Message-ID: <12039eli$9806092032@qz.little-neck.ny.us> X-Archived-At: From: Sarah Bradbury Subject: Jesse and Jude (F/m with a little twist!) Newsgroups: alt.sex.stories.moderated,alt.sex.stories Followup-To: alt.sex.stories.d Mime-Version: 1.0 Content-Type: text/plain; charset="us-ascii" Path: qz!not-for-mail Organization: The Committee To Thwart Spam Approved: X-Moderator-Contact: Eli the Bearded X-Story-Submission: X-Original-Message-Id: <3.0.1.32.19980609191452.0069cbe8@unforgettable.com> Standard disclaimers! Actually this is my first story. Let me know how you like it. Jude walked into the office supply closet. She thought had seen Jesse come in here, and although she really didn't need anything , she followed him, ostensibly on a mission for post-it notes. "Do you need any help with that?" Jesse was about to be buried by the boxes of paper clips that were falling onto his head from the top shelf. "I'm not sure why they put those on the top shelf; everyone always drops them." Jude caught a few boxes as they fell past the boy. He blushed. He was always doing that and Jude found it strangely attractive. Jesse's skin turned bright scarlet whenever Jude spoke to him. She wasn't sure whether it was just her, or all women, or maybe just older women. Jude leaned over to pick up the rest of the boxes, since Jesse was just standing there, blushing. He quickly apologized and bent down to pick up the rest of the boxes. This of course brought him closer to her, which made him blush all the more. Jude leaned closer to him, enjoying the spectacle. "You'd better be careful-a guy can get hurt in here!" Enjoying the discomfort that her deliberately ambiguous comment had caused, Jude laughed and handed him the boxes. She retrieved her post-it notes and left Jesse to his paper clips. Jesse exhaled. He realized that he had been holding his breath for the entire time she was there. He wasn't sure exactly why Jude made him so nervous. Other women didn't. But it seemed like Jude looked through him and KNEW everything about him. Maybe it was that she was a lesbian - he didn't know any other lesbians. Or maybe it was the way she looked. She was tall, a little taller than he was, and beautiful--blonde and patrician. She looked like the prototypical ice queen. Jesse knew that his frat brothers back at school would call her a ball buster. But they probably wouldn't mind if she busted their balls, he thought. "Ug, I have to stop this," he said aloud. He put all the errant boxes of paper clips back and took the one he needed and went back to his cubicle. He couldn't afford to screw up this job. His father would kill him. When he came home last month from his first year in college Jesse had turned down a summer job in his father's company for an internship at Stern Publishing, a small, but prestigious company that specialized in glamorous art books. Jesse had defended this choice to his father by saying that he wanted to go into publishing, and this was a good opportunity. But Jesse's father, a Korean immigrant who had worked hard all his life in order to make lots of money to move his family into the American middle class, didn't understand any pursuit that was not directly related to the acquisition of money. "Hey Jesse, a bunch of us are going over to the Axe for drinks and dinner after work. Wanna go?" Cheri, from the next cubicle, leaned over the cubicle wall. The Axe was a bar about three blocks from their office. "I don't know. I said I'd finish a draft of this layout by Monday." "So finish it. It shouldn't take you that long. Come on, it's Friday." "OK, I'll see if I can finish. Who's going?" "At least Joe and Suzanne and Mike from our office and probably some of the toolies from Accounting. But everyone knows about it, so anyone is likely to show up! It'll be a wild Stern party!" Jude sat in her office and stared at the computer screen without actually seeing it. She wasn't sure what it was about Jesse that made her want to tease him and toy with him. Granted he was cute, but her lust was usually reserved for women. Plus she was almost certain that he was gay, whether he knew it or not. But for whatever reason, he had been a large component of her fantasies for the last few weeks. It had taken all of her self-control not to grab his ass in the supply closet and see if it really was as tight as it looked. Just thinking about what she could do with that cute little ass made her wet. Jude lost track of an undetermined amount of time that afternoon fantasizing about cute boys and their cute butts. "What do you want to drink?" Jesse turned and saw that it was Mike asking him this question. "I don't know. I'm underage-do you think I'll get caught?" But before Mike could answer, someone sat down next to Jesse. It was Jude. "Here drink this," she said, handing him a glass of very dark beer. "Or do you only drink wimpy bud-like beers?" "Um...well, I don't really drink much, but I'll try it" Jesse stammered. Damn, he was blushing again. She was so close to him that he could smell her. He wasn't sure how to describe how she smelled, but he was sure he'd never forget it. "So try it then....the beer," she reminded him when he looked blankly at her. He had been so caught up in smelling her that he had forgotten about the beer. He took a large gulp, and almost choked. He tried really hard not to cough and spit it out, but he was sure that he looked ridiculous anyway. He was thankful that she didn't laugh at him. In fact, she just smiled at him. He wondered what she wanted from him. He turned to say something, anything, to Mike, but Mike had gone over to the next table. Jude and Jesse were the only people left at this table. And she was still smiling at him. "So, what turns you on, Jesse?" "Um..." he stammered. He wasn't really sure what she meant. "I like basketball." "Do you like boys? Girls?" Or maybe horses?! She was still smiling at him. Jesse quickly looked around, but no one else was in hearing distance. "Uh... I guess I like girls," he offered, trying to keep up his end of the conversation. "Do you really like girls, or have you just not tried boys?" she persisted. "Uh...I don't know," Jesse blushed and looked down. He was so confused. Why was this beautiful woman toying with him? What could she possibly want from him? "She doesn't even like guys," he thought. He started to get a little annoyed by the whole situation, but when he looked up she was just looking at him and gently smiling. "Relax," she said quietly. "I don't bite...that is, not unless you want me to!" "What do you want with me?" he asked. "I really don't know yet," she replied. "I know, most people would say that's unusual for me," she laughed. She saw his confusion and concern and smiled again. "Really, I'm not going to hurt you. I like you. You're cute. I'd like to get to know you." And then she winked at him and leered a little, "intimately." But before Jesse could answer Jude's implicit proposition, a bunch of people who had been playing darts came over and sat down with them. Jesse was both relieved and a little disappointed. He hoped they couldn't see the bulge in his pants. Jude greeted and welcomed them, and they all began talking about office politics, interspersed with some office gossip. Jesse tried to follow all of the intricacies of both the politics and gossip, but was hopelessly lost most of the time. As the group continued to drink, the gossip overtook the politics, until their speculations about their co-workers became downright raunchy. Someone, Jesse suspected it was Jude, although he never actually saw her doing it, kept filling up his beer glass from the pitcher on the table, so by the time everyone had finished eating, Jesse was feeling pretty looped. One by one everyone made their excuses and stumbled home, until Jesse and Jude were the only ones left. "So what about it, Jesse?" Jude asked after the last person had left. "Have you had time to think about whether you want to get to know me better?" Jesse looked at her. She still had that gentle smile on her face. Maybe it was the beer, but he no longer felt like she was mocking him. And he still had that bulge in his pants. "Sure," he said with newfound, alcohol-induced confidence. Jude put down some money to pay for their dinners, shaking her head when Jesse took out his wallet to pay for his part. "My treat," she whispered in his ear. "You can treat me later." The bulge in Jesse's pants got noticeably larger. He followed her out into the parking lot. She walked over to a bright yellow Porshe and unlocked the passenger side for him. She looked back at his stunned expression and laughed. "And no, I do not make that much money designing books! My family has some money." When they got into the car, Jesse noticed how small it actually was. The two seats were so close that when Jude got into the car she was almost touching him. And he could smell her again-that sexy, spicy smell that he would never forget. He started to get nervous again, but Jude leaned over and nibbled on his ear. When she stuck her tongue into his ear, he thought he might come right there. But then she pulled away and started the car. She pushed a button and the top slid down. It was one of those silky warm summer nights, and he was in a Porshe with a gorgeous woman, who seemed to want him. Jesse sat back and sighed. They drove wordlessly for a little while, until they got onto the highway. At 75 miles per hour, Jude reached over and put her hand on the front of Jesse's pants. "Oh, you are a well-endowed young man, aren't you?" she purred into his ear. Jesse didn't know how to respond so he didn't. Jude absently stroked his cock through his pants until they got to her house. Jude took Jesse's hand and led him inside. She went into the kitchen and got two beers out of the refrigerator. And then she took him into the living room. She sat him down on a leather couch and sat next to him. She looked intently at him. "Have you ever had sex with a woman? Be honest, now." Jesse had thought he was beyond blushing, but he blushed anyway. He looked at his feet and muttered, "Once. It was at a frat party at school. The guys set me up. We were both drunk." Jude gently took his chin in her hand and turned his face up to look at her. "Are you drunk now?" she asked. "No, not anymore," he replied, mostly truthfully. She gently kissed him. It was almost like a kiss from his mother, at first. But then she started to invade his mouth with her tongue. She thrust and parried and chewed on his lips. She hovered over him, with only her lips touching him. He squirmed with pleasure underneath her. But then she pulled away and looked at him with that look she had been giving him all evening, that wry, knowing look. "Did you fuck her?" "Sort of," he honestly answered after only a minute's hesitation. "Sort of? What exactly does that mean?" "Well, it just wasn't that effective," he smiled. Jude laughed. She was relieved that he was finally starting to relax a little. "And have you ever had sex with a boy?" "Well, I did jack off one of my friends in junior high school." "But have you ever been fucked? She persisted. "No," he said simply. "But you want to be fucked, don't you?" He didn't answer. He just looked at her. How could she know these things about him? She winked at him and told him to wait there. When she came back, she had a gray metal briefcase in her hands. She didn't open it or even say anything about it-she just put it down next to the couch. Then she sat down. She hadn't changed clothes-she still wore a tight black skirt with a slit up the back , a flowy cream colored silk blouse, and black high heels. Her blonde hair was up in a chignon. Very professional, but also very sexy. She crossed her long muscular legs and gestured for him to stand. "Let's take a look at you." Jesse stood. He was so horny now that he was no longer shy. Plus she kept giving him that gentle smile. "Take off your shirt and tie, Jesse," Jude commanded. She was firm, but still kind. He untied the tie and slid it off. And then he unbuttoned his shirt. She didn't move. She just watched. He pulled off his shirt and stood there in front of the couch with just his pants and shoes on. Jude took her time looking at him. He was slim, but muscular, and very smooth. He had no hair on his chest or stomach. After a long pause, she took a drink of her still cold beer. And then with her now cold lips, she kissed one of Jesse's nipples. She slowly circled it with her cold tongue, and then she lightly scraped her teeth around the outside. His nipple stiffened, either from the cold or the contact, or both. She sat back and admired her handiwork. And then she took the cold beer bottle and pressed it to the other nipple. "We wouldn't want an unmatched set, now would we?" she smiled. Jesse quivered, and it wasn't from the cold. He just couldn't believe this was happening to him. Then she told him to take off his shoes; he did. Jude stood up. In her heels, she was almost a head taller than him. She walked around him. Her smooth silk blouse brushed against his skin, making him weak-kneed. She stopped in front of him and put her long fingers around his now very hard cock through his pants. "So, you've never really fucked..." and then she walked behind him and cupped his ass, "or been fucked. I think I'd like to fuck you first. And then we'll see." Jude reached around him and unbuckled his belt and undid his pants. She let them slide down around his ankles. "Briefs," she commented before she pulled those down around his ankles as well. Jesse's cock sprang free and his balls hung down heavily. Jude moved to his front and appraised him, but made no comment. Nor did she touch him. She just looked, and while she did, he got even harder. "How large is that?" she grinned at him. "I'm not sure," he responded. "You've never measured it?" she asked incredulously. "Well, yes, but I don't think its ever been this big before." "Stay here. Don't move." She strode into the kitchen. He couldn't have moved if he wanted to, though. His pants and underwear were still around his ankles. He wanted to step out of them, but he didn't want to disobey Jude. She returned with a tape measure in her hands. She held one end at the base of his cock and pulled the other end out to the tip. "8 3/4 inches. I like round numbers--do you think we can make it grow another 1/4 inch?" she laughed. And then she wrapped the tape measure around the shaft. "6 1/2 inches. You are a stud!" she smiled at him to let him know she wasn't really making fun of him, just teasing him a little. Jude let go of his cock and ran her hands down his legs. Like his chest, they were slim and muscular and practically hairless. She motioned for him to step out of his pants and underwear, and he stood in front of her, totally naked. Jude stood behind him and told him to bend over. "You can rest your arms on the couch," she said. She stood behind him and stroked his ass. She nudged him between his legs and told him to spread his legs. And then she reached through his legs and stroked his balls from behind. The silk sleeves of her blouse brushed against his thighs. Jesse thought he might pass out. After teasing his smooth ass and swollen balls with her hands for a few minutes, Jude stood up. She left Jesse in his compromised position and picked up the case that she had brought in earlier. She walked over to an imposing leather armchair on the other side of the room and sat down. She crossed her long legs and opened the case on her lap. "Come over here," she instructed the boy. "We wouldn't want you to get tired of that position...yet." Jesse slowly walked over to her and stood in front of her. He looked down at the open case. It had a row of dildos in it. They were arranged according to size and varied from a slim finger-sized one to one that looked like it was 12 inches long and as thick as his fist. Jesse's eyes widened. "Don't worry," she said soothingly, "we'll start out slow." She picked up the slimmest dildo. It was light pink, caucasian-flesh colored, and it was the only one that didn't have a base. "Strictly hand-held," she noted. She snapped the case shut and put it on the floor next to her. She took the dildo and stroked Jesse's smooth chest, never moving from her regal position. She traced his pubic hair-almost the only hair on his body-and stroked his dick and balls with the hard plastic tool. Jesse's eyes closed involuntarily. Everything was starting to overwhelm him. Not only was he standing in the middle of the room naked, but the very presence of Jude set his nerves on fire. Everything about her - the way she looked, the way she smelled, the way she looked at him, what she was doing to him... Jesse rocked back on his heels. He was afraid he would come right then. But then she stopped stroking him. She wasn't willing to end the fun yet. It was just beginning! She stood up and led him over to the couch. She placed him behind the couch and gently bent him over its back. His ass was pointed straight up in the air and his dick was pressed up against the leather couch. "Now just relax," she cooed, while stroking his ass. She took the pink dildo and coated it with a generous amount of KY jelly. She spread his cheeks and put the tip of the dildo against his hole. She held it against the opening, exerting a steady pressure, but without pushing. With her free hand she continued to stroke his ass. Jesse started to get used to the pressure and the stroking, and relaxed a little. And then she pushed a little harder. The slim dildo slipped into his asshole. Jesse had been invaded. He couldn't believe how good it felt. Jude slowly started to move the dildo in and out of Jesse's ass. She twisted it, rotated it. Made it seem bigger than it was. Jesse started to move with her. With every movement, his cock ground against the smooth leather couch. The leather was warm, like a hand stroking him. Jude was making the tiny dildo fill his ass. The couch was caressing his dick. His senses were overwhelmed. He lost control of his conscious thought. He was only aware of being swept up in an ocean of sensations. Waves of Jude's perfume accumulated in the center of his being and he came violently. Jude leaned over and stroked his back. She kissed the back of his neck. She held him for a very long moment. And then she turned him over, stroked his cheek, and kissed him gently. Jesse almost cried. Without a word, Jude led Jesse upstairs and tucked him into a bed and covered him up with soft and silky covers. She smiled down at him. "Rest now, but remember, that was just the hors d'oeuvre. The main course is still to come." And then she left the room, and left Jesse to contemplate what had happened. There was no denying that that had been the most erotic experience of his life. Not that there was a lot of competition for that honor. But Jude had touched him in a way that he had not known possible. She had been right. He had always secretly wanted to be taken, to be fucked. But he had never admitted that to anyone. But she knew. While he was mulling over these issues, Jude returned. She had changed from her office attire and was now wearing a navy-blue silk robe. She sat down on the bed next to him. "How are you feeling?" "OK. Actually, pretty good," he corrected himself. There was no need to be shy with her anymore. "I'm glad," she smiled at him. "It can be overwhelming the first time." She ran her fingers through his hair. He felt a stirring in his groin, and his cock started to stiffen again. She noticed the movement and pulled back the cover. "I see that you've started to recover though," she grinned. Jude casually ran her fingers over Jesse's chest, absently playing with his nipples while she talked to him. "Now, I want you to listen to me, Jesse. You're learning things about yourself, and you'll learn more. But I want you to promise me that you'll always remember the most important thing that I'm going to teach you. I want you to always take care of yourself. Never fuck anyone, or be fucked by anyone without a condom. Don't let some big sexy guy talk you into anything dangerous. If he tries, remember tonight. Remember me." She continued to play her hands over his smooth body while she talked. She gently lectured him on how to have safe sex. He started to protest that he was really straight, but she just smiled at him with that kind, but wry smile. She turned him over in the bed and straddled him. She leaned over and spoke gently into his ear as she rubbed his back. "What kind of guy would you like? A big sexy hairy one? Tall and handsome? Athletic? That sounds right. A jock, but not a big butch jock. A nice, lean, muscular...soccer player maybe. He works out every day, so he's hard as a rock, he's tan, with curly dark hair, on both his head and his body. Not too much hair, but enough to make him look really hot." Jesse was getting harder by the minute. Jude was spinning this story quietly in his ear, while rubbing his back and ass and legs with her hands and with other parts of her body. She got off of him and stood next to the bed. Jesse turned on his side to see her. Jude untied the sash of her robe and let the front fall open. She was naked underneath, except for a harness that circled her waist and disappeared through her legs. But there was nothing attached to the harness. She let the robe fall to the floor. She was gorgeous. Although she was in her mid 30s, she was firm and muscular. Her breasts were not huge, but they weren't tiny either. Jesse was amazed at their ability to counteract gravity. And they were crowned by perfect dark brown aureoles with very erect nipples in the center. Jude's blonde pubic hair was cut short and peeked around the centerpiece of the leather harness. Jude picked up the metal case from the floor. She must have brought it upstairs with her, he thought. "What do you think you're ready for?" she asked as she laid her bag of tricks on the bed and opened it. Jesse looked at the display of dildos. He had no idea. They all looked too big. Jude picked up one in the middle. It was about 5 inches long, and fairly slender. And it was hot pink. "I think this one will work quite nicely," she grinned. Jude loosened the straps of her harness and slipped the dildo into place. She turned Jesse over onto his back and straddled his chest. She kneeled and the pink dildo dangled in front of his face. "Kiss it," she commanded softly. Jesse lifted his head and touched the tip of the dildo with his lips. "More," she insisted. Using his elbows to support him, he sat up and opened his mouth more. Jude slowly moved the pink cock into his mouth. "Suck it," she instructed. Jesse closed his lips around the artificial cock while Jude moved it in and out of his mouth. When the dildo was sufficiently wet, Jude pulled it out of the boy's mouth. She picked up a tube of lubricant and handed it to him. Jesse sat up and opened the tube. He squeezed some onto his hand. "Be generous," she said. He squeezed some more into his hand. Slowly he rubbed his hands over the pink cock, careful not to miss any spots. He continued to rub it, even after it was well-greased. Jude gently moved her hips back and forth, sliding the cock between his slick fingers. After a few minutes of this, Jude handed Jesse a small towel to wipe off his hands. It was all he could do not to rub the lubricant over his own throbbing cock. Jude put her hands on Jesse's hips and turned him around. She bent him at the waist and put a pillow under his head. She kneeled behind him on the bed and ran her cool hands over his upturned ass. She stroked his balls through his legs, and then without warning, she thrust the dildo in the boy's ass. Jesse gasped. Jude drove deep into him, and then slowly pulled all the way out. She put the tip of the dildo against his throbbing asshole and drove into him again. She leaned over Jesse's back and whispered in his ear. "He's a big, muscular man. His hairy balls are brushing against yours. Every time he penetrates you, those big balls slam into you. You can hear them slap against your skin." She rested her weight on him and reached around his chest and pinched his nipples. "He grabs your nipples with his large hands and twists them hard," which she did. Jude continued to thrust roughly in and out of Jesse's ass. Jesse's body started to move uncontrollably. The combination of imagining rough sex with a big hairy man and the actuality of rough sex with a soft sexy woman was more than he could handle. Jesse bucked and came for what seemed like minutes. He came and came and came, and Jude remained in him and held him gently. She rested on his back and caressed his sore nipples and chest. When Jesse finally finished coming, Jude gently pulled out of him, and let him lie down. She stroked him until he fell asleep. Jude let Jesse sleep for an hour or so. She continued to caress his smooth body while he slept. After a while, Jesse's cock stirred and started to get hard again. Jude was amazed. She was sure that none of the boys she had slept with when she was his age had been quite so resilient. Eventually Jude woke Jesse. "Jesse, we should get you home. Your parents are going to worry." Jude handed Jesse his clothes, which she had brought upstairs. She pretended that she did not see that he was hard again, and he put his pants on over his hard cock.. Jude had gotten dressed while Jesse slept. She was wearing a casual short rayon romper. Jesse was amazed that she still looked sexy and powerful in such a girl-ish outfit. They got into the car without really talking much. Jesse was still a little groggy and overwhelmed. He had so many things to sort out. Jude drove for about 10 minutes, but then she pulled off the highway. Jesse looked quizzically over at her. She patted the front of his pants, "shhh, don't worry." Jude drove into a dark, deserted park in one of the wealthier sections of town. She pulled the Porshe over to the side of the park road and turned the car off. Jude reached over and unzipped Jesse's pants. She pulled his hard cock out through the opening in his underwear and let it flap in the open air. She reached into his underwear and grabbed his balls. She pulled them through the tight opening as well. Jesse's balls and cock both stuck straight up in the air. A cool night breeze blew across the open convertible and caressed his now painfully erect dick. Jude pressed a few buttons and Jesse's seat reclined and slid toward the back of the car. The next thing Jesse knew, Jude was straddling him. The smooth material of her short skirt brushed against his exposed parts. She sat back on his knees and handed him a condom. "Do you know how to use these?" she asked. He nodded and put it on. She gave him a little unsolicited, although not entirely unwelcome, advice on the technique of condom usage. She stroked his hard dick and aching balls and guided them under her dress. She wasn't wearing any underwear and she aimed his cock into her wet opening. When he was in her, she lowered herself slowly onto him. She engulfed his entire dick and began to rock her hips back and forth. She took Jesse's hands and slid them up under her dress and put them on her breasts. She squeezed her own nipples with his hands. Jesse pushed her dress up on one side and began to lick and suck one of her nipples. "Ooh, good boy. You are a good student," she cooed. Jude used her hands to balance herself against the sides of the car as she began to move her hips more violently. Jude fucked herself with Jesse's hard cock while he sucked and chewed one of her nipples and roughly twisted the other with his fingers. Jude felt the familiar beginnings of an immense orgasm, and she turned up the amplitude. She slammed her very wet cunt into Jesse's sore balls and pulled her nipples away from him, so he would have to bite harder to maintain his hold on them. When she finally came, it was with a shout and an involuntary thrust of her hips that actually moved Jesse back on the car seat. The immense contractions of the muscles of her vaginal walls stimulated Jesse's final orgasm of the night, and she collapsed against him. "Dessert," she whispered in his ear. They stayed in that position for a few minutes until their breathing had returned to normal. And then Jude got back in the drivers seat, showed Jesse how to return his seat to the upright position, and drove away. When they got to Jesse's house, Jude reached over and stroked his cheek. She kissed him gently and said, "you're a good student, but I think you might have more to learn." And then she winked at him as he got out of the car. 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