1 comments/ 15307 views/ 5 favorites Sasha's Adventures Ch. 01 By: sashajane As soon as he started flirting with her, she knew he was trouble. Brad was a regular customer at the golf course Sasha worked at the summer after high school. He was just a little older than her at 20, tall and lanky, with just enough tattoos to make him interesting. As a young woman working in the clubhouse, she was used to getting attention from a lot of the male customers. Thin with long blond hair, bright blue eyes and a curvy ass, she drew a lot of attention from the visitors and returned their smiles but had never acted on their advances. But something drew her to Brad. He didn't strike her as particularly bright, or someone who would do much with his life. He wasn't in college and didn't seem to have much going on other than drinking, weed, and a mediocre job. But Sasha didn't really care about any of those details. She certainly wasn't looking for a relationship, and in the summer between high school and college she was just looking for a good time and was confident Brad could at least give her that. She finally agreed to go to his apartment and hang out. It was pretty much what she expected for a young guy. Dark and messy, certainly not her ideal place to crash. He offered her cocktails, and she readily accepted the sweet concoctions without a second thought. She knew what she was there for, and wasn't interested in the pretext of going to dinner or a movie. She had done her share of drinking in high school, but being so petite she knew she could not hold her liquor. But in that moment, she chose to ignore any hint of reservations, any thoughts of not being a 'slut.' She had decided some time ago that she was going to fuck Brad and let him use her any way he saw fit. After years of backseat sex and timid high school boys, she was ready to explore her more intense sexual side. In her younger years she had stumbled across her dad's secret magazine collection, and was intrigued by what those women did with their bodies. They showed no anxiety about taking cock in their mouths, stretched pussies and tight asses. She needed to experience that kind of sex for herself. That first night with Brad, she kept drinking until she knew any hint of inhibition was broken down. They quickly began making out on the couch, and Sasha thought she could feel a very big cock under his shorts. It didn't take long for them to move from the couch to the bedroom, where Sasha stripped off her lacy bra and tiny thong. She tugged away at Brad's shorts and quickly revealed a gorgeous cock. Not too thick but generous and very long. She eagerly dropped to her knees and began licking around the head and long shaft, building up until she could take more down her throat. Blessed with full lips, Sasha knew she had a sexy mouth that men wanted wrapped around their cocks, and she took pride giving great blowjobs. She took more and more of Brad's cock down her throat, pulling away to swirl her tongue around the head and tease him. With every thrust into her mouth he seemed to grow harder and harder. Finally he could no longer hold back, and exploded in her mouth. Almost immediately after coming, Brad picked Sasha up and threw her down on the bed. There was nothing timid or gentle about the way he took charge, and she had never been more turned on. He pushed her legs back and almost aggressively began drilling his tongue into her wet pussy. She was too drunk to feel self-conscious and limited by her inhibitions. She spread her legs wider, letting him use his tongue as he pleased. He had amazing stamina, and it didn't take long for him to recover and become fully erect. Her drenched pussy could not wait to take him inside of her, despite her hesitation about his full length. He expertly pulled on a condom, and began slamming his cock inside of her. She was so wet that he was able to drill onto her tight pussy with ease. After their first session, they fucked several times through the night. Sasha was confident when she left the next morning that it was more than a one night stand, and surely enough their fuck sessions became a regular event. Things continued to stay intense and strictly sexual between them, and Brad began to test her boundaries. First his roommate began to be around more frequently. As short as Brad was tall, Jon was the physical opposite of Brad. Short and husky, he was cute in his own right but not necessarily Sasha's type. He began to make passes at her, both privately and in front of Brad, and it quickly became apparent that the roommates wanted to share her together. Sasha wasn't sure she was ready for that, and really wasn't sure Jon was her pick if she was going to take such a wild step anyway. Her sessions with Brad were challenging her limits as he explored new positions and began playing with her ass more frequently. She had done anal before a few times with an older high school boyfriend and knew how good it could be, so she did not shy away from his exploration of ass. And then one night, things took a turn in their sexual relationship. Brad invited Sasha over for the usual, but when she arrived he had a friend visiting. Eric was blond, built, and gorgeous. She was intimidated that he was so handsome, but also confused about why Brad had asked her over. Their relationship wasn't particularly social, but a night partying with Brad and Eric sounded fun enough. She expected to get a little drunk and eventually retire to Brad's bed for a night of fucking. But as the night went on and everyone drank heavily, things in the group became increasingly sexual. Eric began touching her, innocently at first. Eventually she was on the couch between Eric and Brad, and they both began rubbing her body. Eric began kissing her neck, and Brad started rubbing between her legs. The dual action was turning her on more and more, and she began to open her mind to where she thought things were heading. Soon Jon came home from work, and while she thought the two would hold back a little in front of him they did not. Quickly enough, Brad and Eric were leading her to the bedroom and the two were pulling off her clothes. There was nothing gentle about their actions, and Sasha wasn't sure what they had planned but she knew she was going to be fucked. Once they had her stripped and were pulling off their clothes, she realized Jon had followed behind and saw something in his hands. Too turned on by the hot men giving her body so much attention, she didn't really care if he watched as long as she was going to be fucked. Brad told Eric that he needed to experience Sasha's mouth, and while Brad settled between her legs Eric kneeled next to her face. Eagerly she pulled his cock into her mouth, ready to give this man as much pleasure as she could. Brad was fingering her pussy and ass, alternately penetrating, licking, and kissing all over her. He seemed to like seeing what she was doing to Eric, and Eric was responding to the treatment she gave his cock. Forcefully sucking and pulling him into her mouth, she would randomly pull away and dance the tip of her tongue all around his swollen head. Finally he pulled away, not yet ready to come. Announcing that he needed her pussy, he and Brad switched places. Eric pulled on a condom and before Sasha could overthink what she was doing, Eric began fucking her pussy. Meanwhile Brad's cock needed attention as well, and as he straddled her face he went back and forth stroking just inches over her and pushing himself into her mouth. She had never known pleasure like this before, and before she knew it she felt Eric's cock pulsating inside of her and heard his moans. She knew better than to expect a break at this point, because Brad's cock was straining for more attention. While he had always been in control with her, he became more dominating that night. As Eric pulled out of her, Brad climbed down the bed and roughly flipped her over so she was facedown. He pulled her hips up off the bed until she was on all fours in front of him. He firmly grabbed her hair, and pulled himself closer to her asking "Are you my slut?" Surprised by his sudden dominance, but turned on by everything that was happening, she quietly answered him. "Yes, I am your slut." "And what does my slut want?" "I want you to fuck me." He continued goading her and teasing her until she finally cried out "Brad I am your whore. I will do anything you want me to do." At that point she noticed Jon near the edge of the bed, and realized that he was catching her first three-way on video. Too caught up in the moment to worry about that, she instead decided to put on a really good show. "I want to be fucked so hard and I will do anything to have you both inside me." She didn't see it, but the guys exchanged smiles and knew they could get away with anything they wanted now. Eric kneeled in front of her head, and gently placed his hand under her chin, guiding his cock into her mouth. As she began lapping away and cleaning his thick cock, she was unsure what Brad was doing behind her but she felt his movement and heard rustling. Soon she felt cool liquid dripping around her pussy and exposed anus. Brad began drilling his cock into her pussy and fingering her ass. She was so over-stimulated she couldn't even focus on everything that was happening, but she knew that she had meant what she said about wanting to be a slut for him. Soon Eric moved away from her mouth, and thought she would catch a moment to just enjoy the fucking she was receiving from Brad's talented cock. Brad was placing increasing pressure on her anus, and she could tell he was using more than one finger at this point. He pulled out of her and pulled her body back with him, and then Eric lay down on his back in front of her. Brad skillfully maneuvered her body over Eric's, and she lowered herself to accept his straining cock in her pussy. As they established a slow rhythm, Brad stayed behind her slowly dragging his hands down her back and pressing her down to better expose her ass. She balanced her arms around Eric, with him holding her hips and taking long and slow strokes into her pussy. Soon she felt Brad at her entrance again, and began to feel increasing pressure against her inexperienced ass. Finally as Eric pulled his cock away and prepared to pull her body against him again, Brad escalated his intrusion into her back door and both cocks entered her body. She had never experienced that kind of pressure, and feared her body could not handle the girth of these two men inside of her. Brad and Eric slowly established a rhythm together, and soon both were soundly fucking her tight holes. Sasha was dizzy as her body was filled over and over again, and had no idea how long she could take it. The exceptional tightness of her ass was more than Brad could stand, and finally he erupted, pulsing his cock inside of her stretched ass. As she reacted and clenched her pussy around Eric's cock, he soon exploded and cried out from the intensity of his orgasm. Sasha had nearly forgotten Jon's presence, and as they all collapsed on the bed he zoomed his camera in on their satisfied smiles and on her battered holes. Sasha ignored Brad's calls and texts after that night. She knew that nothing with him again could live up to that intensity, and was ready to move on to her next sexual adventure. Sasha's Adventures Ch. 02 At nineteen Sasha was keeping a busy schedule but a dull social life. She was a full-time student at a private college and worked two jobs during most of the year. She did very well academically, and was also blessed with good looks. She was thin, and her breasts were small but firm. She had a curvy ass and long blond hair. Those assets served her well at her bartending job. She was putting in late nights pouring drinks at a sports bar. The uniform shirt was boring, but she always paired it with snug pants or short shorts to accentuate her ass. There weren't often customers she was interested in flirting with, but she was very friendly to ensure good tips. Sasha preferred working her night shifts with a particular manager, Brian. He was quiet but funny, and always fair with the staff. She liked him as a person and had to admit to finding him attractive as well. He had played football for a Big Ten school in his younger days and still looked the part. He wasn't overweight at all, but he was solidly built with a thick torso and broad chest. He was clean cut with warm brown eyes and sandy blond hair, and he always looked professional. As cute as he was, Sasha didn't really foresee anything happening with him as he was in his late thirties and seemed kind of reserved. Since she was always the last person to finish closing duties, some nights it was just Sasha and Brian walking out together. After one particularly busy shift, when Brian was done with closing paperwork he came out to the bar to see how close Sasha was to finishing. They decided to have a drink and sit down after such a long night. They talked and finished counting her register drawer, and Sasha got up to get ready to go. As she turned around to walk out from behind the bar, she hadn't realized Brian had walked behind her and she walked right into him. He grabbed on to her so she didn't lose her balance, and when she looked up at him and they made eye contact they both moved in to kiss. He had firm lips and she found him to be an excellent kisser. They separated and walked out from behind the bar, neither saying a word. She worried that he was going to be regretful, as he didn't really seem the type to hookup with an employee. But when she looked at him again, all he said was "Want to get out of here?" She simply said sure, and he directed her to follow him. He lived in a house out in the country, and she followed him along wondering where the night would lead. It was a cold midwestern night, and upon arrival she quickly followed him into the house. He offered her another drink and she accepted and looked around. It was a very typical bachelor house, and while she knew he had a roommate there was no sign of anyone else there that night. He had changed out of his work clothes and got beers for them both. He asked if she wanted to get in the hot tub, and pointed toward the deck. She thought he was a little crazy because it was so cold out, but figured what the hell and they walked outside. They both quickly stripped down to their underwear and climbed into the hot water. She turned away and threw off her bra before entering the water not wanting to get it wet. Outside of the city, the sky was lit up with stars and the deck overlooked the hilly countryside. With the snow on the ground it was a beautiful view, and they sat together and drank and talked. Sasha decided to make her move, and she climbed onto his lap facing him. They began kissing again, and she raised her hips so she could work her pussy over his cock. Still in his shorts, he was already hard when she climbed on top of him. She continued to grind her hips and put pressure against his cock. He had grabbed onto her ass, left uncovered by her lacy thong, and pulled her against him. As she worked her body over his, he pulled his mouth away from hers and began focusing on her breasts. Rock hard from being cold and wet, his warm mouth swirling and sucking her nipples felt heavenly. She pulled her head back and moaned, as his mouth teased her nipples and his cock teased her opening. Separated by two thin pieces of fabric, he rubbed his cock against the entrance of her pussy and she could begin to feel that he was very thick. He moved his hands around and pulled the strip of underwear away from her pussy, and gradually began fingering her. His hands were large, so he started slowly and gently, running his fingers across her pussy and teasing around her tight hole. He continued mouthing her nipples, and she moved her hips down to drive his fingers deeper inside of her. They decided to move things inside, and grabbed towels and ran inside as fast as they could. Both stripped of their remaining wet clothes, and Sasha followed him into his bedroom. It was dark, with just a crack of light creeping in from an open door. He stood in the middle of the room drying off, and then reached out for her shivering body. He wrapped his arms around her and pulled a towel around her shoulders until she warmed up. He gently pulled her back a couple steps until she was at the edge of the bed, standing before him as he sat down. He continued rubbing his hands down her body and over her ass. She turned around to face him, kissed him hard and dropped to her knees as he sat on the very edge of the bed. His cock was huge. The length didn't even register with her at first as she was so shocked by his girth. Sasha loved a challenge and was determined to satisfy her boss. She began working her lips and tongue around the head, building up so she could begin to take him deeper down her throat. He was so big around it was almost hard to breathe at times, but she was undeterred by this huge but beautiful cock. She continued as long as she could, alternately swirling her tongue around his head and pulling his length down her throat. Finally, she could wait no more. "I want you inside me." He leaned over to a bedside drawer, and she lie down on her back. She knew it would take some effort to get him fully inside of her and this was the best way to start. He kneeled between her legs putting on the condom, and then pushed her knees back. She felt him at her entrance, circling around her tight hole. He leaned his body over hers, putting his weight on one arm while he kept his other hand on his cock. He pressed against her, and slowly she felt him enter her body. She was so wet that it wasn't painful, but she definitely had never taken anyone inside of her like him before. He continued to gradually feed his cock inside her, making an effort to let her body adjust to him. Once he was fully inside of her, he increased his speed and leaned his body upright. He pushed her knees back toward her chest so he could strike deeper, and continued fucking her hard and steadily. He abruptly pulled out of her and tapped her hip. "Turn over." She flipped over and pulled up on her hands and knees in front of him. Now he really started pounding her, holding her hips and thrusting his cock deep inside of her. She did not get orgasms easily, but she was getting closer with every thrust. Finally she cried out, and as she could feel her pussy tense up as she came, she felt him inside of her throbbing. Once she could feel he was done coming, she slowly pulled away from him and he withdrew from her. She rolled onto her back and tried to catch her breath. He lay next to her and she could hear him breathing hard and see his chest rising. They stayed in bed in silence for a while, so long she thought he had fallen asleep. She debated whether to quietly dress and go home, or just pass out naked in his bed. She moved toward the edge of the bed and stood up. "Going somewhere?" he asked. She explained she thought she might go home, and joked that since he was old she thought he was probably done for the night. "Oh, is that what you think?" he asked with a smile as he stood up. "I am not even close to done yet." He pulled her naked body against his from behind. She could feel his cock twitching as it again grew. He pushed her hair aside and began kissing her neck and trailing his mouth down her back. He turned her body to face a chair in the room, and he slowly pushed her back down so she was bent over in front of him leaning her hands on the chair. He began teasing his cock outside of her, pushing the head in and out. He reached his hand under her, and began lightly rubbing her clit. She soon felt herself getting wet as he rubbed over her pussy with his cock and fingers. She arched her back and pushed into him, pressing his cock inside of her. He stayed behind her, thrusting between her spread legs. She leaned down further pushing her as higher to him so she could feel his body against her swollen clit. His hands gripped her hips, and he pulled her into him harder to match his deep thrusts. Her pussy was sore from the last encounter, so she could only imagine how she was going to feel after this. As his thrusts deepened he suddenly stopped and pulled her body up into his arms. He moved her back on to the bed, kneeled between her legs and threw her legs up to his shoulders. Quickly moving a pillow underneath her ass, he began powerfully thrusting again. His strokes were hard but steady and confident. She loved how he was quietly in control and skillful in his moves. Finally he came, and she felt his pulsing cock inside her become less rigid. They stayed in bed for the night after this, and she was satisfied from the events. As expected she was sore from the performance of his monster cock, but she couldn't wait to experience it again. He was ready to go again in the morning, but she had to beg off and take a break. Fortunately she didn't have to wait long to experience him again. The following weekend they found themselves alone again on Sunday night. It was a slow night so Brian let everyone else off early, and Sasha didn't have any morning classes on Mondays so she was happy to take her time. Once the doors were locked, she rushed to clean up hoping to have another evening with Brian. After he finished his work in the office and came out, she asked if he would be up for a drink figuring if he said yes it was going to be a good night. He agreed and suggested they get out of there and grab a beer at his house, and Sasha was thrilled. Once again they went back to his empty house. Sasha had a gym bag in her car with comfortable clothes, and asked if he minded if she took a shower so she didn't smell like a bar anymore. He agreed that was a good idea for both of them. The shower was definitely not ideal for an intimate moment as it was a little small, but they soaped up each other's bodies and kissed and rubbed each other all over. Once they got out, they went to the bedroom and Brian asked her to get comfortable on the bed. He put extra pillows behind her so her upper body was raised, and turned on a dim lamp. He soon crawled between her legs, and just because of his sheer size she had to spread her legs relatively far apart to accommodate him. He began kissing her inner thighs, slowly moving up. He used his large hands to press her legs further apart and exposed her as much as he could. Soon he was lightly running his tongue up and down her pussy lips, and then began making more assertive movements with his tongue. As she averted her eyes and threw her head back in pleasure, he directed her to look at him and he continued to maintain eye contact as he worked his tongue over her. He used his fingers to pull her lips apart, and began sharply tonguing and sucking her clit. He was skillful with his tongue and he rarely broke his gaze with her, preferring to watch her reaction as he probed her most intimate region. This was powerful oral sex, and soon she felt the urge to come. It was like no other orgasm she had experienced. She felt a rush of warmth flood her pussy and was utterly exhausted when he finished. She fully intended to return the favor, but this "old guy" was definitely tiring her out. He lay on the bed next to her and teased her about her lack of stamina. She had no idea if this man knew how skilled he was, but she knew she was lucky to be in his bed. Once she had caught her breath and felt her heart slow down, she knew it was his turn. She moved over his body as he lied on his back. She kissed him hard and intensely, pulling the taste of her pussy off his lips. She used her hands and mouth and she worked her way down his body until she settled between his legs. She began working her tongue over his cock, licking up and down his shaft. She began taking him deeper until she was able to go down on him with deep thrusts down her throat. She would occasionally look up at him, and he was always watching her. He loved the sight of her full lips wrapped around his cock. She kept going, licking and sucking him, tonguing the tip of his head and deep throating him. Finally she felt his cock start to throb, and his sweet cum filled her mouth. She moved over to lie next to him, and he told her that he wanted more. If he was turned on, he would get hard again. She began stroking his cock and kissing his strong body. He leaned in and began flicking his tongue over her nipples. He pulled away and asked her to show him how she liked to be touched. Sasha didn't typically lack confidence around men, and maybe it was his age or position of authority but she felt a little self conscious in front of him. He had a quiet authority about him, a way of asking her to do things in way that was polite but made it clear it wasn't up for debate. She responded well to that, and leaned back spreading her legs. She ran one hand over her breasts, rolling her nipples in her fingers and the other hand gently explored her pussy. She couldn't look at him while she touched herself, but knowing he was watching made her wet very quickly. She finally looked up and saw that he was fully hard. She sat up and pushed him down. She was ready to ride him. She straddled over his broad form. He was so much bigger than her that positioning alone was a bit of a challenge, but ultimately it was an advantage. She settled herself over him and guided his hard cock into her waiting pussy. She pushed herself down on him, and began to ride him just as he had to her. Not fast, but steady and hard. He closed his eyes and she could see the sheer pleasure on his face. After a bit, she decided it was time to turn around. She turned her ass toward his face, and leaned over to take his cock from the other direction. His body gave her the perfect support to maximize her thrusts, and she pulled away as far as she could with him still inside of her and went back down. She was careful to maintain her balance, and soon he couldn't take her deep thrusts over his cock anymore and he came. Brian did the scheduling at work, and coincidentally he and Sasha closed many nights together. They managed to be discreet and no one was the wiser, but considering all the places around the bar and office they began fucking, it was somewhat miraculous that no one ever caught them. Sasha hoped Brian would not be her last older man, as her sexual experiences with him were fulfilling and he could give her orgasms that she didn't even know were possible. Sasha's Adventures Ch. 03 Sasha was a college sophomore and kept a busy course load and work schedule. She lived off campus, so she hadn't really gotten that much into socializing with her schoolmates. Being that she took pride in her appearance, she dressed well for classes and this did not always go over well with her female classmates. Content to show up in pajama pants and sweat shirts, Sasha's pencil skirts, button-down shirts, and high heels did not go over well with the other girls and rather than get to know her they gossiped. Sasha mostly took it in stride and ignored them, along with most of the overly eager young guys on campus. She had developed an affinity for older men, so their flirtations were harmless to her. She had an evening course with several guys who played on the school's baseball team. One in particular, Christian, went to great efforts to hit on her and she always played off his advances without hurting his feelings. Sasha knew that the guys spent a lot of time after class at a dive bar owned by a teammate's family and that everyone went there to drink. Christian had asked her to join them several times, and finally one night after class she said yes. The owner's son Tony was manning the bar that night, serving many of his teammates. Sasha began drinking with the guys, and their conversation became a bit raucous. Eventually a couple girls she recognized from campus showed up, one being Tony's girlfriend. They were dressed in the usual sloppy attire preferred by the girls living on campus, and Sasha didn't pay them any attention and neither did her male drinking companions. Tony brought around blow job shots, and Sasha knew that was directed at her but she took it in stride. As the group made jokes about blow jobs and Sasha joined in, she could hear the girls slamming on her and criticizing her. She resented their comments, as she had not dated or slept with a single guy on campus at this point. Tony's girlfriend was the worst about it, and Sasha heard her calling her names. Fortunately they didn't stay long and Tony's girlfriend made quite a show of saying goodbye to him as though she was staking her claim for Sasha's benefit. Sasha had zero interest in Tony going into that night. He was perfectly nice looking for a twenty year old guy but she just wasn't into him. But after his girlfriend acted like such a ridiculous bitch she decided to have a little fun. She began flirting and giving attention to Tony that night. Once when he was behind the bar she joined him there and began touching his arm and making it clear that she was his for the taking. He didn't seem overly bright, so she laid it on pretty thick. The guys had gotten him to join them with some drinks, so once she felt like he was ready she pulled him aside and took a very direct approach. "Look, I know you have a girlfriend, but I just can't help myself. Is there any way you would want to get together, just for a night? No one has to know." She could practically see his dick fly up in his jeans. He stammered for a second, clearly surprised, but gave an emphatic yes. She suggested the next night, and told him it would have to be at his dorm room due to her living arrangements. They set a time, and that next night she arrived as scheduled. It was a small dorm, but with everyone hanging out she knew she would see a lot of people. She had decided to wear a short, body hugging dress and her favorite strappy heels. As she walked in she chatted with the guys she knew, being sure to let them know where she was heading. She arrived at Tony's room and he seemed thrilled that she had actually shown up. She continued to feed his ego, and as she walked into his room she reinforced that she just wanted to be "bad" with him for this one night. He seemed to love hearing this, and she wasted no time physically pursuing him. As he fumbled around over her dress, she took the proactive approach and lightly pushed him down on the bed while she stripped off her dress in front of him. Leaving her heels on with a sheer thong and matching bra that left little to the imagination, she made her way to the bed and crawled over him, kissing him hard and pushing her tongue into his mouth. He rushed to pull of his clothes, and as he lie in front of her in his boxers she stripped off her bra and exposed her tits to him. She began rubbing her pelvis across his erection, continuing to ask him to not think less of her and that she never does things like this. Empowered by her flattery, he became more assertive and got her on the bed so he could pull away her panties. Once he did that, he dove his head between her legs, pulling her knees up over his shoulders. His tongue dove into her pussy and he proceeded to lick around her pussy lips and focused most of his attention on her hole. He needed a little work on his technique, but as far as oral sex goes it wasn't too bad. She pulled him in for a tight kiss as she loved tasting herself on a man's lips. She hencrawled between his legs as he lied back on the bed. She positioned herself with her naked ass in the air and she began stroking, licking, and sucking his ready cock. It became clear that he had not experienced great head before, but she really did not want him to come yet. She pulled back, telling him that she couldn't wait to have him inside of her any longer. He got up to get a condom, and as she shifted positions, she caught sight of a guy moving under the bed. Tony had made a point of telling her that his roommate was gone for the night, so this was clearly no accident and this random guy had just had a perfect view of her ass and pussy as she was on her knees sucking Tony's cock. Annoyed, she sighed to herself and decided to at least give a good performance to her audience. Tony came back to the bed, and she told him that she really wanted him from behind. Getting back on all fours, she positioned herself knowing this to be the maximum viewing angle for the unexpected guest, and Tony pulled up behind her and began thrusting into her. Every time she thought he might be getting close, she pulled away and forced him to slow down, dragging it out as much as she could. She noticed a mirror in the room and played with the angles where she held her body so she knew she would be seen. She maneuvered him around so he was still behind her but he was now sitting on the bed. She spread her legs, braced her hands behind her and rode his cock. He squeezed her tits while she rode him, and she was enjoying his efforts. Finally he came and she settled down on the bed for a few minutes. He threw on shorts and t-shirt and ran to the restroom. She grabbed her dress and pulled it over her body. She located her panties and stowed them under his pillow, and threw her bra into her purse. She kicked her foot under the bed and said "enjoy the show?" The roommate slowly emerged and somehow didn't even look embarrassed. She was sure she had never seen him before, and he looked a little nerdy. She figured he had some lonely nights and she just gave him some good material. He asked how long she knew he was there. "Long enough. Like what you saw?" He nodded, and Tony came back to the room. His face registered surprise to see Sasha chatting with his friend. She smiled and told him it was time for her to go, kissed him and walked down the hall. On her way through the lobby, she happened to pass Tony's girlfriend. Sasha gave her a big smile and said, "Have a great night! I know I did." Sasha's Adventures Ch. 04 Sasha was ready for a night out. School was boring, she wasn't dating anyone and it seemed like all she did was work. She went shopping on Friday afternoon, hoping to find something fun to wear out to the bars that night. She was going with her girlfriends Kim and Theresa, and the three girls always liked to dress up for their nights out. Sasha was thin with a curvy ass, and decided in the warm May weather that a skirt was the way to go that night. As she shopped she found a clingy top that draped at the neckline, and was only held together by thin straps crisscrossing the back. Her breasts were small but firm and perky, so she knew she could get away without wearing a bra but she worried about the thin fabric and showing too much skin. As she packed to get ready with the girls at Kim's apartment, she brought a few options just in case. The girls were adamant that she wear the new top with a slinky black skirt and heels. The skirt hugged her hips and went just to her knees, but had a slit along the side. Since she knew she would get hot from the night of drinking and dancing, she pulled her long blonde hair up into a twist. She glossed her full lips to draw attention to them, and they were ready to go. Sasha attracted a lot of looks that night from her backless top, and Kim and Theresa were similarly showing off their assets and the drinks were flowing. The girls were in a bar district and tried a couple places before settling in at a busy nightclub. They danced and took shots, and Sasha felt her inhibitions loosen. She noticed a cute dark haired guy watching her dance with her friends. He was definitely checking her out but he did not seem like the type to approach her, so as she went to get another drink she grabbed him on her way back to the dance floor. He wrapped his arms around her, and she pressed her body against him ensuring that he could feel her breasts. He seemed so sweet, and he was cute and she was drunk and horny. She wasn't concerned with making small talk, but she wanted him to touch her and feel her body. They continued to dance, and finally she found his hand on her leg as they moved. As he felt along the slit of her skirt, she felt his hand travel up her leg and around her thigh. The dance floor was so crowded and dark that no one could really see what was going on. He was watching her for a reaction as his hand traveled higher. She pulled her arms around his shoulders and began to kiss him passionately. He continued to move his hand between her legs, and she moved her legs apart to improve his access. His fingers deftly pushed the thin lace string underwear aside, and began to rub her pussy. As he continued kissing her and moving his fingers along her lips, she just kept getting wetter and wanting more. He pushed his fingers inside of her and she was not ready for it to end when the lights brightened. Soon it was time for the bar to close, and in the drunken haze to catch a cab she lost track of him without exchanging numbers. She chalked it up to a fun night and hoped she would run into him again. In August as she was beginning graduate school, a friend from class kept asking to set her up on a blind date with a friend of hers who went to the nearby medical school. Sasha finally agreed, thinking there was no harm to having a drink with a guy. Her friend hadn't told her much, but that he was nerdy-cute and nice, his name was Jake, and he would be at a table by the bar wearing a blue shirt. Sasha nervously entered the sports bar, hoping it wouldn't be too busy for her to find this stranger. Having so little to go on, she dreaded approaching random tables. As she walked around the corner to where the tables were located, she made eye contact with her mystery guy from earlier that summer, sitting alone and wearing a blue shirt. Too surprised to see him again, Sasha looked around to see if anyone else fit the description of her date. But as he smiled at her, she quickly realized that he was there for her. She ordered a drink and sat down with him, wondering if he remembered her. They exchanged greetings and introductions, and she decided to just see if he knew who she was. "So, I think we met earlier this summer, at the bars downtown?" "Yes we did," he answered with a smile, his eyes sparkling Both were amused by the coincidence and Sasha got over her slight embarrassment. She might be sexually adventurous but it was not like her to let a stranger into her body like that. In brighter light she could better evaluate Jake. She liked his dark hair and eyes. He appeared to be in pretty good shape though not especially muscular, which was fine with her. He definitely had a little bit of a nerdy quality, but in an endearing way. She had come to realize that overly 'pretty' men were dull in bed. Guys who want to impress a woman they might perceive as out of their league put in some serious effort, and she enjoyed reaping the benefits of that. He had this sort of earnest quality about him, and they had similar backgrounds. He was obviously smart and they had good conversation. She wasn't sure what to do with Jake at this point. She had already shown a promiscuous side to him so she couldn't exactly erase that. She was attracted to him so she didn't really want to cut him loose either. In her mind, she settled on making him her fuck buddy but had to figure out how to tactfully accomplish this without seeming like a complete whore. So they kept chatting and had a few drinks, and she stayed reserved but genuinely enjoyed his company. Once they were about the only people left in the bar, they made the move to leave. He seemed so nice, surely she was going to get a kiss on the cheek and would probably never hear from him again. But as they walked to the parking lot he surprised her by asking if she wanted to keep talking and go to his apartment. Having no clue what his intent was at this point, she said yes out of sheer curiosity. She followed him in her car to his nearby apartment. He lived alone in a small and tidy apartment with sparse furnishings. He surprised her when they walked into the place and he quickly turned around and made his move to kiss her. It was so passionate, and she was a little surprised and pleased that he was so forward. When he pulled back he explained that he had wanted to do that all night and hoped she wasn't offended. She decided to honest with him at that point. She told him that she was attracted to him and enjoyed talking with him but with school and everything she didn't feel like she wanted a relationship. She flat out told him that she very much wanted to sleep with him, but she had no interest in a one night stand. Sex was her stress reliever, and if she was going to sleep with him she wanted it to be a regular occurrence. Unsurprisingly, he was receptive to her offer. He told her that he had been thinking about her all summer, wondering if he would see her again and if he would have a chance with her again. With medical school he also didn't think he could manage a relationship, but really wanted a friends with benefits relationship. It was probably the most honest conversation she had ever had with a guy, which only made her want him more. So with everything between them settled, she laughed and asked if now he wanted to show her his bedroom. Smiling, he grabbed her and pulled her in for a long kiss. He then led her down the hall to his bedroom. It was refreshing just to be able to get down to business and not wonder what was going to happen next, or what she even wanted to happen next. If this guy had any skill, she was going to keep him around as long as she could. They both began stripping down, and once she was in her bra and panties she laid down on his bed. He left his boxers on, and moved toward her. Leaning over her, he kissed her gently and then began working his mouth down her body. He kissed between her breasts and ran his hands over her. As he went lower he told her that she forgot something, and pulled off her panties. Then he settled in between her legs and began licking her pussy. He started out slowly exploring her, circling his tongue over her and following the curves and folds of her body. Soon he became more pointed in his tonguing, and he placed a pillow under her ass and pulled her legs up and apart with his hands. He was reaming her hole with his tongue, increasing his place and her wetness. He was logging some serious time between her thighs, and it just made her want to have him even more. She told him that she couldn't wait anymore. He grabbed a condom and she look a peek at what was in store for her. He had a very nice cock. It was larger than average but not too big, smooth and perfect. She also appreciated his body. He was toned and not skinny at all. He was also not being too nice. He didn't ask her a bunch of questions, instead he just acted. He put her body where he wanted her, and was confident in his steps. After the oral he just gave her there was no need to hesitate with his entry, and he smoothly slid his cock inside of her. He took long, steady, satisfying stokes. As he settled in kneeling between her legs, he grabbed her ankles and pulled them up to his shoulders. He increased his pressure, and pushed her body back so he could reach deeper inside of her, and so his pelvis was creating friction against her clit. This position was enormously satisfying, and she knew he was going to make her come. She began moaning, and felt like it was getting louder with every thrust he made. She cried out " oh god oh god oh god" over and over, and finally felt a flood of wetness between her legs. Dizzy after her orgasm, she knew she still needed to make him come. She turned over and kneeled in front of him facing her ass toward him. He grabbed her hips and thrust inside of her. His cock seemed even harder, so she felt he had to be close. She finally heard gasp, and he stopped moving inside her. She could feel his pulsing cock, and once he finished he slowly pulled out of her. They spent many more nights together. They would meet up at his apartment late at night, after they had been out with their own friends. They would fuck, talk about their lives, and both enjoyed the arrangement that was the best of both worlds. Their sex was never anything wild, but was intensely satisfying. One night after she had probably had too much to drink, they hooked up and he asked if she wanted to try something different. When she was drunk she was particularly up for anything, and she wasn't likely to deny him much anyway. She was naked on his bed, and he had her lying flat on her stomach. She felt liquid pour on her back, as he dripped oil over her and began rubbing her body. He worked over her back and down to her hips and ass. She moved her legs apart, hoping her pussy would be getting attention soon. But he had other plans. He dripped more oil over her firm ass, and began spreading it around and pulling her cheeks apart. Soon a finger started circling over her anus. He continued rubbing in a circle, gently fingering the outside of her tightest hole. He did this for a long time, and she wanted to raise her hips and drive his finger inside of her. He separated her legs apart further, and his fingering became more direct as he began sinking the tip of his middle finger inside of her. He had relaxed her so much with the massage that her ass readily accepted him. He began sliding his finger in further, and pulling away a bit. He continued gently finger fucking her, never pulling all the way out. She tolerated this well, so he felt he could pursue the next step with her. He pulled her onto her side and positioned himself right behind her. He had oiled his cock, and pushed her top leg further in front of her body. With ready access to her anus, he pulled his cock up to it and began rubbing his head around the outside of her slicked hole. She quietly moaned and leaned into him. He decided to go for, and holding his rock hard cock he began to slow feed it into her tight passage. He took his time to allow her to adjust, and slowly pressed into her until he was balls deep in her ass. He began slowly fucking her, just pulling out a few inches at a time and keeping their bodies close and intimate. Once she fully adjusted to him and all her muscles relaxed, she told him that she wanted him behind her. Keeping his cock inside her, she rolled onto her stomach. As she raised her ass up with her knees, he pulled out and positioned behind her. He added a little more oil, and slowly sunk into her ass again. He gave her a slow ride as she acclimated to this new position. He could feel her soaked pussy and knew that would need some attention too, but now he couldn't focus on anything but her ass. She relaxed and began backing up to him. He followed her cue, and held her hips firmly and began thrusting deeper and harder. As she felt his balls slapping against her pussy with every stroke she felt like she was going to explode. Her tight ass constricting around his cock was also pressing his limits. Soon she started to get very loud, and put her face in a pillow so her cries wouldn't be heard through the thin walls. He grabbed the pillow away so he could hear her moans. This girl was going to come from an ass fucking and he wasn't going to miss it. Her moans and cries grew louder, and he saw her whole body tense up and shake for a moment. She pulled away from him and collapsed in a heap on the bed, the orgasm's head rush leaving her dizzy. Jake gave her a moment to regroup, and then gave her pussy a lick to remind her that he hadn't finished yet. She told him she didn't know if she could get up again yet as her legs felt shaky. As she was on her back leaning against a couple pillows, he told her not to worry and just stay where she was. He traced his fingers over her dripping pussy. He grabbed another pillow that had fallen off the bed and slid it under her ass. He told her to relax, and pushed her legs up and back. He oiled his cock again and she felt him at the entrance of her anus again. She was nervous about this angle, and concerned whether she could handle any more. Anal sex was her favorite fantasy despite only trying it a few times, but she was definitely worried about reaching her limit. Once he had his head inside of her, he slid the rest of the way in. Her post-orgasm break had reinvigorated him, and he held her legs and watched her face as he fucked her fine ass. It was a tightness he had never experienced before, and as her muscles contracted around his cock he began to feel close. Sasha felt him tense up, and soon he shot his come into her ass. She loved the feel of his cock unrestricted by a condom. She was grateful for the new pleasure he had introduced to the late night visits, and looked forward to what else may be in store for her. Sasha's Adventures Ch. 05 Sasha had recently graduated from law school and had not yet figured out her next move. One summer morning, a call came from a former fling asking her about her job plans. She had met Ted while she was interning at the state capitol. The older man was married and powerful, and she had not been able to turn down his advances at the time. They had not hooked up for awhile, but had stayed on good terms. He had become involved in a presidential campaign, and wanted to see if she was interested in a job for the next few months. She went in for an interview, and started her new temporary job the next day. As an event planner, she would be traveling around the state coordinating various speaking engagements featuring high profile politicians. The job kept her very busy, traveling almost constantly with stops at home just long enough time to do her laundry and hit the office before heading out again. At many locations she didn't know anyone there, so she spent many quiet evenings alone in her hotel room. One particular trip had proven to be brutal. The city was small and not a great place to be. The local staff she worked with were rude and cranky, and this particular event was proving especially challenging. She was staying at the only halfway decent hotel in town, and on her second night there decided to stop at the lobby bar for a drink. She sat at a small table alone and worked on her laptop while she waited for her vodka cranberry. She noticed a table of men next to her that didn't seem to fit in. They were dressed in dark clothes, and once she noticed their similar short haircuts she suspected they were with the secret service. She didn't pay much attention, but hoped maybe she might end up with some people to actually talk to on this trip. She made it a short night, and after finishing two drinks she packed up to go to her room. It was then she made eye contact with one of the men next to her, and he greeted her and engaged a conversation. Once she explained what she was doing at the hotel, they confirmed she was correct and they were indeed with the secret service doing advance work before their protected person arrived in town. They talked her into another drink, and soon she had enjoyed several cocktails with them. One in particular had caught her attention. Tom was the quietest of the group, and also the youngest. He was muscular with chiseled features and short blond hair. Not traditionally handsome, but definitely nice to look at. Based on his attire she surmised he might have a more physically demanding job, and wondered how he looked under his baggy clothing. She decided it was time to leave and wished her companions a good night. She walked out the door, and soon Tom was at her side. He said it didn't seem right having her walk to her room by herself, and she certainly didn't mind the company. The hotel was under remodeling and for her to get to her room she had to walk outside in the dark parking lot. Once they arrived at her room, she didn't stop at the door but just walked in and he followed her. She kicked off her heels and dropped her computer bag on a chair, and turned to him to say thank you. He stood near the door, and it had automatically closed behind him. He asked if she was tired, and she admitted that she wasn't really but didn't want to have a terrible morning by staying out too late. He asked if she wanted to hang out for a while and she agreed. This guy was seriously a man of few words and Sasha wasn't sure how to bridge the silence. She clicked on the tv, and relaxed on the bed. The sad hotel room didn't actually offer any other real seating to speak of, so Tom sat next to her. She asked him questions about his life, and as he talked a little more she laid on her side looking up at him. He had gotten himself into her hotel room, so she assumed he was into her, but he wasn't really making any moves. She wasn't sure what to make of this quiet stranger, and then he abruptly moved down and started kissing her. His actions were intense and his body language was dominant. He pulled his face back. "Do you want me here?" Slightly surprised, she hesitantly said yes. " I want to hear you say that you want me here." She raised her eyebrows and looked him in the eyes. "I want you here, in my room, with me." She put her hands on his hips and began trailing them up his sides, ready to check out his muscular torso. He abruptly sat up and stopped her. "Wait." Confused, she looked up at him. Then as he pulled off his jacket, she understood why. He took his gun off his hip and placed it on the bedside table. Well this was certainly a first for Sasha. "Any more of those I should be aware of?" Unsmiling, he assured her that was the only one on his body and that he was not allowed to be without a weapon at any time. He resumed his position over her, the pressure of his large frame weighing on her body. He continued kissing her roughly and pulled his hips away unbuckling his belt. She was a little intimidated by him and didn't reciprocate as she normally would have. She was a little shocked by his assertiveness and that there was a gun right next to them. He leaned up and pulled off his shirt. His chest was gorgeous and ripped. His skin was smooth and unblemished, and his arms were strong. He looked down and began unbuttoning her blouse, exposing her lacy white bra and small firm tits. She loved to wear her white bra under a white shirt as you could see the lace through but it still left her fully covered. She wore a knee length skirt and he located the side zipper and pulled it down, exposing the side of the thin lace thong underneath. He pulled the fitted skirt down over her hips and off of her, tossing it aside. He went after her breasts hungrily, pulling her breast out from the cup of her bra and pulling on her nipple with his mouth. She leaned up slightly to reach back and unhook her bra, and he pulled it off as cast it aside. He continued manipulating her nipples with his mouth, pulling them in with his lips, lavishing attention from his tongue and lightly grazing his teeth across them when he pulled back. He mainly focused on her right side, occasionally going back and forth. Every time he sucked hard or she felt his teeth, she could feel a twinge between her legs and soon her pussy craved the same level of attention from his mouth. She had started to run her hands up his torso and around to his back, but he grabbed her arms and held them down as he teased her nipples. She was so conflicted. She felt a little hesitant about how forceful he was, but she also had to admit that she loved him dominating over her. He certainly wasn't inflicting any pain on her, and she felt foolish for her reservations about a man who seemed to want nothing but to lavish attention on her body. She closed her eyes and just absorbed the sensations across her body, from his hands wrapped around her wrists holding them down against the bed, to his mouth that was pulling on her nipples with increasing pressure. Soon he leaned up and began tugging on her panties. She moved her hips up so he could pull them off. Then she was lying completely naked before him. He looked over her body, pausing to look at her trimmed pussy. The dark blond hair formed a neat strip over her slit. He sat there shirtless, belt undone and pants and combat boots still on. Quietly, he told her to turn around. As she turned over, he grabbed her hips and held her ass in front of his hips. He looked down at her firm ass as she kneeled before him on all fours. With one hand holding her left hip, he gently smacked her ass with his right hand. It didn't hurt but surprised her and she jumped. His left hand tensed around her hip bone, and then he pulled his hand away and grabbed her long hair. Holding it firmly but not pulling, he slapped her ass again. She then heard the metallic noise of his belt being moved and felt his movement behind her. He dropped his grasp on her hair, and pressed his hand between her shoulders lowering the upper half of her body onto the bed. Her ass remained in the air, and she felt his knees pressing her legs further apart. She heard noises behind her and thought it was the unwrapping of a condom but wasn't sure. Soon she felt his hands on both her hips and his cock pressing against her pussy. She was wet but still tight, so he wrapped his hand around his hard cock and pressed it harder against her entrance. He removed his hand once he had pushed the head inside her and slid the rest of the way inside of her. She tensed, nervous of him rushing inside of her. But he pulled out slowly and reentered her over and over again, until her pussy was accustomed to his cock. Even then he continued to slowly fuck her and smacked her ass periodically. She loved the sensation of his hard cock coupled with the unexpected slap of his hand on her ass. Finally he began fucking her more rapidly, slamming his hips against her ass. She spread her legs further so she could feel his balls against her clit. Suddenly he pulled out. She was so disappointed to have him no longer inside of her. But then he told her to turn around and he maneuvered her lower on the bed. She was surprised to see him kneeling with his pants bunched at his calves and boots still on. He stood up and finished undressing, and pulled off his condom. He got back on the bed and straddled her upper body, pushing his cock to her lips. She began licking him and pulling him inside of her mouth. Soon she was pulling him in further, and he began moving his hips. As he built up, he was soon fucking her mouth. She strained to take his full length down her throat, not being at the best angle to do so. He looked down at her as she tried to manage him inside her mouth. He pulled back and climbed off her and she sat up and leaned toward him. She kneeled between his legs going after his cock with her mouth. He sat back, leaning on his hands and let the blond go after him. To her dismay, she kept sucking and deep throating him and he seemed no closer to coming. She felt like she was letting him down and continued licking and sucking him. She tried every trick in her arsenal to coax him to ejaculate in her mouth and it just wasn't happening. He was amused, knowing she was getting tired and frustrated. He sat up and pulled her up. He pushed her back down to the bed on her back, not roughly but firm enough to remind her he was still in control. He stroked his bare cock and got between her legs. He pushed inside of her effortlessly, then grabbed around her knees and pulled her toward him. He was fucking her hard, so hard she could feel him hitting her cervix with every stroke. He released his grip on her knees and leaned his body over hers, effectively pushing her legs back and spreading her pussy wide for his taking. He was fucking her roughly, not like anyone ever had before. In some respects it hurt a little, but something about his control over her made it all worth it. He fucked her pussy long and hard, and then he pulled out without warning, shooting streams of come on her chest and her face. He walked to the bathroom while she lie there with his come puddled on her. When he came out he dressed, patted her thigh, said maybe he would see her tomorrow and left. No one had ever treated her like that before. She knew it was wrong and she shouldn't let him treat her body that way, but she was intrigued by his domination of her. She wasn't sure she would ever see him again and was disappointed by the thought that she likely would not have that kind of experience again. The next day she overslept and spent the day distracted by the night before. She was frustrated and tired at the end of the long day and didn't make it back to the hotel until after nine o'clock. She briefly contemplated going for a drink, but decided she would rather sleep. She had mixed feelings about seeing Tom again anyway and thought it best just to let what happened be a one-night stand. After ten o'clock, there was a loud knock at the door. She was watching tv in her underwear, mesh boyshorts and a matching push-up bra that her nipples peeked over. She figured if she ignored it whoever it was would go away, assuming someone had the wrong room. But the firm knock came again, so she got up to see who was there. Tom stood outside her door, his face serious but calm. She opened the door a few inches so no one passing by would see her in her underwear and said hello. Once the door was open, he calmly pushed it open further and entered without her inviting him. He looked her in the eyes, not even appearing to take in her scant attire, and asked if she was expecting him. She told him nervously that she wasn't really, after the night before she didn't think she would see him again and she was ready to sleep off the crappy day. He stepped closer to her and cupped his hands around her ass. "Are you really ready to go to sleep?" She waivered a little bit, and said maybe not. He backed her up a little until she was against the wall. He pushed her hands over her head and held her wrists over her head with one hand and kissed her hard. He used one foot to nudge her legs further apart, and began trailing his free hand across her body. He paused caressing her swelling pussy through her panties. He lightly pressed her arms down and walked her over to the bed. She stood next to it facing away from him. He appraised her mesh see-through panties. The lace edge cut across her ass, leaving the bottoms of her round cheeks bared below. He stood behind her fully clothed, and she felt his firm body behind her. He then asked why her day had been so bad. She explained that she was late waking up and was the only one with keys, so when she got to the office everyone was waiting on her and that they already didn't seem to like her much. She had been tired and distracted and had made several silly mistakes throughout the day. "How many mistakes do you think you made today?" he asked as he traced his finger across the lace barely covering her ass. Thrown by the question, she said she had no idea. Then he bent her at the waist before him, and gave her ass a firm smack. "Think harder." She scrambled for an answer, "I don't know, maybe five?" Smack. "Is that a question?" "Um, no, really I think it was five." "Do you think you should be punished for so many mistakes?" She breathed harder, not being sure how to answer the question or what he had in mind. Thinking fast, she confidently answered "Yes, sir." He debated pulling down her panties and fully exposing her ass. But the fabric was so thin it seemed pointless, and he liked seeing her ass this way. He pressed on her back and lowered her head so while she was still standing, her ass was raised more prominently. Smack. "How many times." "As many as you think I deserve, sir." He smiled behind her, expecting that sort of answer from her. Last night he thought he might just get some head from the cute blond. But after he started to figure her personality out he knew there was much more there. And seeing how she responded to his dominant behavior the night before, he felt he could push her further. He directed her to go take a shower, and once she closed the bathroom door he grabbed her room card off the table and left to pick up a few things. As Sasha turned on the water she thought she heard the door but dared not peek out. She pinned up her hair, not wanting to get it wet, and slipped out of her underwear and into the hot shower. She hoped he would join her in the steamy room and maybe fuck her in the shower. She took an especially long time, hoping he would get impatient and come in. Then she wondered if he was going to be unhappy with her for taking too long, and still wasn't sure what to expect from him. They seemed to be playing a bit of a game and it was working for her, so she went with it. Finally she finished showering, her body red from the hot water, and wrapped herself in a towel. She let her hair down and stepped out of the bathroom and didn't see him. Disappointed, she walked toward the bed wondering if he was playing a game with her. The she heard the click of her door and he entered the room carrying a small bag from a nearby drug store. She was confused but intrigued nonetheless. He was so quiet but so in control. He asked if she had thought he was gone for the night, and she answered honestly that she wasn't sure. He undid the loose knot of the short towel that wrapped around her and pulled it off her body. He leaned down and breathed in the perfumed scent her body wash left on her skin. He ran his hands up her sides, over the curve of her hips, across her flat stomach, and along the sides of her firm breasts. He moved her arms up over her head as he caressed his hands up her body. She felt one hand pull away, and without warning he had produced a zip tie and bound her wrists together. He turned her around and moved her onto the bed so she was lying angled across the king sized bed, nude with her wrists tied over her head. He saw a look flash across her eyes, maybe fear, maybe wanting. He knew however she felt now he would bring out a side of her that was waiting to be developed. He stripped down, again leaving his firearm on a table, and she took in his muscular form. He was broad shouldered and toned all over. She was torn with anticipation and anxiety. She was not fearful of him, but was nervous. She knew she liked to be dominated, but was uncertain how far she wanted it to go and what he had in mind. She didn't care for any real pain, but had enjoyed his corrective smacks to her behind. Now that her hands were tied she knew her decisions would be limited and felt anxious by her loss of control. He kneeled down on the bed and pushed his body between her legs. He leaned his face down closer to hers and explained his plans. "I think I have figured out the best way to punish you. You are used to getting what you want and men giving it to you. You know how to suck a cock and tease men with your pussy. Even when you are on your knees you are always in control. I am taking away your control tonight and I am going to bring you close to as many orgasms as I see fit but you will never come until I decide to let you. You know how to say what men want to hear but tonight you will be begging for me to let you come, and for the first time really mean it." He had a cloth of some kind and tied it over her eyes so she could no longer see what was happening. He pushed her legs wide apart and settled himself in between. He gently spread her pussy lips with his fingers. His tongue began flicking at her clit and teasing over the edges of her lips. She squirmed trying to get him to work on other areas. But he unrelentingly focused all of his attention on her clit and held her legs firmly. She knew she was reaching her limit and then he abruptly plunged several fingers into her soaked pussy. She sighed in relief, looking for the satisfaction of being filled. But as quickly as he had started, he pulled his hands away and watched her shift in discomfort. This was going to be way too easy. She knew he was right, this was the worst torture for her. She never apologized for being as sexual as she was because she felt empowered in her relationships with men. She knew how to work them and get the satisfaction she craved. She felt helpless being at his will, and as frustrating as it was, she could not wait to see what he would do next. He pulled at her hips, urging her body up. He positioned her kneeling on the bed on her knees and elbows. She rest her head on her bound hands and hoped he was going to cave and fuck her. He used his knee to push hers further apart. She was fully exposed to him. He looked at her moist pussy and tight pucker. Her skin was flawless and he drew his face closer to her most private of regions. She could feel his breath on her pussy as it hit her like cold air. He ran his tongue across her slit and lightly blew on her. She shivered in anticipation, feeling him so close and yet not feeling his touch was torture. Sasha's Adventures Ch. 05 He began lightly tonguing the area right between her pussy and ass. He ran his tongue just by the rim of both holes but never gave her the satisfaction of entering either. He breathed in the fresh soapy smell of her body and began licking at the edge of her anus with just the tip of his tongue. He pressed his thumb against her clit as he did so giving her competing sensations of lightness and pressure. He continued rimming her and keeping pressure on her clit, occasionally slipping a finger inside her pussy. Her body was shivering but she wasn't cold. He pulled back away from her and stepped off the bed. He heard her sigh in frustration. She couldn't see him without turning, and thought better of it and just remained still. She felt him on the bed again, and then felt a cool liquid on her ass. He flattened her body so she was lying on her stomach with her hands over her head and legs spread wide apart. She had her head turned on her side and he leaned over her and spoke quietly near her ear. "As best as I can tell, you have been close three times. I think we decided five was the magic number tonight so I have more work to do." He reached down and ran his finger around her anus. "I think this is the best place for me to finish the job, wouldn't you agree?" She closed her eyes and whispered yes. He moved down her body and used one hand to spread the firm cheeks of her ass apart. He traced his finger across the puckered hole and rubbed in the astroglide he had bought earlier. As he continued rubbing, he pressed the tip of his finger a little further into the tight entrance, just teasing it open. He continued rubbing with his finger, venturing a little further in and he gradually felt the tight ring of her anus begin to loosen. He was hearing quiet moans as she buried her face into her arms and the bed. He continued his slow entry until he was able to slide one finger all the way inside. It was shockingly tight but it was clear she was enjoying his efforts. Her was struggling to remain still and her pussy juices were gathering on the sheet under her. He dripped on more of the oily lubricant and began working on a second finger. He pulled her to her knees so he could tongue her pussy while working his hand on her ass. She tried to push his tongue into her and it was apparent she was becoming desperate for penetration. He continued working his middle finger at her entrance, pressuring it inside her. He vigorously licked at her pussy and sucked at her clit to distract her and overwhelm her senses. He pulled his face away and added more lubricant to his finger and drove it inside her. He used his other hand to start fingering her pussy, knowing she would be unsatisfied with just a finger. His hands continued their attack on her holes, and he could hear her whimpering. Her body was moving unsteadily, and he knew she was at the brink. He pulled his fingers out of her without warning and she collapsed onto the bed on her side. Her was taking sharp breaths and even without seeing her eyes he could tell she had reached duress. He pulled off her blindfold and snipped off the zip tie. She rolled onto her back, her arms bent and wrists up by her shoulders. Her breathing slowed and he stood next to the bed looking over her. She opened her eyes and looked up at him, not daring to be the first to speak. He remained silent and climbed back on the bed. She leaned over her and kissed her, and she could feel his hard cock moving around the entrance to her pussy. She moved her legs apart, hoping this was finally it and awaiting his entrance inside her. Wordlessly, he moved his cock to her wet opening and slid inside her pussy. He thrust in her firmly and she felt her body relax in pleasure. But he wasn't going to let her go so easily yet. His thrusts slowed and he pulled out of her. He looked at her and could see alarm in her eyes and knew she needed an orgasm. As delicious as her pussy tasted and felt, he had other plans tonight. She obviously enjoyed ass play, and despite the tightness of her opening he needed to take her ass tonight. He suggested blindfolding her again unless she could keep her eyes closed, explaining that for her to fully lose control and needed to focus. She promised to keep her eyes shut. She remained on her back and moved her legs apart so she was spread open before him. The air felt cool on her wet openings. He rolled a pillow and placed it below her lower back so her ass was angled up toward him. He rubbed lubricant over his cock and placed his head at her tightest entrance. Drawing her breath she realized what was going to happen. She had enjoyed anal sex in the past but it had been a couple years since she had tried it. And when she did it she preferred to start in a different position as the man on top of her only seemed to enhance the tightness and pressure in her anus. She took a couple deep breaths as she accepted his power over her. Keeping a hand free to guide his cock, Tom leaned over and pulled on her nipples with his mouth. Diverting her attention seemed to help open her up, and the harder he went at her nipples the more readily her ass accepted his cock. She grabbed a nearby pillow and pressed it against her mouth to muffle her cries. He admired her restraint and continued driving his cock into her. He had passed two tight rings of muscle and knew he was in. He pressed until he was completely inside her. He pushed the pillow away from her face when she calmed and told her to lean up and open her eyes. He sat upright between her legs and she realized his body was flush with hers, meaning his cock was all the way up her ass. She dropped back down and closed her eyes. He held her legs up and began shallow thrusts in her ass. As he did so she felt a head rush, and knew she was going to come soon and hard. As he pulled back she pushed toward him to maximize the friction and deepen his cock. She let off a loud moan as he thumbed at her pussy and then he felt the surge of wetness. Her body relaxed and he slowed his thrusts to allow her some relief. He wanted to give her a moment before he made his next move. He slowly slid out of her, and looked at her anus to see if it would remain open. It did. Her eyes popped open in surprise. Surely he had not finished, she was certain he had not come yet but she had been so focused on herself maybe she was wrong. She leaned over her and quietly advised her what she was going to do next. He told her that he was going to lie down, and she was to straddle his body facing away from him and looking into a mirror in the room. Uncertainly she followed his directions, and she began lowering her hips until his hand stopped her. Again she felt the head of his cock at the opening of her ass. He wanted her to impale herself with his cock in her ass. She inched forward hoping to better her position, and reached back to spread her ass cheeks apart. He placed his arms behind his head to watch. Once she realized he would not be helping this process, she reached around to hold his cock. She moved her body back and held his cock in place. She had the head part way in and she just didn't think she could go any further. She had paused for a second, and moved her ass back quickly. There was an audible sound as he popped into her and she was momentarily stunned. The entry had caused a quick shock of pain, but now that he was fully inside of her she was comfortably full. He reminded her to watch, and she stared at her image in the mirror as her ass began riding his cock. She had to admit her body looked good at this angle, and she began stroking at her breasts while she worked her hips to move him around her ass. She moved slowly at first and then was ready to go harder. She adjusted her body and bounced harder on his cock. Her ass squeezed around him so tight he still couldn't figure out how he ever got in there in the first place. But as her pace quickened, his cock swelled and she cried out and she felt him pumping her rectum full of his come. She gingerly moved off him and kneeled on the bed, looking to him for his next instruction. He put out an arm to pull her in to him, and she leaned in and rested her head on his shoulder. She ran his fingers over his chest that was glistening with sweat. They laid there in silence until both were more relaxed. Sasha suggested a shower, and that he could either join her or watch her. He opted to share the shower with her and once they were both wet she began lathering his body. As she rubbed his cock she was a little amazed that he seemed to be getting hard again. He took the soap from her and rubbed the liquid in his hands. He began soaping her and eventually had her bend down so her could properly wash her entire body. He ran his slick hand over her pussy working his fingers inside. Thankfully he just washed the rim of her anus as she didn't think her ass could take anymore tonight. They got out and he began to dress, letting her know that he needed to go back to his room tonight. He pointed out that he had let her come earlier than he should have and that he expected he would be traveling back to her state several more times until the election. She gave him her contact information and let him know that she would be awaiting his instructions to her for the rest of her 'punishment'.