JENNY By Tommy Part 6 Breakfast was on the table. Still in her nightie, Jenny set to work on the pile of sausages and fried egg covering the large plate. She glanced at the time. The man had said to be showered and ready by nine thirty. Not for the first time, she changed position in the chair. Why did her bottom feel so strange. Funny.. a bit sore…as though something had hurt it inside. But what? She racked her brains trying hard to remember what the man had done to her last night. He'd cuddled her. She remembered that. What else. Hadn't he touched her… just there? Hadn't he..? A shiver ran through her closely followed by a soft tingling between her legs, and she tried to think about something else. Had to do what he said! Must obey him. Get it over with and go home. Go home and…. The tears started. She saw them dropping onto her plate. Home! If only he'd let her go home! She sniffed and finished the breakfast. Had to shower and change. Only twenty minutes left! The clothes the man had left her were the same as before, though this time the knickers were navy blue –typical school knickers, albeit thinner and stretchier than any ever worn by real schoolgirls. She dressed quickly, buttoning her white blouse and pulling on the small pleated skirt. So short! She shook her head. It only just covered her knickers- as usual. A pair of white ankle socks followed. The time? Oh no! She rushed across to the bed and stood up straight just as the door opened. Tom entered and smiled at her. "Good breakfast?" Jenny swallowed nervously and nodded. "Yes sir." "Good. Well, I'll just take the tray out shall I?" He paused. "While I'm gone, take your skirt off and fold it up neatly please!" He left with the tray and Jenny stared after him, her mouth wide open. But…but..she'd only just put her skirt on! Not a spanking film… not already, surely! Her hands shaking, she removed her skirt and placed it back on the chair where she'd found it. How she must look now! She walked quickly to the large mirror and groaned. Oh no! Just like before! Why did she have to wear these silly knickers? They showed everything! Her fingers itched to pull the thin material out of her creases, but she stopped herself. No, he'd only be angry. Best try not to think about it. After all, he had seen just about everything, hadn't he? She blushed. Just not fair! "Oh, you do look nice!" She turned and saw the man looking at her. He seemed to be in a good mood. Perhaps.. Tom clapped his hands. "Well, after a good night's sleep, I'm sure you have lots of energy, so we may as well make a start." Jenny watched in bewilderment as he moved a few tripods closer to the bed and screwed lights to the top of each one. "Hmm, should be enough light I think." He checked the cables and switched the lights on, ensuring the bed was well illuminated. "Well Jenny, we're going to do a very nice video now. I think you'll like it very much." He laughed and rubbed his hands together. "You see Jenny, the videos we're making are about naughty girls in a boarding school. Well now Jenny, what do young girls get up to when they're on their own in the bedroom, hmm?" Jenny looked confused for a few seconds. She saw where his eyes were focused and understood. Her face turned crimson and Tom laughed. "They play with themselves, don't they, Jenny? They explore their bodies and rub their little clits don't they?" He looked at the embarrassed twelve year old before him and nodded. "Oh yes, Jenny, I think we know all about that!" Jenny felt her cheeks burning. What was he saying? He was going to film… to rub her..? Disgusting! He couldn't! He.. Memories of the previous day surfaced and she swallowed. He had, hadn't he! "But sir…sir.. please.. you're not going to.. I mean.." Tom laughed at her confusion. "What we're going to do Jenny, is this." He produced a rolled up magazine from his back pocket and gave it to her. "That Jenny, is the sort of things that young girls like to look at when they're alone. Nice, isn't it?" The girl's eyes opened wider. The bright glossy magazine had a title she didn't understand, but the photos needed no explaining. Naked men everywhere, some just teenagers. Men smiling, holding their… their things! Jenny felt her heart racing. Look how big their things were! She shook her head. So dirty! So rude! But their things!! "So what we're doing now is a nice little video where a girl, alone in her room at the school, decides to play with herself while looking at naughty pictures. She starts with her knickers on, but after a few minutes, she takes them off and rubs herself till she comes." He checked the time. "Right, let's start! I don't want to waste any time Jenny, or I'll be very angry!" Jenny saw the look in his eyes and shivered. But… "Come on. On the bed. Like this." He lifted her onto the bed and Jenny squealed. What…? A small click and the air was filled with pop music. He turned the volume down slightly. "Okay, lie back, head on your pillow. Okay? Now then, when I say go, you hold the magazine with one hand and start playing with your pussy with the other." He paused and lowered his voice. "It may seem embarrassing Jenny, but you know quite well that I did this to you a few times yesterday, so it's nothing new. This time, you'll be doing it yourself, that's all. Just don't mess me about!" There was a click. Jenny saw the man pointing a video camera straight at her. "Okay. Start!" This wasn't happening! It couldn't be! She lay on the bed, frozen. Tom sighed and lowered the camera. "What exactly is the matter?" His eyes narrowed. "I… I can't. I mean I can't do… you know sir. It's so… so rude sir! I can't…" "But you managed it yesterday, didn't you! That little pussy of yours had quite a bit of attention as I remember. Why can't you do it now?" He enjoyed the look of confusion and fear on the girl's face. Shit, she looked good! Her nipples were pressed hard against the white blouse and her knickers displayed every contour and crease. "I… I… I mean..it's different… sort of different sir. I mean…" Tom nodded. "What you want to say is that it feels different because this time, I'm making you do it while I watch. That's it, isn't it?" The young girl nodded, her face beetroot red, a tear running down one cheek. "Well Jenny, I really don't care." Tom spoke quietly but with an edge in his voice. "You know exactly what you've got to do, so let's get on and finish the film. Just pretend I'm not here." He pointed the camera at the nervous girl and nodded. "Right, start!" Jenny's skin felt cold. How could she …do it just like that? How? Her hand moved down to between her legs. She touched her pubic mound and flinched. Please no! This was horrible, just… Her fingers traced a circle around her private part. Was this okay? She swallowed and tried to stop from bursting into tears. Had to do it. Had to! Tom moved closer and filmed the girl's finger as it ran up and down between her pussy lips, pushing her tight knickers deeper into the crease. "Okay, slip them off" he whispered, licking his lips. Shit, this was good! "Completely off!" Jenny gazed up at him in dismay, her fingers frozen. How could she…? She shook her head, lip trembling. "Sir, I… I don't want to. Please… It's rude! I… I…" Tome clenched his teeth and tried to control his anger. Stupid little bitch! "Very well Jenny. Off the bed!" The frightened girl turned and got off the bed, relief mixed with trepidation. He was angry. What…? "Not one word Jenny!" Tom opened the wardrobe and took out a few thin garments which he threw on the bed. "In the bathroom, wash your face and put these on. You have sixty seconds!" The girl took the flimsy items in her sweaty hand and ran to the bathroom, anxious to show her obedience. Perhaps if she was quick, he might not be so angry. Perhaps… She was back in less than forty five seconds. Tom nodded and licked his lips. The thin red cotton vest and knickers looked good on her. Not as tight as the others, but then they weren't meant to stay on for long, were they! "Hands in front of you!" Jenny raised her hands obediently as the man fastened strong looking leather bracelets around her wrists and attached them together via a small metal clip. Before she knew what was happening, he'd pulled a soft black bag over her head. "Now this goes over your head. Just for a minute, that's all." "Sir, please…what..?" "Silence Jennifer! Not a word!" He felt her shaking slightly and grinned. Jenny had to learn! "Now Jenny, just walk forward. I'll hold your shoulders and make sure you don't trip over anything. Come on!" He gently propelled the frightened girl out of the room into the corridor. Jenny felt scared. Was he taking her back to the schoolroom? Why the bag? She knew the way! No, they were going past that room! Tom stopped at a door further down the corridor and pushed the girl inside. "Okay Jenny, just hang on a minute. There, I'll just take your hands and … there we are! She felt the man attach something to the ring holding the wrist straps together. What…? "Up they go!" Her hands were pulled up over her head. Another 'click' and she was pulled up a bit more. Harder. She was on her tip-toes. Her breathing quickened. No! What..? "Sir…what are you doing? Please don't! I don't like…" "Nearly finished Jenny" said Tom, laughing. "Just get these legs finished, shall we?" Jenny felt something being tied round her ankle. A strong hand gripped the other ankle and pulled her legs further apart, quickly securing it, so she couldn't close her legs. "Sir…no!" "Don't worry Jenny. It's called a leg-spreader. You'll get used to it. Now then, let's get this bag off and…" The light made her blink, but it only took a second for her to realise how dim it was. She looked round. Where was she? The room looked like some kind of dungeon in a castle! Strange devices all over the place. Hooks on the walls, some of them with… Her eyes widened as she saw the assortment of whips, straps and chains decorating the far wall. "Please…my arms.. don't… I can't…I don't……" "Hmm, I knew I'd forgotten something." The man disappeared for a minute. Jenny squirmed and looked up. Her hands were attached to a chain that ran through a metal hoop in the ceiling. The end of the chain was attached to a hook on the wall. By shifting her spread feet, she managed to turn and look behind her. Her eyes bulged. Directly behind her was a large full length mirror on the wall. How she looked! "Oh good girl. Yes, I think it's better if you face this direction" said Tom, laughing. He put a box on the table. "Just a few toys." "Sir, please… I'll do whatever you say" babbled the girl frantically. "Let me down, please! I'm scared! My arms are hurting. Please…" "Your arms will get used to it, don't worry." To Jenny's horror, he picked up a long thin riding crop from the table and tapped her arms. "Your muscles just need to stretch a bit, that's all. Besides.." He tapped her pussy with the end and she squealed. "Up on your toes more Jenny! There, that's better." From the box he took the red ball gag he'd used earlier. "Now Jenny, if you don't make too much noise, I won't use this. So be careful!" He ran the riding crop down her tummy and tickled the bare bit of flesh between the vest and knickers. "This is what we call a 'punishment session'. You have to learn to be obedient, Jenny, if you want to go home soon. Otherwise you'll just stay longer until we get all the films made. Understand?" Jenny nodded, tears streaming down her face. "Please, I'll do whatever you say. Let me down, please! I'll do what you told me before, promise! I..I.." "Yes, I'm sure you will Jenny. But we've started the session now." Tom stroked her cheek and kissed her wet nose. "You know, Jenny" he whispered. "You have to be naked for a punishment session. We can't start till you're ready." He took the side of her thin red vest between his fingers and grinned, his erection straining behind his trousers. The stupid girl had been far too much in a hurry to notice anything different about her garments. Had she had a bit more time, she would have seen the small strips of Velcro that held them together. "Now then, we just take this off…so!" Jenny looked down and flinched at the sharp ripping sound of the small Velcro strips being pulled apart. What the……? "No!! Please sir! Don't…!" The cool air across her chest told her all she needed to know. Her face turned a brighter shade of scarlet. "Hmm, lovely titties you have Jenny!" Tom teased her nipples and laughed as the girl tried to pull them out of his grasp. "Oh I think they want to play with me. Look, they're getting stiffer!" Jenny sobbed and moaned with shame as the man's hands explored her small but firm breasts. Please! This couldn't be happening! So rude! So very very rude! "Oh you do look nice. Look, you can see in the mirror. What a nice pair of tits!" Jenny looked and groaned with embarrassment at her reflection. Please let him stop.. "Sir, I don't want to do this. Please…please…I promise. I promise…" "Oh, I know Jenny. But we haven't even started yet. Now then, what has to come off next, hmm?" She felt his hands move down her body and screamed, trying to wriggle out of his grasp. "Oh come on Jenny, don't be shy. Let's see what you've got here, shall we?" In the mirror she saw one side of her knickers had been pulled open. Not the other side..please! Nooo! Like a conjurer unveiling the rabbit in the hat, Tom removed the girl's knickers, enjoying the way she wriggled, staring in horror at her reflection in the mirror. "Much better now, isn't it?" he asked sarcastically. Jenny felt the tip of the riding crop on her pussy and screamed. "For goodness sake, Jenny, I've had enough of your stupid noise. I think you need a reason to scream. Shall I give you a reason, Jenny?" The girl shook her head, blinking through tears. "No… please sir…no!" She bit her lip and sniffed loudly. "Well, just in case, I think I should put this on you again." Tom took the red ball gag and tickled the sweating girl under the chin. "Open up Jenny. Wide open!" Jenny shook her head. "Please not that sir. I'll be quiet..promise. Not that..I…." The room seemed to disappear for a second as a wave of agony course through her young body. She saw a shiny metal thing on her left nipple. It was squashing it flat. The pain was incredible, just so….! Tom laughed. She hadn't noticed the nasty looking nipple clip in his hand. He quickly slid the rubber ball past her teeth and fastened the strap behind her head. "Oh at last, a bit of peace and quiet!" he joked, testing the ball was held tightly enough. He saw the look of panic and shook his head. "Remember what I told you Jenny. Relax your lips and breath through he side. Good girl." He reached down and stroked her plump pussy lips. Jenny flinched and looked at him, her eyes pleading. "Now then Jenny, I think we need to get a few things straight." His voice was low and calm. "While you're here, you have to do whatever I say. I already explained that. It's no good feeling all embarrassed because I've seen and done everything before. You're not the first girl I've used. You must be the.." He racked his brains. "Oh, at least the ninth or tenth I've had here. So it's really very silly to get upset over it, isn't it…hmm?" Jenny's breathing slowed and she shuddered as his finger touched her little bump. So rude…but so…! Tom saw her relax. The pain from the nipple clip must have been awful, but he knew it passed relatively quickly. "Now, you're not a stupid girl, are you? I have to make some videos, and some of them will be a bit painful for you. I can't help that. But if you're good, you'll soon learn that you can enjoy yourself while you're here." His fingernail was stroking the tip of her clitoris and he saw her stiffen. So predictable these young girls! "So why don't accept that, and be good? All you have to do is exactly what I say. Then we can finish the videos and we'll all be happy. What do you think Jenny?" The young girl's naked body was slippery with sweat. So many emotions competing for her attention. The pain had subsided and the discomfort from her position seemed momentarily lifted as delicious waves of tingling emanated from deep inside her. Tom recognized the look. Now then, how long ago since she'd had the last drink? He calculated swiftly. She'd be needing another soon. But perhaps a slightly lower dose? Very gently, he removed the nipple clip. Jenny gasped in pain as the blood returned to the squashed flesh. "Sshh, okay. It's alright!" Continuing to tease her clitoris, he ran his finger over her other nipple and smiled as it stiffened. But she had another place that was even more erogenous, didn't she! He moved a bit more to her side and slid his finger up between her buttocks. Years of experience with little girls had taught him that this area was either extremely erogenous or not at all. Jenny definitely fell into the first group. Jenny felt her buttocks being parted, then…. She gasped loudly as his finger found her tight puckered anus. For a few seconds she seemed to be floating. The tingling was so strong…so strong..and…. Tom laughed and stopped stroking. "Oh no Jenny, not yet! Only when I say." The girl gazed at him, confused, the tingling slowly fading, replaced with a feeling of pure frustration as her clitoris cried out for relief. She felt her anus being prodded and moaned, pushing herself backwards as if begging for more. Tom teased her clit again and kissed her cheek. "You want to come, don't you!" he said softly. His fingers resumed their rhythmic motion. "Do you Jenny? Do you want to come?" The girl nodded her head, eyes pleading, mouth contorted as she continuously pushed the ball with her tongue in order to breath. Tom stopped for a second. "So from now on, you'll do whatever I say, won't you?" Jenny nodded again, trying hard to twist her hips and make his fingers continue what they were doing. Please….. "You'll let me play with your pussy whenever I want, will you?" Frantic nodding. He pushed his finger harder against her sweaty anus. "You'll help me make all the videos?" High pitched moans. More nodding. Tom unzipped his trousers and eased his erect penis into view. "Even the sex videos? Look Jenny! Look what I've got for you!" The girl's eyes widened in horror and excitement. So big! It was… Tom's fingers moved faster. The tingling in her body increased. No…too strong! It was ..it was…! "Come on Jenny! Come for me!" The room disappeared and her body erupted in pure pleasure, waves of electricity pulsating from her groin. Her knees buckled and shook, hips turning back and forth. Tom slid his finger deeper into her hot anus and felt her buttocks clench tightly around his hand. The girl's moans intensified for a few seconds, then stopped. Her eyes gazed at him, unfocused. "Wow, that was a good one, wasn't it!" laughed Tom, removing his fingers. Shit, she was so wet! "Let's get this off you shall we?" Jenny opened her mouth wide and he pulled out the ball gag. "Lick my fingers clean Jenny!" A second's hesitation, then she ran her tongue over his fingers, too naïve and too dazed to realise the saltiness was from her own vaginal secretions. The pungent aroma of her anus greeted her nostrils and she momentarily recoiled before continuing. "Okay Jenny, you've had your bit of fun. But to make sure that you understand, you're going to spend another hour like this. Then you're going to take a shower and help me make another video. A rather painful video where you get twelve hard slaps with a slipper on your bare bottom. Then I'm going to film you playing with my cock. So what do you say? Can I count on you to do what I say from now on, or should we continue the punishment session this afternoon as well? It's up to you Jenny. Yes or no? The exhausted girl looked up him, then glanced down at his penis. She nodded. "Yes sir." "Good. Then we have a deal." Tom walked to where the chain was hooked on the wall and pulled it hard, making Jenny squeal as she was lifted slightly higher. "On your toes more! That's better." Jenny squirmed in discomfort. "Sir, please… so uncomfortable. Can I come down now? Please sir..I.." "No Jenny, I've already explained. You still have another hour to go. Oh, and there's something else I forgot." Jenny watched in horror as the man took a small metal clip from his pocket. She recognised it immediately. "No sir, please! Not again! Please don't ….please!!!" Her nipple hardened as the man's finger teased it. "Sorry Jenny, but I have to do this. Girls always get two nipple clips during a punishment. You've only had one so far. Besides…." He lowered his hand and ran his finger over her moist pussy. "If I have to punish you again, I'll be putting some clips just here. He parted her plump pussy lips and teased her small clitoris. "I have a very special clip for this as well, Jenny! Oh yes!" The look of terror in her eyes make him laugh. "So believe me that this is nothing compared to what will happen if you're naughty again. See you in an hour or so!" He released the clip and walked to the door, grimacing as the girl screamed in agony. Silly girl! She had to learn! Tom sighed and rubbed his hands together. Oh yes, they were going to have fun. Such fun! *** The schoolroom was humid. Tom hummed one of his favourite tunes and adjusted another camera. Good, that should do it. Now then, the lights? Yes perfect. He glanced round at Jenny and chuckled. The young girl was exactly as he'd left her, touching her toes next to his desk, skirt and knickers round her ankles, large bottom sticking up provocatively. Oh yes, she'd been a changed girl after the punishment session! Of course, she still had to have a few drugs sprinkled in her orange juice. Couldn't take any chances! "Good girl. We're ready to start now." He patted her large posterior and laughed as she flinched. "Now Jenny, don't forget. I give you twelve slaps, then threaten you with the cane. You beg me not to, and offer to do anything. I mean anything!" He paused. "Just remember that if I have to stop the camera or tell you to do anything more than once, you go back to that dungeon." A sharp click and Jenny heard the sound of five cameras being activated. She swallowed and gripped her ankles. Not that horrible place again. Anything but that! "You're a very naughty girl!" Tom's deep voiced echoed round the room. "Keep still and push that bottom up! More girl!" The tone of his voice made Jenny squirm with fright. She pushed her bum up as much as she could. SLAP, SLAP, SLAP! "Owww, sir…owwww!" Jenny's bottom writhed and she burst into tears. So painful! How could she stand this? How…? SLAP, SLAP, SLAP! Tom tapped the smooth rubber sole of the gymshoe into the palm of his hand and grunted with satisfaction at the red marks now covering the girl's expansive backside. "Keep still girl. Another six to go!" SLAP, SLAP, SLAP "Owwww…please…please sir…owwww!" "Legs open more Jennifer! Come on. I haven't finished yet." The sobbing girl did as she was told and Tom smiled at the sight of her pussy peeping cheekily between her legs. Good. That would look great on the film. SLAP, SLAP, SLAP! Tom grimaced at the girl's squealing. "Goodness sake Jennifer! Anyone would think you'd never been punished before. It was only the slipper!" Jenny sniffed loudly and flinched again as she felt his hand stroking her sore skin. His finger traced the crack between her buttocks and she gasped, knowing exactly where his finger was going. Despite the pain, now replaced by a dull throbbing, she found herself impatient for his finger to arrive. "Okay, it wasn't that bad now, was it!" said Tom quietly. His finger reached her pussy and he almost laughed out loud as the girl gasped. How much of the powder had he put in her drink? Just enough, it seemed. He pretended to be angry. "I don't believe it! Your pussy's completely wet!" He withdrew his hand and wiped it on her hot buttocks in disgust. "Since you clearly appear to be enjoying this, young lady, I think a good hard caning is in order, hmm?" Jenny shook her head and tried to look up at him through her legs. "Please sir, not the cane. Please… I'll do anything sir! Not the cane..please!" "Anything Jennifer?" "Yes sir, please sir. Anything!" Despite the fact that the man had told her what to say, Jenny was terrified that he might just change his mind. The thought of the stinging cane landing over her sore buttocks was too dreadful for words. "Please sir… not the cane…Please!!" Tom nodded. "Okay Jennifer, we shall see how obedient you are." He groaned with discomfort as his engorged cock strained in his pants. He stood her up and positioned the nervous girl in front of him. "Here, on your knees!" Jenny obeyed, glad of the chance to change position. Cool air wafted over her red bottom and between her legs. Her short vest ensured that everything below her tummy was still on show. "Undo my belt girl, and take my trousers down. Right down!" Jenny swallowed. Her hands shook as she undid the large metal buckle. Part of her brain seemed to want her to stop. But she couldn't. It wasn't right, was it? So rude… But she had to! Besides, her throbbing bottom reminded her of what would happen if she didn't. But something else. Something she didn't dare admit. Part of her wanted to do it! Her eyes widened at the sight of the man's black cotton underpants. Having never really liked boxers, Tom preferred the more traditional tight pants that left nothing to the imagination. Jenny shivered. Her little fingers took the waistband and slowly peeled the thin pants down over the man's muscular buttocks before lowering the front over his… His erect penis popped out and bobbed up and down only inches from her face. Jenny gasped and let go. "No, all the way down girl!" She blinked and pulled the man's pants down to his feet, unable to tear her eyes away from his stiff penis, bouncing up and down in front of her. Never had she believed a man's 'thing' could be so big! She looked at the bulbous flesh at the tip and saw a drop of fluid appear. Tom sat down and opened his legs wider. "Okay Jenny, you may touch it. Have a good feel!" A few second's hesitation and a mixture of emotions on the young girl's face. Then… small fingers running along the hard shaft. Tom shut his eyes in bliss. Oh fuck! "Feel my balls as well Jenny. Play with them. Gently though!" The room span. This was bliss! Pure bliss! He ran his hand through her hair and spoke quietly. "Put the end in your mouth and tickle it with your tongue. When the cream comes out, make sure you swallow all of it…. or else!" He saw her stop for a second. The poor girl was scared. "Get on with it Jenny! Don't stop till I tell you!" Tom held his breath and waited. The little bitch better do it properly, he thought. Otherwise she'd spend the whole night strung up in the dungeon with her clit and tits clamped! He chuckled. In any case, it was on his list of things to do, whether she did it well or not! A small hot mouth enveloped the end of his throbbing cock and he gasped. Oh shit… oh shit! "Yes… oh yes…here it comes! Good girl! Be a good girl and…" The room dissolved as the electricity coursed through his body. He felt his prostate tingling as it forced hot fluid up and out of his pulsating cock and into the girl's mouth. Oh fuck… soooo good! Jenny's eyes bulged, excitement and disgust mingling inside her head, but kept in check by the fear of what might happen if she annoyed the man. Her mouth was suddenly full of the man's salty, sour cream and she swallowed quickly, fighting the urge to spit it all out. Oh yuck! This was disgusting, so… Her mouth filled again and she panicked. How much was coming out? How much was.. She felt some escaping out of the corners of her mouth and licked it back in. Please, no more…! "Oh shit, that was good, Jenny! So good!" Tom slumped in the chair, exhausted, and opened one eye. Shame he'd come so fast. Oh well, once he got her doing this on a regular basis, he'd be able to take his time. "Hmm, keep sucking till I tell you to stop, Jenny. Make sure all the cream's out. Good girl!" Jenny grimaced but licked the last few drops as they appeared from the man's exhausted penis. She felt it soften in her grip. So that was how it worked! Dim recollections of sex education classes slowly surfaced. Tom opened his eyes and yawned. Oh fuck, he'd definitely be doing that again! Hmm! "Okay, pull my things back up!" He stood up and waited for her small fingers to slide his pants and trousers up to his waist, sighing impatiently as she fiddled with the belt. "Stand up Jenny. Here in front of me. Stop fidgeting girl!" He pulled the frightened girl a bit closer and grinned. "Right now Jenny, I think you've learned a few things today, haven't you!" He took her hands in his and chuckled at the way she swallowed nervously as her pussy was exposed to his gaze. "Yes sir." She blushed. "Now then, can you remember how all this started? The reason why you had to be punished in the dungeon?" Jenny blinked and nodded slowly. Yes, she did remember. "So Jenny, now's your chance to show me how much you've learned. You're going to take a shower now, and then we're making that film. Understand?" He watched her expression. A look of dumb acceptance. She knew she was beaten. "I… yes sir." "Good. Now go and get nice and clean, then put those school clothes back on. Quickly!" He watched the young girl run out of the room, red bum jiggling, and chuckled. This was great! It looked like he'd found just the right combination of drugs to keep her quiet, yet responsive. The time? Oh yes. They'd make a nice film, then try something different. ****** Jenny opened her legs wider and waited for the man to do a close-up of her glistening pussy. Dressed only in a white school blouse and tie, her knickers lay on the floor with her skirt. She shivered – a mixture of fear, embarrassment, yet a hint of excitement as she waited for him to finish. Tom nodded for her to carry on and moved back, keeping the camera trained on her, a typical naughty schoolgirl engaging in self-abuse. Jenny's fingers returned to where they'd previously been and she closed her eyes. She flicked her small clitoris back and forth, gasping as it stiffened, ripples of electricity spreading through her body. "Blouse off as well please" she heard him whisper, his words masked by the music from his cassette player. Her hands shaking, she quickly removed the tie – held on only with elastic- and removed her thin white blouse. The cool air on her small breasts made her hesitate. What on earth…? A lump came to her throat. Then the image of the dungeon room and …. "Play with your nipples!" She bit her lip and touched her tiny nipples, flinching at the effect it produced. Oh yes, so nice. So…. Tom licked his lips and zoomed in on what she was doing. Her fingers teased the tips and he watched in pleasure as both nipples stiffened and expanded. What a hottie she was! "Okay, keep your pussy busy – but turn over now – hands and knees!" Jenny seemed to take a while in understanding the order, but after a glance from the man, she did as he said and turned over. Such a strange position, her hand reaching underneath her, fingers searching for her little bump and… "Bum up more! Knees further apart!" Despite his recent orgasm, Tom felt his cock straining at the sight. Shit she was so fucking sexy! He lowered the camera to film her moist pussy peeping cheekily between her legs, small fingers flicking in and out. Moving the camera to one side, he reached down and teased her small puckered anus that seemed to be winking at him. Jenny gasped. "Ohhhh….sir…..I….." Tom laughed. "Hmm, nice isn't it Jenny!" He ran his hand over her large plump bottom and gave it a light slap. The redness had almost completely disappeared. What a fuss she'd made. Just wait till she experienced a proper punishment! Jenny's fingers seemed to be moving faster. He bit his lip, trying not to laugh at what he was going to do. Let her learn what it was like to be frustrated! "Okay Jenny. You may stop. Stand up please!" Jenny's head was spinning. The tingling was getting strong. So strong. Just a few more seconds and…. "I said, stand up!" The world came back into focus. Jenny breathed heavily, the tingling still strong, her throbbing little clitoris screaming for attention. Why… oh why…? "Very well Jenny. You leave me no choice." The tone of the man's voice turned her to ice and she quickly turned and got off the bed, her hands at her sides. She looked at him nervously, her nakedness momentarily forgotten, then lowered her gaze. Why was he angry? She'd heard him and… "When I give an order, I expect you to obey without hesitation. Is that clear?" A small shaky voice. "Yes sir." "Go and wash between your legs and come straight back. Make sure it's dry. Then put your knickers on. Go!" She returned after a few minutes, hands held in front of her, face pale, biting her lip. Tom shook his head. Poor girl was scared and embarrassed. He looked at her hands and sighed. Jenny understood and slowly moved them, uncovering the front of her tight knickers to his gaze, her white face suddenly reddening. He couldn't help laughing. She'd already been masturbated a few times, had her privates examined, fondled and filmed, yet she still felt embarrassed even though she had her knickers on. Oh well, not to worry. She'd learn! "I think Jenny, that you know why I'm angry." His tone was firm but not unkind. "I expect instance obedience whenever I give you an order. Every time you hesitate, you not only make me angry, but you waste time that should be spent on making the films." He allowed this to sink in, then continued. "I could see that you were about have an orgasm and I know it feels very nice, but I wanted to save that pleasure for another film." The mention of what she'd been doing when she was so rudely stopped made Jenny's cheeks turn an even brighter crimson. She fidgeted nervously, wishing that the man would stop looking at her knickers all the time. Please let her get dressed properly! It was so horrible being like this. So wrong, so… His next words made her freeze. "So perhaps you need another little session in the dungeon. Let's say three hours with some of those clips on, hmm?" Tears started to stream down her cheeks. The feeling of terror when he'd suspended her! The excruciating pain of the clips on her nipples! The thought of having the clips on other parts of her body, especially…! "No sir, please not that! Please not that! I'm sorry, I'll be good, I promise sir, please not the dungeon, please…" Tom smiled. The drugs were still working. Without them, she would have been screaming hysterically, not merely crying. The dosage was perfect! He scratched his chin. "Well, I suppose I could just spank you instead, but…." Jenny nodded frantically. "Yes please! Please sir! A spanking..please!" Her pleading tone made Tom laugh. Poor kid was terrified of going back to the dungeon room. He pretended to think for a few seconds, then nodded. "Okay then, we'll make another spanking film. But you have to do everything I say! Any hesitation or disobedience and you'll spend the whole night in the dungeon. Okay?" Jenny nodded, her hands shaking at having come so close to going back there. "Yes..I promise…promise.." "Okay then, so you may as well give me a hand to get everything ready." Tom pointed to an old armchair next to the table. "Bring that over here while I get the cameras ready." Jenny did as he said and he winced at the noise it made as she pushed it to where the cameras were. He noticed with satisfaction how she was so willing to help, being so relieved at having avoided another session with the dreaded clips. But not for long. Oh no! Tom shifted the armchair round a bit more and adjusted some cameras before wiping his forehead and facing the nervous young girl. "Hmm, well now we have to decide what to use on your naughty bottom, don't we!" He pointed to the cupboard. "Go and choose an implement please Jenny. Something that will make a loud noise when I'm spanking you!" Jenny swallowed, wondering for a second if she'd made the right decision. She opened the door, hands shaking and surveyed the collection of objects on the middle shelf. Shorts straps, old slippers, hairbrushes, strange objects she didn't recognize. Her heart pounded in her chest and she shook her head in confusion. "I think the paddle would be best." Tom's voice made her jump. "Sir, I….?" "The one that looks like a large ping pong bat with holes in it!" Jenny picked it up and looked closely at the object, turning it over in her hands. So weird! The wood was perfectly smooth. Why were there three holes in it? She held it by the handle. It was heavy! The thought of this on her bottom made her shiver. She felt sick. "Okay, bring it here and we'll get started. You've already wasted enough time!" He took the paddle from her and sat on the edge of the large armchair, smiling at the terrified expression on her face. He held her hands in his. "What we're going to do now Jenny, is this. You are going to bend over this chair and stick your bottom up as high as you can. While I'm paddling you, I want silence! I know it won't be easy, but if you want to avoid another spell in the dungeon room, you have to keep quiet. Understand?" Jenny blinked, lips quivering. "Y…yes sir." A tear rolled down her cheek. She looked at the paddle on his lap. Oh gosh, this was going to sting! "You will receive twelve slaps but I'm going to let you keep your knickers on for the first six. When I tell you to take them off, you do so without any hesitation at all. Is that clear?" He saw the girl tremble. "I…I mean yes sir." Tom patted her hand. "If you keep quiet and if I think you've tried hard, then I may give you a little reward afterwards. A very nice reward!" He stood up and waved at the side of the armchair. "Bend over here, arms on the seat, on tiptoes, bottom up high!" For a second he wondered if perhaps he should have given her some more drugs to keep her placid, but she bent over without a murmur and he surveyed the large bottom before him with wonder. Her tight knickers were pulled deep into the crease. What a beautiful sight! "Legs further apart!" He adjusted the cameras again, making sure that the outline of her pussy could be seen, peeping at him from between her thighs. "Come on Jenny, arch your back more! Stick that bum out more! More!!" Jenny did as he said, anxious to keep him happy. Anything to avoid having to go back to that room and…! The old leather seat of the armchair smelt so musty. She gripped the edge, hoping that it wouldn't be too painful. She must stay quiet, mustn't cry! Tom patted her thigh gently with the paddle. "Nice and slowly, hmm?" She felt him running the heavy wooden implement over her knickers. Silence. SLAP! It was like a gunshot, echoing round the room and making even Tom blink in surprise. He shook his head in wonder. This was great! When had he last used it? Ah yes, the brunette. Samantha wasn't it? Now he remembered. He'd decided she needed help getting her pain threshold up, and the paddle had been perfect. Covering so much flesh, it wasn't as vicious as the cane or strap, but stung like hell. Jenny's mouth opened but no sound emerged. The sting of the paddle felt even worse than the cane! Her fingers whitened as she gripped the leather as hard as she could. Wouldn't scream, wouldn't cry, wouldn't… SLAP! Tom felt himself sweating. The way the girl writhed was incredibly erotic. "Keep your bottom still, Jenny!" He waited. SLAP! Jenny shut her eyes tighter and bit her lip. Her backside felt like it was on fire. Please don't scream, don't scream! Must stay still! Tom licked his lips, eyes narrowing. He'd told the girl that she'd get the first six over her knickers, but…. Yes, why not? "Stand up Jenny!" He watched the girl push herself up, her face streaky with tears. She looked round at him, confusion all over her face. "Since you seem to be taking it quite well, I'm giving you the next nine on your bare bottom. Take your knickers off!" She looked at him for a few seconds in total confusion, her brain refusing to accept what he'd just said. The first six he'd said….on her knickers…then… The look in his eyes turned her to ice. She peeled her knickers down with shaking hands and removed them. Tom took them from her and smiled. He held up the paddle. "Stings, doesn't it?" Jenny nodded, tears running down her cheeks. "Yes sir." He saw her hands opening and closing. How she must long to clasp her bum! "Come on then. Bend over!" Jenny's head felt as though it was spinning. She turned and resumed her position, her throbbing buttocks making her forget for a moment that she was once again completely naked. The cool air wafting over her private places soon reminded her and she sobbed into the smelly leather seat of the armchair. Please let it be over..please! SLAP! Jenny had hardly had time to grasp the sides of the seat and she arched her back and uttered a soundless scream. No… please… no! SLAP! Tom aimed the paddle at the girl's lower bottom and waited for a reaction. The girl's writhing made his cock press against his pants and he groaned with frustration and the pain of his discomfort. SLAP! He heard a low moan quickly cut off. She was trying so hard! SLAP! "Owwww!" SLAP! She couldn't help herself. "Owwwww! Noooo! Owwwwww!" Tom stepped back. The young girl writhed with such ferocity that she rolled off the armchair onto the floor. He saw the look in her eyes. A mixture of pain and pure terror. He sighed. "Okay, I'll pretend it didn't happen. Three…two…one..!" Jenny scrabbled quickly back into position, thrusting her red hot bum up as high as she could and opening her legs even wider. Her desperate attempts to please made Tom laugh. SLAP! SLAP! "Nnnnggg….owwwwww!" Tom watched in amazement as the girl's back arched and squirmed frantically. Oh fuck, what a sight! SLAP! He surveyed the girl's large red bottom and grinned. Slowly but surely, her pain threshold was increasing. In a week or two, she'd be taking a paddling like this in her stride. She wasn't the first and she certainly wouldn't be the last! SLAP! "Mmmmmnnnnn!" Jenny's face was contorted as she fought to stop herself from screaming out. How much more? Surely that must be twelve? Please…no more! She felt the man running the paddle down between her buttocks and shivered. Silence for a few seconds. "For not keeping completely still, I'm giving you three extra!" Jenny groaned and shook her head. Three more? Her bottom couldn't take it! "Please…please!" "You know what the alternative is Jenny, so just shut up or else…" He ran his hand over her sore backside. Gosh, it was so hot! "The last three are going to be much worse, but think of it as a little test. Your last chance to avoid going to the dungeon room." He waited for this to sink in. "So for the next three, you have to keep perfectly still and not make a noise." His finger ran down between her buttocks and continued. Jenny gasped, though not with pain. "Hmm, sweaty little pussy, isn't it." Tom laughed and found her clitoris, flicking it gently, smiling as her buttocks clenched. "Okay, the last three. Remember what I said!" He saw the girl's shoulders shaking as she sobbed, head buried in the leather of the seat, back arched, pushing her red bum up for him to… SLAP! SLAP! SLAP! Tom had decided to place them all on the lower part of her ample buttocks, at least half of the paddle landing on the back of her legs. Jenny squirmed and writhed in agony, knuckles white, teeth clenched, but somehow managed to keep up on her tiptoes. A few seconds. She suddenly realized it was over. She'd kept quiet! She'd done it! "Good girl Jenny. I'm so proud of you!" She felt his hands stroking her reddened flesh and flinched. Oh, so sore… so very sore! "No, don't move. I'll put some cream on to take the sting away. Just stay still!" The coolness of the special cream felt delicious and she sniffed loudly, face still wet from tears. Tom spread it gently over her red skin, applying cream from a second jar to places where bruises were forming. He grinned. The cream would stop any bruising and have her backside back to normal within hours. "You know Jenny, You really are getting used to being spanked now, aren't you." His fingers strayed into the mysterious dark and moist crease between her legs. "I had a little girl with me a few years ago and I used to paddle her every day." The pain from her buttocks slowly vanished, to be replaced by a strong tingling as the man's fingers teased her clitoris. She moaned softly. "The cream I put on your bottom is very special. It takes all the pain away and gets it back to normal very quickly." Jenny felt a finger stroke her bumhole and she gasped. "Ooooh…sir!" "Hmm, yes, you like that, don't you!" Tom laughed. Jenny really had a very erogenous anus. He pushed his finger inside very slowly, chuckling at the response it provoked. "So what I'm suggesting is that we have a little paddling session like this every day to help build up your pain threshold. It will make the rest of the filming a lot easier, you'll see." Jenny moaned, only half hearing his words. The feeling from inside her was ecstatic, waves of pure electricity spreading out from her pussy and bumhole. Tom felt her buttocks clench hard against his fingers and wiggled them about more. Jenny thrust her bottom out as if trying to get his fingers in deeper. "So tomorrow I intend to give you twenty slaps, then add five more every day. If you make a fuss, we simply continue the paddling in the dungeon room, but if you behave yourself, I'll do what I'm doing now. Okay?" Jenny's brain spent a few seconds to process this information. Another paddling? More? But…. Tom's fingers moved faster and she moaned, louder now. "Okay?" "Ooooo…yes sir! Yes!" At that moment Jenny was ready to agree to anything as long as he didn't stop what he was doing. "So come on Jenny. A nice big one for me. Let it go!" He bent his finger deep inside the girl's anus and simultaneously pressed harder against her clitoris. He laughed silently. Years of experience with little girls had made him an expert. There hadn't been a single girl that he couldn't bring to orgasm whenever he wanted. Jenny pushed her bottom against his hand. "Aaaaaaaagh!" She came violently, a powerful orgasm wracking her body. Tom's eyes widened in wonder as her body shook, her buttocks and thighs pressing hard against his wrist. This orgasm was without doubt her longest and deepest yet. Shit, she was so wet! Tom wiped his hand over her sweaty back and laughed. "Okay you, funtime's over!" He helped her up and laughed again at the exhausted look in her eyes. She looked dazed. Jenny felt herself lifted and deposited on the bed. "You can have a little rest, then a quick shower." He looked at his watch. "I'd like to make a few more videos later. One with you doing some exercises in the gym, then something a bit sexier I think." Jenny watched him leave, her heartbeat slowly returning to normal, head still spinning. Normality returned and she clutched the pillow, hugging it hard against her while she cried. ****** The dungeon room was humid. Tom wiped the sweat from his brow and cursed himself for not installing a dehumidifier as he'd planned. He yawned and waited for the girl to calm down. Stupid thing! He looked at the naked girl struggling in front of him and licked his lips. Shit, she was so sexy when she did this. "I think Jenny, that if you don't calm down, I'll simply increase the punishment. What do you think, hmm?" It was three days since she'd first been paddled and clearly had now found thirty five slaps with the paddle just too much. Tom had to be honest; he was amazed she'd got this far, but rules were rules. After all it wasn't as if the stupid bitch suffered that much. The cream saw to that! Her backside yesterday had been as red as a sun, so much so that he'd decided to paddle her right down her thighs, stopping just behind the knees. How she'd screamed! At least he didn't have to worry about the drugs any more. He'd got the quantities just right now. Kept her slightly subdued but perky enough to react. Perfect! He slapped the paddle into the palm of his hand and walked round behind the girl, feeling the chains that held her hands high above her head. The leg spreader was almost at its maximum and she looked quite comical with her legs so far apart. Thank goodness for the ballgag! Her screaming when he'd dragged her to the dungeon had been head-splitting! Stupid girl! He looked at her backside and grinned. They'd got up to thirty one slaps and the skin was deep crimson. Good thing he'd put some cream on halfway through. No sign of any bruising whatsoever. He honestly thought she was going to make it. But he'd placed the last two slaps on her inner thighs – as yet untouched – and the effect had been spectacular! The girl had leapt up, then collapsed in a sobbing mess on the ground, hands between her thighs, refusing to budge. "You really are a silly little girl Jenny." Tom stroked her sweaty back. She was calmer now and had stopped tugging the chains that held up on her tip-toes. "You were doing so well. Only a few more and you would have had your reward as usual." Tom reached down and ran his hand over the girl's sweaty pussy to illustrate the point. He was pretty sure the thought of what he'd do after the paddling was as effective as the fear of punishment if she didn't behave. After all, this was the only time when he allowed her to orgasm. He chuckled at how many times he'd got her close to coming during filming before stopping her from reaching climax. It had been a good decision. Keep her frustrated! Mmm, the films they'd made! The last one had been amazing. Having got her used to giving him blow-jobs, he'd made her do it with her hands tied behind her back. The threat of punishment if he didn't come in five minutes had made her lips and tongue work like crazy! Oh that had been so nice! He'd deliberately held back until the last minute – not easy – just to scare her. He patted her large bottom and shook his head. "So because of your silly behaviour, we have to start all over again!" Jenny looked at him through tears and shook her head violently. "Nnnnngg, nnnng!" "Though I think I'll wait till your bottom's back to normal. Give the cream a few more hours to work, hmm?" The fear in her eyes made him laugh. "It's your own fault Jenny. You have only yourself to blame." Tom walked across to a large metal table and rummaged about inside a cardboard box. "Ah yes, here they are." Jenny's eyes followed him as he walked back to her. She saw herself in the large mirror opposite and squirmed with fear and shame. "Well, I don't know about you, but it's lunchtime and I'm hungry." He held up the small objects in his hand and smiled. Jenny's eyes widened in terror. "I don't want you to get bored while you're waiting for your bottom to be paddled again" he said, a nasty glint in his eye. "These should keep you amused." Jenny struggled frantically and screamed from behind the ballgag. No please! Not the clips..please! Tom teased the young girl's nipples with the small metal clips and laughed as they started to stiffen. Her eyes were fixed on what he was doing, begging him not to… He released the spring and stood back to see the reaction. Jenny's body writhed as intense pain erupted from her squashed nipple. She shook her head hysterically, splattering tears over Tom's shirt. "Oh don't make a fuss girl!" Tom waited for her gyrations to slow and quickly put a clip on her other nipple. Her legs shook and a low moan escaped from behind the ballgag. "Oh, painful is it?" he asked sarcastically. "Well, guess what Jenny." He held up a third clip, a slightly different shape from the rest. "Can you guess where I'm going to put this one?" The girl's eyes opened and squinted at the small long metal clip between his fingers. Where could he put…? No… please..! Tom crouched down and teased the sweaty pussy only a few inches from his face. "Little girls have to learn how to obey, don't they!" he said playfully, his fingers already stroking her small clitoris. Despite her terror, the feel of the man's finger made Jenny stop her writhing for a few seconds. So nice…so nice..but…? "Oh you naughty girl. It's already as stiff as a little boy's dick!" said Tom laughing. "Never mind. This should help!" Jenny's eyes were closed. Tom slipped the small clip between her pussy lips and guided it quickly onto her throbbing clitoris before releasing the spring. The effect was as dramatic as he'd expected and he rubbed his hands with glee as the young girl screamed and gyrated. From previous girls, he could imagine how it must feel: a small sensitive part of the body used for giving pleasure was now squashed flat! Not to worry. It wouldn't be the last time. He'd make at least two films where the whole process would be filmed in detail. Oh yes, those were always fun! He stood up and rubbed his back. Oh shit he was hungry. "Don't worry Jenny, the pain goes down after a few minutes" he said, patting her buttocks. He walked to the door and grinned. Jenny was moving her hips back and forth as if to force cool air into her sore pussy. "Just going for a bite to eat, then we can get the paddling out of the way" he said cheerfully. "I reckon about forty should do it. Then we can get back to work." He thought of the films he had planned for later and groaned as his cock pressed hard against his trousers. Oh yes, they were definitely going to have fun!