31 comments/ 89189 views/ 42 favorites Amber and Jack Ch. 01 By: horny8191988 Amber's eyes scanned across the page of the text book sitting in her lap as some Lifetime movie played across the television screen. "I hate history" she muttered to herself highlighting a sentence she thought might be important. Just as she finished final page of the chapter, she heard the front door open and Mr. and Mrs. Callahan walked through the threshold. "Hello," Amber said closing her book and sliding it back into her bag. "How was the show?" "Excellent," Mrs. Callahan exclaimed with enthusiasm. Amber bit her lip to keep her laughter at bay as she saw Mr. Callahan roll his eyes in obvious disagreement. "I think we might have to catch it again before the end of its run." "I think it might be sold out," Amber replied, earning her a look of gratitude from Mr. Callahan. "That's what they said on the news this afternoon." "Maybe Jack can call in a favor or two from a friend," Mrs. Callahan thought quickly. "How were the kids?" Mr. Callahan asked quickly changing the subject. "Great," Amber answered honestly. "We ate dinner, which there are leftovers of in the fridge if you're hungry, and then they each had some homework to do so we worked on that. And then I made them clean their rooms before watching a little bit of TV." "Did they go down without too much trouble?" "It wasn't too bad. Lisa was so tired she hardly fought at all, and Nick well, you know him. He had about eight thousand excuses to keep him out of bed, but eventually he quit that." "Wonderful," Mr. Callahan said. He didn't waste any time in pulling his wallet from his back pocket and digging several bills out before extending them towards Amber. She slid the folded money into her back pocket before tossing her bag over her shoulder. "Same time on Thursday?" Amber asked in confirmation. "Do you think you could come a little earlier?" Mrs. Callahan asked. "I think we might need to leave closer to 5:30 because of traffic downtown." "I think so," she replied. "I get out of volleyball practice at like 5:00, and I can make it here in thirty minutes. I'll have to show up in my volleyball clothes but I should be able to make it here by 5:30." "Great," Mrs. Callahan exclaimed. "I didn't see your car in the driveway," Mr. Callahan commented. "Are you having someone pick you up?" "Yeah, my car decided to crap out on me so it's in the shop. My brother said that he would come and get me. So, I'm just going to go wait on the porch." "Are you sure you don't need a ride home sweetie?" Mrs. Callahan asked. "Oh yeah, it's totally cool. My brother should be here in a few. No worries. I will see you guys on Thursday." "Goodnight," Mrs. Callahan called after her. Amber slid her phone out of her bag and scrolled through her contacts as she sat down on the bench on the front porch. She quickly found her brother's name and pushed the send button, connecting the call. The phone rang a few times before getting answered by his voicemail. "He's probably driving with the music too loud," Amber thought to herself. Knowing that it was going to be a few minutes, she began perusing through her phone. After scrolling through Facebook, she noticed the time at the top of the screen. It had been twenty minutes since she had called Ian. She quickly found his name in and called him again. Once again, it rang a few times before his voicemail picked up. "Hey Ian. I'm not sure where you are, but I know you aren't here, picking me up, like you're supposed to be. Where the hell are you? Call me." A few moments later, the front door opened and Mr. Callahan stepped onto the porch closing the door behind him. "Still here?" "Yeah," Amber answered. "I just left my brother a message; he should be here in a few minutes." Almost as if on cue, her phone vibrated in her hand. Amber unlocked the phone allowing her to read the text message she had just received. "Or not," she said dejectedly. "Apparently he got way too drunk at his frat house and now can't come get me. Fucking A." Mr. Callahan let out a deep chuckle causing Amber to slap her hand across her mouth. "I'm so sorry. I promise, I don't swear in front of your kids." "It's okay," he laughed. "Come on, let me take you home." He fished into his pocket and pulled out his car keys. "No, you don't need to do that," she dismissed quickly. "What are you going to do? Spend the night on the porch?" he asked with humor. "Well—No, I uh," she stuttered out. "Walk home?" he continued, "Because you live a good ten miles from here. Just let me drive you home. It's not trouble at all." "Fine," she surrendered. Amber followed Mr. Callahan across the lawn and towards the vehicle. She saw him unlock the doors to the SUV and continued walking towards that vehicle. Tossing her bag onto the floorboard first, she quickly lowered her body into the seat and pulled the seat-belt across herself. As he started driving down the street he couldn't help but look at Amber out of the corner of his eye. This was by no means the first time he had driven her home after babysitting. He used to have to drive her home all the time before she had her driver's license. But for some reason this time, he had to constantly remind himself NOT to stare at her while driving this time. Maybe it was the way her shorts sat low on her hips, but rose higher up her thighs as she sat. Or the way that her t-shirt, while only a t-shirt did wonders for her eighteen year old chest. Or the way her brown hair was haphazardly piled on top of her head, pieces falling down randomly, almost as though she had gone for a romp in the sheets and didn't bother fixing her hair. As he watched her out of the corner of his eye, he almost let a sigh escape his lips as she stretched her back slightly, causing her chest to stick out a tad. Almost as if his hand had a mind of its own, Jack's hand that was resting on the center console dropped slightly, allowing his fingertips to come into contact with the tanned skin of Amber's thigh. He felt her leg tense quickly, but then relax and she made no move to get out of his reach. She easily could have slid over in her seat and subtly move her thigh from under his fingertips. But she didn't. If anything, Jack could swear he felt her move a little closer towards him. Deciding to play it safe, for a moment at least, he left his hand exactly where it was; Dangling off of the center console, just the fingertips of his right hand skimming across her thigh. As he pulled up to a red stop light, he looked out of the corner of his eye and saw that Amber had closed her eyes and allowed her head to fall back against the seat. He turned slightly to get a better look and couldn't help but notice that her chest was rising and falling a little more rapidly than normal breathing patterns would require. Jack needed no further invitation. He dropped his hand further, allowing his palm to lay flat against her skin. Noticing a lack of protest, he slid his palm across her skin, allowing his fingers to dance across her inner thigh. He allowed his hand to remain there as the light turned green and his car accelerated. With growing confidence, Jack slid his hand farther up ever so slightly. His thumb brushed against the hem of her shorts while his fingers splayed across the inside of her thigh. Not caring if it was merely his imagination, a smile crept across his face as he felt a heat radiating towards his hand. As he brushed his thumb softly across her skin, the sound of her breathing made its way to his ears. As his fingers pressed in softly on the flesh of her thigh, Jack heard a sigh escape from between her lips. Moving his hand up her thigh again, his thumb and index finger now rested under the fabric of her shorts. Again, he heard her breath quicken. "If you want me to stop, just ask," Jack said huskily as he rolled to a stop at a red light. He smirked as he saw her shake her head back and forth while keeping her head against the back of the seat. Going a step more, Jack removed his palm from Amber's thigh and danced his fingers across her lap until his fingers found themselves at the center seam of her shorts. Amber felt herself contract slightly at the pressure his fingers pressing into her clothes covered center. His fingers began rubbing up and down softly pressing against the fabric. "Shit," she muttered as she felt a warmth start to pool between her legs. As the light turned green, Jack continued rubbing her center through her shorts loving the sound of her rapid breathing. He recognized that he was getting closer to her house and increased the speed and pressure of his fingers. Amber gripped the door handle with her right hand and the center console with her left, as her hips, with a mind of their own, jutted forward pressing back into the fingers that were bringing her so much pleasure. Jack's car pulled into the driveway of the dark house and he quickly pulled up on the emergency break to keep the car from rolling. He glanced toward Amber watching her eyes for any sign of protest as his fingers moved up slightly to the button on her shorts, when he didn't see any he threaded the button through its loop and pulled the zipper down its track. His hand quickly slipped into the opening and made contact with Amber's warm skin. His hand rubbed her through her underwear a few times causing her to let out a soft sigh before pushing the fabric to the side and allowing his fingers to come into contact with her folds. He groaned at the wetness that his fingers pushed through, as he began expertly moving through her. His index finger found her clit and she sucked in a huge breath and squeezed her eyes shut. Moving his finger back and forth a few times, he felt her breathing increase even more. As his index finger danced across her clit, his longer middle finger pushed down and made its way inside her. As he pushed farther inside of her, he felt her tighten against his finger and a moan escaped from her mouth. "Come inside?" she somehow managed to mutter out in between ragged breaths. "Are you telling me where you want to come or inviting me in?" Jack asked with a smirk, his deep voice causing her to grow even wetter. "Both," she practically moaned in response. "What about your parents?" As he asked, he pulled his middle finger from inside her and added it to her clit, moving both fingers in a circular motion. "Shit," she moaned. "Out. Of. Town" she stuttered out in between breaths. "Home. Alone." "Are you sure?" he asked. His fingers still moving around her clit and they both knew that she wouldn't last much longer. "Yes," she breathed out. A few final strokes of his fingers and he pulled his hand out of her shorts. A slight whimper came from her lips, causing him to chuckle softly. As his fingers came into the light, he smiled at the wetness that coated his digits. As they stepped out of the vehicle, Jack looked around, making sure that no one was in a position to see him. While part of him wanted to shout from the rooftops that he was about to bang a tight eighteen year old, the more sane and the part of his brain NOT thinking with his cock, knew that was probably not a good idea. Jack's foot tapped softly as Amber shakily slid the key into the lock, unlocking the door before pushing it open. As soon as the door was out of the way, Amber stepped into the house, followed very closely by Jack. As soon as he was inside, he reached forward, wrapped his arm around her waist and spun her as he used his foot to kick the door closed. Before Amber knew what happened, her back was pressed against the mahogany door and Jack's chest was pressed against hers. His lips quickly found hers and his tongue thrust its way into her mouth and her fingers threaded through his hair. She let a small moan pass between their mouths as his fingers dug into the flesh of her hip, slipping below the waistband of her shorts. Amber's back arched slightly, pressing her chest further into his. In response, Jack gyrated his hips against hers, the friction a pleasing feeling to both of them. Amber pushed her back away from the door and further into Jack's chest as she took a step forward. Her arms wrapped their way around his neck as she continued walking forward through the front entry of the house. Making Jack walk backwards, she led him through the living room and towards the hallway. As they walked through the doorway, Amber unwrapped one of her arms from his neck and traced her hand slowly down his body. She allowed it to rest of the waist band of his slacks, pausing momentarily before continuing further south. Jack almost tripped over his own feet as he felt her palm on his hardness through the material of his pants. She cupped him gently as she continued walking forward, urging him towards her bedroom. Hearing him moan softly caused her to squeeze ever so slightly allowing her to further feel just how hard he was. Noticing the transition from tile to carpet beneath his feet, Jack's eyes opened and he surveyed his surroundings. Her bedroom came into view and at that point it took almost all the restraint he had to keep from literally throwing her onto her bed and fucking her into next week. He took control and slowly continued walking them towards the bed, until he felt her legs bump into the edge of the bed. He softly pushed against her body, causing her to collapse backwards onto the bed. He remained standing, her lips falling from his, causing her to let out a slight whimper of protest. Jack felt his cock harden even more, if that was even possible, at the sight of her splayed out in front of him, her lips swollen and red, her hair disheveled, her chest rising and falling rapidly and her legs spread with her feet planted on the ground on either side of his legs. He made eye contact, silently asking if she wanted to continue, and the smirk she responded with made his cock twitch inside his growing-tighter-by-the-second trousers. Jack leaned down quickly, his hands gripping her side as he kissed her lips. He pulled his lips from hers and trailed them to her chin, across her jaw, across her neck and onto the fabric of her shirt. With a mind of their own, his lips found her breasts and he sucked softly on the fabric, getting it wet with his tongue. As he felt her nipple hardening beneath her shirt, he suddenly realized that the only thing between his lips and her skin was the t-shirt. "No bra?" he mumbled against her as he moved to the other side of her chest. "It's in my purse," she said with a sigh. "I realized during second period that you could see it through my shirt so I just took it off." "Fuck," Jack moaned into her skin, both from the thought of her going the entire day, her breasts hidden by only the thin fabric of her t-shirt and from the sensation of her hand rubbing his cock through his pants. That caused him to pull his mouth from her hardened nipple and continue down her body smirking as he saw the two wet spots on her shirt. His lips finally reached the waistband of his shorts, those dammed shorts, and he wasted no time un-threading the button and sliding the zipper down. Not quite ready to lose sight of her pink lacy underwear, he left them alone and slowly pulled her shorts down her legs and threw them somewhere across the room. The scent of her arousal filled his nose as he leaned closer to her, subconsciously licking his lips in anticipation. His hands planted themselves on the tops of her thighs, with his thumbs pointing downward, resting on the junction between her leg and her pelvis and he slid the tips of his thumbs under the seam of her underwear wanting to feel her skin below. He stuck his tongue out and drug it along the top line of her underwear, from left to right, getting the skin wet. Jack then allowed his mouth to move further south and planted suckling kisses through the lacy material down the very center of her body. He could hear her rapid breathing and that caused him to lick her slowly, slightly pushing the material of her panties into her slightly. He pulled back and almost ripped the material to shreds at the sight of her underwear pushed into the slit of her pussy. Figuring that he had teased her enough, he hooked his fingers into the waistband of her panties and quickly pulled them down her legs, finally allowing him to come eye to eye with her pussy. He could see some wetness on the outside, presumably from when his fingers and been there earlier, rubbing her wetness around. Jack lowered his head slowly and allowed his lips to make contact with the area between her legs. "Fuck," Amber moaned as soon as she felt him in contact with her most intimate area. She felt Jack smirk against her skin but before she could scold him for being a jackass-y teasing jerk, she felt him press his tongue along her slit. She almost lost it right there. His tongue moved up and down her a few times, each time pressing a little harder into her. Amber pushed her fingers into her hair in response to the pleasure she was feeling. Jack's tongue worked its way through her, licking in varying patterns before pushing it inside of her. She moaned in response to him entering her with his tongue and could only imagine the pleasure he was capable of bringing her. His tongue moved in and out of her at a painfully slow pace before he moved slightly and allowed his tongue to flick across her clit. Her body jerked slightly and Jack knew that he had found something that she very much enjoyed. Moving his tongue back and forth he could hear her breathing increase, which only urged him forward. His lips suctioned around her and he sucked, pulling part of her skin into his mouth while continuing to move his tongue back and forth. Jack knew that she wouldn't last long, considering he had already taken her to the brink of orgasm in the car. As his mouth continued its assault on her clit, he pulled one of his hands from its resting place on her thigh and trailed it between her legs. Amber must have had her eyes closed because Jack heard her audibly gasp as he slowly pushed his fingers inside of her. Pushing into her tightness with his finger made him all the more anxious to push into her with his cock. With his finger fully inside of her, he moved it around slowly, feeling all of her with the pad of his finger. As he felt her tighten around his finger, Jack pulled his finger out, added a second and slowly pushed two fingers into her. Sliding his fingers in and out of her tightness, his mouth released her skin and his tongue swirled around her. Her grip on his fingers tightened and he knew that she was close. "Fuck," she moaned. Amber had had orgasms before. Hell, her ex-boyfriend had gone down on her more times than she could count but this time it felt different. This orgasm was going to make the previous ones she had feel like nothing more than a sneeze. She felt Jack increase both the speed at which his tongue lapped at her clit and at which his fingers plunged into her pussy. "Shit. Shit. Shit." Her eyes squeezed shut as she felt a surge of warmth originate low in her stomach. Needing to grip something, her left hand found Jack's hair while her right clawed at the sheets on her bed. Another two or three more thrusts and she was going to cum harder than she had ever cum before. "FUCK!" she screamed out as she felt her orgasm wash over her. Her toes curled, her leg jerked to the side, her pussy clamped down tightly and her entire body convulsed. Jack's fingers were literally stopped from moving because of the tightness that surrounded them, but he continued licking at her clit, using her free hand that was resting across her stomach to keep her lower half from moving too much. As he felt her convulsions slow, he pulled away from her, her arousal evident on the skin around his mouth. "Holy shit" Amber breathed out her arms falling limply on either side of her body. Amber and Jack Ch. 01 "Enjoy yourself?" Jack asked with a smirk. "Mhm," she mumbled, a smile of her own wiped across her face. Jack leaned up and pressed a kiss against her lips, allowing her to taste herself. After slowly kissing her for a few moments and giving her time to recuperate, he pushed his pants down his legs and positioned himself at her entrance. He head of his cock came into contact with her pussy and was instantly coated with her wetness. "Go slow. I'm new to this part," she said, a lazy smile on her lips as she felt the tip of him enter her. Hearing her admit that she was a virgin, Jack had to consciously stop himself from thrusting deeply into her. Amber's hair splayed across the blanket covering the bed and her legs were bent at the knees, her toes just grazing the carpeted floor. Her knees were kept spread apart by Jack's legs planted in between them as he stood at the foot of the bed. "Well don't just stand there," Amber said with a smirk as Jack's eyes roamed over her body. Reminding himself to go slowly, Jack pressed forward slightly. A deep sigh escaped his lips as he felt her tightness around the head of his cock. Reading her eyes, he pressed a litter farther into her, causing her to suck in a deep breath. It was practically killing him to be going so slow, but as he heard her breathing level slightly he pushed in a little more. The tightness of her pussy was overwhelmingly pleasurable. Jack looked down and as their eyes met, she nodded slightly and he eased himself into her the rest of the way. Amber pinched her eyes shut and Jack allowed his cock to remain buried inside of her, waiting for her signal to start moving again. His ability to tell that she was attempting to breathe through the pain she felt, caused his hand to make its way to her clit. With his cock filling her pussy, his fingers moved softly across her clit. His plan was to create a pleasurable feeling with his fingers to balance out the twinge of pain she felt. A smile spread across his face as he heard her deep breaths of controlled breathing transform into shallow breaths of pleasure. "You good?" he asked. "Fuck me," she said simply, staring him down with half closed eyes. Jack needed no further invitation. He quickly pulled his cock out of her tight pussy before slamming back into him. Amber grunted loudly as she was filled again and her left hand threaded through her hair. Jack wasn't sure which sight was more fun to watch, his cock sliding in and out of her, or the way her tits jiggled each time he thrusted. Every once and a while the sound of skin slapping together was interrupted by some mumbled gargle of pleasure noise from Amber. Jack could hardly believe that his orgasm was approaching so quickly, but then again he had been hard since practically the moment his palm touched her thigh. The thought of his cock plowing into the tight virgin pussy of his eighteen year old babysitter in and of itself could get him rock hard, much less getting to actually do it. "Harder," Amber moaned out. Happy to acquiesce to her request, he quickened the pace at which his cock thrusted into her; he was received with a moan of pleasure. Without warning, Jack reached down and grabbed Amber's right leg and lifted it from the knee. He planted the heel of her foot on his shoulder, spreading her pussy even more open. "Holy fuck" Amber screeched as he cock was able to go even deeper into her. As her body was literally spread across him, Jack wanted to make sure she came again. His left hand trailed down her leg until it reached the spot between her legs. As his fingers laid across the bottom of her stomach, his thumb pressed softly into her clit. A deep sudden inhale let Jack know that she quite enjoyed that. He moved his thumb back and forth, stroking her clit as he continued to slide his cock in and out of her. "Cum... I'm...gon...gonna... I'm gonna cum," Amber said in between ragged breaths. "Cum for me," Jack said huskily. "Fuck!" Amber cursed. "Fuck fuck fuck fuck fuck." Amber could already tell that this orgasm was going to blow the previously 'mind blowing' orgasm out of the god damn water. It kind of scared her a bit. The amount of pleasure that was building in her body was surely going to overpower her small frame. She had never been more thankful than she was in the very moment that no one else was home. She felt a warmth pooling low her in stomach and her breathing got even more rapid and shallow. "Holy shit," she whimpered out. A moment later, her orgasm washed over her. A loud and deep moan echoed against the walls of her bedroom. Her pussy contracted, wrapping even tighter around Jack's cock. The sight of her body jerking in pleasure, coupled with the extreme tightness gripping his cock, brought Jack to orgasm right along with Amber. "Fuck" he grunted out, as his cock emptied itself inside of her pulsating pussy. He may not have been able to physically see how much cum shot out of himself, but there was no denying it was more than any orgasm had produced in quite some time. When Amber's pussy finally freed his cock from its confines, he removed himself and collapsed on the bed next to her. As he worked on leveling his breathing out, he couldn't help but notice that Amber's body was still jerking every so often. "God damn," she mumbled out, feeling him looking at her. "I swear I can feel my pulse in my vagina." Smirking to himself, Jack reached over and placed his hand between her legs. "Oh, no," Amber stuttered out. Her legs clamped shut and she rolled away from him slightly. "You can't touch that right now." "But I just want to check your pulse," he said with a smile. "I think I will fly through the ceiling if you touch me right now," she said still through ragged breaths. "That good, huh?" Jack asked, an air of cockiness surrounding his question. "Mind blowing," Amber said. When Jack didn't respond she quickly added, "I happen to think that it was quite enjoyable for you too." "And why would you think that?" he asked in a joking tone. "By the large amount of your cum that I can feel leaking out of me." Hearing that alone, was enough to get a slight twitch out of Jack's cock. "Well, I hate to fuck and run but..." He said looking at the clock on the wall. "You better get home," Amber agreed. "You would hate to get questioned as to your whereabouts." "And if I stay another second longer I will be unable to refrain from fucking the daylights out of you again." He slowly rose from the bed and quickly pulled his trousers up his legs. "See you Thursday, Mr. Callahan," Amber said with a wink and a smirk on her face. I have loads of ideas for these two if people are interested. I would love to write more about them. Would you like to read more involving these two? Amber and Jack Ch. 02 Authors Note: Chapter One of this story can be found in the "First Time" category and is entitled (obviously) Amber and Jack Ch. 01. Amber's legs immediately prickled up with goose bumps as she stepped out of the gymnasium and into the chilled October air. That was one of the downfalls of the volleyball shorts she wore to practice. Yeah, they were super short and showed off her ass and year-round-tanned legs, but walking outside could get a bit chilly. "You're still coming over tomorrow night right?" her friend asked her as they walked along the sidewalk. "That's the plan," Amber responded. "Great." Seeing that Amber was continuing to walk along the sidewalk, rather than venturing into the parking lot her friend continued. "Hey, is your car still crapped out? Do you need a ride home?" "Nah, its fine. I'm babysitting for the Callahan's tonight and they live just around the corner," Amber said. "You sure?" "Positive. It's really not that far. Some fresh air will be great." "Okay then. See you tomorrow!" Lindsay called over her shoulder as she reached her vehicle. "Bye." Amber followed the cemented path around to the front of the school. Truthfully, the walk from her school to the Callahan's house was a fairly simple one and would not take more than ten minutes. As the front lawn of the school came into view, Amber noticed a familiar car sitting in the parking lot. There he was, the man who, less than forty-eight hours ago had his cock buried in her snatch. He was leaning with his back reclined against the hood of his black vehicle, sunglasses shielding his eyes and his tie loosed around his neck. "Hey Mr. Callahan," Amber said as she got closer. "What are you doing here?" "Offering you a ride home," he responded simply. Seeing confusion written on her face he felt the need to continue. "I figured your car was still out of commission and I got out of work a bit earlier than expected. I remembered that you said you had volleyball practice today, so I figured I'd offer to pick you up." "Well thank you," she said graciously. "That's very nice of you. Unnecessary, but nice, none the less." "It's no problem at all." And in that moment, he was suddenly very glad he had decided to leave the office a little early in hopes to catch Amber on her walk home. If he thought the shorts she had on the other day were cock-twitch-worthy, these shorts could possibly make him cum his shorts on sight. The tight elastic fabric hugged her body tightly and extended to only just below the curve of her ass. "How was practice?" Jack asked as they climbed into the vehicle. He could see a slight glisten coating her skin and for some reason the idea of her working up a sweat turned him on ever so slightly. "Not too bad," Amber answered. "We had to run a mile and a half. Then we did some conditioning in the gym and played a scrimmage." "Did you win?" "Of course!" Jack turned left out of the parking lot and into the neighborhood in which his house was nestled. "Oh, I love this song!" Jack said turning the volume up on the radio slightly. "Do you mind?" When Amber shook her head, rather than turning right onto his street, Jack went straight through the stop sign. Amber glanced at the clock on the dash and relaxed into her seat when she saw that it read only two minutes after five. With her eyes closed and her head resting against the head rest of the seat, Amber's mind wandered to what happened last time she was sitting there. The memory caused her pussy to contract in excitement. The idea that the man in the seat next to her was the one to claim her virginity caused a warmth to radiate from her center. Being so close to the first cock that entered her caused a wetness to begin to form between her legs Amber watched the replay through her mind until she felt the car come to a stop. She opened her eyes, expecting the Callahan home to come into view. Instead, she saw nothing but trees. "Where are we?" Amber asked as she looked around. "Have you never been here before?" Jack asked cutting off the engine of the vehicle. "They used to have a park here, but they took all that out. They put in some benches and tables and a path around the lake. And on the other side of those trees is an open area and people come and do yoga, or run along the path. But at this time of day it's quite peaceful." "It's nice," Amber agreed as she followed Mr. Callahan's lead and stepped out of the vehicle. "I sometimes come here after work," he started. "You know, get a few moments of quite between work and going home. I thought you could maybe use a few moments to decompress. Since you get to entertain my children tonight." That statement caused a giggle to escape from Amber's lips. She continued to follow Mr. Callahan across the grassy area, towards a slightly wooded area, through which Amber could see the lake that he had mentioned earlier. Amber lengthened her stride for a few steps until she was walking side by side Mr. Callahan. "Your ass looks fantastic in those shorts," Jack said, a low growl in his voice, after glancing down and taking a prolonged glance. Without saying a word, Amber's hands reached behind her body and grabbed onto the black fabric. She pulled slightly, allowing the fabric to move and repositioned the hem of the shorts a little further up, causing the bottom curve of her ass cheeks to no longer be covered. As she saw Mr. Callahan watching her intently, she winked in his direction. As soon as the duo had stepped through the wooded area that kept the lakeside path from view of the street, Jack's hand planted itself on Amber's ass. He squeezed slightly as Amber turned her body and pressed her chest into his. Her lips immediately found his and Jack wasted no time sliding his tongue into her hot mouth. Amber slid her hand down the side of his body, finally slipping it between them at waist height. Her small hand landed on the front of his trousers and her palm flattened against the hardening bulge she felt beneath. As their tongues continued working against each other, Amber's hand began rubbing softly, squeezing just the right amount. Jack could feel his cock hardening even more and pressing against the seam of his pants. When he was sure his cock was going to rip through the material of his pants, suddenly he felt Amber's hand leave his hardness and make their its way a few centimeters north and land on the button. She deftly unthreaded the button and unzipped the zipper and slipped her hand into his pants. "Mmm," Amber moaned into Jack's mouth as she began rubbing his cock through the thin material of his boxer briefs. "Is this for me... Mr. Callahan?" Amber asked sweetly, slightly nibbling on her plumped bottom lip. "Fuck!" he swore. Amber quickly moved her hand to the waistband of his underwear and slipped her hand below the fabric. Feeling her soft fingers against his hard cock caused Jack to let out a low moan. Working in the confined space within his pants, Amber wrapped her hand around the hardened length and moved it up and down ever so slightly. Deciding that she wanted more room to move around on his cock, Amber slowly began stepping forward, causing Jack to step backwards until they were back into the wooded area. The added layer of protection allowed Amber to use her other hand to pull Jack's pants down slightly. Finally, she was able to stroke his whole length. "Your cock is so big," Amber said, her breath fanning across his face. Before Jack knew what was happening, he watched as Amber lowered her body slowly until she was on her knees in front of him. While her right hand remained wrapped around the base of his cock, Amber stuck her tongue out slightly and licked the few drops of pre-cum from the head. "And so delicious," she added. Amber wrapped her lips around just the head of his cock, and swirled her tongue around its circumference. With her lips puckered around his hardness, her tongue stroked the underside of the head a few times before she removed his length with a soft suckling kiss to the tip. Amber placed more suckling kisses down the side of Jack's cock, from the tip to the base. As she reached the place where his shaft connected to the rest of his body, Amber's hand wrapped around the head of his penis and she lifted it up ever so slightly. With the underside of his cock more exposed, Amber's tongue flattened itself against him. Her tongue dragged along the length of his hardness, until she was back at the tip. Amber playfully licked around the head, purposely not allowing the length to enter her mouth. Jack's hips thrusted slightly in her direction and his cock pressed into her cheek. Amber's eyes trailed up Jack's body until her eyes met his. A quick wink from her right before her mouth wrapped around his cock caused his cock to twitch slightly. Her head bobbed up and down a few times, each time taking more of his length into her mouth. With her mouth working up and down his cock and her tongue rubbing against the underside, Amber's right hand wrapped around the base and the three movements began working together in sync. "Fuck," Jack swore out loud. Amber suctioned a bit tighter around Jack's cock, sucking harder as her mouth slid up and down the length. Jack felt himself nearing orgasm, and attributed the quickness to the fact that he had not stopped thinking about fucking Amber since the moment he walked out of her house two days earlier. The sight of her, on her knees in front of him, his cock sliding in and out of her hot mouth only heightened his need to cum. Almost as though Amber could read his mind, she slowly pulled his cock out of her mouth, but continued working her hand up and down its length. "Mr. Callahan," she began, not raising from her knees, "Your cock is so delicious, but I haven't been able to stop thinking about you fucking me again." "Stand up," Jack ordered sternly. A smile worked its way across Amber's face as she stood up and Jack's lips pressed urgently into hers. His cock pressed harshly into her stomach, as he grabbed the waistband of her athletic shorts. Jack pushed them down her toned legs, leaving them to rest around her knees. Wanting her legs spread apart further, Amber used the toe of her right shoe to drag the material down her leg until she could pull one of her feet free of the spandex. As much as Jack wanted to cum in Amber's mouth, on her tits, hell all over her eighteen year old body, the thought of filling her with his cum right before leaving her to babysit almost made him lose it right there. Amber stepped forward so that her hands were now resting against the tree that she had previously pushed Jack against. Bending at the waist slightly, her hands pushed into the trunk of the tree to keep her balanced. Not bothering to remove her panties, Jack's hand pushed the material aside and his fingers pressed into the skin between Amber's legs. "Someone is excited," Jack said deeply as his fingers worked into her wet slit. His fingers were practically drenched as he worked them against her slightly. "I told you, I haven't been able to stop thinking about your cock since Tuesday," Amber said as a moan escaped her lips. His fingers felt amazing working against her pussy and he hadn't even entered her yet. "So, you've fingered yourself," Jack said pushing a finger into her, "Wishing it was my cock. thrusting in and out of your delicious pussy, huh?" "Yes," Amber moaned. That was all Jack needed to hear, his fingers gripped her hip as he stepped forward easing his cock into her. "God damn," he muttered as the head slid into her tightness. She was even tighter than he remembered. Amber's back arched a bit, sliding Jack's cock into her without him moving. Getting the hint, he pushed forward, until his hips connected with hers. Feeling his cock completely buried inside of her, Amber moaned out, "Yes." Slowly, Jack slid his cock away from her, before slowly reentering her. "Faster," Amber muttered, pulling her bottom lip between her teeth. More than happy to oblige, Jack began thrusting in and out of Amber at a slightly faster pace. Her back arched with each thrust, pushing her hips back into Jack's, urging his cock deeper into her pussy. "How does my cock feel?" Jack asked, desperately wanting to hear her moan his accolades while balls deep in her snatch. "So. Fucking. Good." Amber said shortly with each thrust. "I. Love. Your. Cock." After a moment's pause Amber craned her neck, looking over at Jack and added, "Mr. Callahan." Something about the way she 'angelically' added his name caused Jack's hips to increase speed. His cock plowed into her tightness with added pressure and speed. "Ughnn!" Amber moaned out, as her hands gripped onto the tree she was holding for balance. Looking down between them, Jack's eyes fixed on his cock sliding back and forth. Watching it sliding out, slick with wetness, both hers and his, and then disappearing back into her, Jack gripped her hips harder, his fingers digging into her flesh. Amber was almost certain that she was going to have five bruises on each of her hips, exactly the sizes of Mr. Callahan's fingertips, on her the next day, but frankly, she didn't give a damn. All she cared about was the cock that was plowing in and out of her at a most satisfying pace. With her eyes closed and her arms extended in front of her, Amber let out and audible gasp, as she felt one of the hands remove itself from her hip and snake around to the front of her body. As Jack continued to thrust his cock in and out of Amber's pussy, his right hand slid down across her stomach and maneuvered between her legs. A smirk crossed his face as he heard Amber gasp as his index finger touched her clit. He felt her pussy contract around his cock in response as he gently rubbed his finger back and forth. "Cum," Jack growled as Amber's pussy continued contracting against his cock, knowing that he was nearing his own orgasm. A few more thrusts of Mr. Callahan's cock and Amber felt a warmth beginning to build low in her stomach. "Shit. Shit. Shit. Shit," she muttered out, the finger on her clit starting to move faster. Her eyes clamped shut and her methodical hip rocking ceased as twitches took over. "I'm cumming!" Amber moaned as her pussy contracted even more. Her hips continued to twitch as Mr. Callahan continued fucking her pussy through the duration of her orgasm. "Cum in me," Jack heard Amber mutter through ragged breaths. Jack smiled, as though there was any other option just as his cock expelled its first spurt of cum. His hips sloppily thrusted back and forth, as rope after rope of cum buried itself into Amber's eager pussy. As he felt himself soften slightly, no doubt due to the extreme amount of his cum that now resided in his eighteen year old babysitter's pussy, he removed his cock from Amber and watched as she adjusted her panties. Jack had no doubt that they were already wet and were going to stay that way for the remainder of her evening. With her athletic shorts still wrapped around one of her sneaker clad feet, Amber turned around, her legs still a bit shaky and lowered her body again. Dropping to her knees, Amber's tongue traced its way down the length of Jack's cock. She licked his cock clean, enjoying the taste of her own wetness mixed with Mr. Callahan's cum. After she successfully licked every inch of his length, she stood up (with a little help from Jack), and pressed her lips against his. Her tongue offering him a taste of their combined juices. "Mmm," Jack moaned against Amber's lips as she pulled away. "We probably should get going," Amber said as she pulled her volleyball shorts up her legs and positioned them, making sure her ass was covered. Jack pulled his trousers back up to his waist and made sure his fly was fully closed as the two of them reemerged from their secluded spot in the woods. They walked back across the field and made their way to Jack's car. Climbing into the vehicle, they read the clock on the dash. "I'm supposed to be at your house in three minutes," Amber said with a smile. "No problem," Jack replied starting the engine. As the car backed out of the parking lot, Jack reached into the center console and grabbed a pack of breath mints. He quickly popped one into his mouth before extending the tin towards Amber, who graciously accepted one. "To cover up the scent of cum on your breath," Jack explained with a smile causing Amber's filled pussy to contract tightly. A few turns later, the car turned into driveway. Grabbing her duffle bag from the backseat, Amber followed Mr. Callahan towards the house. "Look who I found," Jack said with a jovial tone as he kissed his wife quickly on the lips. "That was convenient wasn't it?" Mrs. Callahan said as she stepped to the side, letting the duo walk through the entry way. "That way you didn't have to walk here, since I'm assuming your car is still causing you issues." "Yeah," Amber said sliding her shoes off and leaving them against the wall. "Are you okay sweetie?" Mrs. Callahan asked as Amber used the wall to steady herself, her legs still shaking a bit beneath her. "You look a little shaky." "Oh, I'm fine," she quickly reassured her. "We just ran a lot at practice today. I'm just a little uneven on my feet right now. I'll be fine though. Promise." "Well, please have some Gatorade or something in the fridge," Mrs. Callahan began, "and make sure you eat something for dinner." Amber nodded her head and refrained from looking in Mr. Callahan's direction. She knew that a smile the size of Texas was plastered across his face, listening to his wife tell her how to regain her composure after his cock sent her over the brink of orgasm not five minutes ago. "I will," Amber agreed. "Anything special I should know for tonight?" Mrs. Callahan gave Amber some basic notes about the kids' homework for the night, knowing that Amber knew all the phone numbers and television rule already. After Mrs. Callahan stepped into a pair of black pumps, Amber wished the couple a fun time and made her way to the den while they headed for the front door. One final glance over his shoulder was all Jack could take as he walked through the entry way and towards the door. Knowing that Amber was currently sitting on his couch, his cum still warm inside of her was going to keep his cock at semi-full attention for the entire evening. "Thank God for her broken car" Jack thought to himself with a smirk as he held the passenger door open for his wife before walking around and climbing into the driver's seat.