4 comments/ 91025 views/ 9 favorites Loosening Up Gina Ch. 01 By: Kayser Soze Before you read: The following story intentionally does not follow the exact rules of physics and anatomy or sometimes psychology. It is based on fantasies and does not try to be 100% realistic, instead trying to exaggerate and emphasize situations. This can be seen in things like sizes for which I usually give a 'slut factor' of 20% or something like that, or even in the inexistence of diseases or pregnancy from intercourse hence the futility of condoms unless they are used for more ludic purposes. So when you see something that 'just can't happen' try to imagine how that situation would feel like instead of imagining how it could be in reality. Categories will spread across the chapters with emphasis on anal but touching themes of non-consent/reluctant, BDSM, Toys and masturbation and it will be (I hope) almost a novella. Enjoy. CHAPTER 1 - The cute, the loose and the tight Gina was a cute homeless 18-year-old girl. She had been in and out of foster homes and orphanages her whole life and the system had finally forgotten about her existence. She didn't care for family life and had never wanted to depend on anyone so she was happy enough with her last flight. However, now she had to face the hard facts of life. She had been on the streets for several months now and begging for quarters just didn't cut it for Gina. Her path had been cut out for her... with the perkiest B cup tits you'll ever see, a long, a bit uncared for, but still beautiful blonde hair, full lips and two big haze eyes, a tight milky white cute ass that just went round and round, there was some pretty easy ways for her to make money. Two more weeks of empty stomach was all it took for her 5 foot 5 body's talents to be out for the bidding. Although she hadn't had any experience with sex other than masturbation and the occasional 'educational' movie in TV, she was a quick learn as some of the other girls on the street showed her the tricks of the trade. Her first john still got the scare of his life as she didn't know she would bleed in her maiden coitus and didn't warn him. It was a month now, she was working the streets and she was at her usual place. She was talking to Tammy, one of the working girls that had helped her get on her feet (more accurately, get on her back). Tammy had painted red hair and was half a foot taller than Gina. She had huge breasts she said to Gina were implants she got as she was getting too fat and was starting to loose clients. Gina saw her like the big sister she never had although they had met only two weeks ago. "How is it going Gina? Are you too sore? Most girls can't walk straight for a week when they start." Tammy asked concerned of her new friend. "Well, not really. After the first one, that was kind of freaky, I have actually been enjoying myself." Gina replied. "Are you sure? How many tricks this week, girl?" Tammy inquired. "I don't know... about thirty I guess." Gina said. "Damn girl. You sure have a big demand. You are handling four guys a night? Aren't you sore, I mean how many big guys did you got?" Gina's friend asked getting surprised. "I'm fine, most guys only want to cum in my mouth anyway. Most of them are small, the others were just normal I guess, at least I did two of them last night and only they hurt a bit." Gina reassured her friend. "Normal you say? What do you mean, show me how big they were?" Tammy was curious. "About this big!" Gina showed her the size with a finger from each hand. "Fuck girl! You're kidding me? You sure?" Tammy's eyes were bogging out. "Why would I kid? What's wrong? Is this that small?" She asked from her young innocence. "Girl, that is almost ten inches. I've been doing this for 5 years now and when I get one of those I cant do anything for two days. Are you ok girl?" Tammy asked a bit concerned this young girl was not hurting herself from her inexperience. "Nah, I even came as the last guy started fucking harder from behind me and his balls kept hitting the flesh higher in my pussy." She said smiling. "Dear god girl!" Tammy was amazed at this girl she thought was still an apprentice in the business." The way you can take men, you should be doing porn, you always have to fuck big ones like that but at least is a bit cleaner and it can pay top dollar if you have the right body and are willing to do some of the sick stuff they do." Tammy added. "It pays more? Maybe I should try it. How can I do a porn movie?" Now it was Gina's turn to be curious. "Calm down girl, it's not as easy as it sounds. First you got to have the right stuff, your tits could be bigger but you're a cutie so you might pass, then you have to get into an audition. You will probably have to fuck a few guys to show them you can do it. The casters will probably want to get a sample of you too. In fact, you will probably have to fuck allot of guys for free before you get a chance in a movie. Some girls I know have been fucking the whole crew of a porn house for free for years now in the hope they get a part. At least in a part they could actually allow to do." Tammy explained. Gina was looking down sad like she wouldn't have a chance. Tammy looked at her and decided to help. "There is one producer I heard of that might get you in faster though. He is a bastard and will most likely want to fuck your brains out for a while before he gets you in, but if you please him the right way you have a good chance. I hear they do a bit rougher stuff but from what you tell me I think you might handle it." Tammy said. "Great. Can I go speak to him soon?" Gina asked with a bright in her eyes. "Well, here is a card they distribute by the streets to look for talent, it has their address." Tammy said handing Gina the card. The next day, Gina went up to the address on the card, she saw a very small nametag next to a bell button. It was written 'Phallus entertainment'. It was a kind of warehouse, which made Gina a bit unease, but she pressed the button. "Who is it?" A voice came out from an intercom. "Hi! I'm Gina, I came to get an audition." Gina replied. "I hope you do know what we do here Miss." The voice inquired. "Yes. I want to do... well... porn. Can I get in please?" Gina pleaded. "Ok." The voice said and with a buzz the lock on the door opened. Gina walked into the building that was indeed a small warehouse. It was filled with props for the movies the company produced. There were costumes, lingerie, dildos and other objects Gina had no idea what they were scattered around the place. "Ah. Miss Gina please come in, I'm Leibman, lets move to over there so we can speak." The man said. Leibman was the owner of Phallus entertainment, he used to be a porn actor himself but after a while he decided to start a company of his own so he could have a bit of fun. He had already gotten a bit overweight and with a beard he wore nowadays he looked just like the stereotype of a pervert old man. In fact phallus entertainment specialized in more alternative porn, the films were more towards a kind of soft fetish. Lots of dildos, erotic role-playing costumes and even a bit of bdsm. The actors were mainly female as the scenes required mostly rough lesbian play, anyway actors with big enough cocks were very hard to find so big dildos were the more common working tool. Willing girls like Gina were on the other hand always in high demand as others didn't last long in the hard receiving end of Leibman's scenes and quit from time to time. Gina had dressed to kill so she could get the audition. She bought a white silky blouse that closed with only a couple of buttons in the front, she thought about wearing a push up bra but she thought her big nipples could impress more when they poked out from under the shirt. She wore a pink mini skirt that hugged her ass tightly and showed off all of her thighs and if she walk the right way even a bit of her tiny white thong panties. Her legs wore her fishnet stockings she usually used on the streets and were shaped up by a pair of pink glossy stilettos. Her long straight natural blonde hair did the rest. This cutie was nothing to pass up even for Leibman. "What do I have to do?" Gina asked standing up in a more cleared up part of the warehouse. Leibman decided not to go easy on this girl even if she looked so innocent. She would have to put up with allot of shit if she wanted to work for him so he didn't even tried to make her comfortable first. "Ok. Let's see what you got. Take off your shirt!" Leibman demanded. Gina was half pleased she was getting a chance and half afraid of this sudden order but it was nothing she hadn't get used to in the past month. She sighed and unbuttoned the silky shirt, then when she was squirming to undress it she bended up her chest showing off her tits. They were small although very firm but her nipples were quite a sight. They were as big as fingertips and stood straight out from two medium light pink aureoles. Gina looked great with them, even when she was not the least bit aroused they made her look like she was in heat. "Hmmm, I see..." Leibman though those B cup tits would never make it but he was not letting this perky little tease go before he had his fun. "Now the rest, lets see what you got under there." He pointed at her skirt. Gina pulled her skirt down slowly as the elastic fabric hugged her legs tight and pulled on her stockings pulling them down. When she was off her tiny skirt, she was starting to peal out the stockings too but Leibman stopped her. "No. Leave those on, just get your panties out of the way. Oh, and bend over to me and stay like that when they are off." Leibman commanded. Gina did as she was told, after she propped her stockings back up straight she turned her back to Leibman, grabbed the sides of her thong and bend over as she uncovered her sex. Her pussy came into view, and Liebman saw she was cute everywhere, she was a true blonde but there was little proof, her pussy was almost bare and a small patch on top and a few furs along her pussy lips were all there was, but they were so light and thin they didn't even curl. Her ass was on full moon, she had great curves and a nice round ass that made her waist look tiny. It was so tight Leibman couldn't even see her asshole with her bent over, but that had to change. "Hmmm... Spread your legs as far as you can and grab your ankles so I can have a closer look." Leibman said approaching Gina. She followed Leibman's commands again and was grabbing her ankles as she felt a hand. Leibman came up behind her and cupped her pussy with his whole hand and started rubbing it back and forth feeling around. "Do you shave?" Leibman asked. "Shave? I don't have a beard." Gina was confused. Leibman laughed, he couldn't believe the feel of this lovely bush, he was looking for hair bumps but could only feel Gina's milky skin and her pussy getting a little wet. This girl was just as naive as she looked. "Ok. Lets see how you handle action. You did have sex recently?" Leibman asked. "Yes... I'm a prostitute... I have sex every day so I can make money." Gina replied a bit startled by this prodding hand. "A hooker... well then lets see if you know your job." Leibman reached in his pants and took out his now fully erect 9 inch cock. "Suck my cock," he ordered making her spin around to face him. Gina was used to this, johns really liked for her to suck on their dicks, they kept telling her she had a great face for fucking. In fact her cutest blonde face with full fleshy lips were just made for a great suction. Her quick learning tongue did the rest. Most of them came in her mouth and made her swallow although she didn't like it she thought it was normal and so did it without much fuss. Leibman was getting blown for only a minute and he had to make her stop a bit or he would come right then and there. This girl knew the job all right. "Does your throat work too?" Leibman asked after a few breaths. "Oh no, I can't do that. Sometimes guys try and I choke so much I've got to stop." Gina replied. Leibman was disappointed he would not get deeper into her lovely face but she was not going to make it anyway so he just moved on to get the rest. "Hmmm... no deepthroating ... I see. Now for your pussy, you can handle my cock?" Leibman asked. "Yeah, sure it looks normal." Gina replied. Leibman was a bit intrigued by this 'normal' but hell it was time for a nice hard fucking. "Get on your hand and feet and get that face down and your ass up!" He shouted a bit harshly. Gina was sensing she would not get into porn and make all that money so she didn't even flinched and put out exactly like Leibman asked. He put is huge cock right up to her pussy. He usually rammed all the audition girls in one go, no lube and if their pussys weren't wet too bad for them, he wanted to make them scream out so if they ran off he always knew they would not have what it took for the rough scenes. The ones who stayed had always lasted for a longer time. But this girl would not stay anyway so when he got his aim just right he lunged forward as hard as he could. Lucky for him her pussy was all wet or he would have skinned his dick off. He slammed loudly into her back and was expecting to hit bottom hard but instead he just felt her pussy grabbing around his cock. Gina felt the familiar touch of a penis at her pussy and was waiting for its entry when she felt full all of the sudden and then a large body slapping against her back. She let out a loud moan and then felt her pussy clench shut around the cock inside her. Leibman couldn't believe this cunt, not only did he not feel the resistance of her cervix being pushed up along the way but this girl didn't even scream, well, not loudly at least. In fact her pussy felt like it had a mini orgasm. He never met a young girl that could handle his full length this fast. Not that he was that thin either, his cock was more than five inches around. This was nothing to waste so he started ramming her as hard as he could. He went to the point where he would pull out completely and practically jump into her welcoming pussy. They were both panting hard and he was ready to come and just couldn't hold it anymore so in a last effort he pulled out and unloaded all over her back, then as soon as he could he went up to her face and shoved his cock into her mouth where Gina sucked his cock clean and her expert tongue got him hard again. Gina was moaning the whole time. She would feel full and empty again and again and after a while she started getting hotter and came a few times. She was getting into it when she felt something splash on her back and then a smelly cock trying to get into her mouth. She knew she had to please him so she sucked on it trying to forget the taste of her pussy and of the cum that was still coming out of this cock into her mouth. Then, making a face, she swallowed and looked up to Leibman for approval. Gina was a natural. Maybe there was hope for this girl, but now Leibman couldn't wait to get a piece of her ass so he went round to Gina's back. She thought he was going to fuck her again so she lowered her face again and sticked out her ass waiting for the next penetration. But then she felt the pressure at the wrong place. Leibman was pressing his cock against her ass. Gina jumped up suddenly. "Please don't... not there. I can't do it. Its too small and it hurts too much. A few guys have tried and they couldn't even get in." Gina pleaded. "What! You can't do anal sex. That cannot be. How do you want to be a porn actress and not do anal? There isn't a single scene these days that doesn't have at least a bit of anal sex. Crouch back down and I'll show you." Leibman was angry and couldn't believe that such a loose cunt could not even get a little bit of cock in her ass. Gina was seeing her chance fade away so she got back down again and tried to bear it. Leibman put his cock against her ass again and started pushing in real hard, but she was right, her asshole was damn tight and he couldn't get it in. "Please. It even hurts when I got to go to the bathroom. Please." Gina was starting to cry. "Nonsense." Leibman critiqued. He scooped a gob of cum that was still clinging to her back and smeared it on her ass and started to push again. He even slapped her ass cheeks hard to get her loosened up. In one last attempt he lunged forward real hard but his cock bent painfully with its head right against her sphincter. He only got a pain in his dick and a scream out of Gina's mouth that jumped up again after his last plunge. "I'm too tight in there. I can't... I can't do it." Gina was crying. Leibman couldn't believe it, this girls ass was like a brick wall. She was so cute and her pussy was so damn hot that it was a shame her ass couldn't cut it. But, maybe if... Leibman got an idea. Yes she would be just perfect for this. He had a little pet project on the works for a time now and was looking for someone willing to do it but it was too much for most girls. But this one, she was alone, she was cute, she was naive enough and her tight ass would be a great twist to it. "That's it! Of course." Leibman thought. She will do nicely, but she has to do at least something... a start. "I'm afraid, miss Gina, that you cannot get into this business with that blocked asshole." Leibman said now with his objective clear in his mind. "But I'm going to give you a chance to get in. But you must be able to do at least one thing." He added. "What do I have to do?" She asked still sobbing. "You must take at least one finger." Leibman said. "In my ass? But it hurts so much." Gina pleaded. "Just one finger, and I will go easy. If you relax it will go in, you'll see." He replied. "Ok." Gina assented with great unease after a long silent pause. She bent over again, crouching on the floor. Leibman stuffed his index finger in her pussy to get it wet and then started pushing into her asshole. "Now. Push on your ass like when you take a dump. You got to relax your ass." Leibman commanded. Gina did it and felt her ass heave a bit. Leibman felt her ass loosen slightly and pushed harder but his finger still wasn't getting in. This girl wasn't kidding, she was tight as hell. "More. Push harder." He shouted slapping her ass loudly. She pushed her bowels hard. She closed her eyes and forced her ass open as hard as she could and when she felt something move she thought a fart had escaped and clenched again. But now she felt a huge thing stuck in her ass and it hurt her. "You said you would put only your finger, your dick hurts." Gina pleaded in pain. "It is. Only my fingertip." Leibman said amazed. When she gave her second push his finger went a bit in, only to his second knuckle when she clenched again. Then he felt what she was talking about. The force on his finger was tremendous. Leibman was starting to feel his finger a bit mashed up in this anal vice. "And this girl thought I had my nine inch cock in there? Damn, I got to get this one." He thought, making his resolve final. The pressure was so great that his finger jetted out when he stopped pushing in. Gina got up again and reaching back started rubbing her poor ass. "Well. You can at least do one finger. But that just isn't enough..." Leibman was saying. "Please. I really want to. I need the money." Gina was sobbing from the itch in her ass and her disappointment. "You didn't let me finish. However, since you have other good attributes I am willing to give you a chance if you are willing. The deal is that you will work for free for as long as it takes, and in return I will help you get your asshole ready for use in porn films. I will also pay for food, bed and whatever you need, however you must live here at all times and be willing to do what phallic entertainment asks of you. When you finish you can get a million dollar contract if you agree to make a porn movie or just leave if you're not interested earning of course nothing. That is the deal I can offer you." Leibman made his move, now it was Gina's turn. Loosening Up Gina Ch. 01 She thought for a while, but in the end she could only think of all that money. "Ok. I will do it." Gina said her answer jumping at the chance she thought lost. "Good. Please come back tomorrow morning and I will have a deal contract ready for you to sign. You don't need to bring anything because you will be living here from now on." Leibman said. Gina grabbed her clothes from the floor and dressed them quickly as she left the small warehouse that would soon become her home. She looked back at it and decided she could take the pain that was coming to her ass if it meant all that money. Leibman was ecstatic. "This will be great, my pet project has finally a star. I got to get things ready." CHAPTER 2 - First things first Gina couldn’t almost sleep that night (not that she did most of the time), she thought this was all a bit sudden but if she had the chance to get her hands on a million she wasn't going to waste it for a little pain in the ass. Next morning she wore the skimpiest outfit she could find, she was not taking any chances of Leibman changing his mind at the last minute. She got a practically see thru top, a micro leather skirt, some high heel pumps and between wearing panties or not she couldn't decide. But in the end she went for an incredibly tiny black thong, she didn't want to be arrested in her way there. That outfit managed to get her even sluttier than her normal working clothes. Later in the morning she was at the Phallus Entertainment warehouse, she didn't even bring any possession other than her purse because Leibman told her he would provide for her. She took one last breath and pressed the bell button. Leibman had spend the rest of the last day getting the first props ready, he tried to setup his internet business arrangements for this day but it was impossible in such short notice so it was only good old camera film for now. The morning came and with a bell ring Gina came along too. Today was going to be fun, but things were bound to get better and better. When he opened the door and Gina walked in he saw just how fun they could get, this girl was the slut incarnated. "Hi. I'm here." Gina said with a million dollar smile. "Ah, miss Gina, I'm glad you could make it. I have all the arrangements ready, if you would please follow me." Leibman said escorting her towards a desk. "I've drawn up a contract to seal our arrangement, it's right there on the desk. It discusses all the terms, but as you assess our offer it is only fair that I can assess yours, so if you could please strip naked you can bend over and read the contract as I give you one last inspection before you sign." He said trying to keep a straight face to impress the girl. "Humm... ok, I guess." Gina agreed thinking it was standard practice. She took off her top and skirt in no time and her panties followed soon. "Your boots too, if you sign you wont need clothes much more so you can get used to your new uniform. Then go over the contract and bend over to me with your legs spread." Leibman said his final instructions. Gina nodded and untied her boots, reached for the desk and bent over leaving her eyes and hands positioned to look at the written contract and her holes available for Leibman. She started looking about the first page of the contract, she couldn't read all that well and she noticed it was in complicated lawyer terms, but before she could notice more she felt a sudden push, her pussy filled, and then something between her legs. Leibman had wasted no time and slammed his cock into Gina's generous pussy, he just had to try that marvel. He wanted to sample it dry to make her scream this time but to his surprise it only felt a bit more resistant to penetration than his last attempt. This girl was juicy. "Yeah! Don't let me stop you from looking at the contract, go right ahead." He said starting to pound her in and out. It didn't hurt Gina right away but after a few seconds the unexpected intrusion became painful. She didn't want to wimp out now with her opportunity literally in her grasp so she just bit her lip to keep from yelping and tried to relax as she did with her more fiery tricks. As she tried to read the contract Leibman would slow down and then rammed her two or three times real hard to get her concentration off. He had riddled the contract with all sort of legal loopholes, it was twenty pages long with several different font types and sizes and in the first page a big phrase in bold with an empty line for signature: "Upon fulfillment I will receive in option a million dollars contract as leading actress for a movie." All was meant to get the fullest legal, and ilegal, control possible over Gina and especially over Gina's body. Every time she changed pages he would pound harder and more randomly, when he saw her look at the signature line he got to the point of gently popping out and rubbing her clit with his cock head. Gina couldn't concentrate, she could only see and think of millions, she tried to read but she didn't want to decide she just wanted to accept. Leibman decided to push her into it. "I don't have all day, have you decided..." He fucked her gently. "Or not?" One brutal ram. "Yes." Gina gasped. "Well, yes you decided or yes you agreed to the terms." Leibman asked with an authoritarian voice. "I agree." She replied out of breath. "Good." Leibman said going to the table and fetching a pen and something she couldn't make out. "Here, a pen. Sign there on the dotted line." Leibman pointed as he moved back behind her again. Gina took the pen and started writing her name. She felt something cold, it seemed metallic twisting around in her now burning pussy, which was only now starting to get a bit more wet. "Have you signed?" Leibman asked getting ready behind her. "Yes. It's don..." Gina was answering when: "Aaaaaaaaaaaaahhhhhhhhhhh!" A sudden sharp pain came from her ass. Leibman wanted a start in style. In fact, this very first meeting was being taped with a few cameras built in the walls. He wanted to start breaking her in right away so he got a small metallic tube, no thicker than a finger and also about the same length, with two bearings in each end a bit larger and a small hole from top to bottom. He was wetting it with her cunt juices and got ready for Gina to say yes aiming the thing right at her ass hole. Then, knowing how tight her ass was he pushed it with all his strength into her backdoor jamming it in half way. Gina was in panic trying to reach back and remove whatever was on her ass but Leibman held her tight and secured her hands away from her behind. "I though we should start your training right now. You clearly need long and deep progress if you want to fulfill what you have just signed. Now settle down and don't remove that thing from your ass or I will get a bigger one to start you with. The pain should go away in a while if you relax." Leibman said to her trying to contain his laugh. "Au! It hurts. I can feel a huge ball inside me, take it out." Gina pleaded. "Now, now, it's just a tiny little sphere so your tight behind doesn't spit the tube out when you clench. I will remove it in a while but now I need it to put some lubrificant inside your asshole so that your training tools don't cause you so much pain. You want the pain to stop don't you?" Leibman said trying to convince Gina. "Yes." She said reluctantly. "Good girl. But first lets move to a better place, I want to show you your accommodations where you will spend most of the time while we work on your ass. Now, I'm going to let go of the tube but I want you to hold it in with your hand. Don't let it fall off or even slip out any more so push hard. If you let it go I will have to prep you up again and I will use this one instead." Leibman said holding out a greatly larger version of the plug in her ass. It was three times the length and the two bearings were larger than a golf ball. Gina gulped at the sight of the thing and quickly reached back to her back hole and grabbed hold of the tube. "Follow me." Leibman said harshly while he dropped the menacing object to the ground with a loud thud. He took her to a kind of a shed inside the warehouse. It was just four wooden walls that enclosed a room space about 20 by 20 feet. It had no ceiling, just a microphone hanging from a type of crane, the door was an open entrance and cameras pointing straight at a rectangular bed occupied all the four windows, one in each wall. It was a normal bed with four bedposts at each corner and a mattress covered by a single white satin bed sheet. All around the room were several cabinets and on them all sort of toys of all sizes, shapes, colors and with objectives that Gina didn't even knew about. The weirdest for her were several things on the walls that looked like coat hangers. "This will be your room. You will spend here most of the time until you fulfill the arrangement you have just agreed. But, first take a seat over there in your new bed so I explain your basic rules. Don't forget to keep this inside you." Leibman said to Gina giving her a little tap in the hand she had holding the small metallic object in her bottom. Gina walked to the bed a little dazed and took a sit on the edge of the bed facing Leibman, she let go of the object and replace her hold with the bed and started to put her weight into it. The spring mattress gave in a bit but her body pressing down on it applied allot more pressure on the plug than her grasp did. She shrieked and gasped for air as the object penetrated further up her anus. Leibman smiled. "Now listen carefully. This is were most of your exercises will take place, you are to stay here unless ordered otherwise and if commanded remain on the bed in whatever position is asked of you. This arrangment has of course costs as you can be obviously aware of since all your expenses will be paid by Phallus Entertainment, so to ease it we will film all of your activities without exception during your stay with us. Maybe the sale of such footage can give back some revenue." Leibman said. "Is this the film you promised?" Gina asked managing to smile despite her uncomfortable state. "No. You will get nothing for the profits of these images, just your lessons. The film contract will only be offered after you meet the objectives your surely read in the contract you signed." Leibman said, and before she could ask any more he continued. "You are not permitted to contact anyone during your stay here except those presented to you. A strict daily routine will be given for you to follow. Its contents will be explained during the next days so you can best absorve all the details. Hygiene and food are as promised ensured by us although they too must be fully specified also by us. Now! Shall us start shall we? I have prepared a long day for you filled with lots of new and exciting things." Leibman said. "Now, first things first. As your little asshole is so tight I'm sure it needs lots of help to be ready for any action performed on a porn movie. So, you should get accointed with the routine of lubricating you behind. This will remove the pain from anal penetration or at least most of it. This is what we will use." Leibman produced a large tube of lubricant from a drawer and a long thin wand. Gina was confused by the objects but was not able to make her questions. "Get on you arms and legs on top of the bed! Now!" Leibman shouted angrily. Gina startled a bit before starting to climb slowly onto the bed. Leibman was getting impatient with her resolve so he reached for Gina's lovely round ass and cupped her penetrated back hole with his palm. "On all fours I said! Hurry! You still have lots of thing to do." Leibman shouted pressuring her while he pushed hard against the object stuck in her hole. When she finally got into position Leibman grabbed the metallic plug with to fingers and gave it a few tugs. "It should be secure by now. Gina, you can relax a bit now but don't push it out, I'm going to let go of it and I want you to put hands below your face and rest it on them." Leibman said. Gina did as she was told. She felt what he was talking about, when he let go the sphere inside her rectum was stuck, her anus was gripping so tightly against the metallic shaft that it held the object without external force. That sphere was digging into her anal walls that were now throbbing around it and it was starting to hurt her. She relaxed a bit trying not to push out but not clenching either and it helped a bit. She was determined to endure this. Leibman screwed the tip of the tube of lubricant into the orifice located in the outer bearing of Gina's intruding object. It was the hardest part of the object Leibman had to have manufactured. He had to pay big bucks to convince the sex toy designer to make it ready in only a day, and even then he only did it because Leibman was his top client. But he did a great job and the tube screwed in perfectly, almost airtight. Leibman started to squeeze and lubricant oil rushed into Gina's rectum. She gasped. "What... what is that?" She asked surprised. "Its just lube, like I already told you. It is a bit more liquid that most but I want it to go a little deeper." Leibman said but I sure didn't calm her down. "Deeper, what the hell..." Gina was starting to think this was way too many new things for her. Leibman just kept squeezing and squeezing until it looked that her rectum should be filled with the slippery fluid. Gina was feeling more full and really weird as some of the liquid tricked down on gravity deeper into her bowels. Leibman felt satisfied it should be enough so he unscrewed the tube laying it down on the bed beside her. She was so tight that, although her ass was sticking out almost straight up, some of the lube gushed out. But before more could do the same, he then took the wand and inserted it trough the hole in the plug into her anal cavity. The wand was very thin, thinner than a normal pencil so as to get in the small orifice but it was quite long, almost 15 inches and not all that flexible as it was made of metal also. On his first thrust Leibman buried almost 8 inches into Gina. Then was when the moaning really started going. Gina felt a sudden solid penetration replace the fluid inside her, not only that but it was way deep inside her. Although it didn't hurt it tickled her bowels and she couldn't help moaning at the weird feeling. "What... what... what...?" Gina kept gasping after the first word. "This? Oh, I'm just spreading the lubricant a little better inside you. Anyway if you are to do any decent anal performances your ass should go deep as well as wide." And with that he started to slowly push the want in and out. At first he would just move out an inch or two, but he started to stroke wider and wider to the point of leaving just the tip inside the plug before plunging back in. Then he speeded up the pace. The lube inside her kept going deeper inside her and her she could feel it as it ran along her anal walls. He kept it for a few minutes before he started to tire his arm so he started to plunge deeper moving in a few more inches. That got Gina's attention all right. "Ahhh. That's... deep... toooooo... deep... deep!" She tried to state her discomfort through her moans. "What this? Miss Gina, this is not deep. But if you are so eager to know I'll show you what is deep." And with that Leibman pushed the wand as far as he could before he hit the walls deep in her bowels. He managed to stick the thing so deep that only about 3 inches of it was showing out from the hole in the plug. "Take it out, take it out!" Gina was in panic, but she felt the solid thing so deep inside her that she was too afraid to move fearing it could injure her. Leibman grabbed her hips firmly just in case but he left the wand buried deep inside her. "Now that is deep, see. Do you want me to take it out?" Leibman proposed. He went to the drawer to fetch another thing that Gina was too busy trying to avoid pain to notice. "Yes! Get it out! Get it out!" She said not even thinking twice. "I see. But to do that you must learn the first thing about anal penetration. Remember, yesterday when I told you to push?" Leibman asked taking his time. "Take it out! Take it out!" Gina kept saying. "Now, now don't be hasty." He said actually giving a little tuck to the protruding wand. "Yes! I remember. Please..." Gina shouted. "Good. When you push your rectum relaxes allowing for things to pass, as you well know when you go to the bathroom. This however can be used not only to push things out but also to push things in, until a certain point at least." Leibman was taking his sweet time relishing on Gina's discomfort. "Please..." Gina pleaded. "The trick in anal sex it that you must keep that pushing until your bowels relax enough to hold it involuntarily which for the untrained actress can be for a long time. So what I want you to do is to push like that and try to hold it for as long as you can." Leibman said, saying each word calmly, tantalizing Gina. Gina just wanted that thing out so she started pushing. Leibman grabbed the tip of the wand with one hand and the outer bearing on the plug with the other. "You must push a bit more than that." Leibman coaxed her. He finally saw her ass heave a bit so he pulled the wand out a bit but left half inside her. He started to move it a bit but Gina clenched again. When he felt it he pushed the wand way deep inside her again. Gina screamed. "Don't do that." Leibman said harshly. Gina managed to relax again but after a while she could not help it and she clenched again. Each time Leibman would push the wand hard again inside her. One time he pushed just the right way and it went in almost all the way, Gina felt a very sharp pain and pushed hard almost immediately and Leibman quickly pulled it out before he hurt her. They went on and on until finally Gina could more or less hold it. Leibman pumped the wand in and out effortlessly a few times before he was satisfied, he was trying to make her clench again as he was having a great time watching her squirm. "See, this is the way. Now! Before I take this out I want you to push really really hard, ok?" Leibman said. Gina just wanted it to stop so she pushed even harder, even as Leibman moved the wand around she kept pushing. Leibman felt her anus really loosen up and then her sphincter heaved enough that if he would let go of the plug it would slip inside her ass. It was time. He withdrew the wand in a rush, and then the plug just as fast. Gina's ass had a tiny gaping hole and a strategically placed hot light lit up her pink lube glistening insides. Then Leibman reached up for his next surprise and held up a vibrator. It was a small one, a bullet shaped very smooth golden vibrator only about 6 inches long and only a bit under an inch diameter. Before Gina would stop forcing herself open Leibman unceremoniously slid the vibrator into her gaping bud. Gina felt the intrusion. She felt cheated, she was promised release and now an even bigger torture was banging at her back door. She stopped pushing and even tried to clench as soon as her distended anus could, but it was no use. The lubricant made her efforts ineffective. Leibman just kept pushing even after he felt resistance not resting until only the black plastic bottom of the toy was protruding out. Gina started crying. "No. You said you would take it out. No more." She said convulsing. "I said I would take that out." He pointed to the objects he had just removed from her bowels and had thrown to the bed near her face. "I didn't say I would not put anything in. Anyway, that was just preparation, now is when when the first of your lessons will really start." Gina was half convulsing, half gasping, and half moaning. She didn't know exactly what had been introduced into her nether regions but it sure felt huge. Her well-lubed ass didn't cause much pain now except for the extremely uncomfortable stretching. She didn't know what to do with her ass, clenching would hurt her too much and if she relaxed who knew what that bastard might do next to her. Loosening Up Gina Ch. 01 What had she gotten herself into? She expected very nasty things to be done to her when she chosen to sign up for this but this guy was not even trying to make her comfortable. The least she expected was for Leibman to go gentle with her over tight tiny asshole. But it was a fact that she chose to be here. Despite liking it or not she had bent over by her own mind and now had to take it like a big girl... right up the butt. Leibman's voice brought her escaping conscience back to her current predicament. "See. Now your anal cavity is much more accepting. See how easy this goes in and out despite your efforts." He said pumping the toy in and out a few times. "This way you can start a scene at any time we ask of you whether you are aroused or not which is very important when we are shooting a scene." He continued still pumping the dildo. "But, for you to take anal sex seriously on camera you must learn to endure it for a long time. Although the main trick is to push like I showed you just now nothing compares to good old-fashioned sexual arousal." And with that he flicked the base of the vibrator and it started buzzing. Gina was so surprised she screamed like a banshee and lifted her head up pushing with her arms at the bed. She looked back and saw Leibman smiling ear to ear. She felt the vibrations shake her guts powerfully. She had heard about vibrators but had never bought one as she really didn't have the need, what she didn't know was how relentless and vigorous they could be. She couldn't stop screaming and she only stopped to get another gulf of air before her cries mixed with the high pitch buzzing sound that came out of her ass. "I thought I could help you a bit and used this vibrator that is small enough for you but as I can see from your reaction gives a proper stimulation to your body. Some actresses can get aroused sufficing anal penetration but for most it has to be achieved by other means. So this is what I want you to do now: You have to learn how to masturbate yourself while the vibrator does its job. I will leave you now and observe you from outside, you must continue until you reach an orgasm, a real one please, and make sure this never leaves your ass completely or I'll shove this one completely inside you and get another one for you to start again. And no turning it off either. Understood?" And with that Leibman left the dildo buried to the tip. "What? What was that he said? Vibrator, ass, orgasm?" Gina was so far out she almost didn't listen but finally it hit her. He wanted her to masturbate with that thing buzzing up her ass until she came. But before she had time to ask Leibman had left the room. She felt the vibrator start to slip out quickly and she certainly heard what he would do if it fell off. She dropped her head and reached back with both her hands catching the evading object. Now what? That thing was so uncomfortable that she was not the least happy about it being poking in her bottom but the vibrations were shaking her whole body. If it only was in the other hole... No! She couldn't take it out. What then? She had to cum or she would have to stay there till the batteries went dead. She let one hand slip to her vagina. It was still a bit itchy from the harsh fucking it had received earlier. She spreaded her pussy lips and caressed it up and down massaging her labia, trying to forget the oscillating device. She found her clit like she had done in all her teen years and coaxed it out of its hiding place. That was the easy part, but as she started rubbing it she found out that this task was not going to be so easy. The vibrator shacked her bowels so hard it started to get really painful after a while. It was not stretching pain or even uncomfortable pain it was a new feeling that hit her. She was cramping up, her ass wanted to evacuate this disturbing alien object and that was the one thing she couldn't do. She started to franticly rub her pussy, she put one, two three and sometimes even four fingers pumping her hole. She switched hands after a while holding the golden vibrator with the other. She pinched her clit hard to forget the pain then her gorgeous sizeable nipples, she changed position and lay on her back. Nothing worked. She was high all right, she could almost taste the orgasm in her mouth but with all those cramps there was no way she could get there. She was getting tired when her hips spasmed impelled by all the cramps. The dildo was quickly shoved inside her ass and then pulled out. "Ouch... Hey! That really helped." Gina hadn't been moving the dildo the whole time leaving it half way inside. When she moved the dildo the cramps died out a bit, but it was the vibrating feeling rushing along her insides that gave the small extra pleasure she had been looking for that would balance out her bowels discomfort. With that she pumped the vibrator slowly in her ass to test the feeling. It worked, when it moved along her rectum she could feel it with her vagina. After spending almost half an hour in vain efforts she was on her way to release. She remembered how to relax her bowels and started pumping the golden vibrator with one hand while she masturbated her pussy with the other. It was working, just a little more and she would get there, but she was shoving that thing in and out for all she was worth. She had to get a bit more power, she grabbed at a spongy satin pillow left at the head of the bed, she placed it between her legs, lifted up and then sat on it. Then she started riding it with all her might while she mashed her tits and massaged her clit in synchrony with her jumps. Her ass went numb and she could only feel a vibrating stimulation along her vagina each time she fell with her weight on the dildo. A tremendous energy invaded her whole body and the pent up orgasm that had build during all that time finally released. It was the most tremendous thing she had felt until that moment and she just kept going and going, slowing down only a bit at a time until she finally collapsed, spend, laying on her side with her legs gripping the pillow tight against her butt where the vibrator still buzzed happily. Leibman was ecstatic. This girl had more potential than she knew, she had just managed to provide a scene that could make for a whole lot of money and he had it all on tape from four different angles. He couldn't wait till he could sell live feeds across the Internet. But another twisted idea began to form in his mind: "I wonder if she can... nothing like trying." While Gina was half asleep Leibman entered the room holding a black latex butt plug. He gently reached for Gina's legs and opened them up to remove the pillow trying not to wake her. The vibrating vibrator vibrated out of her slick and very relaxed ass and was promptly replaced by the rubbery plug. Her anus accepted the eight inch wide part with ease and then closed around the small pencil width bottom holding it in as tight as it could at its present state. The bottom lid prevented more than its 5 inches to reach deeper in her rectum. He then turned her flaccid body on her belly, spread her legs a bit so the plug would be visible blocking out her ass. Then he fetched a chair and sat there watching over her orgasmic morning nap. Gina had cum so hard that she black out with a smile on her face for about ten minutes. When she started to regain conscious she remembered the ride she had given at her impaling device and could still feel it in her ass. In fact it felt to her like it was still there although it certainly wasn't because she didn't feel the relentless vibes. She rolled up and sat on the edge of the bed. Damn her ass felt distended, in fact it felt full and dull. She jumped up a bit on the mattress. "Ouch, Hey, wait a minute, there IS something in my ass!" "Hi miss Gina. Glad to see you managed so well the little task I gave you." Leibman said moving up to her anticipating her next move. "What did you do?" She screamed and jumped up bending over and reaching back to her ass trying to remove whatever was there. "Not so fast." Leibman said grabbing her tightly by her waist and cupping the plug with his hand preventing her futile attempts to get rid of it. Gina started sobbing helplessly. "I can't take it, my... my ... ass is sore." She said bursting into tears. "I'm afraid your ass is also very very tight. I can't spend lots of time opening it back up whenever you must perform your duties. Anyway its a good training for you and you will see that after a while you wont even know its there." He said jerking it around and trying to see if it was tightly pinned inside her. "No more. I want... to leave. This is too... too much, my ass..." She wailed and cried. "My dear. You are free to leave anytime you wish just as long as you pay for the expenses you had made Phallus Entertainment spend on you." Leibman advised her options. "Pay?" Gina asked surprised. "Yes. Its in your contract, you should read it some day." He chuckled. "Between materials, time and services I estimate the debt would be of about 50 thousand dollars by now, but of course it was a big initial investment and it could be more." He explained. "I don't have... that. I can't even earn that much to pay you in 10 years." She pleaded, tears flowing from her eyes. "Then I suggest you do as you are told. I will let you rest until lunchtime, provided of course you do not remove this plug from your ass. If you do I still have plenty of vibrators to test on you, but I'm afraid they are all larger than that last one. Stay here and don't leave until I call you for lunch." Leibman commanded. "When is lunch, there are no clocks here." Gina stated coming out of her cries. "Like I said, when you are told! Now stay here and don't move this thing." Leibman said giving a last push in the black plug and leaving Gina alone in the room. This was not what Gina wanted. She wanted to do a porn movie to earn money, she didn't thought this would be this hard. Now, she had a sore ass blocked out with a huge thing and she had just signed the contract a few hours ago. She was supposed to live here so she still had days ahead of her... in fact she didn't even know how long it would take. Now, she had to wait, but wait for what?