22 comments/ 189658 views/ 103 favorites Jake's Step-Sister Slave By: sfdude84 Jake woke up with his head screaming at him. He sat up, maybe a little too quickly, causing more pain to flow to his head. He returned his tender head to the pillow, only to realize that even resting on the soft pillow was causing him pain. Sighing, he extracted himself from the comfort of his bed. Having just completed his first year at college, Jake was home for summer break. This had been his first reunion with his high school friends and they had celebrated pretty hard. They had been at Matt's house, down the street, but Jake couldn't actually remember getting home. He hoped none of his neighbors witnessed what must have been a very unsteady walk down the block. He remembered the rest of the night, and it had been great. Never one for the big parties, Jake had spent the night with Matt and Justin, his two closest friends from high school. Matt's older brother had gotten them a handle of rum, since they were all either 19 or 20, not able to buy their own alcohol yet. As far as he could remember, they had all but finished the whole bottle off. It was just the three of them all night, but they had spent it catching up with each other; reminiscing about high school, talking about their respective classes (all three were in college), and telling stories from their first semesters. Of course, many of the stories involved drinking and sexual conquests. Matt had apparently turned into somewhat of a ladies man, and consequently he had the most stories. Jake was able to contribute a few of his own while Justin had to admit that he was still a virgin, though was proud that he had gotten his first blow job. Jake also remembered leaving for the night. His mom and step-dad were both out for the night at a corporate party of some sort, leaving just Jake and his step-sister Cassandra. She was a year older than Jake and so was home from her second year of college. While Jake was in a state school, Cassandra was attending a fancy private school across the country. Their parents had married when Jake was a sophomore in high school. Like college, Jake had been in the public school while Cassandra attended the local private, all-girls school, St. Mary's. Not wanting to tear either away from their friends, the parents decided to just leave them in the schools they already attended. Jake and Cass had never really come together as siblings during that time, and now they almost never even talked since they were both away at college. She had jeered him for going to Matt's house last night, calling it immature. But Jake knew that she was just jealous since she was stuck at home all night. She didn't have the same solid group of friends to come back home to; her summer was likely going to be long and boring. Having never gotten close during high school, Jake didn't know many of her friends. The general assumption was that girls from St. Mary's were snobby and somewhat slutty. Jake had certainly found the snobby part to be true in Cassandra, but not the slutty part. In fact, he had never even seen her with a guy, though not because of her looks. She was 5'7" with strawberry blond hair. Her face was very symmetrical with eyes that just showed a touch of her Asian heritage, from somewhere far back on her mother's family line. That heritage was also shown in her smooth, flawless skin. She had a very fit body that didn't seem to require a lot of upkeep; Jake rarely saw her do more than take an occasional jog and she had never been on any sports teams. Her breasts were probably a C cup, and her torso tapered to a slim waist. A nearly perfect butt finished off the hour-glass figure. Having an attractive step-sister had been much cause of merriment for Jake's friends, who constantly teased him about it. Jake knew that they were all attracted to her, and he was as well on some levels. Living with her, it was difficult not to notice how beautiful she was. She often wore very tight clothing that accentuated her curves. He had seen her in bikinis as she lay out by their pool as well as her sleeping gear, consisting of just boxer shorts and a tee shirt; her perky breasts supporting themselves under the thin material. He had tried fantasizing about her on a couple occasions, but had never really been able to follow through with it. She wasn't his real sister, and he wasn't even that close to her. But it was still just a little weird. Besides, he could never separate that personality from the body in his mind. Though only living together for two years of high school before she went off to college, they had known each other for a while longer since their parents had dated for about 3 years before getting married. In that time, Cass had always been somewhat mean to him, despite the fact that he had tried to be nice to her when they first met. He had quickly decided to stop trying. She was always treating him with distain, clearly thinking herself, with her private school education, superior to Jake and his public school experience. She also seemed to resent having to share her father, his house and his money with Jake and his mom. Jake dragged himself painfully across his room to his computer desk and plopped down. Comparing two half empty water bottles, he chose the one that looked a little fresher and took a couple of large swigs, briefly washing the hangover taste out of his mouth. He reached down and powered on his computer. His parents had bought him a new system for college, and this one was much slower, even in powering up. He couldn't explain it, but whenever he was hung over, the only thing Jake wanted to do was look at porn and jerk off. He had never deeply analyzed this odd habit, but figured it just helped him take his mind off his aching body long enough for it to start healing. Kind of like in high school when he had simply slept through his hang overs. Over the years, he had grown bored with the traditional porn sites. They mostly featured either petite, small chested girls going for the little girl look or busty porn stars that always reminded him of those cheap Asian cars that had way too many modifications made. And they always seemed to have looks either bordering on anger or of extreme surprise on their faces while they got pounded by some sleazy looking guy (or two). He still would look at that kind of porn occasionally, and had a few key stars that he particularly liked, but had gravitated to a new site that he had found a few months back. It was an amateur site, but not the kind that featured women who thought they could be porn stars posting pictures. This was a forum in which people would post pictures and videos that they had "found" (usually by questionable means) online. It was totally free, well moderated to keep real porn, external links, and questionable stuff off the site (anything featuring girls who looked too young, animals, pros, or peeing would be promptly removed). Jake could usually count on around 50 new posts a day, much better than most porn sites. The quality of the posts varied; there would always be some heftier ladies, some past their prime, or otherwise not interesting to Jake. But he also found some of the sexiest women that he had ever seen on that site...and they were all real! Many of the pictures came from online hookup sites, where people post the pictures themselves, but some came from hackers breaking into people's computers to find their personal pictures. So Jake logged in and prepared for what was likely going to be a long morning of self-pleasuring. He pulled up the list of the most recent posts and started at the top. He skipped the first post, which was simply title "BBW". The second one was more promising and featured a young couple on vacation. The girl was quite pretty and there were even a couple of hardcore pictures. He sifted through them, selecting his favorite to save for later. The next post had a video titled "Macy loves to give head", and the description promised a lovely young girl would couldn't get enough cock. Usually the posts had little to no text in them, until you get to people's comments below. But sometimes the author of the post felt it necessary to provide some color to it; sometimes describing how they felt about it or how they came upon the pictures. As he waited for the video to load, he lamented not being on his school computer, which would have had the video loaded long ago. As he waited, he went back to the picture he had saved earlier. Finally, the video was loaded and he was able to watch a shaky, poor quality shot of a redhead seemingly desperate to please the guy holding the camera. After a few minutes, he came on her face, which often happened in these videos. It seemed that girls who allowed themselves to be videotaped giving a blow job would generally allow facials as well. Half an hour in and about 8 posts down, Jake came upon one that looked really promising. The title was "Amazing College Chick HUGE Find: HD". Jake could see that it had been posted earlier that morning, yet already received quite a few views and comments. The community rating was epically high as well. Excited, he opened the post that he figured would finish off his session. This one had an unusually long description, consisting of two paragraphs that pushed the posted pictures below the fold, out of site. I work at a university on the East Coast (which will not be named for obvious reasons). I'm in IT support and generally help spoiled college kids get all the viruses off their computers from going to the wrong sites without the proper security installed. It's usually a pretty boring job, consisting of installing malware software that finds the viruses and clears them out. But a couple weeks ago, this one idiot brought his comp in complaining that it was running slow. I got a little info from him and took his computer, promising to fix it and get it back to him the next day. It turns out the problem was the 2 GB of pics he had, all of this one chick, presumably his GF. This girl is HOT and pretty much does everything! It took me all night to download the pictures off his computer, and I returned it to him in the morning. Most of the pics are naked, with a lot of hardcore stuff sprinkled in there as well. I suggested that he get an external drive to store the pictures. Anyway, I'm just getting around to posting these since it took me a while to, uh, *assess* them. This is an epic post that is going to require multiple postings to get them all up here. I started this post with all the non-nude, everyday pictures of this chick, so you can "get to know her" a little (she has some hot friends as well), the naked pics will start showing up in the next post. My schedule is pretty demanding, so it is likely I'll only be able to do one a week, but don't worry, it's totally worth it! Check back often to get the latest installment of the sexual adventures of this babe! Enjoy! Although it took a lot of will power sometimes, Jake always forced himself to read any description. He figured that he owed it to the people who took the time to provide him with porn and found that it sometimes enhanced the experience if he knew a little bit of a back story, though any personal information about the people in the pictures was always promptly removed by the moderators. Disappointed that it didn't sound like there would be any naked pictures just yet, he figured he would skim through the non-nudes to prepare for whenever the naked ones were posted. He scrolled down to find about 50 thumbnails in the post. The first few had multiple people in it, so he couldn't see many details. He opened the first thumbnail to find 5 college looking girls. While it was a large picture, obviously taken in the highest resolution setting on a quality camera, it was a little blurry. Jake could tell that all the girls were scantily dressed outside and had good figures; probably on their way to some party. He moved on to the next thumbnail, which was a similar picture but in focus this time. Jake stopped; his mouth fell open. There was no denying that the second girl on the left was his step-sister. He didn't know what to do and just stared at the picture for a couple of minutes. In his short time on this site, he had known that there was a possibility that he would see someone he knew. In fact, that idea excited him a little. But he had never imagined it would be Cassandra. Well, at least she's not the main girl in this post, he thought a little hopefully. But the next five pictures were all of her. It was pretty clear that she was the "amazing college chick". He couldn't help himself and opened each thumbnail. Most of the pictures seemed to be from one party, to which she had worn a short top that showed off her thin waist and a short skirt that showed off her toned legs. Halfway through the post, the setting of the pictures changed to the beach, with a couple of her friends. The author was right, her friends were quite hot. Cass was lying on the beach in her bikini, smiling sarcastically at the camera in one picture, flipping the bird in the next, lying back with her eyes closed, and so on. It was at this point that Jake realized that his dick was still hard and he was still stroking it. He was jerking off to his step-sister. The idea didn't disgust him as much as amaze him. He had tried a couple times and never been able to successfully do it. But having pictures in front of him was a different story. And the promise of naked, even hardcore, pictures of her were going to be posted helped. He continued through the pictures, particularly liking the beach shots where the three girls ventured into the water and returned with noticeably hard nipples. Despite the fact that there was no nudity and he had saved some good pictures from other posts, he completed his masturbatory session using just those pictures, the final one being a shot of Cass doing her make up in just her underwear, her toned ass framed nicely by a red thong. -- Jake found that he looked at Cass in a very different light then he had before, and he even attempted to be a little friendlier toward her. If she noticed, she only responded by being more distant and haughty to him. Her attitude was easier to cope with now, and Jake often found himself smiling when she would make a snarky remark to him, wondering if she was sporting her red thong. He couldn't stop thinking about the pictures, which he had saved to his computer. Left to his own overactive imagination, he visualized the rest of the collection in his mind, placing Cassandra into various sexual situations. As if a barrier had been crossed, he suddenly found himself able to fantasize about his sexy step-sister. He returned to the forum daily, constantly checking the post of Cass. The comments continued to grow, but there were no new pictures. Most of the comments were either commending the author for the find or expressing excitement for the pictures to come. Jake would generally find other posts to occupy his time, but would always include the saved pictures of Cass in his porn mix, often ending with the underwear pic. As Cassandra continued to act aloof toward him, Jake realized that he now held something over her. Of course she didn't know that he had these pictures, and likely didn't know that they were online at all, but he guessed she wouldn't be pleased to know that they were out them or that he had them stored securely away on his computer. While he wasn't exactly thinking blackmail, he knew that he could at least get her demeanor toward him to change. Things could get interesting. -- The following Friday, Jake went out with his friends again. This time, there was a garage party a few blogs away. Someone had managed to product a keg of very cheap beer. It tasted horrible, but that didn't stop Jake from drinking more than he should have. Of course, he woke up the next morning hung over once again. Although a beer hangover was different than a liquor hangover, his cure was the same. It took a while, but he extracted himself from his bed and delicately conveyed his aching head over to his computer. He briefly considered going to the bathroom to make himself throw up, but the thought was exhausting. As usual, he logged into the porn forum, and opened up the latest posts list. Out of habit, he checked the "Amazing College Chick" post. He had to look twice in case his blurry hangover vision was deceiving him. Yup, there was the little icon next to the post link indicating new pictures had been added to the post. His heart skipped a beat, any thoughts of his hangover long gone. The fact that he immediately got hard didn't escape his attention. Trying to take his time and savor the moment, he slowly clicked on the link. Up popped the post, starting with the original pictures first. He then scrolled down through all the comments and clicked to go to the next page. There were yet more comments and finally he found the latest post from the author. Keeping the thumbnails below the fold so as to not ruin the surprise, Jake read the author's comments on this next batch of pictures: Wow, glad to see you pervs liked this so much! Thanks for all the love! As promised, here is the next batch of pictures. This little minx gives us a little taste of her wild side...and gets a little taste herself!  Stay tuned, they only get better. His hands were shaking, and Jake wasn't sure if it was due to his extreme dehydration and hangover or his excitement. He slowly moved the scroll wheel on his mouse down, bringing the thumbnails into view. He was greeted by another batch of about 50 small pictures. Though they were small, he could see that the first picture had her sitting on a bed in lingerie. He opened it up to see the details and was rewarded with a large, clear picture of Cassandra in a see through teddy sitting on a bed in what appeared to be her dorm room. Lying next to her was a medium sized, standardly shaped dildo. Jake could see her dark nipples outlined through the lace. He savored that picture for a moment before moving on, knowing they would get better. He wasn't disappointed. The pictures that followed tracked her as she picked up the dildo, moistened it in her mouth, and pleasured herself with it. The first picture that gave Jake a clear shot of his step-sisters pussy stayed enlarged on his screen for a long while as he studied it. A week ago, it would have been unthinkable for him to stare at a picture of Cassandra's most private parts, let alone pleasure himself to it. But after breaking the dam holding back all his fantasies of her and seeing her in his imagination all week, there was nothing he wanted more. She was totally shaved in the picture making every detail of her parted, red lips visible. Her clit was much engorged and her inner lips were just making themselves visible in her aroused state. Jake eagerly clicked through the pictures as she gently slid the dildo in and out. He imagined the sounds she would be making. Part way through, she pulled her lace teddy down exposing her tits to Jake for the first time. She had medium to small dark nipples, somewhere between the sizes of a quarter and a half dollar. It was very perky, seemingly holding itself up. Essentially, they were just as Jake had imagined the breasts that hid behind the thin material of her sleeping shirts. About 30 pictures detailed Cass's dildo experience; showing her in different positions on the bed, different facial expressions on her face, using the tool in different ways (Jake's favorite was when she licked the slick juices off of it). It was hard for Jeff to mix this wild, naughty coed with the cold, private school girl that he knew was downstairs at the moment. But from the thumbnail previews, he knew it was going to get dirtier. The last portion of the pictures showed Cass blowing the photographer, while still keeping the dildo firmly planted inside her. Jake was amazed when he pulled up a picture that showed the penis almost completely inside her mouth. In his limited experience with girls in the past year, Jake had never seen more than half of his dick inside a mouth, though he was a little bigger than the one in the picture. He made it to the end of the thumbnails with a picture that showed Cassandra sitting up on the bed, looking very content with both tits still exposed. A small trickle of seaman was escaping from the corner of her mouth. That was all Jake needed to push himself over the edge. Jake's Step-Sister Slave -- A smiling, happy Jake descended the stairs. His head was still throbbing, but he didn't seem to notice. He entered the kitchen to the smell of freshly brewed coffee. He pulled a mug from the cabinet and poured himself a much needed cup of coffee. He turned to look at Cass, who was sitting at the table reading a newspaper. She had dressed for the day and wore a tank top that displayed a decent amount of cleavage. She had capris pants on, tight enough to show the lines of a thong that Jake had noticed when he walked in. He couldn't help but wonder if her delicate lips were shaved bald. Since she hadn't had much of a social life since coming home from college, Jake doubted it. He could almost see a trickle of cum leaking out of her mouth and grinned. "What the hell are you grinning about," she greeted him. "You must be hung over as shit, you came in wasted last night. You're lucky I don't tell your mother." "Sometimes it's better to keep some things from parents," Jeff said with a wink. "What? You're weird. When are you going to grow up and stop getting wasted like that? All you do is embarrass yourself and then feel like shit in the morning." "Actually, I feel quite chipper this morning. All it took was a nice beat off sesh to some porn to get me right as rain." Jake's step-sister looked up surprised. They had never shared anything of a sexual nature, so hearing him talk so candidly about looking at porn and jerking off was quite a shock, causing her to scrunch up her nose. "Stop being gross! I don't want to hear about that!" "It's my hangover cure, works every time. You should try it sometime," Jake started sauntering out of the kitchen when he let the bomb drop. "It's even better when it's someone you know in the porn." He heard the paper drop, but didn't look back as he trotted up the stairs with his steaming coffee. He sat in his closed room with a slight feeling of victory and apprehension. Would she take the bait and guess that he had found pictures of her? He wondered if his hints were good enough; it was so much more fun to make her guess than to just tell her outright he had pictured of her with cum in her mouth. She probably didn't even know those pictures were online in the first place. He heard her rush up the stairs and into her room next to his. He could hear her hushed voice talking rather rapidly, and imagined she was having a frantic phone call, possibly with the photographer asking him what he did with the pictures. The call was brief and she was out her door back down the stairs. He heard the front door slam and her car start up as she drove down the street. Jake and Cass didn't see each other until later that afternoon. Jake was reclining on the couch watching some trash on TV when Cass came through the front door. She had a number of bags with her, clearly coming home from some retail therapy. Jake enjoyed noting the anxiety he was surely causing her. She gave him her customary glare and set her bags on the kitchen table before joining him in the living room, sitting on the other couch. "What are we watching?" "Some MTV show about rich kids or something." The watched in silence for a while, watching some spoiled chick complain that her sixteenth birthday party wasn't lavish enough. For once, Jake enjoyed the tension that was thick in the air. He glanced over each time Cass fidgeted nervously. Finally, she broke the silence, trying to be as casual as possible. "What did you mean this morning when you said it was porn of someone you knew? Did you take pictures of some slut at school or something?" Jake took his time answering, "No, I actually just happened to find some pictures of someone I know online; actually quite a few pictures." "Really, of whom? Do I know her?" Cass's olive skin got a shade whiter. "Oh, I can't tell you! That wouldn't be fair." "Comeon, please tell me! At least tell me if I know her." "Oh, I'd say you are 'know' her fairly well." "What do you mean? Just tell me! What if I want to see the pictures?" "Well, I think you've probably seen them already, Cass." "Wait, what do you mean?" Cass was very pale now, and looked very nervous. "Cass, they are of you. I found pictures of you online." Much to Jake's delight, Cass's jaw dropped open. He also noticed her hand start to shake rather violently and she looked dangerously close to tears. He was starting to almost feel bad for her when she spoke, bring him back to the reality that was Cassandra. "Fuck you, you bastard. You don't have pictures of me! I've never taken any nude pictures!" "These pictures are much more than just nude, Cass. Well, I guess it must just be a girl who looks a lot like you...and has that lame autographed poster of Justin Timberlake that you used to have in your room on her wall." "Whatever, you already know about that poster, you are just trying to fuck with me." "You want to see them? I have them stored on my comp, let's go see them." "Of course you saved them, thinking they were me. God, you are such a perv." They went upstairs, with Jake leading the way. Cass had convinced herself that he was full of shit. He probably found some pictures of a girl who just looked like her and was trying to freak her out. She knew that those pictures were often really poor quality; he probably could barely see her face. She would just get up there, prove him wrong, and make fun of him for being a pervert. They entered his room which still had that hangover smell thick in the air. "God, open a window in here once in a while! Let's see what you have." Jack sat at his computer, with his step-sister standing next to him, her arms folded stiffly across her chest. She looked on a little apprehensively, though still convinced that he was full of shit. Jack opened a folder on his desktop simply marked Cass. The thumbnail mode enabled, and Cass saw a colorful spread of small squares, though she couldn't make out any details on them. Jeff opened one to show her and four of her friends out at a party. It was definitely her, but clearly not naked. "Oh come on you idiot. You just pulled that off Facebook! Stop wasting my time." "I don't think Facebook allows you to post some of the other pictures I have. Shall I go on?" Cass still thought he was bluffing, but knew she had to force his hand. Even if it wasn't her, she really didn't want to look at porn with her stupid step-brother. But she had to force him to show her. If she didn't, he would hold the fake pictures over her head forever. "Of course I don't want to see them, I'm not a perv. But I guess we'll have to. Go on." Jack scrolled further down, revealing some pictures that clearly showed a lot of skin. He looked up at Cass, who glared down at him. He clicked on one of the pictures and opened up a picture of Cass kneeling on a bed in her nighty, with the dildo next to her. He grinned at the gasp that emerged from behind him. He continued clicking through the pictures, selecting some of his favorites; a shot of her on her back with her legs spread and the dildo sticking out of her, one of her pushing it inside her using the bed. He heard another gasp when he opened one in which she was sucking the dick. He showed a few more of those before finishing on the last one. "This one made me cum," he pointed out. She made a small peep and then stumbled backward toward the bed, lowering herself roughly to the bed. Jake turned his swivel chair to face her, grinning. She was looking down at her feet with her hand shaking again. Jake noticed that the shaking was causing her cleavage to bounce a little, something he probably wouldn't have noticed before. "Fuck, I can't believe this," she said in a strangely choked voice. "Oh my God, fuck! Where did you get those?" "From a website, and you are crazy if you think I'll tell you which one. Don't worry, it's not super big, not a whole lot of people will see this. It seems that someone hacked into the computer of who ever took these, your boyfriend?" Cass was about the answer, but realized she really didn't want to get into her relationship status at the moment. "Well, you have to get rid of them." "I don't think so. Besides, they are online. And this is a duplicate folder anyway, don't think that it is right there on my desktop for you to erase. This is all there were at the moment, but the guy says he has over a thousand that he will post when he has time." He saw even more color drain out of Cass's oval face . "Fuck. Ok, what do you want?" "What?" "Come on, you didn't just show these to me for the hell of it. You want to get something for them, don't you?" "Well, I had been thinking a few things." Jake had spent all day thinking about what he could get her to do. Summer had just started; he had three months to exploit this situation. As he was thinking of what to have her do, he realized that it basically circled back to her being his slave for the summer; do his laundry, drive him around, go shopping for him, whatever else he needed. It was going to be great to have this chick that had treated him like crap at his beck and call. He had a whole speech ready, and had worked on it all afternoon. But when he opened his mouth, something else came out. "I want to see you do all that stuff." Silence. "What, you mean you want me to masturbate for you? And then, you know..." "Yes, and blow me too. I want to see you use that dildo and then blow me." "Fuck, Jake! That's fucking gross! You're my brother, asshole. I'm not gonna do that, just forget about it." "Fine, I'm sure your dad will love to see what his little angel had been doing at the expensive college she didn't even get a scholarship for." Cass was halfway to the door and froze. She slowly walked back to the bed. "You wouldn't do that, would you?" Her voice was quiet. "I sure would. And you know that I can hack your school's network and post some pictures on their front page." He couldn't, but she didn't know that. "And besides, it's not gross. It's not like we are blood related or anything. I mean, we hardly even know each other! For example, I didn't know you were a slut!" Jake gestured toward the picture that was still filling his screen. She looked up at him, and he had second thoughts when he saw her eyes were a little moist. "You're serious about this?" "Dead serious." "Ok, fine." She sighed. "Let's just do it. Our parents are still at work, give me 20 minutes to get ready." "Great, make sure it is just the same!" Jake couldn't believe his luck as he watched her ass leave the room as the situation lowly hit him. He had been planning on turning her into his servant all summer, but he now had a hot babe just a thin wall away who had to have sex with him. He had a sex slave for the summer! The fact that she was his step-sister didn't bother him at all; they weren't blood related and had barely been raised together. He started tidying up his room a little, not sure why. Then he took a leak and brought a couple glasses of water back to the room. He sat on his bed, but then realized that is where the show would have to take place so he moved back to his desk chair. Before long, Cass entered the room. To Jake's delight, she had on the same teddy from the pictures, through which he could just barely make out her nipples. The teddy extended just past her crotch, but Jake could tell she had no bottoms on. She carried her small dildo with her and sat down on the bed. Without looking up at Jake, she twisted the bottom of the dildo, making it emit a light buzzing noise. She moved it down between her legs and started sliding it up and down. Despite her obvious discomfort, Jake noticed he eyes close tightly as the vibrating tool made contact with her sensitive regions. "Why don't you open your legs, you wouldn't want to block the view now would you?" Cassandra sighed and reluctantly opened her legs, revealing the beautiful pussy that Jake had found in the photos. It was perfectly shaved and the red lips were stretched around the intruding dildo. Her clit didn't seemed to be quite as engorged as it had been in the pictures, but Jake noticed some glistening on her bald lips as the vibrations started to turn her on. Her head tilted back a bit further and her motions sped up slightly. Jake even thought he heard a small moan escape from her lips. His own cock was starting to get hard and his hand slipped under his loose basketball shorts and started lightly stroking it as he continued to watch his step-sister fuck her own pussy. "Don't forget to pull your tits out." Jake had loaded a shot of Cass tugging on an exposed nipple with one hand while maintaining the pumping with the other. "Just like you did in the photos." Cass looked up, saw the picture and groaned a bit, not in pleasure. But to Jake's delight, she reached up and pulled the top of her teddy down exposing her luscious, perky tits. Despite herself, Cass's nipples betrayed her arousal. This time Jake was positive he heard her moan as she touched her sensitive nipple for the first time. The speed of the dildo sped up as she started tugging on her sexy nipples. Her hand started moving rapidly back and forth between her breasts; caressing, squeezing, tugging. Her other hand was now a blur, pumping that dildo in and out of her. Jake could sense a change in her, the shame of the pictures being found and being forced to perform like this losing out to the desperate need to reach climax. Jake knew this was the time to make his next move and approached the bed. Cass's eyes were closed tightly against the frustrating pleasure. She opened them briefly to find Jake's hard dick right in her face. "Fuck, Jake. No! I'm not doing that, I can't!" "Yes, you will, Cass," Jake stated firmly. "Just like in the pictures; you know you are going to." Cass needed no further prodding and obediently opened her mouth, her judgment dulled by the dildo vibrating her pussy. Jake moved his hips forward, sliding his hard cock into her warm mouth. He was coming at an odd angle and felt the tip run into her cheek before being forced back toward her throat. He felt the back of her mouth and pulled back. They both shifted slightly to gain a better angle and Jake started moving her head back and forth on his dick. Jake had received head from a handful of girls in college, but none of them had the blow job talents that his step-sister had. It wasn't long before he felt himself approaching the edge and fought to gain control. He also noticed that he was no longer controlling her movements; she was sucking his dick all on her own, pulling nearly all the way back and swirling her tongue around his tip before taking about two thirds of his length into her mouth, letting the tip bump against her throat. Knowing that Cassandra was no longer being forced to pleasure him sent Jake over the edge. He felt the warm ejaculate flow up through his shaft and explode into her mouth. He pictured the image of her smiling at the camera with a trickle of cum escaping from her mouth as he filled her orifice with his seaman. He felt her start to writhe and could hear muffled moans coming from her full mouth as she started her own orgasm. The thrusting of the dildo was no longer regular; she was now sporadically pounding it in and wiggling it around, desperate to extract the most pleasure from it. Jake felt his last spurt of cum exit his tip and pulled back. Cass had consumed all of his love juice, leaving none to decorate her chin as it had in the pictures. He looked at his step-sister, kneeling on his bed. Her hair was a wild mess, thanks to Jake using it as a grip. Both of her glorious tits were exposed as her delicate teddy was roughly pushed down. She was no longer directing the dildo that was sticking out of her bald pussy and it slowly slid out with a barely noticeable sound. Jake saw it glistening and noticed a wet spot on his sheets. He almost stumbled backwards and fell onto his desk chair; his dick still sticking out of his pants was now soft and slick with Cass's saliva. He looked at his desk and saw his camera sitting there. Quickly, he snatched it up and caught a picture before Cass could complain. "Damn it, Jake! What the fuck?" Cass demanding, the sound of the camera snapping her out of her sexual stupor. "Oh, come on. I already have a bunch of pictures of you, I just wanted one to remember this by." "But you are deleting those pics now, right?" "I don't think so! That was never part of the deal, I just will be keeping this batch private." "Wait, what do you mean by this batch?" Cass got up from the bed. Jake approached her. "The guy who posted these says he has a ton more. He is going to post new ones each week. So each week, I'll find the new batch, and then we can do this again! Acting out whatever happens in the new pictures!" Jake's voice had an ironic cheerful tone to it, accompanied by a grin. "I guess we'll find out how much of a slut you really are. It's going to be a fun summer!" Cass was crestfallen, and close to tears. She thought that this degrading incident would put all of this behind her. But now it was clear that the worst was yet to come. It looked like her bastard brother was going to be blackmailing her all summer. She knew that there were a large amount of pictures that had been taken of her, and knew what she was doing in them. In fact, she had them all on her computer. She could only hope that the creep who was posting them didn't have the complete set. "Well, it's been fun. Why don't you go clean up?" Jake sent Cass out of his room with a chuckle and a hard slap on her bare ass.