Check Mate
by Avery Sam
Check Mate
by Avery Sam
© 2026 Avery Sam
All rights reserved.
Author: Avery Sam
Contact details: averysam.parachute371@passinbox.com
Book cover, illustration: Avery Sam
Editing, proofreading: Avery Sam
This e-book, including its portions, is protected by copyright and may not be reproduced, resold, or redistributed without the permission of the author.
If you liked the e-book, recommend that your friends buy a personal copy. A big thank you for respecting the author's work!
Copyright Information
Table of Contents
Invitational
Anaconda
A Kind of Therapy
Steel Trap
An Arrangement
Taste Test
Little Shivers
The Most Delicious Dessert
Spice It Up
Orchestra Conductor
Roaring Success
My Sweet Girl
A Day’s Work
Picky Pervert
Perfect Storm
Starfish
No Glove
Dark Star
Reinforcement Cycles
Opening Move
Also by Avery Sam
Nora was still feeling miserable the next morning, wracked by feelings of guilt and shame at what she had done, but Elias was in a spectacular mood, humming a little song to himself during breakfast.
When Elias went upstairs to get his things, Nora’s mother pulled her aside for a quick chat.
“Wow, looks like your brother’s feeling much better, huh?” said her mother, a happy smile on her face.
“Yeah, I guess,” said Nora, who had barely touched her food.
“I know you went up to his room yesterday,” said her mother, a merry twinkle in her eye. “I don’t know what you told him, but it looked like it really worked!”
“Yeah, it worked, all right,” groused Nora, pulling away from her mother’s grasp. “Listen, I got to go. I don’t want to be late.”
“Sure thing, honey,” said her mother, giving her a big wink.
On the bus ride in to school, Nora’s stomach was doing flips, but Elias was all grins as he engaged in a lengthy text chat with someone on his phone. It was only when they got to the front parking lot that he put his phone aside and flashed her a thumbs-up.
“Fifty-four minutes,” he whispered, jumping up and making his way into school.
“Ugh,” groaned Nora to herself.
The first three periods were a total disaster. Nora had slept so poorly the night before that she could barely concentrate, and every time she came close to dozing off, images of Elias’s enormous dick spurting out all that creamy jizz came flashing into her mind.
Alternating between extreme exhaustion and then getting jolted wide awake by the fire burning between her legs was pure torture. Eventually, it got so bad that she popped into the girls’ room to rub one out, but that just left her nipples aching and sore and her pussy leaking like a faulty tap.
Making matters worse, she overheard snippets of conversations in the hallways between classes. Word had gotten out that Elias was back and was going to compete at the Invitational. Nora had never heard anyone outside their circle of nerds get excited about chess before, but now people were acting like Elias was the star quarterback or something.
About her only consolation was the thought that at least there was going to be a sizeable audience for her ed tech demo, although it was getting increasingly more difficult to care about some stupid software.
By the time the school day came to an end, Nora was ready to change into some pajamas and go straight to bed. At least there she might get some relief from all the strange emotions plaguing her, some of which were so dark that she scarcely recognized them as coming from herself.
Yet not even five minutes had gone by since she’d snuggled down under her blanket with her favorite playlist going on her phone when there was a knock on her door. Not even bothering to wait for a reply, Elias sauntered in, a cocky grin on his face as he took a seat on the edge of her bed.
“Hey, can you believe it?” said Elias. “Fifty-four minutes! Your plan worked!”
“Uh-huh, great. But I really want to sleep right now,” said Nora, praying he would just go away.
“Sure, sure, in a minute,” said Elias, beaming from ear to ear. “You won’t believe how well my practice matches went yesterday! Woah. My mind was so sharp and clear, it was like I was seeing in three dimensions.”
“Whatever,” grumbled Nora.
“Listen, I was wondering if you could help me out again,” said Elias. “There’s this guy Tarlev from Bulgaria, I don’t know if I’ve ever told you about him. He's a friggin’ legend in the chess world even though he's, like, really old and chainsmokes constantly, which is why he only plays online these days. Back in the 1980s, he was a Grand Master for, like, 12 years in a row.”
“I don’t really care,” said Nora.
“I’m telling you, Nora, I think I can beat him!” said Elias, so excited he was almost bouncing up and down. “If I can play like I did yesterday, I really think I’ve got a shot. But I’m gonna need your help again.”
“No,” said Nora.
“Come on,” said Elias, resting his hand on the blanket above where her leg was. “Please? I really need this.”
“I only agreed to... do what I did so you’d get out of bed,” said Nora. “Go jerk off or whatever if you need some mental clarity.”
“C’mon Nora, you know it doesn’t work like that,” said Elias with a chuckle. “Besides, I just tried, and it didn’t help.”
“Eww,” said Nora, although now she couldn’t get the image of him stroking that giant cock of his out of her mind.
“I thought we had a deal,” said Elias. “You help me get ready for the Invitational, and then I will put on a brilliant performance which will wow all the people in attendance when you demo your app.”
“I don’t care about that deal anymore,” said Nora, squirming around as she tried to find a comfortable position.
“Huh? Sure you do,” said Elias, his hand slowly rubbing up and down the contour of her leg. “You put a lot of work into that app. Just think of the good it’ll do for those kids in poor countries who don’t have access to full-time schooling or textbooks or whatever.”
“Don’t try to turn this around on me,” said Nora, sitting up in bed. “I know it’s a good app. I’m the one who built it. But what we did yesterday can never happen again.”
“Why not?” said Elias, a look of genuine confusion on his face.
“What do you mean, why not?” said Nora, her temper flaring. “Because I’m your stepsister, for goodness sake.”
“Meh,” said Elias with a dismissive wave of his hand. “That’s just an artificial social construction. It’s not like we’re biologically related or something.”
“Are you being serious right now?” spluttered Nora. “Try telling that to your dad. If he knew what we were up to yesterday, he’d probably wring your neck.”
“Yeah, but he’s out of town all week, isn’t he?” said Elias, a mischievous glint in his eye. “Besides, no one is going to find out.”
“I don’t care about that,” said Nora. “The point is I don’t even like you.”
“You don’t have to like me,” said Elias. “Look, just consider it a kind of therapy, all right? I mean, it’s really no different than a massage if you think about it.”
“Huh?” said Nora, wondering if maybe all his raging hormones had damaged his brain.
“Hmm, imagine I was, I don’t know, a star tennis player or something, okay?” said Elias, resting his hand on her hip. “I’ve got a big match coming up, but I’ve got some kinks in the muscles in my back. So you, being my number one supporter, volunteer to give me a massage.”
“Umm, what happened yesterday was a long way from a massage,” said Nora, shaking her head in disbelief. “And I am definitely not your number one supporter.”
“Well, it was a type of massage, wasn’t it?” said Elias, giving her a cocky grin that somehow added fuel to the fire raging inside of her. “That’s all this is. It isn’t, like, you know, something personal.”
“If it isn’t a big deal, then get someone else to do it,” said Nora, wincing as a little spasm of excitement ran through her.
“Aww, come on,” pleased Elias. “I really need this. It’s the only way I can supercharge my brain so I can take on Tarlev.”
Nora opened her mouth to reply, but that’s when she noticed the unmistakeable signs of an erection, the front of Elias’s shorts tented out so much that it looked like someone’s hand was in there pointing which way to go.
“Ah,” said Elias, following her line of sight. “You see? I’m raring to rip here, Nora. All I need is, like, ten minutes of your time. Please?”
“Ugh, fine!” said Nora, just wanting to get it over with so she could get some proper sleep.
“Yes, thank you!” said Elias. “So should we...”
“No, God no, not in here,” said Nora, remembering the mess from yesterday. “You go to your room, and I’ll meet you in there in, like, five minutes.”
“You’re the best,” said Elias, jumping to his feet and bounding out of her room with the excitement of a little kid waking up on Christmas morning.
Shaking her head in disbelief, Nora got out of bed. Not wanting to ruin her favorite sweats, she decided to change into a cute top and a skirt. But just as she was about to leave, she reconsidered what was about to happen and so removed her underwear just to avoid the problems from before.
When she got to Elias’s room, she was both disgusted and pleasantly surprised to see that he was lying on his bed, stripped down to nothing but his boxer shorts, which were valiantly trying but failing to keep his erection under control.
“Oh my god, this is gonna be so good,” said Elias, sitting up and rubbing his hands together with excitement.
“I mean what I said,” said Nora as she found a spot to curl up on the edge of his bed. “This is the last time this will ever happen, and no one can ever find out.”
“Ugh, are you nuts?” said Elias, although Nora couldn’t help notice that the bulge underneath the blanket had shot up a little when he said that. “Anyway, I don’t have money for that. Do you?”
“No, I sure don’t,” said Nora. “Besides, paying for a hooker for my stepbrother is pretty messed up. Sounds like the plot to a trashy novel or something.”
“Okay, so now you understand why I’m so miserable,” said Elias. “There’s just no way I can play the Invitational without embrarrasing myself. But hey, it’s okay, there are some online tournaments I can compete in to get my ranking up.”
“Oh, hold on! I’ve got it,” said Nora, grabbing his lower leg in her excitement. “You can put on, like, two or three pairs of underwear, maybe even two pairs of pants. Keep that wayward dick of yours under lockdown.”
“It won’t work,” said Elias, shaking his head.
“What? Why not?” said Nora.
“Because I’d probably give myself a hernia,” said Elias. “My pants are tight enough as it is. I’m not risking permanent injury just to win a chess match.”
“What are you talking about?” said Nora, although a part of her knew exactly what he was referring to.
“I’m saying that I already have to, ahem, fold it up in a certain way as it is,” said Elias, his face flushed with color. “That’s why I do all my own clothes shopping because it’s hard to find pants with a big enough crotch.”
“Woah, are you saying your dick is too big to fit into normal pants?” said Nora with a nervous laugh.
“Kinda, yeah,” said Elias, the blanket stirring even though his hands remained motionless. “It runs in my family, all right? Just ask your mother.”
“Hey, that’s a low blow,” said Nora, buzzing all over inside. “But I mean, you’re exaggerating, right? You’re like 150 pounds soaking wet.”
“You want to see it for yourself?” said Elias.
“Sure, why not. Let’s see this Anaconda you’ve been hiding away,” said Nora with a grin, firmly convinced that he was exaggerating.
“Don’t say I didn’t warn you,” said Elias before peeling back the blanket.
Nora let out a little gasp when she caught her first look at his lower half. Sure enough, poking out from between his scrawny, pasty legs was a solid pole of man meat, far longer than anything she’d seen outside of an online video. Whether it was his bony frame contributing to the illusion or simply unusual genetics, there was no denying that his cock appeared to be huge.
“Now you know my secret weapon,” said Elias with a low chuckle as his dick slowly waved back and forth like an antenna searching for a signal.
“Sheesh, you weren’t lying,” said Nora in hushed tones, unable to draw her eyes away from his cock, veiny and bulging in a most fascinating way.
“Girls never want to give me a second glance,” said Elias. “That is until the point where we’ve talked long enough that the clothes start coming off. Then, they can’t get enough of me, hehe.”
“Yeah, I’ll say,” said Nora as an ember burst into flames somewhere deep inside of her.
“Vivian used to say that I filled her all the way up like no other man ever could,” said Elias. “She loved trying different positions so I could hit all of her orgasmic spots.”
“Uh-huh,” said Nora, finding it hard to think.
“Anyway, now you know why I can’t go to the Invitational,” said Elias. “The judges will see me sporting wood from 20 feet away, and there’s going to be all kinds of cameras and journalists there.”
“Oh, I understand all right,” said Nora, crossing and uncrossing her legs as she tried to find a comfortable position.
“And this is is just what I call my resting hard-on,” said Elias. “When I get really turned on, it gets even bigger and starts throbbing like crazy.”
“All right, enough!” said Nora, forcing herself to wrench her gaze away from his cock. “I understand the problem now, but we’ve got to come up with a solution. I need my demo to go well, Elias. I’ve spent a year and a half developing that app, and it’s my last chance to impress recruiters so that I can get into a decent school.”
“Well, what do you suggest?” said Elias, scratching his balls, which were hairy and quite large, making Nora wonder just how much jizz he had stored up in there.
“Well...” said Nora, shaking her head to try and get her thoughts together. “I mean, what did you tell me earlier about being unable to tickle yourself?”
“Huh?” said Elias even as his cock tilted over slightly until the tip was pointing right at her.
“Maybe...” said Nora, a little tremble running through her. “Maybe I could help.”
“What do you mean?” said Elias, arching an eyebrow.
“Maybe I could, you know...” said Nora, nervously licking her lips. “Maybe I could touch it.”
“Go ahead,” said Elias with a chuckle.
“Oh God,” muttered Nora, tentatively reaching out one hand until her fingers made contact with his shaft.
It was so alive and warm in her hand, the skin soft in a way that she didn’t expect. As she flexed her fingers to get a better grip, she could feel his cock pulsing, brimming with an energy that seemed to be begging to be released.
“Yes,” moaned Elias, leaning back and closing his eyes. “That’s it.”
“I can’t believe I’m doing this,” stammered Nora as some primeval instinct kicked in, her hand picking up speed as it began to slide up and down his shaft.
Rationally, she knew what she was doing was completely wrong. Elias was her stepbrother, for goodness’ sake! And even if he weren’t, he was totally not her type. She much preferred tall, handsome guys with a good build.
Even so, it had been quite a while since she’d touched a man in such an intimate way, and every stroke was awakening a hunger inside of her that had been unmet for far too long.
“Oh, Viv,” said Elias, his breath hitching in his chest as Nora strengthened her grip, the fullness in her hand making her body ache for such a fulfilment somewhere else.
Nora had only given a few handjobs in her life, but the necessary motions all seemed to come quite naturally. As she increased her speed, she could feel his arousal grow, and when she reached over with her other hand to cup his balls, they were warm and plump like ripe fruit.
When she saw a couple of drops of transparent liquid ooze out of the slit at the end of his cock, it triggered something inside of her, a feeling of a barrier being lowered, and it wasn’t long at all before she felt her own juices begin to flow.
“Don’t stop,” moaned Elias, thrusting his hips upward so that Nora could slide her fingers all the way to the base of his shaft before making the long trek back up to the top.
His cock soon grew slick with a slippery wetness as even more fluid began dribbling out of the slit, and Nora had to bite down on her free hand to keep from whimpering aloud as her insides tightened. Never had she imagined that giving a guy a handjob could be so unbelievably erotic, the combination of tactile and visual stimulation serving to fan the flames between her legs.
Nora noted with interest Elias’s hands as they tightly clutched onto the blanket, a look of almost pain on his face as she continued to pump his shaft. When she felt his thighs begin to quiver, she knew he was close to the edge, so she sped up her ministrations until her fingers were a blur.
Suddenly, without warning, Elias threw back his head and let out a piercing cry. A split second later, a thick stream of hot wet goo began pouring out of the end of his cock and running over her fingers. Nora did not slow down, continuing to milk him until her entire hand was sticky and there was a large wet stain on the bed.
Finally, he ran dry, but only after she’d managed to extract what looked like half a gallon of jizz, his entire midsection covered in a pool of shimmering pearlescent wetness. It was quite an unusual sight, and Nora felt herself bursting into laughter as she relaxed her grip on his dick.
As she lifted her hands to her face, one of her fingers brushed against her lips. That uniquely salty-sweet taste set off bells inside of her, her body now screaming for some kind of satisfaction. As she hungrily licked her fingers clean, her appetite for more grew to ravenous proportions, and it took all of her willpower not to shuck off her skirt and throw herself onto his cock right there on the spot, which was still fully erect despite having blown its mighty load.
“Oh my god,” said Elias, looking groggy as he sat up in bed. “That was... That was amazing.”
“Uh-huh,” said Nora with a high-strung giggle, feeling almost drunk with lust.
“For a second, I really thought you were Vivian,” said Elias, leaning over and picking up a crusty hand towel from the floor and using it to begin cleaning off his dick.
Seeing her prize get away made Nora want to scream, but her rational mind kept whispering that it was all for the best. After all, giving her stepbrother a handjob was one thing, but anything else would be taking it a step way too far.
“Whew, okay, well I think that might’ve worked,” said Elias, tossing the towel aside and then covering up his midsection with the blanket. “Thanks, I guess.”
“Uh-huh,” said Nora, her panties now a sodden and uncomfortable mess between her legs.
“I’m gonna set a timer and see how long this lasts,” said Elias, taking his phone off the nightstand. “I think a full hour should do it in terms of the Invitational, although two hours would be ideal.”
“Right,” said Nora, her eyes locked on the section of blanket that covered his midsection, disappointed to see that the bulge was slowly fading away.
“So listen, um, I suppose this goes without saying,” said Elias. “But Vivian can never know about this, all right?”
“Oh, of course, of course,” said Nora, her crotch now a burning, marshy firepit and her nipples two hard buttons underneath her top.
“And hey, close the door on your way out,” said Elias. “My mind is feeling a lot sharper now, so I want to get in some practice matches.”
“Sure,” said Nora, getting to her feet and immediately turning away so he wouldn’t see the shininess on her upper thighs.
“Thanks!” said Elias, giving her a cheerful grin before returning his attention back to his phone.
Nora did her best to act nonchalant until his bedroom door was closed behind her, and then she ran pell-mell down the hallway and into the bathroom. She cranked open the water and then tore her clothes off, jumping into the shower a moment later and stuffing a washcloth into her mouth as her hands got to work.
It was a pale substitute for what she really craved, but it was the best she could do at that moment.
Nora was still feeling miserable the next morning, wracked by feelings of guilt and shame at what she had done, but Elias was in a spectacular mood, humming a little song to himself during breakfast.
When Elias went upstairs to get his things, Nora’s mother pulled her aside for a quick chat.
“Wow, looks like your brother’s feeling much better, huh?” said her mother, a happy smile on her face.
“Yeah, I guess,” said Nora, who had barely touched her food.
“I know you went up to his room yesterday,” said her mother, a merry twinkle in her eye. “I don’t know what you told him, but it looked like it really worked!”
“Yeah, it worked, all right,” groused Nora, pulling away from her mother’s grasp. “Listen, I got to go. I don’t want to be late.”
“Sure thing, honey,” said her mother, giving her a big wink.
On the bus ride into school, Nora’s stomach was doing flips, but Elias was all grins as he engaged in a lengthy text chat with someone on his phone. It was only when they got to the front parking lot that he put his phone aside and flashed her a thumbs-up.
“Fifty-four minutes,” he whispered, jumping up and making his way into school.
“Ugh,” groaned Nora to herself.
The first three periods were a total disaster. Nora had slept so poorly the night before that she could barely concentrate, and every time she came close to dozing off, images of Elias’s enormous dick spurting out all that creamy jizz came flashing into her mind.
Alternating between extreme exhaustion and then getting jolted wide awake by the fire burning between her legs was pure torture. Eventually, it got so bad that she popped into the girls’ room to rub one out, but that just left her nipples aching and sore and her pussy leaking like a faulty tap.
Making matters worse, she overheard snippets of conversations in the hallways between classes. Word had gotten out that Elias was back and was going to compete at the Invitational. Nora had never heard anyone outside their circle of nerds get excited about chess before, but now people were acting like Elias was the star quarterback or something.
About her only consolation was the thought that at least there was going to be a sizable audience for her ed tech demo, although it was getting increasingly more difficult to care about some stupid software.
By the time the school day came to an end, Nora was ready to change into some pajamas and go straight to bed. At least there she might get some relief from all the strange emotions plaguing her, some of which were so dark that she scarcely recognized them as coming from herself.
Yet not even five minutes had gone by since she’d snuggled down under her blanket with her favorite playlist going on her phone when there was a knock on her door. Not even bothering to wait for a reply, Elias sauntered in, a cocky grin on his face as he took a seat on the edge of her bed.
“Hey, can you believe it?” said Elias. “Fifty-four minutes! Your plan worked!”
“Uh-huh, great. But I really want to sleep right now,” said Nora, praying he would just go away.
“Sure, sure, in a minute,” said Elias, beaming from ear to ear. “You won’t believe how well my practice matches went yesterday! Woah. My mind was so sharp and clear, it was like I was seeing in three dimensions.”
“Whatever,” grumbled Nora.
“Listen, I was wondering if you could help me out again,” said Elias. “There’s this guy Tarlev from Bulgaria, I don’t know if I’ve ever told you about him. He's a friggin’ legend in the chess world even though he's, like, really old and chainsmokes constantly, which is why he only plays online these days. Back in the 1980s, he was a Grand Master for, like, 12 years in a row.”
“I don’t really care,” said Nora.
“I’m telling you, Nora, I think I can beat him!” said Elias, so excited he was almost bouncing up and down. “If I can play like I did yesterday, I really think I’ve got a shot. But I’m gonna need your help again.”
“No,” said Nora.
“Come on,” said Elias, resting his hand on the blanket above where her leg was. “Please? I really need this.”
“I only agreed to... do what I did so you’d get out of bed,” said Nora. “Go jerk off or whatever if you need some mental clarity.”
“C’mon Nora, you know it doesn’t work like that,” said Elias with a chuckle. “Besides, I just tried, and it didn’t help.”
“Eww,” said Nora, although now she couldn’t get the image of him stroking that giant cock of his out of her mind.
“I thought we had a deal,” said Elias. “You help me get ready for the Invitational, and then I will put on a brilliant performance which will wow all the people in attendance when you demo your app.”
“I don’t care about that deal anymore,” said Nora, squirming around as she tried to find a comfortable position.
“Huh? Sure you do,” said Elias, his hand slowly rubbing up and down the contour of her leg. “You put a lot of work into that app. Just think of the good it’ll do for those kids in poor countries who don’t have access to full-time schooling or textbooks or whatever.”
“Don’t try to turn this around on me,” said Nora, sitting up in bed. “I know it’s a good app. I’m the one who built it. But what we did yesterday can never happen again.”
“Why not?” said Elias, a look of genuine confusion on his face.
“What do you mean, why not?” said Nora, her temper flaring. “Because I’m your stepsister, for goodness sake.”
“Meh,” said Elias with a dismissive wave of his hand. “That’s just an artificial social construction. It’s not like we’re biologically related or something.”
“Are you being serious right now?” spluttered Nora. “Try telling that to your dad. If he knew what we were up to yesterday, he’d probably wring your neck.”
“Yeah, but he’s out of town all week, isn’t he?” said Elias, a mischievous glint in his eye. “Besides, no one is going to find out.”
“I don’t care about that,” said Nora. “The point is I don’t even like you.”
“You don’t have to like me,” said Elias. “Look, just consider it a kind of therapy, all right? I mean, it’s really no different than a massage if you think about it.”
“Huh?” said Nora, wondering if maybe all his raging hormones had damaged his brain.
“Hmm, imagine I was, I don’t know, a star tennis player or something, okay?” said Elias, resting his hand on her hip. “I’ve got a big match coming up, but I’ve got some kinks in the muscles in my back. So you, being my number one supporter, volunteer to give me a massage.”
“Umm, what happened yesterday was a long way from a massage,” said Nora, shaking her head in disbelief. “And I am definitely not your number one supporter.”
“Well, it was a type of massage, wasn’t it?” said Elias, giving her a cocky grin that somehow added fuel to the fire raging inside of her. “That’s all this is. It isn’t, like, you know, something personal.”
“If it isn’t a big deal, then get someone else to do it,” said Nora, wincing as a little spasm of excitement ran through her.
“Aww, come on,” pleased Elias. “I really need this. It’s the only way I can supercharge my brain so I can take on Tarlev.”
Nora opened her mouth to reply, but that’s when she noticed the unmistakable signs of an erection, the front of Elias’s shorts tented out so much that it looked like someone’s hand was in there pointing which way to go.
“Ah,” said Elias, following her line of sight. “You see? I’m raring to rip here, Nora. All I need is, like, ten minutes of your time. Please?”
“Ugh, fine!” said Nora, just wanting to get it over with so she could get some proper sleep.
“Yes, thank you!” said Elias. “So should we...”
“No, God no, not in here,” said Nora, remembering the mess from yesterday. “You go to your room, and I’ll meet you in there in, like, five minutes.”
“You’re the best,” said Elias, jumping to his feet and bounding out of her room with the excitement of a little kid waking up on Christmas morning.
Shaking her head in disbelief, Nora got out of bed. Not wanting to ruin her favorite sweats, she decided to change into a cute top and a skirt. But just as she was about to leave, she reconsidered what was about to happen and so removed her underwear just to avoid the problems from before.
When she got to Elias’s room, she was both disgusted and pleasantly surprised to see that he was lying on his bed, stripped down to nothing but his boxer shorts, which were valiantly trying but failing to keep his erection under control.
“Oh my god, this is gonna be so good,” said Elias, sitting up and rubbing his hands together with excitement.
“I mean what I said,” said Nora as she found a spot to curl up on the edge of his bed. “This is the last time this will ever happen, and no one can ever find out.”