaded table on the deck?” Greg suggested.

“I do like the idea of doing it outside,” Jessica agreed. They climbed from the pool together and laid out a towel on the table, Greg rolling a second one to prop under her head. He pulled a seat closer and with Jessica’s butt at the edge of the table, slipped his tongue between her legs again.

He managed to give her two orgasms before she declared she was too sensitive to continue again.

“Dick, I need dick,” she panted when he suggested she try for one more. Greg stood up, the table at the perfect height for him to stand and slide himself within her.

“Oh God, it’s amazing how big it feels when I’ve cum so many times,” Jessica groaned.

“It feels so fucking good Jess,” Greg groaned. He moved slowly, sliding himself in and out, hands roaming over Jess’s body while occasionally bending over far enough forward to kiss her. They fucked together until Greg couldn’t take anymore.

“I’m going to cum, Jess,” he warned her.

“I’m on the pill, cum inside me, Greg,” she told him. He pumped her pussy full of cum, holding himself as deep as he could inside her while he did so.

“Time for one more, Jessica,” Greg said with a grin, sitting back on the seat and running his tongue up the side of her pussy.

“Are you serious?” she gasped. “I’m not sure I can take it.”

“I’ll be gentle,” he promised her and set about licking her again. Jessica’s only response was a series of pleasured whimpers and moans. Greg worked his magic and delivered exactly what he’d promised, one final orgasm for Jessica.

“No more,” she declared when she’d recovered sufficiently to speak again. “I never thought I’d ever be saying it, but I can’t cum again, Greg.

“Glad to have been of service,” he replied with a laugh, standing and bowing. Jessica’s eyes went to his erect cock.

“Wait. You’ve given me so many orgasms and you’ve only had one. I think it’s my turn to see if I can get you off again.”

“Be my guest,” Greg replied with a grin. They swapped places, and Jessica started sucking his cock while he sat on the edge of the table. She brought him almost to the brink of orgasm before backing off, stroking gently, teasing him without finishing him off. When he was rock hard and pre-cum was leaking freely from the head of his cock, she suggested something completely different.

“You know, your cock would be the perfect size to stick in my ass,” she suggested. “Think you could do that for me?”

“You want me to fuck you up the ass?”

“Hell yes,” Jessica insisted.

“I’m game if you are,” he replied. Jessica had him stand up and she bent over the table in his stead, presenting her pussy and ass back to him.

“Get nice and wet,” she said. He pushed himself into her pussy and dribbled saliva down over her anus, using his thumb to probe her butthole and start opening it up.

“Fuck my ass, Greg,” Jessica moaned. He pulled his cock from her pussy and pressed the head against her little chocolate starfish. He eased the head inside, Jessica groaning in pleasure as he pushed it in. He slowly worked his cock deeper into her ass with gentle forward and backward movements, each push edging him further inside, Jessica urging him deeper each time.

“So tight,” Greg moaned as his cock slid into her anus. He started sliding back and forth, fucking her ass just like he had her pussy. He could feel Jessica pushing back against his thrusts, clearly enjoying herself.

“Give me another load Greg, shoot it in my bum,” Jessica demanded. Greg thrust in and out of her ass, grabbing hold of her to leverage himself. It didn’t take long for him to reach the point of no return, and he shot his load as deep up her bum as he could.

Jessica took him inside and they showered together, taking turns washing each other and admiring each other’s bodies as they did, before finally drying off. Jessica’s sister came home just as Greg was leaving.

“See you around school,” Jessica said by way of farewell, leaning in through his car window to give him a quick kiss.

“Yeah, see you there.”

— +++ —

After dinner that night, Lily sought him out in his room and peppered him with questions. Their parents had told her where he’d gone and knowing Jessica’s reputation, she knew Greg would have been invited over for a very specific reason.

“Geez Lily, do I have to give you a rundown every time I’m with a girl?”

“Well I guess not, but it’s hot when you do,” Lily replied. “I just like hearing how my young protégé is faring. Would it help if I offered to suck your cock while you told me?”

“Maybe, I mean, it’s not like I really need to cum again.”

“Okay, well now you have to tell me,” Lily insisted, dragging him to her room.

She closed her door behind them and immediately started attacking Greg’s pants.

“You know it’s not normal for a guy’s sister to be so into getting his pants off like this, don’t you?”

“No more unusual than sucking his cock,” Lily laughed before pushing him back onto her bed and kneeling before him. She told him to tell him everything that had happened as she took him in her mouth and started sucking. She edged him, getting him close to the point of orgasm each time he told her either he or Jessica had cum, then she’d back off, edging him. When he reached the point where Jessica asked him to fuck her up the bum, Lily took all of him in her mouth, pressing her face tight against him.

“I can’t believe I didn’t think of that,” she moaned when she released him. “You have to do it to me.”

“What? Do what to you?” he asked, caught out.

“Fuck me in the bum,” Lily replied.

“Why?”

“Because you have the perfect sized cock for it. Not so big it’ll make me walk funny, but big enough to really enjoy it.”

“Shouldn’t you find someone other than your brother though?”

“Hell no, you won’t tell anyone that I took it up the ass, and you’re here practically whenever I want! Please fuck my bottom Greg? I’ll get it ready for you, watch.” Lily stood up from the floor and crossed the room to her desk. She picked up a sharpie and then grabbed some lubricant from the drawer beside her bed. She headed back to the bed and knelt on it, facing away from her brother. As he watched, she lubricated the sharpie and then slid it in her butt.

“That’s not the first time you’ve done that, is it?” he asked when he saw just how readily she’d slipped it in.

“Not at all,” Lily replied as she started sliding the sharpie in and out, speeding up the pace as she went.

“That’s so hot,” Greg commented as he watched her fucking her bum with the marker.

“Not as hot as your cock would be. Please put it in, Greg. I really want it inside me.”

Greg couldn’t resist. He knelt behind her and pushed his cock against her anus, using his hand to keep the head centred. He felt her starfish open up around the head of his cock, and he pushed inside as Lily pushed back against him. With the lubricant Lily had already worked into her ass easing the way, he was quickly sliding his cock in and out of her tight back passage. With Lily encouraging him, he started fucking her enthusiastically.

“Make sure you cum in me Greg,” she urged him when his breathing was becoming ragged and it was clear he was close to losing control. That was enough to send him over the edge, and he thrust deep in her bum and exploded. “God that was good,” his sister purred as she slipped forward off his cock. “Eat me out? Make me cum please?”

Greg figured it was probably only fair, and so as soon as his sister had rolled over, he plunged his tongue into her pussy. He worked her over until she came, then left her to sleep and returned to his own room, completely exhausted.

— +++ —

Over the next month, Greg progressively treated almost all the popular girls on the cheer squad to at least one session with his now famous magic tongue, or his cunning linguistics as his sister liked to say. And sure enough, by the time that month was over, Lizzie and Chloe were well and truly paying attention to what was going on.

It was at a party that it finally happened. Chloe was the one to approach him, being all nice and friendly like she’d never had anything to do with spreading nasty rumours about his cock size. Greg led her on, letting her believe that he was thrilled that she was talking to him, but playing dumb about what she wanted from him. He wanted her to have to spell it out. She didn’t quite get there, only going so far as suggesting that they get together to mess around and have some fun one weekend. He didn’t call her, and he didn’t respond to her calls to him.

Lizzie tried next, coming up to him after football practice with her tits practically hanging out of her top. She was all over him and even less subtle than Chloe had been.

“Come on Greg, how about we go somewhere quiet and you can eat out my tight little pussy? I’ve shaved it just for you. I heard you like a nice hairless pussy.”

“You know what Lizzie? Given how many guys I know have been in that pussy, I’m confident it’s neither tight, nor somewhere I’d like to put my tongue,” he replied. He nearly laughed out loud at the look on her face.

“You’re an asshole, Greg,” she accused him. “I’ll make your life hell.”

“You already did that you bitch, but I’ll think you’ll find there are enough people that support my reputation now that you won’t be able to damage it. On the other hand if I were to tell people I’d found a rash on your pussy, so I couldn’t face eating you out, I’m pretty sure they’d believe me.”

“Fuck you, Greg!” she exploded and stormed off. He grinned at her receding back. He couldn’t wait to get home and tell Lily. When he did arrive home she wasn’t there, and he had to wait until the following day.

— +++ —

“So I didn’t get to tell you last night, I think we managed to accomplish our mission,” he said to her as they drove to school.

“Wait, What?” Lily asked.

“So yesterday Lizzie came to me and made it patently clear she wanted to sample my expertise. I told her no, and she threatened a repeat of her rumour-mongering about the size of my cock”

“What did you do?”

“I told her that she could try her hardest, but I was certain that my reputation with enough of the girls in our year was solid. I suggested that I tell them that she’d asked me to go down on her, and that I’d found that she had some hideous rash between her legs.”

“Oh my God, that is fantastic,” Lily laughed.

“She was pretty pissed. She told me to fuck off and stormed away. ”

“What about Chloe?”

“Well she came to me as well, but I wasn’t quite as mean with her. I just left her thinking there might still be a chance I’d do it for her.”

“Would you?”

“What, go down on her?”

‘Yeah. I mean, if you thought it would shit Lizzie even more, would you do it for Chloe?”

“I dunno, she was just as bad as Lizzie really, so even if it was just to piss Lizzie off, I don’t think I’d want to reward her. I mean she gets plenty from the other guys in our year, anyway.”

“That makes sense I guess,” Lily replied. “Well, it’s good to know you managed to piss Lizzie off at least, even if spreading a rumour about a rash would have been true revenge.”

“Yeah, but it would be stooping to her level too, and she’d only have to show like one guy to dispel it. I still can’t change the size of my, cock, so well, let’s just leave things as they stand, yeah?”

“Sure, if that’s what you want,” Lily replied.

“I think it’s best.”

They arrived at school and went their separate ways to their classes. Greg enjoyed the number of girls that greeted him as he walked through the corridors. There were some he’d been with and more than a few he hadn’t. A lot of them wouldn’t have said hi to him a week prior, even though he was on the football team. There just seemed to be something about his new reputation that they thought made him more approachable. He couldn’t help but think that it was likely in part to the fact that he was actually willing to engage in conversation with girls that he wouldn’t have bothered speaking to previously.

“Dude, what is it with this popularity? I mean first there were the nerdy girls, then Emma, and like all I hear from girls now is something about you being… what is it they’re calling him?” Andy asked Jake.