0 comments/ 34100 views/ 2 favorites Jack Ch. 01 By: jackh. Shelly walked to the front door of Lindsey Collin's door. Her brown curly hair and blue pea coat were getting covered in snow. I sat in the car putting the two bottles of Sky vodka we had bought on the way in my black overnight bag. She turned to look at me and smiled as she rang the doorbell. I climbed out of the car and shut the door looking out as the final rays of sun ducked behind the horizon. Shelly is about 5`5, she stood about three inches taller with her high black boots that came up to just below her knees. Her legs were athletic, toned from four years of swimming and track. She was wearing her pleated school skirt that did not quite cover her smooth thighs and were wrapped in nylons that gave her legs a white glow in the light of dusk. Under her open coat she still had her V neck green school sweater on. The green and gold School patch with its large globe resting atop a table covered in books heaved out from the pressure of her large breasts against the thin fabric. Her white blouse was opened at the first three buttons further revealing the size and shape of her bust. Shelly's tits were great. They were large, at least a 36D. She loved showing them off. She was constantly getting looks from guys at school because of them. Even in the conservative school uniform the girls in school had to wear Shelly was always coming slightly unbuttoned and revealing too much leg. Her skirt was hiked up and the shape of her ass was clearly visible. It was large and round, the product of the end of a long swim season. Shelly was by no means a big girl, but she had amazing curves. It was starting to snow hard and I jogged up to Shelly at the doorstep just as Lindsey opened. Loud music was blasting inside, and Lindsey was wearing a pair of flannel blue pajamas. She screamed with joy and jumped into Shelly's arms. I could tell she was already a little drunk. Her red with highlighted orange hair was pulled back in a pony tail, her eyes were a sparkling emerald green and she had a great smile. The bottom button of the pajama top was open, every time she moved her arms away from her body her toned stomach was revealed. Her medium sized breasts pushed away against the flannel, and it appeared she wasn't wearing a bra. We walked in the open door and into the foyer of the large house. Lindsey grabbed Shelly's hand and dragged her into the high-ceilinged kitchen, I followed them and dropped my bag on the counter. A wine cooler was open on the counter. "Oh my god I'm so excited you guys are here" Lindsey said excitedly "it sucks I have to stay here alone all week, I've been so bored." "We are gonna have a great time honey, I'm sure of it" Shelly said, turning to me "you should put those bottles in the freezer jack." I reached into my bag and pulled out the two illicit bottles of vodka and a pint of watermelon puckers. Lindsey ran over and grabbed a bottle. "Oh my god you guys are the coolest, I only had a couple of beers that I stole from my dad" Lindsey stated with a smile. "We are going to get blasted tonight" "That's the idea Babe" Shelly smiled, giving me a sideways glance. Shelly had met Lindsey on the swim team, when we were seniors she was pretty high up on the ladder on the team. Lindsey was her "baby sophomore" that she had taken under her wing. She took her to parties and to the mall, she got her drunk for the first time and had introduced her to boys. Now little Lindsey was a senior, and Shelly got a random email from her saying that her next trip home she should visit. My relationship with shelly started around the same time, on her 18th birthday Shelly's friends threw her a party. Shelly got incredibly drunk and started ordering guys to do things to her, stupid things like demanding, "Its my birthday so you have to get me another beer." and "Its my birthday so all the guys have to take their shirts off for my entertainment." We all played along for a little while, and Shelly corners me in the bathroom and demands I make out with her. I reached in and kissed her, the next thing we know we are in the unheated pool house changing room in the dead of a New Hampshire winter and I'm banging the birthday girl. Three and a half years later, we were still fucking whenever we got the chance, never actually dating, but at least once a week (leaving out times when we were dating other people...well, most of the time) we would be somewhere fucking. We clicked because we always kept the sex interesting, we would let each other explore any sexual fantasy we had. When I wanted to fuck her ass, she let me. When she wanted to dominate me, and tie me up, I let her. We kept this discreet, no one knew we were anything more than friends. So one day when Shelly came up to me in the hall outside apartment and asked me how I would feel about a threesome I was game. She wanted to fuck another girl and had for a long time. For a while last summer she had gotten wasted and been hooking up with a girl who lives in Philadelphia, but had not wanted anyone in her family or school to find out about her lesbian tendencies so she broke it off quick. I agreed that the thought of fucking her and another girl was a great idea. She suggested that we keep it away from school and, but had no idea how. Luckily this conversation occurred one hour before innocent 18 year old Lindsey Collins would e-mail Shelly and tell her that her parents would be away for a week and a half, and that Shelly should come stay over one weekend. Shelly quickly hatched a plan to seduce her. The first Friday night Lindsey's parents went away Shelly and I would stay over her house. This would provide a chance for the plan to actually happen. Shelly told me to leave everything to her, if anyone could pull this off it was Shelly. I walked into the living room with my bag, Shelly followed and asked Lindsey to come in. I pulled out my little pouch and opened it, taking out a glass pipe and a canister of pot. Shelly had said that Lindsey had just started smoking pot, and to get some of the best in school so we could get stoned. Lindsey skipped into the room with a screwdriver in one hand and a remote control to the houses central sound system. "So what do you guys want to listen to, I have like thousands of songs on the computer.." she stopped and looked over at me. "Awesome jack you have pot. Can we smoke?" "Anything you want Lindsey, I'm your guest. I got this the other day its really good stuff." I smiled then looked at Shelly, "Shelly said you guys haven't been able to party at all because of the swim season. I'm sure its going to be a crazy night." "Yeah totally I'm already sort of drunk! would you guys like to have a cigarette outside?" "You should show Jack the way the way Lindsey, ill get my cigarettes" Shelly purred, the got up and walked into the kitchen. Lindsey walked swiftly through the house and out the sliding door onto her deck, in one corner under a balcony was a table and chairs, on the other side was a large hot tub. "Is that on?" I suggestively asked, pointing at the tub. "Yeah, its great to go in when its snowing like this, its so quite and no one can see inside." she whispered back, then covered her face and exploded in a burst of giggles. "Hmm... maybe we will have to try that some time." I said with a grin, and turned toward her and handed her my lighter "Anytime you want Jack." I was impressed by Lindsey already, before I had known her as Shelly's little friend who was always calling when I was trying to get laid. Now she seemed to have a personality, she really seemed to want to impress me and Shelly too. I wondered what Shelly's plan was for tonight, she said not to worry about her plan, just to go with the flow, she would handle everything. Shelly opened up the sliding door and walked out onto the deck, She lit a cigarette and pulled her coat tightly around her. "guys, I'm wicked stressed." "What's wrong Shell?" Lindsey asked her voice full of concern. "Well I just realized I don't have a bathing suit to go in the hot tub." "Well we could all just go in naked." I stated sarcastically, "its only fair." "Good idea" Lindsey joked. "Yeah Honey" Shelly smiled back "that would be your dream, in the hot tub with two hot girls from the swim team, ill keep that in mind..." We finished and went into the house, settling in the living room on the large wrap around couch. Shelly placed the vodka bottle in the middle of the table and broke out three shot glasses. Lindsey was getting loud, she definitely was feeling the vodka. She crashed down on the couch next to me, and sank in close to me. "So you guys wanna play a drinking game? Its really fun." Shelly said, looking me in the eye. "Your gonna love it, its like truth or dare." "Ill play" Lindsey blurted "I'm no chicken" I looked at Shelly raising a eyebrow, she grinned at me. I asked "what are the rules?" "Well you guys wanted to really party right? if you pick truth you have to answer a question, if you don't answer you have to drink, same with a dare." "Sounds like a good time Shell, I'm in." I said, winking at her. I reached onto the table and poured three shots. I looked at Shelly "if I can ask the first round." "Ok" she said smiling. "Shelly, truth or dare?" I asked, looking her dead in the eyes. "Truth, I have nothing to hide?" "Ok" I sat back and scratched my chin. "Who did you loose your virginity to?" I knew she would lie, or take the shot. We both knew that I was the first guy she slept with, and would never admit it for fear of blowing our cover. "Well, that depends. The first person I had sex with didn't take my virginity." she looked at me with a smile. "I lost my virginity to Catherine Kass the summer before I had sex with Bill Palmer." She was lying of corse, she had sex with Catherine Kass the summer after I had sex with her, but I was surprised she would tell Lindsey this. "What, you had sex with a girl?" Lindsey asked excitedly. "Are you a lesbian?" "No way, I just like to have sex with girls sometimes. Believe me its awesome" she giggled, her cheeks were turning red. She looked at me and smiled. "Ok its Lindsey turn." "Ok Lindsey, truth or dare?" I looked at her and asked, smiling. She kept making eye contact with me and then breaking away. Her smile was soft and she was obviously drunk. "Ok...da...no...truth." I thought for a second. "Lindsey, you have lovely red hair, are you a natural red head?" "yes of corse" she responded happily. "Well, prove it." I said She stopped for a second, looking me in the eyes, then turning to Shelly who was lounging on the couch next to her. "I think he is asking what color your pubic hair is Lindsey?' Shelly laughed, Lindsey face instantly became bright red, contrasting to her ivory skin. "Umm...I don't think so." Lindsey stammered then giggled. "Ill show Shelly if you leave the room." "No way, she could lie, looks like you gotta take the shot." I said flatly. I reached down and lifted a full shot to Lindsey. "Oh come on honey" Shelly assured her "the whole point of the game is to do something outrageous, think of how you can get him back If you do this one little thing." "Ha your right, ok ill do it. Your going down Jack" she stood up, and opened the bottom of her shirt. I looked at Shelly, her eyes had lit up when she saw the little Redhead looping her thumbs under the waistband of her pants. "Ok, here goes..." Shelly leaned in, her eyes fixed on Lindsey. She pushed her waist band down, past her hips, and bent down, her round toned ass moving up as she did it. She rose up glancing at the two of us, our eyes fixed on her, he red pubic hair was trimmed in a small vertical stripe. I licked my lips and looked and shelly. "Ok I think you guys got enough" she said as she bent down and pulled them up. "Ok Jack your turn. Truth or dare, What will it be?" "I'm no chicken, ill take a dare." I stared Lindsey in they eyes, taking on a serious tone. Shelly reached over to the table and took a shot, raised it to her lips and drank it. "This should be interesting." she said as she placed the glass back down on the table. "Ok Jack" Lindsey looked at me with a sly grin. "I showed you mine, now you show me yours, pull down your pants." "Ok Lindsey, you got it." I stood up and untucked my shirt, I turned around as I unbuckled my belt and unzipped the fly on my jeans. I turned and asked if she was ready, then I jumped around, and dramatically dropped my pants. My eight inch dick was starting to get full and slightly hard from the excitement of the game. I lingered with my pants around my ankles, letting the girls appreciate my cock. Shelly looked approvingly as I stood their in all my glory, she always complemented me on my dick, she loved it when I fucked her deep, and she said it was the prefect width. Lindsey stared open mouthed, I wondered if she had ever seen such a big dick before. She gulped then looked up and made eye contact with me. I smiled back and she blushed and looked away embarrassed. She turned back to look at me again, her gaze lingering. Her eyes widened as she too me in. "Its ok to look, remember I saw you already" She stared back and smiled, then looked back down. I knew she was turned on a little, and this in turn got me even harder. I pulled up my pants when Lindsey noticed the fact that I was getting aroused. Shelly sat up and looked at me. "Its my turn" she started taking off her school sweater, her sheer short sleeve white shit was unbuttoned showing her ample tits, and her black bra was showing thought the sheer fabric. "Ok Jack, truth or dare?" "Ill take dare, for the second time I might add." I responded, laughing slightly. "Ok...I dare you, to make out with Lindsey for two minutes, Ill keep time." she looked at Lindsey and asked "that's alright with you honey?" "Umm, I don't know, I mean, if he wants to..I guess.." she stammered. "Ill do it" I interrupted her, then turned and faced Lindsey on the couch. I lent in and brought my face level with her "just relax baby" I said moving in to kiss her. Our lips met, she awkwardly turned her head then came into me, I kissed her softly at first then her mouth opened and she started kissing me passionately. I moved myself on top of her reclining body, pressing myself onto her, my arms wrapped behind her neck and back and I pulled her close, my now full erection pressing into her leg. She gasped when she realized what it was, and then pressed her head into my neck and wrapped her arms around me. She nibbled my neck and kissed under my chin. My arms softly brushed her sides and began trailing up to her breast, just sliding below the left one under her pajama top. "Ok lovebirds time to stop." Shelly yelled. "You guys looked like you were enjoying that a little too much." she laughed and smiled. I lingered my hands just barely touching the bottom of the swell of her breast. I glanced up at Lindsey who hadn't lifted her lips from my neck, I lifted myself up, breaking the embrace. I smiled and swallowed hard, looking deep into her eyes I said "wow Lindsey that was great..."" "Its ok Jack, it was...really nice." she stared at me, her hand still griping mine. She shifted on the couch, still lying on her back, leaning her body away from me, but still lying her legs across mine. "Ok, I believe its my turn" I looked over at Shelly, her smile beaming. She knew I really enjoyed that, and I felt I should reciprocate a little. "Shelly, truth or dare?" "Hmm... I pick...dare." she looked at me and smiled, her face flushed with anticipation. I turned to Lindsey and smiled,"Well, I would just like to say, how nice it was to kiss Lindsey, and I think that my friend Shelly should experience that. That is if Lindsey would let her." I turned toward Shelly, "Lindsey is really beautiful, I cant believe I didn't notice before." I was laying it on pretty thick, not that I didn't think Lindsey was beautiful, but that I wanted this plan to work. The thought of fucking the two of them silly was just too much to deal with. I looked at Shelly who sat up and looked over at me. "I accept the dare, if Lindsey would let me." She looked at Lindsey, who was lying on the couch. I rubbed her leg, almost encouraging her. She looked me in the eye, then glanced at Shelly, then back at me. "Yeah, ok, I will." she smiled and giggled, I passed her a shot and she gulped it down. Lindsey sat up and moved closer to Shelly. Her hand slowly moved next to Shelly's thigh. Sensing her hesitation Shelly grabbed her hand and placed it on her thigh, then slowly moved her body. Lindsey turned her back against the couch and Shelly moved over her, Lindsey sat back as Shelly's mouth started softly kissing her neck while holding her hands at her sides. Shelly was taking control of Lindsey, she loved to dominate over her partners. She lifted her head and looked down. The redhead turned her head into Shelly's, intimidated slightly by the force Shelly was using. Lindsey then wrapped her hands around Shelly's waist, sliding them under her untucked shirt. Shelly slowly moved her head closer, and gave Lindsey a soft kiss on her cheek. Lindsey looked up at Shelly, their eyes met and Shelly dropped her lips so they were touching slightly, then pressed her body into Lindsey. Shelly's hair was pushed off to one side. Her cleavage heaved against the black bra that was nearly revealed through the blouse that was unbuttoned at the top. Lindsey pulled Shelly down onto her harder, her hands moving across Shelly's back. They kissed, softly at first then gaining intensity, Shelly's arm was moving up across Lindsey's belly as Lindsey rubbed her lower back. I could hear a light moan of pleasure come from Shelly move closer to her on the couch. She wrapped her other arm around Lindsey neck and I could see them kissing each other with open mouths. Lindsey leg was still draped over my lap, I could feel her rubbing her foot back and forth over my thigh. She stretched out farther bringing the foot in contact with my hard dick. Through my jeans she started rubbing her foot against it. I reached out and rubbed her upper thigh, feeling the soft flannel of her pajama bottoms. Shelly's hand had moved under Lindsey's top, I could see that she was ribbing her breast, tweaking the nipple. Shelly broke the kiss and started kissing her neck, looking at me slightly and smiling with lust when she saw me rubbing Lindsey. I smiled back realizing that our plan was working perfectly. Shelly intensified her kissing and a loud moan escaped Lindsey as she focused on her neck. I rubbed her thigh faster, placing my open palm flat against the back and moved up, until I was just slightly rubbing the bottom of her ass. I dropped my other hand to her foot that was rubbing my dick, I wrapped my large hand around her little foot and started massaging it, still letting her rub my dick through the fabric. I moved slightly closer to the two girls, looking them over, watching Shelly as she turned this little redhead on. "Ok that was more like five minutes guys, the rule was two." I said, interrupting them before I was left out of the fun. Shelly broke the embrace and sat up smiling, her hair was all over the place and another button was undone from her shirt, "Jack your ruining our fun!" she moaned. I looked at Lindsey, "and how are you Lindsey?" "Mmm that was great..." she trailed off, the pleasure dripping off the words. "I'm glad you enjoyed it, I certainly did" I glanced back at Shelly, who was biting her lip and smiling. "Lindsey, its your turn to ask." Shelly said, pouring another shot. "Ok, Jack, truth or dare?" "Ok, truth" I say glancing at Lindsey who was shifting herself up and staring at Shelly, giggling a little. Jack Ch. 01 "Ok, What's the craziest thing you have ever done with a girl?" Shelly asked looking me dead in the eyes. I sat back, thinking hard, anything that was really crazy I had done with Shelly, she would know if I was lying. "Once I was having sex with this girl, I wont tell her your name because she doesn't want our little secret affair getting out." "Oh, looks like Jack has a secret girlfriend" Lindsey said happily. "Yeah, kind of, Well...we were coming home from this party, and she was more than a little horny, she had spent the night trying to get me to leave so we could go fuck. Well anyway we pulled up to this gas station I could fill up, out in the middle of no ware. When I got back in the car she had taken off her panties and handed them to me. I drove off and got on the highway, all the while catching glimpses of her. She reached down between my legs, and told me how bad she wanted me and that we should stop somewhere and just fuck, so I drove her out to my parents place by the lake. I knew no one would be around to interrupt us out there. So we get into the house and she starts shedding her clothes, trying to pull me into the bed room. So we are in the bed room, she is tugging at my pants, trying to pull them down. And I push her onto the bed and tell her I want to try something new. I flip her over and just dive into her crotch with my mouth and fingers, she was soaking wet. Slowly I start licking up her crack and plant little kisses on her asshole." I look over at Lindsey to see her reaction to where the story is going. She is on the edge of her seat, I was worried she would find it too gross and turn her off completely. Then I looked over at Shelly who was rubbing her knees, She knew this story was about her, not that she would admit it. "So I start kissing her ass, at the same time I was fingering her really fast, bringing her to an orgasm. Her hips bounce on the squeaky bed, pushing back to reach the thrust of my hand. I asked her if she liked what I was doing and she let out a loud moan of approval. I asked her if she wanted me to stop, and she said no, to do whatever I wanted to her, just keep going. "This sounds hot, I bet its bullshit." Shelly said, slurring her speech slightly. I nodded at her and said, "yeah your gonna love this one Shell." the laughed, "lets just say its right up you alley, if you catch my drift." "Ok, asshole" she snapped "Where was I...I pushed down my pants and slid them too my ankles, then stepped out of them. The I lifted my head, and removed my fingers, and looked down on her. She propped herself up on her two hands and looked back at me, Her eyes begged me to fuck her. The roundness of her sweet ass with the red marks where my hands had been pressing down was almost too much to bear. I moved in behind her moving my dick above her asshole, then down to her wet pussy. She pushed back trying to take me in at the sensation of my head grazing above. I pulled away and reached forward and grabbed her hair, I gave it a slight tub, pulling her chin up. She begged for me to fuck her while I looked up and down at her under me. Then I slowly started slipping my hard dick into her pussy, she groaned at first as I pushed it in too fast at first, then started pushing back, trying to take me all the way in. I started fucking her hard and fast, ramming my self all the way in and pulling almost the entire way out. She screamed as my thrusts got quicker. I pulled her hair back and started savagely kissing her neck and back. I could feel her chumming under me and I withdrew, it was time for me to really have this girl. My dick was still wet with her juices and I reached my hand down and started rubbing my hand against her cunt, teasing her clit. My rock hard cock moved over her sweet little puckered ass, I looked back at her turned face, she muttered a please and a moan as I slowly moved my hand now wet from her and rubbed the asshole, spreading the juice. My dick slowly pushed against her tight hole, she pleaded with me to be gentle. I knelt forward and kissed her back and pushing against the resistance of her ass. Her ass finally gave way as I pressed softly into her, enjoying the sensation taking her anal virginity." "Wow, that's crazy Jack." Lindsey seemed astonished "Yes I think I heard you tell that story." Shelly added, then turned to Lindsey "well its your turn to ask honey." "Ok, Shelly, Truth or dare?" "Ill take a dare." "Ok" Lindsey stopped to think for a second, "I Dare you to make out with Jack" "I guess I saw that coming" Shelly said, standing up and adjusting the knee socks she wore. She looked at me deeply, and pulled her dark curly hair back over her ears. I nodded at her and reclined myself so the back of my head rested almost in Lindsey's lap. Shelly stood and walked up to me, I looked her over, her heaving cleavage showed through her unbuttoned blouse. She smoothed out her skirt and stepped up to the couch. She knelt down and sat on the side of the couch, and refilled the three shot glasses. "You know Lindsey, I think your enjoying this a lot." she stared at me while she said it, finally running her hands across my stomach and chest. "Maybe I am." she giggled, looking down at me quickly as I stretched out nearly between her legs. Shelly moved down and kissed me, and broke away. Looking down at me then back up and Lindsey, who ran a hand onto my shoulder. Shelly then slowly moved and straddled me, her legs squeezing my sides slightly, and rubbing my chest harder, Then she moved down to kiss me. The kiss was hard and my mouth instantly opened to receive her tongue. She ground her crotch into mine, kissing her back with force, and wrapping my arms around her waist. Lindsey's had rubbed harder on my shoulder. Shelly broke the kiss and started kissing down my face onto my neck, unbuttoning my collar then reaching down and touching my shirt. My hands began creeping up her sides over her shirt. She nibbled my ear and I shuddered and thrust my hips back at her so she could feel my hardness. My hands reached her tits and I cupped the left one while my other hand started to unbutton her blouse. I reached and grabbed her hair pulling at her curly locks, exposing the underside of her neck for me to ravish. I quickly unbuttoned the last button and spread the opening, Her breasts heaved against the confides of the black bra. I kissed down her neck and onto her chest, tugging at her hair and she grinded against me moaning slightly. I heard a gasp behind me as Lindsey realized I was removing Shelly`s shirt, but her hand continued to kneed my shoulder as I pulled down the front of Shelly's bra to expose the large globes. Apparently Shelly noticed Lindsey as well, I looked up to see Shelly making gestures with her eyes to Lindsey as she ground against me hard. My mouth trailed down Lindsey's chest and finally encircled her nipple, I sucked and bit her nipple, and she squealed slightly with delight. Suddenly I was aware that Lindsey had stopped rubbing my shoulder. I broke the lock my mouth had on Shelly and turned my head up, Shelly looked down at me and smiled. "Mmm that was great Jack, we have to do that again" She winked and giggled, "two minutes is up." She got off of me, fixed her bra, and started buttoning her shirt. Lindsey excused herself to use the bathroom. I flashed Shelly a look, not understanding why we had stoped. "What gives, I thought we had her?" I asked softly. "We do, just give me a second, pass me that remote for the music." I passed her the remote and Shelly scanned through the menu. "I want to find something to dance to, how do you work this thing? I think I got it." The room filled with dance music and Shelly got up, holding the vodka bottle and a shot glass, she motioned for me to get up and join her in the middle of the room. I stood and slid up next to her, moving with the music. Shelly poured a shot and passed to to me, I slammed it back and took the bottle and offered her one. Lindsey walked in and Shelly took the shot from my hands and walked up to her offering it. Lindsey took the shot and Shelly led her out to the middle of the room next to me. I looked at Lindsey who was starting to sway her hips to the music. I reached out and touched her hair moving it out of her face as Shelly swayed and ran her fingers through her hair. Lindsey looked up to me and smiled moving closer to me. On my other side Shelly stepped up at the same time, running her hands over my shoulders and moving behind me. Lindsey turned around facing away from me, and moved back. I placed my hands on her hips and moved with the slow beat. Shelly moved in pressing her body against me, her hands running from my waist to my thighs and back in repetition. I pulled Lindsey into me, Slowly she moved back pressing herself into me, I could smell her shampoo mixed with the smell of vodka. She smooth ass pressing against me, making my cock take notice. We stayed in the embrace, swaying with the music, I decided we all needed another shot and moved away. Shelly took no time, pulling Lindsey close to her, wrapping her arms around the Sophomores waist. Lindsey raised her arms and started grinding against Shelly, who's hands we now slowly rubbing just above the waistband of Lindsey's pajamas. They both kept eye concoct with me as I stood at the coffee table pouring a glass of vodka and cranberry juice. Lindsey wrapped her arms out around the back of Shelly's head, tangling her small fingers in the curly mass, Shelly stared at me and I gulped, then she looked down at the little redhead dancing with her, the moved in and started kissing her neck savagely. Lindsey moaned a little and pulled harder against Shelly, Shelly's hands slid down Lindsey's bottoms, onto her hips making her move faster against her. I put the drink down and took a step forward, I could have watched them all night, grinding and kissing. Lindsey opened her eyes and smiled at me, reaching out across the space between us. I took her hand and she pulled me in, I moved slowly, almost dancing into her. Shelly broke their embrace and smiled at me, reaching a hand out of Lindsey's pants to pull me in. Suddenly we were all moving cheek to cheek. I could feel their hands exploring each other, Shelly's hand was now rubbing Lindsey's breast, pinching her nipple. I reached up and began unbuttoning Lindsey's pajama top, the three buttons popped open and the shirt was immediately pulled over her shoulders by Shelly. I looked down at Lindsey who's head was resting on my shoulder, kissing my neck passionately, nibbling at my earlobes and eventually moving to kiss my lips, then moving back. Lindsey's hands were busy unbuttoning my shirt, I moved back slightly to give her more room, Lindsey looked back at me biting her lip and moaned. Shelly's hand had moved lower to her spread legs, I could see though the fabric that she was rubbing her crotch. Lindsey reached out to me, to steady herself, wrapping her arms around my neck and leaning forward. I grabbed her under her arm and kissed her hard, steading her. She moaned as Shelly moved her hand faster and harder over her pussy, Lindsey began to moan loudly as she came to a crushing orgasm. When Lindsey was finished chumming we broke the embrace and I kissed her. Shelly wrapped her arms around her and held her, walking her back to the couch. She tumbled down on her back with Shelly on top of her. I sat on the edge of the couch next to them and slowly took off Shelly's knee high boots, then feeling her as while reaching up under her skirt, I pulled down her nylon stockings. Shelly had removed Lindsey's top altogether and was now perching up to slide down the bottoms. Lindsey moaned loudly as Shelly softly bit her nipple, her arms tracing lines across Shelly's back. I stood up to look over the two of them, watching Shelly corrupt this girl, Lindsey squealing with ecstacy at every touch. Shelly had pulled down the bottoms, leaving Lindsey in nothing by a pair of Red boy short cotton panties. She lifted her smooth toned cream colored legs out of the bottoms and spread them for Shelly to lie between. Shelly looked at me and nodded happily. I began unbuttoning my shirt and sat at the corner of the wraparound couch. Lindsey reached behind her and rested her hand on my thigh, pulling my lap closer to her; I shifted accommodate her opening my legs next to her, and resting her head on my lap. I moved in and kissed Shelly long and slow. When we broke, she moved slowly down and began tracing kisses down Lindsey's stomach. I rubbed down to Lindsey's breasts as Shelly moved down between Lindsey's thighs, placing kisses on the soft flesh that led to her panty covered crotch. She looked up at Lindsey who was quivering at our touch, panting while under Shelly. I rubbed her shoulder and with one finger lifted her chin to kiss her. She opened her mouth kissing me hard, wrapping her arms around my head. I slid my hand down her belly while Shelly paused, looking at us. My hand slid under the little red panties and I placed my palm over her hot wet pussy. She broke and looked me in the eye, I slowly started rubbing her slowly. My fingers danced over her hot wet twat, tickling her clit softly, building the tension. Shelly grabbed at Lindsey's panties, and slid them down slowly. Lindsey's legs lifted slightly so she could remove them. Once off Shelly started kissing the little redheads feet and slowly trailing up her legs, she parts Lindsey's thighs, shifting until she was lying down the couch. I rubbed harder until Shelly's tongue was licking the tips of my fingers. I moved them away allowing her access to the wet cunt, stroking her red strip of pubic hair, tugging slightly. Lindsey was moaning loud, she gripped my leg, rubbing at my cock through the denim, squeezing hard. Suddenly she jerked and let out a cry, reaching down, cradling Shelly's chin. Shelly encouraged began attacking Lindsey's cunt with her tongue quickly, then looking back up. "Jack, your not having any fun honey." she teased, "Lindsey, why don't you help him out of those jeans." She gave a quick lick to drive the point. "Mmm, yeah." she replied, in a low moan. I felt her hands reaching up and undoing my belt. I helped her and soon her hands were pulling apart the zipper. She then pulled at the pants, yanking them forcefully while her cunt was teased by Shelly. My underwear came down with them, and my hard dick flopped out and sprang to life as my pants passed down to my ankles. I stepped out of them, and then lowered my cock down next to Lindsey's head on her shoulder. She shyly reached for it, grasping the head lightly in the ball of her hand, placing the other on my balls, panting as her cunt was licked. Lindsey brought her head close and kissed the side, running her hand up the shaft from my balls. Her hands and head looked tiny next to my thick cock. Shelly lifted her head and traced her finger onto the quivering red mound. She slowly slid her finger into the tight cunt, while rubbing her clit with her thumb and forefinger. She lifted her head and started applying more pressure to her tight pussy with her hand, forcing three fingers in. Lindsey gripped my cock had slowly jerking me over her shoulder. Then Shelly lifted herself up and streched out over Lindsey, her head head moved forward toward my hard cock, moving forward but never releasing from Lindsey's cunt. Before sliding my cock head into her mouth, she turned to the girl kissed her softly and said. "Watch this Lindsey, see if you can do it how I do." Lindsey slid her hands to the base of my cock "ok Shelly, just don't stop..." She was cut off by a wave of pleasure from Lindsey's hand. Shelly's mouth parted and enveloped the head of my cock, I winced with pleasure as she swirled her tongue over the tip. I gathered her hair in my hand and pulled it tight, she moaned softly as I tugged it, Shelly loved having her hair pulled. Looking down at Lindsey I could see that she was now rubbing the brunette hovering above her. She opened Shelly's blouse, once again exposing her black bra, soon that was pulled down and her breasts were pressing against the little redhead. Shelly furiously sucked my cock, now taking nearly half of it in, using her neck she applied slow strokes almost taking my dick into her throat. While Lindsey's hands were playing with Shelly's breasts, her mouth was soon lightly kissing my balls. Shelly increased her pace, wrapping her hand around the base of my cock while Lindsey moved away in order to get a better angle. The two girls were now attacking me, running their hands all over me as I kneeled on the couch. I knew I wouldnt be able to last long, I had to cum soon but I didnt want to stop. I saw Shelly look up at me and she immiedietly knew, she blinked her large beautiful eyes and asked? "Jack baby, do you want to cum? Hmm?" she paused, staring at me as I nodded affirmitave. "Well why don't you cum in my mouth baby, I can show Lindsey how to do it." "Yes, soon baby." I moaned Lindsey looked at shelly with open eyes as the busty brunette came closer opening her mouth just below my dickhead. They both jacked my cock and I came with a roar. Cum slowly oozed out of the front of my cock and then three great swuirts filled Shelly's mouth with cum, some dribbling down her chin, landing in a small poole on her arm. I moaned into her and Lindsey moved up to hold me. Then I collapsed on the couch as Lindsey wrapped her arm around me and gave me a deep kiss. Shelly swallowed the load and wiped her chin with her hand. Lindsey looked at her and asked: "Is that gross?" Shelly looked at her, smiled and said "not at all honey, have a taste." She offered her arm to the redhead and moved it about a inch from her face. Lindsey moved closer and wrapped her lips around the pool, sucking it in with a slurping sound. I found this amazingly erotic, I pulled Shelly down onto the couch and kissed her. "I would like to do that, next time." Lindsey said giggling. The fact that there was going to be a next time pleased Shelly to the core. She smiled from ear to ear, then looked at me and looked at Lindsey. "Lets get cleaned up, I've got plans for the two of you..." Jack Ch. 01 Jack pushed his rigid cock into the tight pussy of his secretary. Krista was in high school, only 18 years old, and this was the first job she'd ever had. It was no accident that this tight little piece of ass had gotten the job, of course. She'd beaten out nearly a dozen much more qualified applicants that had lacked the "assets" that she had. Namely her perky B cup tits, a round ass that just begged to be stared at, legs that were so smooth they had to be felt, and gorgeous green eyes that looked so innocent staring up at him while she sucked his cock. Her innocent young face made his cum explode harder in her mouth than when he came in her pussy. The first time he'd managed to get into her panties, she'd asked him to be gentle, that she was still a virgin. He wasn't gentle, and from then on he had fucked her tight hole with relentless vigor, showering her beyond a doubt that he was in charge. But, she was working over summer break, so he had to get in all the fucking he could before she started her senior year; after that, she'd only be able to work a couple days a week. She was bent over his desk as his dick slid into her sweet hole. Jack had his eyes closed, he liked to enter her slowly at first and savor the amazing feel of his cock sliding into such a young, wet cunt for a few minutes before his will dissolved and he pounded away at her pussy. She was left only wearing her skirt, which was now flipped up onto her back as he got into the rhythm of fucking his young secretary. Her blouse and bra were somewhere in his office, he didn't know exactly where, and he definitely didn't give a shit at the moment. Her clothes always ended up strewn about the room, randomly thrown aside when he could no longer resist her teasing advances. Krista moaned beneath him, her tits were crushed against the desk as he began to pick up the pace. He pulled his cock out of her, and she whimpered pitifully, which made him smile. Such a slut! She couldn't stand even a moment without his cock pounding her. He slammed his dick roughly back inside her and she yelped in surprise as his momentum changed instantly from slow and gentle to fast and hard. She loved it. Jack grunted with each powerful thrust and Krista simply held on to the desk as well as she could to avoid sliding her painfully squeezed tits across its surface. "You have... a meeting at... eleven thirty... Then lunch... with... your wife... at noon." She loved playing these little games... pretending to work as if she wasn't getting fucked by her boss, as if she wasn't about to have an orgasm, and as if she wasn't about to get another load of cum shot into her pussy. She dug her nails into his desk and he could feel the muscles in her legs tighten, she was about to cum. He spared a quick glance up at the clock. Shit! 11:15. His client would be here any minute for their meeting, and he had to get Krista dressed and presentable. He increased his pace yet again, which sent poor Krista over the edge. He quickly spotted her panties on the edge of the desk, scooped them up, and shoved them into her mouth. She moaned delightedly as she came, her quivering arms no longer strong enough to hold her body still. With her arms spent, the motion of Jack ramming her pussy was enough to slide her tits painfully across the surface of the desk, but she didn't care. She was lost in bliss. Jack slammed into her a few more time before he finally felt his release. "Oh shit," was all he could manage. Then he was resigned to simple grunts as each pulse of his cum shot into the naked teenager on his desk. He held his cock inside her as his sperm rushed up from his balls, he relished the feeling of each jet that shot through his cock, and was immensely satisfied to be depositing it in such a young slut. As his orgasm subsided, he slowly pulled his now hypersensitive cock out of her. A small stream of cum followed his softening dick out, and ran down her thigh. That was almost enough to get him going again, unfortunately, he couldn't skip this meeting. "Hurry up and get dressed. The rep from Indi Steel is probably already here, and probably just heard you cumming on your bosses cock" Krista gave him a teasing look as she slid back into her panties. "Do you think he'll be upset, knowing that you were plowing your secretary while he was waiting? Or do you think he'll take one look at me and forget his own name while he imagines himself in your place?" She smiled seductively and finished dressing, then quickly fixed her hair before heading back to her desk. Jack pulled up his pants and tucked his shirt back in as Krista stepped out, he heard her voice again as the door was closing behind her. "Oh excellent, you're right on time. Mr. Smith will see you now..." * * * A few minutes after 12, there was a small knock on his office door. The Indi Steel representative had just left, but had given no indication that he'd overhead Jack fucking Krista while he waited. Overall, the meeting had gone very well. "Come in," he said. "Excuse me Mr. Smith," Krista said timidly as his wife followed her into the office, "Your wife is here." Krista waited at the door, looking shy and intimidated. "Yes, Krista, I can see that." Jack responded in an annoyed tone. "Thank you." He sighed heavily as his wife, Rachel, sat down across from him. "Jack... do you have to be so rude to the poor girl?" She asked. "She's trying really hard." Jack and Krista had discussed this a couple months ago, when they first began fucking. Jack would pretend to be angry or annoyed with her, and she would pretend to be shy and scared. The idea was that it would keep his wife from noticing what a hot little piece of ass his secretary was. So far, it had been working beautifully. "Yes, yes. I know." He rubbed his eyes to relieve mock stress. "But I swear she can't do a single thing right. If she wasn't the daughter of a friend, she'd be out on her ass right now." Or I'd be balls deep in her ass, he mused to himself. Rachel had a thoughtful look on her face. "Whose daughter is she again? I can never remember." "You know. Tom. He was at our wedding." It was a lie. He didn't know anyone named Tom, but claimed he was a friend from high school. Rachel simply accepted the story and didn't think much about it. Rachel, as it turned out, had been a diamond in the rough. She and Jack met working together while they were teenagers. They went to separate schools, but had both ended up working at the same sandwich shop. Rachel had been a plain looking girl. Not ugly, not pretty. She had light brown hair and was attractive enough to date, but hadn't exactly been fighting off lines of guys. But, she had simply turned out to be a late bloomer. Right after they graduated she lost about 15 pounds naturally, which slimmed her down to a deliciously flat tummy. Her breasts had filled out, reaching D status; and she grew a couple of inches. Whereas before she had been a slightly short, almost chubby plain girl, the loss of weight plus the added height, tits, and long legs had turned her into an absolute hottie. Not having experienced being hot as a teen, she didn't realize that she could have done much better than Jack. She continued to be shy and unadventurous, and was happy to settle with the first man she loved. Jack, on the other hand, liked to fuck anything that had tits and a pussy. He managed to score a few hot girls in school, but they left quickly once they came to the conclusion that he was average in every sense of the word. Nothing special or unique to offer, so he was generally stuck with the somewhat-pretty girls. Or, if he was feeling really desperate, he'd hook up with any girl to release his sexual tension. He had become somewhat annoyed with Rachel early on in their relationship. She hadn't had much sexual experience prior to meeting him, and didn't seem interested in trying new things. He could barely get her to suck his dick, even now. And swallow? Forget it. He considered himself lucky if he got to shoot his load on her tits. Usually, she'd jack him into a tissue, and how erotic that was. With her, it was either missionary or doggy style. Usually missionary, usually him on top, usually him doing all the work while she just lay there and moaned. So, for the sake of their marriage, he had to cheat. It kept him satisfied sexually and relieved pent up stress so that he didn't take it out at home. At least, that's how he justified it to himself. And as long as she never found out, no one got hurt. The one great thing Rachel did give him was their daughter Sara. It was ironic, he often thought, that she was the same age as Krista, but didn't show any inclination toward sex. Must take after her mother. Oh, she had boyfriends. But nothing ever really lasted more than a couple of weeks, and he kept a very close eye on what time she came home, especially after a date. Still, there was nothing to indicate she was overly interested in sex, which he was grateful for. After learning about girls like Krista, he was terrified at the thought that it could be his daughter bent over some older-mans desk, letting him plow her pussy bareback, taking his load deep... NO! She isn't like that. Jack and Rachel returned to his office after lunch; they'd gone out to a local deli, their usual spot, and had talked about all the random married-couple topics: work, Sara, plans for the weekend et cetera. He walked Rachel to his office door and looked at Krista. "I need to go over some things with you," he said ominously. Rachel turned and gave him a quick peck on the cheek before leaving, and whispered into his ear "Don't be too rough with her, she's a good girl." Jack smiled to himself as Krista stepped past him into the office, "I promise I won't be rough," he replied. Well, not too rough. He shut the door behind him as he stepped back into the office and immediately began unclasping his belt. Krista was smiling coyly at him, sitting on the edge of his desk. "You wanted to see me, sir?" she asked, a wicked grin on her face. "Or did you want to see these?" she taunted and began unbuttoning her blouse. She stood and let her blouse fall to the floor, then unclipped her bright pink bra. As it came off, she slid her hand across her breasts before he could get a peek. Her bra dropped to the floor and she turned her back to him. She wiggled out of her skirt and stood in her thong, looking back over her shoulder. "What was it you wanted to discuss, sir?" What a tease! He stepped out of his pants and boxers, which were now in a pile at his feet, and approached her, stroking his stiffening cock. Jack ran his hand over her smooth back, then reached up around and cupped her tits, pinching her nipples roughly between his fingers. He kissed her neck and shoulder, and bit gently at her earlobe. He reached down and tugged her panties off, then bent her roughly over the desk and shoved his cock into her tight pussy. "Oh fuck," she said at the sudden and rough invasion, then preceded to moan in time with his thrusts. Jack loved the sound of naked flesh slapping together while fucking. Especially if it was his naked flesh slapping against the naked flesh of a hot, young high school student. He grabbed Krista by the hips and slammed his dick home over and over again. She was amazingly wet, as always. It was one of the many things he loved about her, and the fact that she had no interest whatsoever in having him wear a condom. After a few minutes he pulled out of her and instructed her to lie on her back. She quickly obeyed, even though the hardwood desk wasn't the most comfortable place to lay. He grabbed her by the hips again and slid her to the edge of the desk, just far enough that her ass was hanging off. He pushed his hard cock back into her and began fucking her again. He loved the way her young tits jiggled and bounced back and forth. He reached forward and squeezed her breasts, his left hand pinching her nipple. Then he leaned forward to suck on the other. She grabbed his hair and held his face to her tit, moaning delightedly while he simultaneously fucked and sucked. His tongue flicked across her nipple, then he gingerly nibbled at it. Krista giggled and arched her back, saying "Yes. Yes. Yes!" Jack released her tits and stood up right, he bent her legs up against his chest and held them tightly, then he proceeded to slam his cock into her harder and harder. Krista had her eyes closed and was trying her best to hold on to the desk, fearing he would fuck her right off the other side. As his thrusts grew harder, she couldn't remain silent. He was pounding her pussy harder than usual and it felt great. "Oh fuck, oh fuck, oh shit yes fuck me!" she squealed as she rapidly approached her climax. "I'm gonna cum! Oh fuck, I'm gonna cum" She reached around frantically for something to hold on to during her orgasm and succeeded in knocking a lamp, some folders, and papers off the desk. Jack continued pounding his little secretary roughly. "Oh yes, I'm fucking cumming!" Her nails scraped against the desk, leaving tiny grooves in the surface, as her pussy clamped down on his cock. Her tight little hole was like a vice grip on his cock, and in a few seconds, Jack felt his own orgasm approaching. He continued to fuck Krista as she lay moaning pathetically on his desk. He couldn't take his eyes off her bouncing tits, and he felt his balls tighten. "Get on your knees!" he commanded, "Swallow my cum." Krista obeyed as quickly as she could, but her legs were weak after her orgasm. She didn't have time to position her mouth as his cock released its first geyser of cum, which splashed across her forehead and into her eyes. Jack was rapidly stroking the cum out of his cock, and trying to adjust down to Krista's now open mouth. The second jet caught her squarely in the nose and dribbled onto her lips. Finally, the third pulse shot directly into her waiting mouth and hit the back of her throat with enough force that it made her jerk her head back for a moment. The next few spurts began losing force and landed on her waiting tongue. She opened her eyes, though her right eyelashes were stuck together with gooey cum. He stroked the last few pulses onto her perky tits, which she quickly pressed together to collect his cum. Then she wrapped her lips around his cockhead to make sure she had it all. Jack stepped back and admired his work. Krista looked gorgeous with gobs of cum on her face and nose. She remained obediently on her knees, mouth open, tongue rolling his cum around her mouth. He stepped up to her again and slapped his softening prick on her face, leaving wet marks on her cheek. "That's a good girl," he said, "now swallow." She continued to stare up at him and swallowed his entire thick load. She then scooped up the cum from her tits, and the remaining cum on her face and shoveled it into her mouth and swallowed again. Krista smiled up at her boss, the perfect picture of an obedient slut. Jack glanced up at the clock on the wall, almost 1:30. "I think I'm going to leave early. Run a few errands, then head home. You can take off too, if you'd like." He began redressing. "Okay," she said, "But I think I'll tidy up your desk first, since I destroyed it." She laughed. "Great. I'll see you tomorrow then." Jack walked to the door, "Oh, and tomorrow, where those colorful little polka-dot panties you have." They made her look so young and innocent, and he loved being reminded of how young a girl he was defiling. He closed the door on his still nude secretary as he left. Krista walked to the bookshelf that he had along the side of his office and frowned. "Oh, I don't think I'll be wearing those panties any more, Mr. Smith. Or, if I do, you certainly won't know about them." She smiled darkly and pressed the Stop button on her digital camera. "We have to discuss my salary first." She walked over to his desk and sat down in his chair, still naked. She restarted the digital playback from their last fuck session and began to play with herself as she watched him fuck her again. Her devious thoughts helped bring her to an orgasm more powerful than Jack had ever given her.