Jack in the Box
Copyright© 2024 by DeepInside
Chapter 2: Master Jack
Erotica Sex Story: Chapter 2: Master Jack - "Jack," a well-endowed student has fucked his way through the willing young girls in his high school. On a bus headed to the regional track and field meet his well-endowed track coach hits on him. Jack quickly takes control and turns the tables on her and she becomes putty in his capable hands. Future chapters explore male domination and submission and self-discovery.
Caution: This Erotica Sex Story contains strong sexual content, including mt/ft Ma/ft mt/Fa Fa/ft Mult Teenagers Coercion Consensual Reluctant Lesbian BiSexual Heterosexual Fiction School BDSM DomSub MaleDom Humiliation Rough Spanking Torture Group Sex Orgy Interracial Anal Sex Analingus Cream Pie Exhibitionism First Facial Oral Sex Pegging Sex Toys Tit-Fucking Voyeurism Big Breasts Small Breasts Teacher/Student
The hotel lobby overflowed with teenage athletes from all the competing schools. Coach Mrs. Kit Chatham struggled to keep all the noisy boys and girls in one group as Coach Bruce Buchanan checked everyone in at the front desk.
Jack admired his coach’s sexy ass for several minutes before sneaking up behind her. “Did you like the show on the bus, Sylvia loves to suck my cock, but I know you wanted it to be you.”
The sudden voice and soft breath on her ear surprised her. Staring into Jack’s piercing eyes, she lost control of her adult reasoning for the second time today. “Yes, I did.”
“Don’t forget to get me an extra key to your room.”
“I, I won’t,” she mumbled. Kit jumped when Jack gave her ass a quick squeeze then disappeared into the maze of kids.
Kit almost missed Coach Buchanan waving her over to the front desk. That simple squeeze from Jack soaked her panties. She knew it was wrong to want to have sex with a student and there was the potential to be fired or worse; but, Jack might be the right man for her if the rumors were true.
All year she heard her girls brag about Jack in the locker room; and how rough he liked to be when he fucked them. Kit’s husband refused to satisfy her extreme needs, calling her sick and depraved. She had no other option than to find a man that would.
Bruce found his eyes drifting down to Kit’s extended nubs. Damn, the woman oozed sex appeal! “Right, we’re all set. Unfortunately, we’re all on the same floor, so we will have to keep a close eye on the kids,” he chuckled and winked at her. “Oh, to be a teenager again!” he joked, motioning his arms at all the excited young teenagers.
“Thanks, Bruce; I don’t know what I would do without you,”
“No problem, I’m going to go hand out keys while you wait for your set. I told the boys they could go to the pool after settling in. Are you bringing the girls?”
Kit squeezed his bicep in an attempt to appeal to his masculinity. She needed a favor from him. “Can you escort them yourself? I’m feeling a splitting headache coming on.” The play of words rambled through her head; she had a vision of her legs split open for Jack and the head of his cock buried deep inside her.
Bruce’s cock hardened at Kit’s touch and her dreamy eyes. He snuck another glance at her hard nipples, barely containing a moan. “Ah, too bad! Of course, you go and lie down; tomorrow is going to be a hectic day!” Bruce tried to hide his disappointment; he was looking forward to seeing Kit’s ample breasts in a swimsuit for the first time.
As soon as Bruce left, the young girl behind the counter started talking, trying to stay cheerful from the challenge of dealing with today’s activity.
Kit leaned closer to the overworked employee, hoping not to draw attention from anyone else. “I will need two keys for my room.”
“No problem!” The over-worked desk clerk smirked with a knowing smile looking over the woman’s shoulder at the retreating man. “Looks like someone’s getting lucky tonight!”
“What? Yes ... no!” Flustered, Kit grabbed the mitt-full of credit card keys and hurried away to distribute them.
Kit herded her girls to one side of the lobby and handed the keys out. Each room held two girls, with specific instructions to keep boys out of their rooms. The girls were anxious to use the pool for the day’s balance and rushed to change.
When she handed one to Sylvia, the two of them didn’t exchange words. Kit’s face filled with concern when Sylvia licked her lips like she still had Jack’s cum on them and gave her coach a wink. The impact of the bus scene played out in Kit’s mind. She worried that Logan and Sylvia would say something detrimental to her job.
Coach Buchanan waved from the elevator, and Kit waved back. As the door closed, her focus shifted to finding Jack. Disappointment vented from her lungs when she couldn’t find him.
Gathering her rolling suitcase from against the wall, Kit did a double-take; Jack stood outside the front entrance talking on his phone! Her heart raced in anticipation as she nervously walked towards him with the extra key to her room in her sweaty palm. From his facial expressions and body language, Jack seemed upset. As Kit got closer, she heard the exchange.
“Dad, you don’t have to put up with it? I don’t care if she is my mom; she’s a cheating bitch! You deserve better than her!” Jack covered his cell phone with his hand when his coach appeared out of nowhere. “Can you give me a minute?” he asked.
“Sure, no rush, Jack,” Kit stepped back to give him some privacy. With his back towards her, she realized something was going on at home. Protectively, she hoped it didn’t affect his race tomorrow and his chance at a scholarship to one of the big-name schools.
Jack’s animated arms flew about, but he kept his voice down through it all. When he tucked the phone into the back pocket of his shorts, he turned and forced a smile at Coach.
“Sorry, Jack, I didn’t mean to intrude. Is everything okay?”
“Well, actually no, my parents are going through a tough time. My mom got caught cheating on my dad. I think they’re divorcing.”
Empathy radiated in her mind; she had gone through the same thing with her parents. “I know how it feels; mine divorced when I turned sixteen. It changed my life.”
“It fucking sucks!” Jack hissed through clenched teeth. “And it’s all my mom’s fault! She’s a cheating bitch!”
Several of the other athletes stared in their direction at his loud voice.
“Would you like to talk about it in my room?” Kit asked. Though she had empathy for Jack, inside, she selfishly wanted to be alone with him.
“I’m going to go to the pool with my friends,” he answered flippantly. Coach Moore’s face projected disappointment, and he decided to change his mind. “Are you a good listener?”
“Yes!” The butterflies in Kit’s stomach took flight. “Here’s the key to my room!” Her hand shook as she pressed the card into Jack’s. “Why don’t you drop off your luggage and come see me, room three-twelve. Give me half an hour to freshen up.”
Jack hesitated, but a friendly ear might help him sort out his thoughts. The soft touch of her hand brought him out of his funk. “Half an hour it is. I hope to see more of you soon,” he teased, giving her body a blatant once over.
Jack didn’t know why Coach Chatham came on to him on the bus, but he intended to find out. Her body language revealed a sexual need combined with submissiveness. He headed to the stairwell, deep in thought; this weekend had the potential to change his life.
Kit almost skipped to the little snack room off the lobby. Jack agreed to come to her room! She picked up several sodas and then put them back; she loved beer and hoped Jack did as well. As a last thought, she also bought an extra toothbrush and giggled like one of her silly schoolgirls. a
Jack threw his backpack against the wall in his room. His dad was an idiot for putting up with his mom’s cheating. Logan immediately came running out of the bathroom in his swimsuit.
Jack shrugged his shoulders when Logan gave him a what’s up look. “I didn’t know you were still here.”
“You, alright?”
“Yeah, just some stuff at home to deal with.”
“How did you get Coach Chatham to watch Sylvia give you a blowjob on the bus! Damn, that was so hot!”
“Yeah,” Jack laughed at the recent memory. He held up his hand to Logan. “She gave me a key to her room.”
“You lucky bastard!” Logan snickered. “I don’t know how you do it! Are you coming down to the pool? We can check out the girls together!”
“Maybe, I’m going to see Coach Chatham first.” Jack strode over to the window; kids from various schools filled the pool. Girls were flaunting their assets in tiny bikinis. If it didn’t work out with his coach, he might fuck one or two of them this weekend. Plus, he had Sylvia as a willing backup.”
“Later!” Logan called out, leaving the room.
Jack lay down on his bed, staring at the ceiling. His mom got caught cheating on his dad with someone familiar to all of them. His parents constantly fought for the past year, part of why Jack liked running. The time alone on the track or the road allowed him to clear his mind and leave everything behind. No yelling, no cursing, just him and the wind.
He needed to do well at the race tomorrow, to get as far away from home as possible and leave all the drama behind. Besides, he thought with a smile on his face, colleges had tons of mature girls.
The little game he played on the bus had been amusing. Coach Chatham’s unexpected interest confused him. He turned her room key over in his fingers. She loved it when he pinched her nipple and she even touched his bare cock. Now, he would find out the cause of her strange new sensual attitude.
Kit set her luggage case on the bed. When she opened it up, all her ‘toys’ spilled out. She picked up her favorite dildo and licked the black mushroom head. The bus incident left her so horny she needed relief before Jack arrived, or she would act like a drooling bimbo in front of him.
“Hmm, tasty!” she sighed without embarrassment. Kit tasted her flavor on the pliable cock from last night’s self-pleasuring.
Undressing quickly, she laid down, deep-throating the cock to get it wet. With her legs spread, Kit drilled the dildo as fast and hard as possible. “Yes, fuck me, Jack! Make me your slut!”
Having large tits let her please herself, something she did almost every night. Her mouth sucked her hard distended nipple. Her horny body craved release. The sounds of her unrestrained indulgence ended with a violent orgasm as she screamed out Jack’s name. The dildo took off the edge, and she sucked it clean before rushing into the bathroom for a quick shower.
Kit’s mind swirled with what-ifs as she stood naked, trying to decide what to put on. She didn’t want to be whorish, but she wanted to dress sexy for Jack. In the end, she chose white short-shorts and a white top with no bra.
Unexpectedly the door opened, and Jack stood in front of her—all six feet of him, still in the same clothes he wore on the bus. Kit stood still as he inspected her from her bare feet up to her mid-length brown hair; he stopped along the way to admire her breasts and hard nipples.
She took a deep breath. The moment she dreamed of for so long had arrived. “Jack! I’m glad you’re here! Would you like a drink? I have some beer,” she stuttered, anticipating what might happen.
“Sure.” Jack walked over to the window and stared down at all the teenagers frolicking in the pool. “Shouldn’t you be down there keeping an eye on the girls?”
“Bruce said he would. I told him I had a headache. I wanted to be here for you.”
Jack watched Coach Chatham suddenly go shy. He gave her a curious glance and then plopped down on the couch.
Kit brought a couple of glasses and cans of beer over and nervously set them on the side table. She sat next to Jack, tucked her legs underneath, then handed him a beer.
“I’m sorry about what’s happening between your mom and dad.”
“Yeah, she’s a cheating bitch!” Jack exclaimed as he popped the can open. “And my stupid dad still loves her! I don’t get it!”
“It’s part of life; people drift apart. It happened to me too. I left my husband six months ago.”
Jack stopped in mid-sentence at her admission. “Why?”
“He couldn’t or wouldn’t give me what I need.” Kit paused, debating on how much to tell Jack, then decided to reveal everything. “I have unique sexual needs.” Just saying the words out loud made Kit wet. “I like rough sex and being controlled. My husband is a wimp.”
The room went quiet as Jack analyzed her face and confession. He liked to take control and fuck with intensity. All the girls at school put up with his aggression when he fucked them because of the size of his cock. “Were you always like this?”
“No,” Kit bowed her head submissively. “It started when I turned sixteen after my parents divorced. I met a much older man, and he trained me.”
“Trained?”
“For three years, I submitted to him. I was his sex slave. He taught me to enjoy pain and pleasure together. I loved him with all my heart.” Kit surveyed Jack’s eyes, searching for disgust at her disclosure. Jack resembled a younger version of her Master.
“Loved? Like in the past tense? What happened?”
“He found a new girl and turned me over to one of his friends.”
Jack shook his head in disbelief; she just blew his mind wide open. “Then what happened.”
“I drifted from different Masters, even a female one until I met my future husband in college. I didn’t tell him about my past. I thought I could change, but I miss having a Master.” Kit lowered her head. “I probably told you more than I should have.”
Jack had a million questions. He always assumed his sexual assertion boiled over because of his mom’s flagrant cheating. Was he like the Master who trained her? He too liked being dominant.
“So, if I wanted to be rough with you, it would turn you on?”
To Kit, these were magic words. “Yes, Sir. I would like that.”
The ‘Sir’ part sounded funny to Jack. “What if I get too rough? Will you stop me?”
“No. Master trained me to take punishment.”
“Stand up and lose the top, then the bottoms.”
Kit sighed with relief. Jack wasn’t disgusted with her. She crossed her arms and removed her top, waiting to see if he would say something about her breasts. When he didn’t, she shimmied out of her shorts and thong leaving her completely naked in front of her student. Jack’s eyes devoured her nude body.
“Turn around.”
Slowly, Kit turned, revealing the firm ass she worked so hard to maintain.
“Bend over and spread your ass cheeks.”
Master trained Kit to stay quiet. She spread her ass and held the position waiting until Jack gave her his next order. She heard him getting undressed behind her, and if the anticipation didn’t kill her, her racing heart would. The visual image of his cock was fixed in her mind. Finally, she would have it inside her.
“Don’t move.”
Jack pushed his cock into her soaking wet pussy. He went slow, enjoying the tightness and newness of her. Coach Chatham was his first ‘real woman,’ and he needed to make this last. His spit landed on her exposed star, and his thumb rubbed circles but did not penetrate.
“Hmm!” Kit gasped at the fullness of Jack’s cock.
When he had half his cock in her, he slapped her hands away, and she quickly grabbed her knees, using them to support herself. More spit landed on her rosebud, and this time his thumb did penetrate, right to the knuckle.
Jack held still as he fingered her ass. He needed more lubrication. After spitting several more times his thumb penetrated fully. Coach Moore moaned and kept pushing back, trying to capture all his cock’s length. For now, he just wanted to tease her.
“I said don’t move!” Jack warned, slapping her ass.
More and more of his saliva landed next to her dark hole. With two fingers joined together, he pushed the spit into her slightly open pit. She was tight; it must have been a while since she had anal sex. He penetrated slowly until the second knuckle disappeared inside her. The moment was surreal to him, this was his teacher and coach, and he was fucking her!
“Fuck me! fuck me like this is the last cock you will ever have in your cunt,” Jack ordered. Kit sighed in pleasure and pushed back against him.
She was moving too slowly for him. “Faster!”
Jack matched the fingers fucking her ass with the movement of Kit’s hips. He stood there as she fucked herself on his cock.
“I said faster! Or I’m leaving!”
His threat worked; Coach Chatham slammed back against him, working her cunt on his cock. He pulled his fingers out of her ass and wiped them on her back. Ripples ran up her body each time she reached the bottom. He lightly slapped her ass, and she moaned yes; when he hit her harder, she moaned louder.
“Come for me!”
Kit blubbered something unintelligible each time Jack’s hand hit or his cock reached the bottom. She was close. She wondered if he fucked the school girls like this. Did their bodies betray them, as hers did?
“Oh fuck! Oh, fuck!” Kit cried out. “I’m coming!”
The moment her orgasm hit, Jack grabbed her hips and started fucking his teacher, hard and fast, not letting up. His cock had never been harder, and he had never fucked any girl with this much force. The heat inside him built up, and every thrust was bringing him closer and closer. Jack fucked Kit with a combination of control and passion, but primarily a need to dominate her body for his pleasure.
Kit’s never-ending orgasm was crippling but also gratifying. Her cunt was sore, her ass was sore inside and out, but she didn’t care. She never thought an eighteen-year-old student could be such a fantastic lover. Each time he slammed into her, she never wanted Jack to stop and hoped he went on forever.
“Now!” he moaned.
The first volley of Jack’s cum hit hard, like a cannon that kept going off. Shot after shot. She wished you had witnessed the expression on his face.
Jack held his cock still, enjoying the last few pulses in her cunt. Not once did Coach Chatham complain or hesitate to follow his orders.
“When I pull my cock out of your cunt I want you to collect my cum with your hand.”
Kit readied her hand, and as soon as Jack pulled out completely, she cupped her pussy.
“Squeeze my cum out.”
Her ass winked at him in response to her efforts. For several minutes Coach Chatham twerked her cunt and ass.
“Show me.”
Kit turned and presented her hand to Jack for examination. The volume surprised her as he gave Sylvia a mouthful earlier on the bus.
“Lick it up.”
Her tongue tasted his cum for the first time, and she loved it. She locked eyes with Jack as she slowly licked up the cum, and then between her fingers. She waited for Jack to smile at her, but it never came.
“Now, my cock.”
He didn’t push her down; she dropped to her knees on the carpet willingly, getting her first proper view of his cock. Blue veins covered the entire length of Jack’s cock, and her tongue traced their path. Her mouth captured the slick engorged head.
“No, just lick me for now.”
A moan of frustration escaped her lips, but she obeyed. Her tongue found all the wet spots, and when Jack’s cock was clean, she switched to his giant balls.
“Look at me.”
Kit saw Jack finally smile, and it melted her heart. The need to please him weighed heavy in her mind; she held his heavy cock up and licked his balls, taking one in her mouth and gently sucking. She was dying for words of encouragement, but nothing came from Jack’s mouth.
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