9 comments/ 42871 views/ 3 favorites First Day By: 2Xwidderwoman "Today is the first day of the rest of your life." Jack tried to interrupt Darius before he finished his usual morning greeting, but he wasn't fast enough. "Nope, I've decided that today is the last day of the first part of my life." Darius looked at Jack as if he didn't understand, "Huh?" Jack sat down in the booth across from his friend, looked at Darius, and shook his head. Although he would not tell his friend what his immediate thoughts were, he had begun to think of Darius as an old man. "Darius, you've told me the same thing every morning for the last two and a half years, ever since my wife died. I don't think you even realize what you're saying." "So, what?" Darius had one of those raspy voices that grated on a person's nerves, or maybe it was just Jack's attitude that caused him to be critical on that particular day. Jack sat up a little straighter and watched his usual waitress walking toward him with his morning coffee, "So, I'm gonna do something to change my life." Darius didn't even look up from reading the large print menu lying open on the table in front of him. He mumbled, "How're you gonna do that?" "Darius, close that damn menu and listen to me." Jack reached across the café table to lift one side of the menu, "You know it by heart anyway." The waitress greeted Jack, placed the cup of coffee in front of him and turned to walk away. Jack grabbed her hand to get her attention, "Polly, you got a minute?" Polly turned and smiled at the two men, shrugged one shoulder when Darius didn't return her smile. "Sure, Jack. What do you need?" Jack scooted across the booth seat and patted the space beside him. "Sit down here a minute." "O-o-o-kay," Polly responded, a note of mistrust in her voice. However, she did sit down, but sideways, barely on the edge of the seat, and she kept her legs out in the aisle. Jack relaxed against the back of the seat and addressed his remarks to Polly, "Turn around." When Polly didn't move, Jack said, "Go ahead, turn around and get comfortable. I need a little help here." Doing as Jack asked, Polly relaxed a little, but kept her eyes on the few people in the small café. She rested her hands on the tabletop. Before he spoke, Jack looked at Darius to make sure he had the man's attention, "Now, Polly, how long have you known me?" "I don't know, Jack, ten, or maybe a few more years than that." Jack nodded, "Yes, and how different am I from the day I first walked in here." "Oh," Polly turned and looked at Jack a little closer. "Well..." "You're not going to insult me," Jack explained. "I really need to know. It's important to me." It took great effort, but he didn't sit up any straighter and he didn't smile or try to change the expression on his face. "Is my hair grayer?" Hesitantly, Polly answered, "Yeah, maybe a little grayer." "A few more wrinkles?" "Maybe," Polly nodded in agreement and then smiled a little. "But you're still a good looking man." Jack patted her hands, where she had clasped them on the table, in front of her. "Thank you, dear, I appreciate it, but I'm probably a little larger now, than I was ten years ago, too. Well, hell, I may as well say it. I'm at least thirty pounds overweight." Finally understanding what Jack was asking, Polly answered honestly, "Yeah, Jack, but you're a big man, like my Ben. And you ain't near as overweight as he is." "How about the way I'm dressed?" "Oh, well, you ain't so bad. You're neat, but I've been seeing that shirt for a lot of years." "Ah, now we're getting somewhere. How about you Darius, what do you see?" Darius shook his head. He was not enjoying Jack's self-examination. "I don't see no difference. You're the same Jack I've always known." "Darius," Jack sighed in exasperation. "You're blind, or you don't care." Polly's comment surprised Jack, "He don't care. He don't want nothing to change." Jack could have applauded the woman's observation. "Exactly," Jack responded. "That's what I was looking for, that's the answer. I'm just like Darius, too. For a couple of years I haven't cared what happened around me, either." He turned to the waitress and thanked her. "Polly, what's the healthiest breakfast on the menu?" A few minutes after completing their conversation, Jack was eating what he and Polly had decided was the best breakfast the café had to offer for a person watching his diet and interested in losing a little weight. As quietly as he dared, Darius leaned across the table to ask, "What's the matter with you? You didn't jack off this morning?" Jack shook his head at Darius and his idea of a solution to not being happy with the way he lived his life. "It's a little more than that, Darius. I'm lonely, I'm starting to feel old, and I'm going to do something to change before it's too late." Although Darius grumbled, he went along with Jack to help in the transformation. Perhaps by the end of the day, Jack could talk Darius into a little change, too. Darius agreed to a haircut, but he wouldn't accept as drastic a cut as Jack thought should be part of his new image. Darius looked at the new shirts in the department store, but he wouldn't buy anything. Jack found six shirts he liked and forced himself to buy them a size smaller than he was currently wearing. At the last minute, he added three new pairs of nice slacks, too. They were two inches smaller in the waist than he usually wore. If nothing else, the incentive of spending that much money might help when he made his next stop. Darius refused to go inside the new gym down the sidewalk from the café. He said he'd seen enough for one day and he didn't want to watch Jack kill himself. Shaking his head, Jack watched Darius drive out of the parking lot. He straightened his spine as he opened the front door of the gym. This step would be the hardest, but the most beneficial. - - - Darius sat at one of the long tables on the darker side of the community room and watched Jack dancing with a red-haired woman. He leaned over to tap Bob's shoulder. "Don't you think Jack's taking this a little too far?" "What's that? What's Jack doing?" Bob asked, turning to Darius. Disgusted that Bob refused to wear his hearing aid, Darius moved to another table. He chatted with two men at the other table, and when the next song began to play he noticed Jack was dancing with a blonde woman. She was a woman Darius liked and had taken to dinner. However, she had declined to go to dinner with him a second time. "Damn," Darius muttered under his breath. "That Jack's gonna take Betty away from me and there ain't a thing I can do about it." On the other side of the room, as Jack escorted Betty back to the table where she usually sat with her friends, he asked, "I'd like to take you to dinner one night." "I'd like that Jack. Call me." Before Jack could get across the room to the table he'd occupied most of the night, Darius stopped him, "Hey there, Jack. I saw you dancing with Betty. You wouldn't be moving in on another man's woman, would you?" "Sorry, Darius. She didn't say she belonged to you." "Well, she don't yet. But I'm working on her." Jack didn't laugh, although the urge was there. Instead, he looked back at Betty, who was shaking her head. He offered her a grin and received a smile in return. "I think we should let the lady choose for herself, Darius. Why don't you go to the gym with me tomorrow?" "Ah, I can't see much sense in stretching and sweating where I have to pay for it." As the music for the next song began, Jack stopped, and excused himself to Darius, "Excuse me, I promised Louise a waltz. I'll see you at breakfast in the morning?" "Yeah, yeah," Darius replied and went back to see if Bob was ready to leave yet. He motioned to the man, promising himself it was the last time he was going to act as Bob's chauffer. The man had a perfectly good car. He could drive himself from now on. On the opposite side of the room, Louise was asking Jack, "How can you put up with Darius. I mean, I like him, but he's so negative all the time." Jack chuckled, "Like the rest of us he's not happy that he's getting old, but he won't do anything to change it." "I guess so. You've kept yourself looking well." Louise slid her hand down Jack's arm and then moved it back up to his shoulder, "How do you do it?" Giving the woman a genuine laugh this time, Jack answered, "I just figured I wasn't going to get any younger, so I'll act my age and be the best at it I can." "Are you any good at it?" Betty asked. The sexual innuendo was obvious in her voice. "I may not be as good as I once was, but I'm as good once as I ever was." Jack's reply was one he had heard once and he had been waiting since then to use it. "My, my, you are a bold man, Jack." Louise giggled. A few months earlier Jack would have thought a sixty something woman giggling was ridiculous, but tonight it seemed just right. "Oh, you think I'm bold? What would you say if I were bold enough to ask if I could follow you home tonight?" "I guess I'd say yes." There was no giggle in her voice. Instead, she spoke quietly and looked up at Jack as he maneuvered them around the dance floor. Jack pulled Louise just a little closer and spoke quietly, "Do you owe anyone else a dance tonight?" "No, not really." Louise answered with a small tremble in her voice. "Okay," Jack responded. "I'm going to the restroom and then I'm going to walk outside. I'll wait fifteen minutes for you to dance at least one dance with someone else or to change your mind." Less than those fifteen minutes later, two vehicles left the parking lot where the weekly seniors' dance drew a crowd of from fifty to over a hundred people in their late fifties, sixties and some older than that. The cars stayed together, eventually parking one behind the other in front of a small townhouse. The couple, who had known each other for more years than they cared to count, chatted as they walked up the sidewalk. As Louise was unlocking her front door, Jack put his hand on her shoulder and leaned over to ask, "How long has it been since you stood on your front porch and were kissed as your date tried to get fresh?" "Good Lord, Jack, more than forty years." "Then turn around and kiss me." Louise was glad to do as Jack requested. It took a few moments for them to become accustomed to each other, like where arms went and which way to tilt their heads, but the kiss was enjoyable, although perhaps not as intense as either of them would have liked. Before they realized what was happening, Jack was sliding his hands down Louise's back to cup her bottom. They started laughing, and Louise opened the door to let them into her house for fear the neighbors would wonder who was making all the noise. "Oh wow, that was fun," Louise couldn't stop laughing. "Yes, it was," Jack agreed. "What else do you remember? Sitting on the couch necking?" "Oh yes, and being worried my father would catch us." Jack grabbed her hand and pulled her behind him, "Come on." "What!" "Let's do it. Let's sit on the couch and see how long you can keep me from making so much noise one of your parents comes to check on us?" Laughing as she followed him into the living room, Louise exclaimed, "You're crazy." "No I'm not, I'm having a little fun. Now remember, you can't talk or it'll wake your folks." He sat down and pulled her down beside him. "Turn on the TV." "There isn't anything good at this time of the night," Louise complained. Jack nuzzled her neck, "Who said anything about watching? Now be quiet. We don't want to wake your folks." Jack put his right arm along the back of the couch as Louise used the remote, changing channels until she found an old black and white movie. After a few minutes, he slipped his arm down and rested it across her shoulders. Louise fidgeted a little, until his arm was resting naturally. Slowly, he allowed his hand to drop from her shoulder and rest a few inches from her breast. "Jack," Louise started to complain. "Sh-h-h, your folks will hear you." Louise finally decided she could be just as bold. She rested her left hand on the top of Jack's thigh. "Oh yeah." He whispered in her ear and kissed her cheek as he curled the fingers of his right hand and moved them slowly across the material of her dress. She tilted her head as he nuzzled her neck. She watched his hand moving slowly downward, inching toward her nipple. Louise curled the fingers of her hand and began to scratch back and forth across the top of his leg. Jack kissed her on the cheek again and moved his mouth nearer her ear, "I think you're beginning to like this." His hand finally moved low enough to cup one breast, but her dress and bra covered where he wanted his hand. He wasn't feeling skin, but his mouth was on hers and he was enjoying the way her tongue moved in and out of his mouth. Louise flattened her hand and rubbed it up and down his leg, slowly moving to stroke his inner thigh as Jack sucked her earlobe into his mouth and nibbled a little, before running his tongue up the curl of her ear. He moved his hand slowly inside the top of her dress, running one finger in and out of her cleavage, teasing her. His finger brushed across the top of her breast, then went back to the slow stroking in and out of her cleavage. Louise turned her hand and pushed between his legs, getting her fingers under his leg as her hand moved from his knee to within an inch of his crotch. "Ah, a teaser, huh?" Jack asked quietly, and felt her cheek moving as she smiled, while he moved his mouth under her jaw and kissed down the side of her neck. Louise shuddered and whispered, "Oh God, oh my gracious, I'd forgotten how sensitive I am there." She turned her head as Jack's mouth moved to the soft spot under her ear, and his fingers slipped into the cup of her bra, teasing her nipple. Louise slid her hand all the way up against him as the side of her hand moved up and down along the seam of his crotch and over the fly at the front of his slacks. "Ah, a big boy, huh?" "Louise," Jack hissed through his teeth. "What Jack?" she whispered, "You don't like that?" Jack moved one hand to rub slowly across her stomach. He stretched his fingers down, brushing across her mound as he pulled his right hand from around her shoulders to slide down into the other side of her dress so he could capture her other nipple. He squeezed it and pulled on it. He heard Louise gasp as her nipple grew tighter and tighter between his fingers. "Do you want to stop?" Jack teased as his mouth moved back to her mouth, kissing her while his other hand began to pull her skirt up, one slow inch at a time. He finally got his hand under her dress and began to rub the crotch of her panties. "Not on your life, big boy. If you can take it, I can, too." Louise wiggled her hips as she turned her wrist, and found the tab to his zipper. As she started lowering the zipper at the front of his slacks, one of Jack's hands was fumbling down the front of her dress. "How do I get the front of this dress down?" "How did you used to do it?" Louise slid her hips toward the edge of the couch to give Jack more room for his hand to move between her legs. "Well, girls wore blouses and skirts and I'd get my hands under their blouse or their sweaters would stretch." "Okay, there's a zipper at the back of my neck." "Do you want to help me here a little?" "Nope, you started this. You have two hands," Louise told him. Jack had not really been paying attention to Louise, who had been working her hand inside the fly of his pants and through the opening in his shorts until she grasped his erection. "Mercy," Jack hissed. "Louise, easy there." "Oh, I like this one, Jack. I used to be afraid of these things." Jack could not resist laughing. It was the most surprising thing he could ever imagine hearing. Despite his laughter, he admonished Louise, "You better be careful with that, it might explode on you." "Not until I'm ready, it won't," Louise leaned over, licked the head of his cock, and moaned, "Yum, yum." "Oh God, woman, oh goodness," he exclaimed as Louise licked around the head of his cock and tickled the hole in the end with the tip of her tongue. "Now you can unzip my dress," Louise instructed as she sucked his cock into her mouth. Jack forgot what he was supposed to be doing. His head fell against the back of the couch and he groaned. Louis had one of his hands captured under her, but he still had the hand he'd used to play with her nipples. He unzipped the dress and began pulling the front of her dress down as he worked his hand inside the dress. She helped him a little, lifting herself and finally got her knees under her with her bottom in the air. Never one to miss an opportunity, Jack took his hand out of the top of her dress and reached across her back, pulling her dress up until he could get his hand inside her panties, worked across her hips and between the cheeks of her ass as his fingers slid between the lips with their thin covering of hair. When he pushed a finger into her, Louise jerked. Louise was wet—she was hot and tighter than he thought she would be. She slowly allowed his cock to fall out of her mouth and sat up on her haunches. Her movement caused Jack's hand to slip out of her. "Do you want to take this to the bed, or do you want to keep acting like a teenager?" "I wish I could do both," Jack admitted. "Me, too," Louise agreed. "But, I'd rather go to bed. It's been a while since I've had a good fuck." "Louise!" Jack was surprised at her use of the word. "What! You think women don't know that word? We like to fuck as much as you men do if we have a man who's any good at it. If he's not very good at it, at my age, I'm willing to teach him." Jack stood and pulled Louise to her feet and then he began to zip up his pants. "What are you doing that for? I'm gonna get you naked in my bed and we'll play for a while." As Jack followed Louise down the hall, he told her, "You surprise me. All the years you and my wife taught school together. I though you were just like her, a little bit tight-lipped and a straight-laced serious kind of person. Here I find out you're a fun loving gal. When did you change?" "'Bout the same time you did, Jack. My husband was a stick in the mud, and I got tired of being old. I took one of those senior citizen cruises. They showed some good films and gave seminars. I learned about all the things I'd missed. I came home and lost almost fifty pounds, changed the color of my hair, and thought I'd live a little. Now, hush and eat me, big boy." The look on Jack's face, as he looked up from removing his shoes and socks, was almost frightened, "I...I never really...how...oh hell, you'll have to teach me." "Okay, I can do that, but first I want to suck on that hard cock of yours for just a little longer. I'm not going to make you cum, but I want to show you how long you can last if you don't get in a hurry, 'cause when we fuck, I want it to last a long time. If we have to stop and rest for a while, that's okay, too. I know how to get you hard again. Now lie down here and spread your legs, big boy, this is something I'm learning to like and I plan to show you a thing or two." He did as she asked and later found out he could suck on her clit until it was almost an inch long. She told him which finger to use to locate her "G" spot, and she just missed kicking him when he found out how sensitive it was. She knew exactly how to tell him what made her climax like a geyser and bounce like a basketball. In addition she was vocal, she hissed, she groaned, she begged him to stop—then fussed at him when he did, and the last time he had her hips bounding on the bed, she screamed. First Day They laughed when she played cowgirl and stopped laughing when she encouraged him to hold her breasts so they wouldn't bounce so hard. His exercise on the treadmill gave his legs the strength to bounce her up and down when her legs got tired. She leaned over and scraped her teeth across his nipple and he bucked so hard he almost threw her off. When she climaxed, she squeezed him so hard he held his breath. Her juices ran down his cock and dripped off his balls. However, he was happy because she got him hard three times before she let him cum. The exercises she had been doing milked every ounce out of his cock when she finally allowed him to let go. Yet, his greatest surprise was that she wanted to get him hard again early the next morning. His knees almost gave out and his arms were trembling before she exploded around him and caused him to do the same. He left her house with shaking legs, sore balls, and a promise to do it again in about a week. She thought he might need to rest up some. Jack called his doctor the next morning for a weekly maintenance prescription for Viagra and received a sermon on the benefits of wearing a condom, not just for birth control. There were a few more smiles around the dance floor in the next few months, but it took a little longer for Darius to lose his weight and give in to the idea that he needed some new clothing, although, he never did get the blonde. She was afraid of how some of the women crowded around Darius at the dances. She didn't think she could keep up with a man who had that much energy. First Day Today is my first day of work and I'm so nervous. I want to make a good impression so I take extra time with my hair and makeup and choose a conservative skirt suit. To make myself feel pretty, I slide on a matching lace bra and thong set along with four inch stiletto heels. As I arrive at the job, I'm greeted at the door by one of my co-workers named Mark. As our eyes meet, I feel an instant attraction. My pulse starts to pound harder and my breathe catches but I do my best to hide my reaction. As Mark leads me through the store, I find myself sneaking glances at him when he's not looking. He's about 6ft tall, 200lbs with smooth chocolate skin and beautiful lips. I can barely concentrate on what he's saying because I'm so busy fighting my attraction to him and I can feel my panties getting damp whenever we accidentally brush up against each other. After Mark shows me to my office, he leaves me to get settled and closes the door. I don't have much to unpack and soon find myself at loose ends. I've been aroused since I met Mark that morning and I find myself dropping into a fantasy about him. I close my eyes and picture Mark coming into my office and closing the door behind him. He tells me, "Sandy, I hope this doesn't offend you but I've been attracted to you from the moment I met you and I think you feel the same way". At first I try to deny my attraction but he looks down and notices nipples poking through my bra and realizes that I'm excited by him too. He comes around the desk, leans over my chair, and gives me a gentle kiss on my lips. His lips are so soft and I lean forward trying to deepen the kiss. He gently bites my lip and pulls back causing me to moan in frustration. "Shhhhh" he says. "I want to make sure we're not interrupted" and goes around the desk to lock the door. "Stand up and take off your suit, I want to see your beautiful body." I stand up slowly and start removing my suit. He sucks in a deep breath when he sees my matching bra and panty set. "Leave on your heels and remove the rest of your clothes." I slowly slide my bra and panties off, taking my time and teasing him as I bend over. "Now sit down and put one leg over the side of your chair, I want to see your hot little cunt." I sit down and put my leg over the chair. By now, my pussy is so wet and swollen from excitement that Mark can see it from across the room. "Play with your nipples." I lightly pinched my nipples between my fingers and roll them around before leaning over licking them, all the while maintaining eye contact with Mark. Each twist and lick of my nipples shoots a bolt of pleasure down my body and made my pussy even wetter. Mark starts breathing heavier and tells me to play with my pussy. I lick my fingers and lightly touch my clit. I start massaging my clit, pulling my lips apart, and sliding my fingers up and down my slit. As I pleasure myself, Mark starts removing his clothes and comes around the desk. He falls to his knees in front of me "I've wanted to taste you since I met you" and slowly licks my clit. Knock, Knock, Knock. My eyes fly open and I realize that I'm sitting at my desk with my skirt hiked up rubbing my clit through my panties. Before I can straighten up, Mark opens the door and sees me. His eyes get big, and then he smiles and locks the door behind him. "I see someone is being naughty her first day at work." I'm so mortified at being caught that I can't even speak. "Would you like some help taking care of your problem?" All I can do is nod. "Turn around, bend over, and spread your legs." I do as he says and wait with baited breath to see what he does next. I hear some rustling behind me then suddenly Mark smacks me on the ass with his belt. I jump from the sting and he pushes me back into position. "You've been bad and need some discipline." He continues to spank me until my ass starts to burn, then he leans over and starts kissing and licking the pain away. "Does this make you hot" he whispers and I nod my head yes. He slowly pulls down my thongs, pulls my butt cheeks apart, and licks my asshole. I shiver from the pleasure and fell myself getting wetter. He turns me around and pushes me into my chair. "Spread your legs, and let me see you." He smiles in appreciation when he sees my nude pussy and starts licking my pussy. As he licks and sucks on my clit, I feel my muscles tightening up and start begging him to please make me cum. He sticks two fingers in my pussy and one in my ass while licking my clit and sends me over the edge into an orgasm. As I come down from my orgasm, he stands up and takes off his clothes. Seeing his tight body makes me hot all over again and I'm ready for another round. I drop to my knees in front of him and grab his beautiful black dick. He's about 8 inches long and very thick and I can't wait to taste him. I lick pre-cum off the tip, mmmmmmm tastes good, and wrap my lips around the head. I lick up and down his shaft while playing with his balls. I start sucking his dick while moving my head up and down and squeezing his ass. Mark grabs my hair and moves me even faster. As his balls tighten and his dick swells, I stick my finger in his ass and send him over the edge into an orgasm. His hot cum squirts into my mouth and I moan around his dick. I love the way he tastes and can't get enough. I swallow every drop and lick him clean. I'm so hot from sucking his dick I feel like I could cum again just from that. He lifts me up off my knees and sits me on the desk. I look down and see that he's still hard. He steps up to me and rubs his dick over my clit. I'm still sensitive and it feels so good. He slowly slides into my pussy, stretching and filling me to the max. He starts out with a slow, smooth rhythm and increases the tempo until I'm biting my hand to keep from screaming. He feels so good that I'm about to cum, and then he pulls out. I moan I in protest as he flips me over to my stomach. He reaches around my body and starts playing with my clit while slowly sliding his dick into my ass. I've never had anal sex before and think about protesting but it feels good so I decide to see how it works out. My ass is well lubricated from all my pussy juices and his dick slides in smoothly. As he begins pumping into my ass, I feel him hit a spot I didn't know about and my climax starts building up again. Just before I cum, he sticks two fingers into my pussy while squeezing me around my neck. I explode into orgasm and stuff my hand into my mouth to keep from screaming. After we get dressed, we agree to meet in my office again next week for another session. I think I'm going to enjoy working here. First Day This was it, I thought. The first big test. We'd been together a few months now, and her slutty submissive side was coming into full bloom, but her past programming was fighting back with a vengeance. So, when everything went sideways this weekend, she slept with one of my suppliers. She didn't come right out and say so, of course. First, she wallowed in guilt over "cheating on me" and then began fighting with me to work up a good head of steam for the, from her P.O.V., inevitable breakup. I cut her off at the pass by guessing the big guilty secret halfway into the drive home. It got a little heated. We pulled off the rural highway at some county park. It was a picturesque setting to be having a relationship crisis. Heh. It took a while to get it through her head. I'm poly. I don't CARE if she wants to fuck other people. I do, however, want to be informed. Even with that clearly on the table, she still wanted to fight. I was losing my patience when it dawned on me. The only way she could forgive HERSELF was if she felt she'd paid the price. So, riding the anger of the fight, I decided the time had come to start what, in my more demented moments, I called "the next phase". By this point I had a pretty good handle on the way she was wired, even if she hadn't really grokked it yet. For this idea to fly, to actually "absolve" her of her "crime", she needed to feel like what I was demanding was really punishment. OK, I resolved. I can do this. "You need to be punished." I growled, interrupting her rant. She looked at me through tear stained eyes, "What?" "I see clearly now. The only way you'll let this go is if I make you pay for what you did. Am I right?" A moment of hesitation, followed by an almost inaudible "yes". "Yes, what?" "Yes... Master?" she tried. "Ok, so this is how this is going to be. I'll punish you if that's what you need. Don't expect me to be nice about it either. You fucked up, lassie, and I know you'll keep on pushing unless someone's got a tight hand on your reins." "OK" she mumbled, "What should I do?" "Uh..." I stalled, thinking, "If you do what I tell you for three separate days, no questions, no fighting, we will call this cleared. I'll space the days out to let you recover," I leered at her,"and so you can anticipate what new horror's I might be dreaming up." "Deal." "Fine then, we'll call this day one, to cement the deal." "What do you want me to do?" She inquired meekly, snuffling slightly. "Blow your nose, then get out of the car." She followed my orders, and stood somewhat wretchedly by the side of the road, where less than an hour before she'd been threatening to storm off. I rummaged in the back seat, going through our bags pulling out a few choice items. "Step away from the car so you can be seen." I commanded. She did as I asked. "Here!" I threw her a small black bundle. "Change into that. Right there." She unrolled the ball and discovered it consisted of a garter belt, black fishnet thigh-highs, and her black fishnet tank top. She looked at me in a measure of shock... her exhibitionist tendencies, while strong, only really came to the surface when she was drunk. Shuddering, she unzipped her boots, stepped out of them, and reluctantly started peeling off her jeans. "Put the boots back on when you're done, but you don't get to keep anything else you're wearing." "What? What about my underwear?" "It's all coming off. You don't get to wear anything associated with this weekend any more." She changed quickly, like a diver at poolside, and then stood, trying to cover her more naked bits from casual observers. "Nope, modesty isn't allowed while you're on my time. Here!" I tossed her a bottle of silicone lube. "Make sure you're well oiled, front and back. Make a show of it." She caught the slim black bottle and squirted a good sized dollop onto her fingertips and began working into the folds of her cunt, blushing furiously. She'd started in on her ass, hips cocked forwards, when a pickup truck full of farmers came by, slowing to get a good look, hooting and hollering at the sight of a statuesque amazonian redhead wearing nothing but skimpy fishnets and boots with her cheeks spread and two fingers in her ass. Her face was crimson, so I opened the door and let her get back in. We got back on the freeway, smoking in silence. "So, was that my first punishment?" she asked. "No, that was the warm up." I replied, enjoying the flinch. We were pulling up beside a big rig now, so I reached behind the seat, fingers groping. I slowed before matching with the cab. "Here." I growled. She took my anodized black 6 d-cell mag-light, my "security light", from my hands. "You want to be punished? Fine. Fuck yourself. With my flashlight. In your ass. If you come for the nice trucker I might let you stop." She stared at me, slack-jawed, until I stared back, hard. "I'm serious." Without a word, she reclined her seat, adjusted her legs up onto the dash, spread wide, and placed the mag-light against her lube-shiny asshole and tried to push. "It won't go in!" she lamented, with a hint of relief creeping into her voice. "Well then..." I replied... then leaned over, put my hand over hers, and with relentless pressure shoved the hard shaft into her with relentless and brutal force. She sobbed, then looked at me and, wordlessly, took the shaft under control and started working it in deeper." "Good girl." I let her use more lube, waited till she got a good rhythm going, and then pulled up beside the cab of the truck. I suspect he'd been kind of watching in his side mirror, because as soon as we pulled up she glanced upwards and moaned "Oh, Gods, he's looking right at me!" As I'd guessed, once she had an audience, she fell into her groove, forgetting this was "punishment" in the flush of endorphins and adrenaline. She started bucking to get a better angle to thrust the flashlight in and out of her bumhole, and her right hand drifted to her shaved clit and stared rubbing. Under our watchful eyes she soon worked herself up into a frenzy, ending in a screaming, back arching seat wetting, knee trembling orgasm. The blast of the air-horn startled her back out of her post orgasmic reverie, and she flushed red again and looked over at me, somewhat lasciviously. "How was that?" "Well, you seemed to enjoy yourself quite a lot, which seems like a strange sort of punishment. Besides, I didn't give you permission to touch your clit. Don't think this is over yet." The next hundred miles passed in a pleasant blur of frank sexual questions, occasional road head, and several more bouts of masturbation for the benefit of fellow travelers. We were approaching home when she expressed the need to pee. I could piss myself, and figured we both could do with a drink, so I headed off the freeway at the rest stop just before we hit town. For the sake of any possible cops, I let her put on a skirt. A very, very small skirt. She wobbled to the ladies room, trying to be very careful not to flash anymore than the third of her ass-cheeks the skirt already revealed, any hoping to brazen past anyone noticing that she was essentially topless. I was already done and standing at the drink machine by the time she came back out, a evil plan forming in my head. "OK, I'm just about done with today's punishment" I told her. "Just about?" she parroted. "I'm going to go find myself a nice spot to watch. You want proof that I don't mind you fucking someone else? We're not leaving 'til you proposition, blow and fuck someone coming out of the men's room" "WHAT!" "You heard me. If you want this over with quick, how about him..." I said, nodding to a biker in a mix of leathers and denims who had just sauntered into the men's room, giving her a sort of sideways, speculative glance. I withdrew to a gazebo with a well shaded interior, but good sight lines through the masking latticework, and watched as she quickly hustled over to the tree shaded picking benches behind the men's room, half draped with willow branches and out of direct sight of the parking lot. She sort of perched her ass on the edge of the table, glanced my way with an unreadable look on her face, then turned as her 'target' came out of the men's room. I couldn't hear their words, but he seemed surprised until she leaned back, hiking up the short mini to reveal the garters and clean shaved cunt.He then sort of glanced around suspiciously, then closed the distance. I watched as she reached out to stroke the bulge in the front of his Levi's, then knelt and began working at the buttons while on her spread knees in front of him. He shifted and lent a hand, and a rather large and very hard cock sprung forth. I gazed on in amusement as she wrapped her right hand around the base of his cock and balls and started licking his head. I noted with additional humor that her left hand was creeping to her cunt, again. She went from licking the head to long tongue strokes up his shaft, followed with abruptly diving head first onto his cock. When she pulled off to bend and take his balls in her mouth, one at a time, I saw the glisten of her ropy spit on his throbbing cockmeat. She returned to bobbing up and down, really working his cock down her throat till she pulled off quickly, breathless, releasing his base so he wouldn't cum too soon. She arose, turned, and leaned over, causing the micro-miniskirt to ride right off her tanned arse. She spread her legs wide to give him a good angle and bent down to hold the edge of the table. He was up her in a moment, really thrusting hard. She bucked back against him, warmed up by the hours of self abuse I'd ordered her through. He slammed her hard for barely a minute, then stiffened, clutching her hips. "Oops," I thought,"I probably should've given her a condom." He bucked against her, hard, twice, and held himself buried to the hilt as she bit her lip and convulsed against him. Then I saw her glace over my direction, smirk, and start to wiggle her hips. He seemed to revive with her gyrations and began sliding in and out with leisurely strokes. She began matching him until he reached up with one hand and grabbed her hair. He twined a good fistful in his hand and she froze like a deer in headlights, her moan reaching my ears even in my hiding spot. I though I heard him laugh, then watched as he withdrew from her frothy cum filled cunt and rammed his cock home, hard in her butthole. She bit back a scream as he took things far beyond what I expect she'd intended. He forced her down, by the hair, till her fishnet wrapped tits were pressed up hard against the smooth concrete top of the table and really started grinding into her asshole, hard and deep. She squirmed and moaned, but before long her outrage was smothered under the raw animal fucking her ass was receiving, and she surrendered to the sensation, bucking back onto his big cock until she came with an unabashed scream that turned a few heads in the now not-quite-empty parking lot. He zipped up and hurried away, while she lay across the table like a marionette with her strings cut, skirt around her waist and cum oozing from both prominently displayed holes. I collected her, smoothed her skirt back to it's normal, almost covering position, and helped steady her wobbling feet as we got back in the car. I handed her a bottle of Gatorade from the vending machine and gave her a pointed look. She blushed, averted her eyes and whispered... "My biggest fantasies have always been about being raped..." The 10 minute drive home was silent but for the sounds of our smoking, and the CD player. "So, that was day one." "Day two will be at the mall." "I can't wait", she replied with a gleam in her eye. First Day It's my first day at a new job, it's my first job since I left university. I want everything to go well. I get up early and take a long, hot shower, washing my nerves away. I get out of the shower and because of the extra time don't dry off but walk around doing what I need to do naked, letting myself dry naturally. I go to pick my clothes for the day, wanting to dress to impress. First of all, I go to my chest of drawers where I choose my lingerie. I choose a gorgeous, sexy pair of French knickers made of soft black lace with white frill around the waistband and a matching bra, both in design and sexiness. I slowly step into the French knickers, pulling them up my tanned legs, up over my bum. The bra perfectly displays my breasts, giving them the perfect shape, and pushing them up just slightly. Then a pair of skin coloured stockings, straightening out each leg in turn, as I slowly unroll the stockings onto my legs, smoothing out the small creases. Then on to my wardrobe where I pick out a black skirt that comes to just around above knees. A white shirt that sits perfectly on my waist, I do up the buttons from the top down, leaving the top button which shows off my breasts just enough without being slutty. I run my hands slowly over my breasts, down over my stomach, smoothing the shirt over my body. From the bottom of the wardrobe I pick up three pairs of shoes and finally settle on a pair of black high heels that make my calf's tense slightly when wearing them. It's lunchtime and I get into the lift down from the 13th floor to go and get lunch somewhere. I stand in the lift, there's one other person in the lift with me. I press the ground floor button and just as the doors are about to close, a hand pops in between the lift doors stopped them closing. The doors open again and I see you standing there dressed in a grey shirt lightly tucked in a pair of black suit trousers. You step into the lift and stand next to me. I look up at you and smile, recognising you from the same office, you smile back with a gorgeous smile that makes me blush slightly. You say hi and ask me how my first day was, we make idle chit chat as we go down 5 floors until the lift stops and the other person steps out of the lift, leaving us alone. We stop talking and just keep glancing at each other, you step forward and press the stop button on the lift. I'm about to ask you what you're doing when you turn around to face me, put your hands on my waist, stepping forward, pushing me against the wall of the lift. You lean in to kiss me while you lift me up and sit me on the hand railing. One hand stays on my waist as the other reaches up to the side of my face as you kiss me more passionately, the hand on my waist trailing up my side over the side of my breast. Both of your hands reach to the front of my suit jacket and start to undo the top button. You take a slight step back and look up at me, checking my face for some kind of sign, an approval, that what you're doing is okay, that I want you to carry on. I lean forward kiss you, my hands reaching down and joining yours, undoing the buttons and pushing my jacket over my shoulders and you toss it to the floor. Your hands carry on to my shirt, undoing each of the buttons of my shirt, as my hands roam over your chest, finding your buttons and starting to undo them. You undo the last of my shirt buttons and groan audibly as you see my breasts for the first time covered by my lacy bra, leaning your head down and kissing them, tracing your kisses down over and around my stomach and back up, over my breasts to my neck. You reach for the front of my bra, pulling the cups down to reveal my breasts. With a cheeky smile on your face you lean forward flick your tongue over my left nipple, making me moan slightly, then flicking your tongue over my right nipple, taking it in your mouth and sucking on it, biting it and pulling it with your teeth, making me moan louder. You trace down over my breasts with your tongue, down my stomach, my belly button to the waistband of my skirt. Lifting myself off of the handrail, I turn you around so you have your back against the lift wall. I push your shirt over your shoulders, pushing it to the ground as I step back and let my shirt follow yours, my hands tracing down over my breasts, down my sides to my skirt, reaching around to the zip. I look at you, straight into your eyes as I lower the zip, pushing the skirt down over my bum, over my legs to the floor, stepping out of it I step forward and kneel down in front of you. My hands reach for your belt, slowly undoing your buckle, and then your zip, pulling your trousers down as I look up at you. My hand traces up over your semi erect cock through your boxers, I can feel it growing at my touch as I stroke up and down, reaching into your boxers and pulling your cock out, freeing it from it's material prison. I reach down and close my hand around your cock, you feeling my touch for the first time fully. I start stroking up and down your cock, leaning my head forward and taking the head of your cock into my mouth. Your hands rest on the handrail as you lean back, moaning with your eyes closed. I suck quite softly on the head of your cock, taking in an extra inch, as my hands slide up and down your shaft, your moans getting louder, showing me that I'm doing something right, your cock getting rock hard in my mouth. You take your hands and place them on the back of my head, slowly pushing my head down your cock, I open up my mouth as every inch of you goes into my mouth, feeling the tip of your cock hitting the back of my throat as you start to fuck my mouth as you groan loudly showing me you're enjoying it as you tell me to open up my mouth and take your cock, telling me to suck it, suck it harder. Your hands move away from my head, holding on to the handrail to brace yourself, and I continue moving my head as you continue to fuck my mouth. I slowly lift my head off of your cock, taking my time to flick my tongue over the tip, licking and kissing that sensitive spot, loving the pleasure it obviously gives you as I watch your knees buckle and hear you moan every time I firmly flick my tongue over that sensitive spot. I move back and stand up, moving in to kiss you. You can taste yourself on my lips, on my tongue, your tongue delving deeper into my mouth, hungry to taste me. Yours hands run down from my face, over my neck and shoulders, lingering shortly over my breasts and nipples, down over my sides to my bum and the back of the tops of my legs, lifting then up and closing them around your waist, your mouth never leaving mine. Your hand slides into my knickers, between my pussy lips, feeling them for the very first time. You move your head back and smile at my, surprised at how wet you've found me. You slide your fingers over my clit, rubbing it between your fingers, watching my face, looking for my expressions, listening to me moan, you getting off on knowing how good you're making me feel, hearing me gasp as you push two fingers into my pussy, starting to slowly fuck it, getting it ready for cock. You feel my pussy start to tighten around your fingers as you bring me to orgasm. I'm breathing heavily and start moaning loudly as my orgasm heightens, and then starts to subside. I lean forward and whisper into your ear that I want you inside me, now. You grin at me as I pull my knickers to the side and lower my pussy down onto your cock slowly, taking all of you in, in one movement. I put my arms around your shoulders so that I can pull myself into you as I grind onto your cock, moaning at the pleasure of your cock inside me. You put your hands on my bum, grinding me into you, as you lower yourself onto your knees and then put me on my back, your cock still inside me. In this new position you can fuck me harder and faster, and you do! You start to really thrust into my pussy, my breasts bouncing around as you bottom out in my pussy, your balls slapping against my pussy, covered in my juices. You start to get faster and faster, fucking me harder and harder, deeper and deeper. I can hear you getting breathless, knowing you're getting close to cumming so I ask you where it is you want to cum. You tell me that as I'm a filthy slut, you want to cum all over my tits, I tell you that's where I want you to cum too. You feel my pussy starting to contract around your shaft as you bring me to another orgasm, as my orgasm subsides you pull out of my pussy and straddle across my chest. I take your cock into my hand and spit on it as I start to stroke it up and down, mixing my pussy juices with my saliva. I start to wank your cock faster, my other hand grabbing hold of your balls, pulling them slightly, feeling them get tighter as you get close to cumming, massaging them, stroking them as you start to explode over my tits with a loud groan. Spurt after spurt comes shooting out of your cock as your orgasm rocks through your body. You groan a sigh of contentment as you reach down to kiss me and pull me up with you as you stand. We both stand and quickly redress. I'm just doing up the last few buttons and putting my jacket on as the speaker phone crackles and a voice fills the lift. It's security, asking if we're okay, and saying they'll get the lift moving in just a second. You look at me and wink, I smile back at you. The lift starts moving and we soon reach the ground floor. I walk out ahead of you and you slap my arse as I walk past and out of the lift, then you step out too, thanking me for the best lunch break you've had in a while asking if I want to go for lunch. First Day Monday, January 20th was the date that I started my new school. 18 years old. I had stood at the gates holding my books against my chest looking at the big building in front of me. It was so big! My old school wasn't even half the size of this one! Taking a deep breath I walked towards the crowds of students all going about their business like I wasn't even there; that was ok, I would have just felt more nervous if everyone was staring at me. I walked to the reception desk where an elderly woman sat. She looked about 3 years from retirement. I stood at the desk and she looked up at me with a charming smile. "Can I help you my dear?" She asked me looking over her reading glasses that were perched on the tip of her nose almost. "I'm Shannon Barker, I just started here today." I said. The woman beamed wider if it was even possible and spun around in her chair to a different part of her desk. She looked through a stack of papers and finally picked up a small rectangular piece of paper and handed it to me. "Here you go darling your time table." She said and then went back to typing away at her computer. "Thank you." I said as she waved her hand at me gesturing for me to go to my first class. The first half of the day was rather boring. Groups of girls kept coming over to me as if to make me join their group first. I wasn't exactly under any label category. I was just me with my highlighted long brown hair and blue eyes. I didn't ever wear a lot of makeup nor have a fake tan. I dressed girly but casual. Like I said; I am just me. My last subject was Music; I was actually looking forward to that. I walked to the room that seemed to be far away. It felt like it took me ages to get there! I finally found the room and took a seat near the back. The teacher hadn't shown up yet and the class were all messing about playing the various instruments in the room. I smiled to myself at the talented classmates I had and waiting for the teacher to arrive quietly. The door opened and a man walked in, he only looked about 25. His dark blonde hair was spiked in a faux-hawk type of style. He had a sort of swagger about him. I could tell that most of the girls in the room were all lusting over him. He grinned at the class as he took his black blazer off. His white shirt had a few buttons open at the top exposing a hard and coloured chest. He has a few tattoos by the looks of it. When he stood in front of his desk I noticed he was wearing black on black Converse All-star's. He made my mouth water. I couldn't keep my eyes off him! "Right, how was your weekend?" He asked the class. A blonde girl's hand shot up so quick you had to be there to see it done to believe how fast it was, even the teacher looked shocked for a moment! "Yes, Sarah?" He said pointing to the girl and sat on his desk; not AT his desk but ON it. "I had a fake tan!" She said. I looked at the teacher who just blinked a few times and then shook his head. "Right, we have a big lesson today!" He said completely ignoring this Sarah chick's fake tan story. I smirked to myself and looked out of the window. When I looked back I noticed he was looking at me. "Welcome to Rydal." He said and turned to write something on the board. I blushed! When the lesson was done I ran out of there, I was so embarrassed even though I had no reason to be! I wasn't used to the whole School Bus thing as I missed the damn bus! I lived a few good miles away and I really didn't want to walk home! I walked back into the school to find the big doors locked. I sighed and walked towards the gate. "Are you okay?" I heard a voice. I looked towards the faculty car park to see Mr Danes, my music teacher looking at me concerned. "Yeah, I just missed the bus so I have to walk home," I said. He thought for a moment. "I can drop you off home, jump in!" He said with a small smile. I walked towards his car my stomach in a knot, I don't know why, it wasn't like he even cared that he was utterly gorgeous and just being around him makes me wet. I sat in his car looking out of the window the entire time. I didn't notice when his car had broken down in the middle of nowhere. I looked around, it started getting dark. "I just called a mechanic; they're going to be at least 2 hours." He says getting back in the car. Normally I would be freaking out but I wasn't. I was finally alone with the hot teacher! "Shannon?" I heard him say, I turned to look at him and his lips met mine. My head was spinning, I don't do stuff like this! He's my teacher! So why was I kissing him back? My arms wrapped around his shoulders and his tongue poked at my lips. I took the hint and opened my mouth allowing both of our tongues to meet. His hands were at my waist squeezing. He pulled away and looked at me. I had a feeling he was about to say sorry for acting so foolish. He didn't. "I've been waiting to do that ALL day!" He gasped and then chuckled slightly. I smiled and looked into his eyes noticing they were a green blue type of colour. "Do you want me stop?" He asked running his finger across my jaw. I shook my head and leant forward to kiss him again. This time it was more rough that before. I climbed onto his lap with his help. His hands went instantly to my butt and he squeezed it. I ripped his shirt open the buttons went flying around his car. He was covered in tattoos and it was such a turn on! His body was hard I could tell he worked out a lot. I ran my hand over his exposed chest, it was so smooth and warm I couldn't help myself. I bent my head down and took his left nipple in my mouth. I grinned to myself when I heard him groan. His hand slid out of view under my skirt, I felt his rubbing my thighs and then it was my turn to groan as he started rubbing me through my underwear. I could feel myself throbbing I needed him inside me. "I think we should get in the back." He murmured against my ear. I was way ahead of him! I easily jumped in the back seat and grinned at him. He did the same and was soon in between my legs looking up at me. He lifted my left leg up onto his shoulder and ran small kisses down my thigh then stopping when he got to my pussy. He did the same to the other leg. He was driving me crazy and he knew it! His head disappeared and I felt his warm mouth on me through my underwear, he moved them to one side and ran his tongue along my folds. I held in the moan that wanted to escape. He started licking my clit, his tongue making circles around it. A small murmur escaped from throat. I got louder when he sucked it into his mouth, even louder when I felt a long finger enter me. I wasn't used to this sort of thing. Yeah I'd had sex before but that's it. None of this 'Oral' business. I liked it, a lot. His sucking became stronger and he started to pump his finger in and out of me, getting me even wetter, I knew he was preparing me. He probably thought I was a virgin. His mouth unlatched itself from my clit and he went back to licking, faster this time. My face started to become flushed, I could tell because I felt the heat radiating from it. "I'm gonna' cum," I gasped. He added another finger and pumped faster. I screamed loudly as my juices flowed and my walls tightened around his fingers. He licked all of me catching every last drop then looked at me. I was breathless my head resting against the window that was steaming up. He gave me a half smile and then latched onto my lips, I could taste myself; I didn't care I wanted him so bad. I felt him remove my soaking wet underwear and rub my swollen clit. I moaned into the kiss and wrapped my legs around his waist. He smiled at me as I worked on his belt, when his trousers were removed I looked down at his plain white boxers my eyes nearly popped out when I saw the huge bulge in them! Soon enough those were off too and I could feel his huge cock at my entrance. As he slowly pushed it in I ignored the slight stinging down there as I said, he was big! "Are you okay?" He asked me looking into my eyes. I nodded and smiled to reassure him. "Have you done this before?" He asked. "Only once," I stated. He pushed himself in watching me the whole time to make sure I was okay. When he was fully inside he started pumping in and out slowly, it felt good and made me moan has I gripped one of his ass cheeks in one hand while the other was tangled in his hair. He ran kisses along my neck and collar bone as he slowly pushed himself into me again and again. I wanted more. "Faster!" I gasped tightening my grip on his butt. He grinned at me and began to thrust faster. It felt amazing but still, I wanted more. "Faster!" I moaned again. I felt him thrust even faster and it really hit a certain spot. I screamed out load as he bit down on my neck. I knew he wanted to pound me was scared of hurting me so I moaned for him to go harder. He started pounding into me send me over the edge and my legs started to shake around his waist. He slowed down as he noticed I was about to cum, I frowned at him slightly making him smirk then pound into me again. I screamed out as my walls tightened around him. Then he started pounding even harder and faster. "Oh god, Shannon, I, I'm gonna' cum!" He groaned into my hair as I felt him coat me inside. He planted a kiss on my lips and pulled away smiling at me. "I REALLY have wanted to do that all day!" He said out of breath. I smiled and pulled him back for another kiss. "I have a confession though," He said looking down. "What is it?" I asked. 'Great he's married! Well he has no ring so he's with someone! How do I expect someone so gorgeous not to have a girlfriend?' I thought to myself as he took a breath to tell me what was up. "There is nothing wrong with my car." He said. I laughed and pulled him into a hug. "I don't mind but I have to ask, do you have a girlfriend?" I asked. He shook his head. I pulled him back for another kiss. He drove me home and I took a shower then went straight to bed, I couldn't wait for school the next day! First Day At Boarding School Rebecca was sent to boarding school when her Mother married again. Her new Stepfather did not seem to like her around and arranged for her to be sent to the new school. Her Mother was reluctant at first, but he convinced her that it was a well-known and established school and that it would be good for Rebecca to go there. Rebecca was uncomfortable on the trip to the school as her Mother did not go, just her stepfather. They barely spoke a word during the 2-hour ride. When they arrived, Rebecca was surprised, they school did not look anything like it was described to her Mother. "What kind of school is this," she asked. "This is a special school that will train you. The Headmaster is a very good friend of mine and he has promised to take a personal interest in your training. He has invited me back in a week to see how you have progressed." Reluctantly Rebecca got out of the car and entered the school. She figured once her Stepfather was gone, she could call her Mother to pick her up and take her home. Her stepfather knocked on the door. The Headmaster opened the door and invited Rebecca in. "Thanks for bringing her Jim, I will see you next week and I am sure you will be pleased with Rebecca's progress" he said to her stepfather. He did not speak until her Stepfather was gone. He closed the door and said, "I am Headmaster Johnson, you will call me Sir. Sit in that chair," pointing to a wooden straight back chair. Rebecca began to protest when he slapped her face. Rebecca brought her hands up to protect herself. "Leave me alone, or I will tell my Mother." "Your Stepfather gave me permission to use whatever force I need to get you to obey. We believe in corporal punishment at this school and if you fail to obey any orders or commands, you will be spanked or whipped." His hand reached out again, slapping her face again. Tears began to run down Rebecca's cheeks as her cheek stung from the slaps and she feared what her Stepfather had gotten her into. "Now sit down, or face more punishment," he commanded. Rebecca hurriedly sat in the chair fearing more pain. Rebecca was eighteen years old but she had the body of a mature woman. Her breasts were large for her age, but without a hint of sag. She had long legs and a firm ass. The headmaster glared at Rebecca. He could imagine her stripped and tied, awaiting his punishment of her innocent body. He had promised Jim that by next week, Rebecca would be submissive and would allow him to pleasure himself sexually with her. "Sit up straight in the chair, feet firmly on the floor, knees together and your arms on the armrest," he ordered. Rebecca quickly followed his commands, fearing him. "You must obey every order I give you without hesitation. If you do not, I will punish you. As you have already seen, you will suffer pain for your disobedience. I have taught many young ladies like you obedience. At your young age, I find that humiliation works best to instill the correct attitude. You will be forced to do things that you thought was disgusting. If you make any attempt to resist, you will be dealt with harshly. Do you understand?" "Yes" murmured Rebecca, fear gripping her. The hand reached out again, slapping her face. "I told you to address me as Sir." "Yes, Sir" shot back Rebecca. "That is better. Now lets get a look at what we have to work with this week. You are a very attractive girl, Rebecca. Raise your arms above your head and lace your fingers behind your head and keep your back straight." Rebecca did as she was told, and began to fear what was to become of her as she noticed that the pose he put her in pushed her breasts out. "Very good, you have very large breasts for a girl of your young age. Now open your legs to the edge of the chair." Reluctantly did as she was told, knowing that he now could now see up her skirt. "Nice legs, open them further so I may see your panties." Rebecca spread her legs further, turning red in humiliation as she was now posed with her breasts out and her legs spread wide. She hoped he would soon be finished and she could get out of his office. "You are doing a good job obeying to my commands. You are going to spend the next couple of hours in this office. I am going to train you to obey all of my commands. In addition, I will administer a spanking, as you will have to learn to accept the pain. If you follow my orders I will allow you to go to your room for the night, but tomorrow morning we will again meet for further training." "Please don't spank me, I am too big for that and you are embarrassing me." His hand shot out again, slapping her face. Tears began to fall from her eyes, as she knew that there were worse things to come. "Now, where were we, before I was rudely interrupted with your begging. Yes, I think it would be much better if you unbuttoned your blouse and pulled it from your shoulders. You have lovely breasts and I would like to see your bra now." Rebecca's hands moved to the front of her blouse and began to unbutton each button. By time she reached the bottom, he could see her cleavage. "Open it wide and push it off your shoulders, arms behind your head and push your breasts out again." Rebecca sat in the chair, pushing her bra-encased breasts out for him to see. She saw him pull a chair in front of her and sit on it, only inches from her. His hands moved to her shoulders and began to move down to circle the top of her breasts. "Hold very still and do not move." Rebecca froze as her hands grasped her bra and squeezed her breasts. She gasped as a stranger began to manipulate her breasts against her will, but she was frozen in terror of the consequences of disobeying. His fingers became more insistent, searching out her nipples. "Stand up and remove your blouse and than your bra. I want you to bare your breasts to me. Obey quickly." Rebecca stood up in a daze and let her blouse drop to the floor. She reached behind her bra and unsnapped it. She pulled it forward and it too fell to the floor. Rebecca had never let anyone see her naked breasts before, and here she was now stripped naked to the waist in front of a stranger. "Back in the chair and stick your breasts out again." His hands moved back to her breasts and now began to fondle her naked breasts. He pulled on her nipples, stretching them out. He grasped a handful of naked tit and squeezed it tight. Rebecca trembled in fear as she submitted to the fondling of her breasts. Her nipples began to become erect from the unnatural stimulation. This allowed the Headmaster to grip them tighter, forcing a groan of pain from Rebecca. "Up again and remove your skirt and panties. Leave your shoes and socks on." Rebecca stood up again and unsnapped her skirt and let it fall to the floor, leaving her with only her panties hiding her nakedness. "Quickly, we do not have much time, off with your panties." She grasped her panties and pushed them down her legs, showing her naked pussy for the first time. "Step out of your panties and move forward. Put your legs outside of my legs and spread them open." Rebecca did as she was ordered and now stood naked only inches from this stranger; her legs spread open and her pussy only inches from his face. He moved his hands up her legs, toward her naked pussy. "You have a lovely pussy, Rebecca. How do you like showing it to a stranger?" "Please let me go, I am so humiliated to be stripped naked in front of a stranger." "You will get used to it. By next week, you will be forced to strip naked in front of many strangers. When your Stepfather comes next week, you will willingly undress in front of him and allow him access to all parts of your body." His hands reached her pussy and began to run up and down between her pussy lips. He fingers reached her clit and began to circle it, eliciting a moan from Rebecca. His other hand reached behind her and grasped her naked ass. "You have a nice ass, Rebecca." His hand grasped her cheeks and began to move toward the crack in her ass. "Stand perfectly still and submit to me. I am going to make you cum on my fingers." His fingers began to move into her opened pussy. One finger was pushed into her and as she moved back to escape the ravishment of her pussy, his other hand found her anus. The finger pushed against her virgin anus, forcing Rebecca to again move forward, pushing the finger deeper into her pussy. Rebecca began to move back and forth from the twin ravishment of her pussy and anus, each time pushing his fingers deeper into her body. Soon he had both fingers buried deep into her pussy and rectum. Rebecca could just barely stand, naked with his fingers buried deep into her body spreading her open to his touch. He began to fuck them in and out of her pussy and rectum, with a second finger joining the other, opening her up. They began to spread inside her, forcing her to her toes to escape the cruel ravishment of her twin orifices. "Cum for me Rebecca, cum on my fingers." His fingers became more insistent, forcing her pussy and rectum open. Her body began to rock back and forth, her inexperienced body reacting to the forced stripping and finger fucking of her body. "AAAAAHHH," she cried, "OOOOGGGHHH, it feels so strange, what are you doing to me," she cried, her orgasm overcoming all other emotions. Rebecca finally calmed down, her legs just barely holding her up. His fingers in her pussy and rectum were holding her up. "Now that you have felt the pleasure, you must now receive the pain." He pushed Rebecca over to a large overstuffed chair. "Lean over the chair and push you head into the seat and push your ass out." Rebecca did as she was told, the eighteen-year old now naked and spread over a chair. She felt hands grab her ankles and tie them to the edge of the chair, spreading her legs wide. She could feel the cool breeze on her anus and knew that she was exposed. "Do not move your hands, I am going to spank your ass. You must feel the pain after you receive the pleasure." His hand slapped hard onto her right cheek, forcing a groan of pain from Rebecca. The hand again swung down, this time hitting her left cheek. His hand massaged her cheeks, feeling the hot glow from the spanking. His hand moved away and she knew that she was about to receive another spanking. His hand again spanked each cheek before returning to caress her cheeks. This time they spread her ass open wide, allowing him access to her anus. She felt his fingers run over her anus again, than one hand was gone to return with a resounding spank directly on her anus. "OOOOOWWW, that hurts," she cried. The spanking continued, alternating between her ass cheeks and directly on her anus. After twenty-five spanks he stopped. "Stay very still as I am going to pleasure myself in your ass." Rebecca could hear his zipper being pulled down and felt him as he pushed his hard cock against her ass. "I am going to push my cock into your ass. It will hurt, but you will get used to it. You must accept the pain." His cock pushed against her anus and began to push it open. Rebecca groaned in pain as her anus was forced to open and accept the head of his cock into her ass. "OOOOWWW," she cried as his cock began to force its way into her tender body. The head of his cock was now in her, spreading her open. He began to pull it out and than back in, each time pushing deeper into her rectum. Soon he had two inches, than three, than five and now he had all eight inches buried deep into her rectum. Rebecca gasped in pain as he flexed his cock deep into her body. It began to give her cramps when he was deep in her. He pulled his cock from her body, the retreat of his cock almost as painful as when he entered her. Once her stretched anus gripped the head of his cock, he forced it deep into her rectum with a single thrust that knocked the air from her lungs. Rebecca raised her head to scream in pain and tried to push her body away from the awful rape of her ass, but only allowed him greater access to her defenseless anus. He pounded his cock in and out of her stretched anal track, forcing groans and gasps from Rebecca as she was forced accept the brutal rape by his cock. Rebecca was constantly rocked with the deep thrusts of his cock deep into her rectum. Her sphincter gave up the fight and relaxed to accept his hard cock. Her anal track began to spasm from the pain of the deep thrusts, milking his cock as he continued to tear her insides. His hand reached over the chair and grabbed her breasts and began to pinch her nipples. His other hand reached between her legs and began to fondle her pussy again, forcing her to push her ass out to receive the pounding in her rectum. "I'm going to make you cum again, this time with a cock up your ass." His hand moved up and down her pussy lips and massaged her clit, forcing groans of pleasure mixed with the pain of the rape of her ass. Just as Rebecca began to have another orgasm, the cock in her ass pushed deep into her rectum and began to shoot hot cum deep in her ass. Her orgasm milked the cum from his cock, deep into her ravaged rectum. The Headmaster pulled his cock from her ass and untied her legs from the chair. Rebecca slumped in the chair, exhausted from cumming twice and being raped and spanked. "You can go to your room now and clean up and get some rest. I will bring you back down here tomorrow and we will continue with your training. I will pleasure myself in your mouth and your pussy and you will enjoy both the pleasure and pain."