************************************************************************ This is a copyrighted work. Copyright by Stuffin. Reposting or any other DISCLAIMER: Email to [email protected] Helping the Babysitter Become a Model Brenda woke up with an ache between her legs. Her pussy felt sore, but she also had the vague thought that it felt very empty. She looked around the room and didn’t recognize where she was. The last thing she remembered was Bob removing the hood with the headphones playing the white noise from her head that she had been wearing all night. She remembered telling him thank you before she fell asleep. She wasn’t sure if she had told him thank you for removing the hood and letting her see and hear again or if was thanking him for all the orgasms that she had been given. The bed she was on was very comfortable but that might have been because she was exhausted. She hadn’t gotten any sleep the night before and had lost count of the number of times she had cum. By the end of the night the cushion on the chair was soaked and her pussy was very sore from the constant stimulation. The vibrator that Bob had used kept her body confused with it’s varying speeds. A few times it seemed like it had been turned off, letting her body recover. She almost fell asleep during those breaks, but before she could the vibrator would slowly increase its intensity, bringing her right back to the edge of orgasm. The worst part was never knowing when someone was going to let her cum. The hood she had worn had prevented her from seeing anything and the white noise pumping in her ears had drowned out all other sounds. Throughout the night, she would be on the verge of orgasm, just short of being able to push herself over the edge, and someone would whip her tits, pull the vibrator away and pinch her clit, or do some other devious act on her body and cause her just enough pain to make her cum. It was never the same thing twice and she was beginning to crave the new sensations, new ways to hurt herself and make her body cum. When she would be pushed over the edge, her mind would go blank and her body would explode with pleasure, shaking until she was covered in sweat. After every orgasm, she would hear herself mumbling thank you around the ball gag. Brenda threw her legs over the side of the bed and looked around. She was still completely nude, but with what she had done the day and night before, she wasn’t really worried about that. There was a chair in the corner that looked equally as comfortable as the bed, a bedside table on each side of the bed, a full sized dresser and a flat screen TV mounted on the wall with a cabinet on the floor beneath it. There were three doors in the room. The first door led to a closet with different outfits and costumes ranging from what appeared to be normal clothes to school girl outfits to full latex body suits with holes cut out for easy access to a woman’s crotch and breasts. Brenda poked her head into the second door and saw that it was a full bathroom before heading to the third door which had to lead out of the room. She tried the third door and it was locked. She tried knocking on the door but no one responded. She turned from the door to look at the rest of the room and saw the note that Bob had left for her. Brenda picked up the note and sat on the edge of the bed to read it. She had to adjust the way she was sitting because of the soreness in her groin. She read the note and wasn’t sure how she felt about it. Had she enjoyed herself or was she just caught up in the moment? She didn’t know why she had acted the way she had in the restaurant. She had accepted that it was her in the video that Bob had shown her. Her actions last night convinced her that she did have it in her to act like a wanton whore, as much as she wanted to deny it. She attributed her actions the rest of the day to the attention that Kristin had given her on the ride from the restaurant to Bob’s house. Once she had been brought to the edge of orgasm and held there, her libido had taken over and she had just ridden the wave of pleasure that she was on. And she never really had a chance to recover and get her thoughts straight. As soon as she would cum, they would start right back up again, keeping her in a constant state of arousal. She didn’t have any idea that Bob had drugged her in the restaurant and then again before he fucked her for the first time. Now that she had some time to think without being constantly stimulated, she began to wonder how and why she had ended up in this situation. She started to analyze the way that she had been acting since she woke up tied to the seat in Bob’s vehicle with someone eating her pussy. She had known that what she was doing was wrong, she was cheating on her husband but she hadn’t cared at the time. All she cared about was the way the tongue in her pussy was making her feel. And when Kristin started licking her asshole she stopped thinking about her husband or anything else at all. Brenda was ashamed of the way she had acted, but was excited about what she had found out about herself at the same time. She liked being fucked and having her body used by someone else. She realized that Jim had never been able to satisfy her sexually. She still loved him, but he had never made her cum as hard as either Bob or Kristin had. She didn’t know how this was going to change her life, but she was willing to find out. She felt that Bob was giving her a safe place to explore her sexuality. She had signed the contract that Bob had given her but hadn’t read it. She had no idea what he would require of her but so far she didn’t feel she had any reason to worry about her safety or about anyone finding out about her new personality. She was on the pill so she wasn’t worried about getting pregnant from one of the multitude of strangers that she was expecting to fuck. The only thing she was worried about was what impact this new part of her life would have on her relationship with her son but Bob had promised that she would still be able to spend time with her family. She wasn’t sure about what she wanted from Jim, but she couldn’t live without Tye. Once Brenda decided that she was going to give being Bob’s slave a chance she realized how hungry she was. She didn’t know what time it was but she hadn’t had anything to eat since the day before. She got up and found the energy bars that Bob had mentioned in the note. There was a small stack of different flavored energy bars in the cabinet under the TV. She chose one at random, opened the package and started eating as she looked for the cream that he had mentioned, her pussy was sore and she could use some relief. The energy bar was delicious and she ate the whole thing in only a few bites. She found the cream on the counter in the bathroom. There were a pair of latex gloves next to the cream so she picked them up and put them on. She sat on the side of the bathtub and read the directions on the container. The directions said to rub the cream into the skin in and around the affected area, making sure to thoroughly cover any hair to soothe the hair follicles. The cream did look soothing and she hoped that it would reduce the soreness in her pussy and ass. She had a suspicion that she would be getting fucked again soon. She started rubbing the cream in and around her pussy making sure to cover all of the hair. She had always kept the hair short so it wouldn’t look too bushy, but had never considered shaving because she didn’t think it was right for a grown woman to have a bald pussy. Once she had worked the cream into the skin around her pussy she moved her fingers in and started rubbing the cream into her slit. It felt good and she started pushing three fingers into her pussy, using the other hand to rub her clit. She was already wet and her fingers slid in easily. The cream was making her skin tingle and she liked the way it felt. She kept fingering herself with one hand and got another glob of cream for her ass. She rubbed the cream on the area around her asshole quickly before plunging two fingers up her ass. She balanced on the edge of the bathtub, finger fucking both her holes, imagining her fingers were two hard cocks. She wanted to cum so bad. She pulled her fingers from her pussy and pinched her clit hard while she was still fucking her ass, pushing her over the edge and making her cum. Her head shot back and she howled in pleasure. Her juices squirted out, running down the side of the bathtub. Brenda sat there for a minute, catching her breath. She was so glad that she was able to make herself cum. From her experiences so far she had been afraid that it would take someone else punishing her body to give her a release. When she had caught her breath she stood up and went to pull the gloves off. They were covered in short black hairs. She looked down at her pussy and it was now completely bald. She looked again at her pussy and reconsidered her previous thoughts about a hairless pussy. She thought that her pussy looked sweet and innocent without any hair, which she knew it no longer was. Anywhere she had rubbed the cream into her body was hairless and smooth. It also tingled and felt like it was tightening. She had thought that the tingling sensation was coming from the pleasure that she was giving herself, but it continued even after she had come down from her orgasm. It felt good so she wasn’t worried about it. If it began to bother her she would ask Bob about it. Brenda peeled the gloves from her hands and dropped them in the trashcan. She decided that she had time to take a shower before she went in the other room and watched the video that Bob had mentioned. After the hot shower, Brenda was hungry again. She stopped by the cabinet and grabbed another energy bar. She ate this one slower than the first as she walked around the room. She looked in the bedside table and saw an assortment of dildos and vibrators. The dildos were all different sizes, some so large she didn’t think they would ever fit inside of her. There were other toys as well. She saw nipple clamps, ball gags and other things she didn’t recognize. She looked in the closet again, slowly inspecting each outfit. In the shower she had decided that she wanted to be wearing something sexy when Bob returned. Some of them were outrageous and she didn’t even know how they should be worn. Others were much simpler. There was a french maid, a sexy nurse, a nun and many others. She was amused to see something very similar to the uniform she wore as a flight attendant, except this one had a skirt instead of slacks. She was sure that she would be wearing that sooner or later so she wanted to find something else to wear. She saw the schoolgirl outfit and immediately thought of Kristin. That was the one she would wear. The outfit consisted of a white button down shirt and a plaid skirt. The skirt was shorter than she thought a real catholic school girl would wear. It also had a pair of black thigh high stockings with a garter belt and black g-string but no bra. She knew those weren’t part of a regulation schoolgirl uniform. The uniform was completed by a pair of six inch heels. She put the uniform on and looked at herself in the full mirror on the back of the closet door. She didn’t think she had ever looked so sexy before. Her pussy began to tingle again and she decided it was time to watch the video. Brenda pulled the chair from the corner in front of the TV and picked up the remote as she sat down. She pressed the power button and after a few seconds she was greeted by an image of her tied to the backseat of what looked like a panel van. Her arms and legs were spread wide and she had her hood on. As she watched she saw Kristin crawl into the back of the van in between her legs. She watched Kristin’s head dip down to start licking her pussy and Brenda knew that she was going to need some of the toys in the bedside table. She jumped up and ran over to the side of the bed and grabbed two dildos and a set of nipple clamps out of the drawer. She rushed back to the chair and sat down, her eyes glued to the screen. She quickly pulled her panties to the side, not wanting to take the time to take them off, and began fucking her pussy with one of the dildos. Her pussy was so wet she was able to push it all the way in with one thrust. She used her other hand to pinch her nipples through her shirt. She began unbuttoning her shirt enough to pull it down and free her breasts. She pushed the dildo all the way up her cunt and left it there so she could use both hands to put the nipple clamps on. She had never worn nipple clamps and as she put each one on she felt little lightning bolts shooting through her body into her clit. She tightened each clamp almost to the point where she couldn’t stand it any longer and then pulled on the chain that connected them. She put each clamp on so that when she pulled up on the chain it also twisted her nipples. She moaned as her nipples were pinched, pulled and twisted by each pull on the chain. Every time she pulled on the chain it caused another bolt of pleasure to surge through her body. She put the chain in her mouth so she could lift her chin to pull the chain and use her hands to fuck herself with the dildos. She reached down and pulled the dildo out of her pussy and shoved the other one in. She took turns, shoving one dildo in after the other, each one pushing all the way in with a single thrust and then coming all the way out to be replaced by the other. One dildo was about 10 inches long with a 2 inch circumference. The other was shorter but fatter. It was 8 inches with a 3 inch circumference. Brenda loved imagining that it was two different men taking turns fucking her. On the screen, Kristin was dipping her head to lick Brenda’s asshole. Brenda pulled the longer, thinner dildo out of her cunt and moved it down to her ass. She didn’t remember being fucked in the ass the day before so she didn’t know she could take a huge cock up her ass and she didn’t think the thicker one would fit in her ass. She pushed it in slowly, her pussy juice lubricating the cock head as it broke through her sphincter. Brenda moaned and pulled the chain connected to her nipples as she slowly pushed the rubber cock up her ass. When she had it about half way in, she started putting the other dildo back in her cunt. She was fucking herself slowly, pushing one cock all the way in while the other was barely inside of her and then alternating. She would lift her chin to pull on her nipples every few minutes making herself moan. She watched as Kristin teased her on the screen. She remembered how frustrated she felt in the van, almost cumming and then being denied the pleasure of an orgasm. She listened as she started begging to cum, begging for the tongue that was licking her not to stop. Her frustration on the screen was driving Brenda mad as she fucked herself with the two plastic cocks. She remembered how powerful her orgasm was after being denied one for so long and she wanted to feel that again. She knew that she could make herself cum if she pulled on the chain hard enough, but she didn’t want to yet. Somehow, she knew it would please Bob for her to torture herself, denying herself an orgasm. She pulled both dildos out of her holes and stopped pulling on the nipple clamps. She watched the video as the onscreen Brenda begged to cum. She heard Bob on the video directing Kristin to slap her pussy again when she was ready to cum. As she watched her babysitter on the screen bring her hand down on her pussy Brenda reached down and slapped her own cunt. Not enough to make her cum, but enough to make her feel like she was back in the moment, having her cunt slapped by someone she couldn’t see. The video transitioned to a different view. It showed Brenda tied in the basement as Bob removed the hood. Brenda started sliding the dildos back into her body as she watched a hooded Kristin crawling between her legs to start eating her pussy again. Bob was directing her to watch the video, showing her getting fucked in the restaurant. She couldn’t see the video from the restaurant, but she could remember what it showed. She remembered watching herself beg those men to fuck her over and over. When she heard herself screaming as the man with the giant cock began fucking her ass she began to pull on the nipple chain, again not enough to make her cum but enough to increase her frustration. She was surprised that she was able to control herself enough to prevent herself from pulling on the chain hard enough to make herself cum. She had to stop herself again as she watched Kristin crawl around behind her to start tonguing her asshole. Bob was still talking to her on screen, telling her how much of a slut she was. She hadn’t believed it at the time, but she knew better now. She had never imagined she would get so much pleasure from someone licking her asshole. Brenda continued to deny herself an orgasm, watching as Bob had caned her tits giving the on-screen Brenda the strongest orgasm she had ever had. She watched as Kristin stood in front of her, pushing her fingers into Brenda’s mouth for her to clean her cum from them and then kissing her passionately. The video transitioned again to the kitchen. Kristin was just crawling under the table to suck Bob’s cock. Brenda remembered the effect the teenager’s slurping had on her while she was sitting at the table, and the sound coming from the TV did the same thing. She wanted to suck Bob’s cock. She wished he was there in the room with her, fucking her and treating her like the dirty slut she was becoming. She pulled the dildo from her pussy and started sucking it, imagining it was Bob’s cock. She was able to get the entire thing in her mouth, repressing her gag reflex as the cock head pushed into her throat. When the dildo was clean, she pushed it back into her pussy and started sucking on the one from her ass. Back and forth she went, continuing to deny herself an orgasm as she watched herself on the screen. She almost couldn’t stop herself from pulling the chain hard enough as she watched herself eating Bob’s cum out of her babysitters ass. Getting off on watching herself do something so dirty confirmed in her mind that she was willing to do anything that Bob wanted. The video transitioned again, this time showing Brenda tied to the chair in Bob’s bedroom. The video must have been recorded with a high quality night vision lens on the camera. She could tell that it was dark in the room, but she could make out everything on the video like it was only dusk. The video was edited to only show when Kristin would get out of bed and come over to stand in front of Brenda. Each time, Kristin would stand there for a few minutes, watching as Brenda writhed on the chair, wanting to cum but not able to. Her breasts were covered with her own drool, dripping from her mouth around the ball gag she wore. Kristin would stand there, rubbing her own pussy, watching Brenda. Brenda never knew when someone was going to make her cum and it had always been a surprise. She also didn’t know that it had been the teenager coming up with different ways to hurt her each time. The young girl had been very inventive. She had started by repeatedly slapping Brenda’s tits back and forth and then on the tops, starting slowly and building up the intensity and force. Another scene showed Kristin poking Brenda’s nipples with a needle, never hard enough to break the skin, but just enough to make her cum. Brenda’s favorite had been when Kristin moved the vibrator aside and had pinched her clit with her fingernails, eliciting a screaming orgasm from her. Brenda knew that the video would be over soon and prepared herself to pull on the chain hard enough to make herself cum. She had the dildos back in her pussy and ass and was fucking herself slowly, ready to fuck herself harder as she built up to her orgasm. Brenda watched as Bob stood behind Kristin, watching the teenager twist and pull on Brenda’s nipples. As she watched herself cuming on the screen she shoved both dildos as far into her holes as possible and threw her head back, yanking both nipple clamps loose, sending pain and pleasure coursing through her body. Her entire body arched off of the chair as she screamed, cumming so hard that she blacked out. She slumped back into the chair with the dildos still inside of her. --------------------------------------------------------------------------- Bob watched in amazement as Brenda made herself cum. He had skimmed through the recording, making sure he had an idea of everything that she had done that morning. He had caught back up to real time as she was watching herself tied to the chair through the night. He could tell that she wanted to cum and he was prepared to go in and relieve her. In one of the dresser drawers was a crop that he would use on her to make her cum. He was about to get up and go in when he saw her rip the nipple clamps off. Her body arched and she screamed as her pussy juice squirted out all over her hands. She fell back into the chair, passed out. He was extremely pleased with her progress. He had given her diary a more thorough reading while he was out and knew that she had been sexually frustrated with Jim. She had written about fantasies that she had, most of them decidedly tamer than the tamest thing he would have her doing. Most of them involved one night stands with strange men in foreign countries. She didn’t go into much detail, but most of her fantasies dealt with a stranger sweeping her off her feet and then having his way with her. There was more romance in her fantasies that she was going to receive, but she was going to get a lot more orgasms from him and his friends than she had ever dreamt of. Bob looked at his watch as he walked down the hall to the guest room. It was 2:00 and he was supposed to meet Big Rick at the studio at 5:00 and he needed to have an earnest discussion with his new slave before he continued breaking her in. --------------------------------------------------------------------------- The door opening brought Brenda out of her daze. She looked up and saw Bob standing there with a large glass of ice water. He kneeled down in front of her and sat the glass on the floor. “Remember that you need to take care of your toys” He reached down and slowly pulled the dildos out of her and held them up to her. She willingly took each one into her mouth, licking her juices from each one. When Bob was satisfied with her performance he reached down and picked up the glass of water. “Drink this, you probably need it after the workout you just gave yourself.” He went into the bathroom and came out with another jar of cream. It wasn’t the jar she had used before and he didn’t have a pair of latex gloves on. “I didn’t expect you to use yourself so roughly,” he said as he started applying the cream to her nipples. They were sore from the abuse that she had given them, but the cream was cool and washed the pain away. He moved his hand down to her pussy and started rubbing the cream in there as well. She instantly started getting wet at his touch, but he didn’t linger and moved down to her asshole. He rubbed a large glob of the cream onto her ass and used only a single finger to push it in, working the cream into her asshole. She was disappointed that he only used one finger. She had felt so full with both dildos working in and out of her and she wanted to feel that way again. “Are you going to fuck me now? Please, I want you to fuck me.” She begged as he worked the cream into her asshole. Her entire crotch felt cool and the soreness that she had caused herself was melting away. “My, you are a cum hungry slut, aren’t you?” She was about to agree that she was indeed hungry for his cum when he pulled his finger out of her ass and stood up. “We have other business to attend to right now. Go in the bathroom and get yourself cleaned up and then meet me in my office. Down the hall, third door on the right. And don’t forget to hydrate.” Bob was sitting at his desk with a copy of the contract that she had signed the day before in front of him when Brenda walked in. She still had the schoolgirl uniform on but the shirt was buttoned up and her hair and stockings had been straightened. “Have a seat. We need to go over some of the particulars on the contract that you signed yesterday.” He slid the contract across the desk, “This is your copy. The signed copy is in my safe deposit box along with Kristin’s contract.” The water that Bob had given to Brenda before had been laced with a stimulant to give Brenda a clear head for their discussion and get her a little more energy for that afternoon. Brenda picked up the contract and started reading. The contract was five pages long and was extremely detailed in some sections and extremely vague in others. She knew that she had agreed to be Bob’s slave for one year but she was shocked by some of the other requirements. “Feel free to take that to your family lawyer when you have a chance. I’ve already had mine review it and it is ironclad. There is no way for you to get out of your agreement other than those stipulated in the contract.” Bob knew that she would never show the contract to anyone else. “Do you have any questions?” “You are going to sell the videos that you have been making of me? But then everyone will know what I’ve been doing and I’ll end up losing my son. You promised that wouldn’t happen.” Brenda was starting to panic and Bob reached across the table and took her hand. “That won’t happen. I mostly sell to private collectors who would never leak your videos to the greater public. The only time your videos would go into mass production for anyone to see, you would be masked or disguised in some way so no one would know it was you. Unless of course you start acting out and trying to break the contract. In that case I have no other option than to show your videos to CPS and get Tye taken away from you.” “I won’t try to break the contract, I promise. I want to be your slave. I’ve never felt this way before, but it feels so right.” Brenda said as she squeezed Bob’s hand, grateful for the reassurance that she wouldn’t lose her son and would still be able to explore her new sexuality. “Why do I need to quit my job. I will still need to work to help support my family. Jim makes a good living but we wouldn’t be able to live on just his salary.” She had missed the part where he had stated she would receive a percentage from the sale of her videos. “I am not willing to split your time between your family, your job, and your time as my slave.” He hadn’t decided yet how he was going to tell Brenda how he had found Kristin yet. Once she found out that her husband had been lusting after their babysitter and had even fucked her before he knew he wouldn’t have to share her with him any more. “If you will read section 4.c you will see that you will receive a healthy percentage from the sale of your videos. You will make more money than you ever did as a flight attendant. You can continue to tell your husband that you are working if you want. It gives you the perfect alibi for the time that you will be spending with me. Anything else?” Brenda looked at the contract again. “What does it mean that I have to help you in the recruitment of at least three other concerns? What does that mean?” Bob gave her a wicked grin and told her “It means that you are required to assist in the recruitment of three other slaves. Each one requiring my prior approval of course. I will provide you with support when you need it, but each recruitment will be your responsibility. In fact, I already have an idea for your first recruitment.” Brenda sat there for a moment, thinking about the possibilities. Her pussy began to get wet at the thought of making another girl Bob’s slave. Another fuck-toy. “If you don’t have any more questions, I have one more thing for you to do before we continue your training as my sex slave.” Bob pulled her cellphone from one of his desk drawers and handed it to her. “You will call Kristin’s parents and tell them that you need her to babysit for you for the next two nights. Be convincing please. You do want to spend some more time with your babysitter don’t you?” |