WARNING. This story includes graphical descriptions of extreme, forced sexual practices of almost all kinds. If you think something might offend you or are under legal age to read porn stories, please don't go further and delete this file. DISCLAIMER. This story is fiction. The author does not condone, and much less support or suggest, any form of sexual harassment or non-consensual sex. Blackmailed Secretary By Prof. Anacletus Whip Part 3 Captive! Roberta checked the contents of her bag once again and kissed Bob goodnight. "I'm so sorry I have to leave you all alone, my love" she purred. "Not a problem, love, I'll go to sleep early" was Bob's reply. Thank God, she thought, Bob wasn't jealous nor suspicious. Roberta wasn't sure how could her recent changes in clothing and appearance be accepted that easily by Bob... within the last week, she had shaved her mound, colored her hair blond, bought lots of lingerie (although she had been able to hide some of it)... Bob probably just thought she was trying to be as sexy as possible to him... She drove towards a small cafeteria where she used to stop in the morning on her way to her workplace. There was a toilet room outside the cafeteria, she rushed in with her bag and changed her dresses, turning into Depoulos' whore - business as usual. This was the first time she did that in the evening. She quickly walked back to her car, hoping no one would mistake her for a hooker... in that extremely short red skirt, tight black wool top that seemed to be just filled by her bra-less big breasts.... black silk stockings and black stilettos... Back in the car, she took the small map Depoulos had given her and drove toward his mansion, just out of town. -------------------------------------------------------------------------------- A black, handsome guy met her at the door of the mansion and let her in. "You must be Roberta," he said, in a rather gentle and warm voice, closing the door behind them. "My master, Mr. Depoulos, is waiting for you in the living room with the waitress, Liza". Roberta nodded, but as she was taking her first step, the black man stopped her. "I'm sorry, not this way. Depoulos wants me to lead you with this." He showed her a black leather leash and collar. "Y... yes" she muttered, as the black guy buckled the collar onto her neck. "On your knees, please." Roberta slowly sank to her knees. "My name is Rick," said the man. She nodded again, looking at him... "nice... to meet you" she murmured, although it felt silly to greet the man who was holding her by the leash. Rick grinned and turned his back to her, leading the way. Roberta crawled behind him on her hands and knees. The lights in the living room were dimmed. Depoulos raised his eyes when Roberta came in, led by Rick, and grinned. "Hello whore," he said. The waitress, Liza, was a petite blond, dressed in a maid uniform... and she was kneeling between Depoulos' legs. There was little doubt as to what she was doing. Depoulos patted her head. Liza withdrew from what she was doing, and stood. "Very pretty outfit, dog", Depoulos said to Roberta, lazily caressing Liza's thighs under her skirt. "You look good on your knees. Crawl over here." Roberta moved, this time followed by Rick. Depoulos bent forward and reached to squeeze her ass, then her tits. "Fat udders with no bra... ah... so inviting". Roberta blushed as she felt all the eyes upon her. "Lick my shoes, be a good dog, dear" he ordered. Roberta bent down, trembling for the humiliation, and unwillingly stuck her tongue out... until it came into contact with the black leather of Depoulos' shoes. Then he began to lick. "You've already met Rick, and this is Liza," Depoulos told Roberta. "They work for me. We are going to have fun all together, tonight. Did Bob cause you any problem, whore?" "No Sir, he didn't, Sir." "He knows you might be spending the whole night away, right?" "Y... yes Sir". "Higher now dog, you might lick my cock too." Roberta slowly raised until she was facing Depoulos' cock. It was still wet with Liza's spit, and rather flaccid. She began to slowly lick it. "It's good that Bob is such a stupid wimp," Depoulos said. "This way, his whore can take all the cock she needs... all the humiliation she needs... and all the pain she needs. And then she can get back home and play the good girl. Am I right bitch?" Roberta nodded, still licking. "Yes Sir, you are right." Depoulos caressed Roberta's pretty face. "Back to my shoes, dog, lick the soles too." Roberta bent down again. "Take a look at the whore's fat ass while she cleans my shoes" Depoulos said to Rick. The black man approached Roberta and raised her skirt to her waist, revealing her round buttocks and her shapely stockinged thighs. He Felt her ass cheeks slowly, squeezing them in his strong hands. Obeying to a gesture from Depoulos, he also slapped it hard two times. "Did you miss the taste of your man's cock, whore" asked Depoulos. "Y... yes Sir this whore missed the taste of her master's cock Sir." Roberta felt an itch between her legs as the cold, emotionless voice of Depoulos began to draw her into submission. "Lick Liza's shoes, now, and give me your fat cunt to fondle. I'm sure you missed your master's hand on your horny cunt, didn't you." "Y.. yes Sir I missed your hands on my horny cunt Sir". Roberta turned towards Liza, her ass jutting out towards Depoulos. She began to lick Liza's high heeled shoes as Depoulos reached between her thighs to obscenely grope her cunt. "This bitch is getting wet just by licking our feet," he said, "I think she will be literally dripping before I'm ready to use her cumhole". Then Depoulos took the leash from Rick's hand and pulled on it to get Roberta's attention. "Climb on that chair, whore" he ordered. Roberta looked up, then crawled on her hands and knees towards the chair, and sat down, legs lightly parted, her skirt still around her waist. She kept her eyes cast down, waiting for them to use her. Her shaved mound was visible and glistening with her own juices to add to her psychological discomfort. Depoulos made a gesture to Rick, who stepped away and returned a few moments later with some items. The black man stood behind Roberta. "Hands behind your neck, miss", he said. She obeyed, and felt Rick's strong hands hold her forearms, then the cold steel of a pair of handcuffs clicking as they were buckled around her wrists. She heard another click as the cuffs were secured to some support in the back of the chair, blocking her wrists in place. When the cuffs were secured, Rick fetched a penis-shaped gag. He put the tip of the mock penis onto Roberta's lips, and she obediently allowed him to slide all the rubber cock in her mouth. She moaned through the rubber gag as he buckled the straps behind her neck. "You like to feel cock in your mouth, don't you?" Depoulos teased her. Roberta nodded. Unable to speak, she felt completely at their mercy. Depoulos stood, and walked towards her. He began to fondle her tits through the top, and rubbed his still flaccid cock onto them. "Good fat whore," he said, stepping back. "Put your legs on the chair's arms" he ordered. Roberta complied, as Rick fetched more toys. The new items were two small chains with clips on both ends. When she saw them, Roberta moaned through the gag, her eyes widening in fear. The black man squatted before Roberta, and looked in her eyes as he attached one end of each chain to the hems of her stockings. She felt his strong black hand brush her thighs and even her sex a couple of times during the procedure, and this somehow increased her wetness. Then he seized her right cuntlip... she started in fear and the sudden, intense sensation... Rick attached the dangling end of the right chain to her cunt lip. The clip had a strong spring, and Roberta moaned in pain as it bit her tender skin. Next, Rick did the same with the left chain. When both chains were in place, he arranged them so that they did pull hard outwards on her cuntlips, effectively spreading her pussy wide open. Roberta closed her eyes as this black stranger was dealing with her pussy in such a cold, professional way. Now she was as opened and displayed as she had never been before. Rick checked the clips twice, pulling on them, sending waves of pain/pleasure through Roberta's system. Then, the black man stood aside, and Depoulos stepped over, reaching to fondle her open sex again. Roberta kept her eyes cast down as he inserted two fat fingers in her slippery hole. She felt like a doll, a powerless toy in their hands - a horny, over sensitized sex toy. "Deal with her udders, Rick" said Depoulos in his low emotionless voice as his fingers slowly slid in and out of her gaping sex. Rick raised Roberta's tight top until her large tits were exposed. Her nipples were stiff, and Rick fondled them for a while to let them get even more erect and sensitive. Then he went to fetch some more items. He returned with a thin rope, and seized Roberta's left tit, beginning to wrap the rope in a tight loop around it. Roberta moaned through the gag as some tears appeared in her eyes. She could feel her tit swell as he was binding it tight with the rope. Again his strong hands occasionally brushed her, on her sensitive nipples this time, as he wrapped the rope around her left tit too. The last few loops were drawn around both tits, squeezing the swollen balls together. Roberta weakly shook her head no and softly cried, her moans muffled by the rubber cock filling her mouth. Rick had finished his work, for now, and he stepped back, while Depoulos was still slowly fingering her. "So whore, I think it's been very arousing for you to be bound by a big black man like Rick, hasn't it?" Roberta looked into her boss' eyes and weakly nodded. "I'm sure you are wondering how big he is. How deep can he dig into your low cunt," Depoulos continued, and Roberta couldn't but weakly nod again. She hadn't been thinking of Rick's cock, but her wet pussy clearly revealed that Depoulos was right, in part at least, much to her shame. Her boss grinned and slapped her swollen tits very hard with his free hand, increasing the pressure on her clit as he fingered her. "And does this cow like to feel her big obscene udders punished like this," Depoulos asked. Roberta felt more tears flowing as she nodded again, against her will. "You will get used to receive pain in your fat udders and your fat cunt for my pleasure, cow" insisted Depoulos. "You will need to feel pain there, the harder it will be, the more aroused you will get. You are about to become my pain whore. Do you feel excited at the thought?" Roberta nodded again, as his fingers - now three of them - dug deep into her open, slippery sex. Finally, Depoulos withdrew his fingers, leaving her frustratingly empty. "Does Bob lick your cunt, dog?" he asked her. Roberta meekly shook her head no. Depoulos motioned Liza to approach, and the girl did. Liza was rather pretty, firmly and sexily built, and the maiden uniform added to the attractiveness. She bent forward till her face was level with Roberta's, and kissed her neck. Roberta shivered as she felt Liza's lips and tongue on her skin. "Do you think Liza's soft mouth will feel good on your wanton horny cunt, Roberta?" Roberta looked up as Liza withdrew from her neck and smiled at her, licking her lips softly. The bound girl hesitated... she didn't want to have sex with a girl... that somehow felt dirty, even in that extreme situation... she tried to shake her head no, and let out some pleading moans through the gag, as some tears ran across her cheek. "If you don't want Liza to lick you, we can take that redhot iron from the fireside and shove it in your cunt... and then have her soothe your pain with her tongue... you will have a better attitude then." Hearing those words from Depoulos, Rick grinned and walked towards the fireside. Roberta widened her eyes and began to moan loud, trying to free herself from the bondage, but Liza and Depoulos held her legs still. Rick returned with the hot iron. Roberta was shaking her head furiously. Her pleas could even be understood through the gag. "Mmmm..." said Depoulos. "We can't hear you whore... are you saying you want Liza to lick your cunt?" Roberta furiously nodded, moaning... "ysssmmmm plsmmmmmmmmmm" Depoulos grinned. "I can't hear you bitch. Do you want Liza to lick your cunt while Rick rubs his long black cock on your pretty face?" Roberta was nodding still.... "It will be quite hard for you to appreciate Bob's poor prick after you have seen a black snake that close, bitch, are you sure you want to feel it all over your cheeks?" Roberta nodded again, desperately. Depoulos slapped her tits again, and stepped back. "Liza," he said. Liza knelt between Roberta's spread thighs. Rick was undoing his zipper. Roberta closed her eyes as the girl's soft mouth reached to her sex. She could feel her kiss her clit, and then she could feel Liza's tongue intruding in her hole, push forward. She closed her eyes in the sudden, intense pleasure, but was immediately took back to reality by Rick seizing her hair and Depoulos commanding her to open her eyes. Rick's huge black cock was before her face, and the man began to rub on her cheeks. He pressed it with one hand so that more of it was brushing on the skin of her cheeks. Liza got hold of the clips secured to Roberta's cunt lips and pulled on them to open her for more while her tongue was snakeing inside her. "Be careful not to let the bitch cum, Liza," said Depoulos. He now stood before Roberta, behind Liza, and he took Roberta's left foot, removing her shoe. Then he removed the left, and held both of her feet. He caressed them, his hands running from her beautiful soles to her calves to her thighs. Then, he joined her feet, and Roberta understood he had undone his pants when she felt his big cock between her soles. This came so unexpected that it shot even more excitement through her body. Depoulos began to rub her feet on his cock, masturbating lazily on her stockinged soles as Liza's tongue gently caressed the inside of her pink hole in long, slow, deep strokes. Depoulos and Rick began to fondle and squeeze her tightly bound tits while they were masturbating. She felt her whole body shaking, her mind could not concentrate on any of the individual feelings - Depoulos' cock enjoying her feet, Liza's mouth abusing her clipped pussy, Rick's monstrous black snake sliding all along her face, the pain and pleasure from her squeezed engorged breasts. "I think she's ready to taste some black meet," said Depoulos. Rick nodded with a wicked grin and unbuckled the penis gag, slowly removing it from her mouth. She looked at his big black cock as he put his large hand on her head, forcing her to turn her face towards it. "Let it slide in slow and deep, cocksucker" Rick said as he put the head of his gigantic manhood against her lips. Roberta opened her mouth and he began to push in... filling her sexy mouth of black cock, slowly, until it hit the back of her throat. Liza withdrew from between her legs to leave room for Depoulos. He held his cock and slapped her gaping, dripping bald cunt with it. He was rock hard and it went it easily into her slippery hole, despite its size. Liza stepped back and held Roberta's right foot, caressing her stockinged thigh while she put the girl's foot between her legs and began to rub her pussy on it. Roberta could feel that Liza wore no panties and wasn't shaved. Rick was now fucking her face hard and deep, and she was gagging... she couldn't breath... she tried to swallow, and felt the huge black head slide down into her throat. Rick grinned at that, and began pistoning her deeper - the bulge in her throat revealing how deep she was taking his black rod. He withdrew just in time to let her regain her breath, then put the head back in - "suck on this black lollipop, bitch, there's a sweet cream in it for you" he said. Roberta could feel Depoulos' long shaft taking virgin inches of her pussy - using her more than Bob ever did - and her own pussy contracting as a response to the intense stimulation... yet she knew she couldn't come without permission - and she sucked eagerly on Rick's head... actually milking it... actually longing to feel his hot sperm in her mouth.... more tears appearing in her eyes as the awareness of being actually turned into a slut made it to her mind... and she sucked harder and more sweetly in her shame, until Rick began to spurt lots of dense, sticky liquid into her mouth. She moaned and the black man withdrew from her mouth, to let most of his cum land on her pretty face. Roberta felt it splash in heavy waves onto her cheeks, nose, eyelids and chin. Some of it began oozing from her chin and onto her swollen bound breasts. Still Depoulos was pistoning into her cunt, deeper and deeper with each thrust, his hands holding firmly onto her swollen boobs, pulling on them brutally each time his cock sank into her pussy. Rick was now going limp, and he stepped back to let Depoulos choose what to do next. Roberta felt her boss slowing down, and she looked at him, her face covered in black cum, realizing the situation again - bound to a chair, spread open, her boss' cock in her pussy. Depoulos ceased pumping and stood with his cock half-stuffed in her pussy. "The whore would definitely enjoy some pain, now" he said. "Isn't that true, Roberta. Tell me - would you like your fat cow udders being tortured now?" Roberta hesitatingly shook her head no, but didn't dare speak - her cunt was spasming and milking Depoulos' cock. "Y... yes Sir" she finally managed to say "y.. yes this whore wants her udders punished, Sir". "Oh yes," he said, "just think what would Bobbie say if he heard you. He thinks he's gonna marry a good girl, but we know who he's gonna marry. Say it, bitch". Roberta slowly regained her breath. "He's... he's gonna marry a fat whore, Sir". "A painwhore, black cock sucker, cum thirsty cow," he said. "Yes Sir" she murmured, "a painwhore... a black cock sucker... a cum thirsty cow". Depoulos nodded. "Beg Rick to give you what you want now," he said. Roberta was in a state of complete surrender now - she was even trying to rock her hips to feel more of the cock that Depoulos kept frustratingly still, inside her. "Pl... please torture my... tits" she murmured... Depoulos didn't look satisfied with this... "please torture my big... my fat cow udders". A large wooden paddle appeared in Rick's hands. For some reasons, Roberta had been thinking of something like a crop - but this heavy wooden thing appeared so much more frightening. "Flat on her swollen, obscene balloons. I want you to beat them blue. Beat them as hard as you can Rick. Lots of pain are due for this fucking cow." He looked at the frightened face of his victim, "better gag this cumdrinker again, she's gonna cry out very loud." He turned to Liza, who had inserted the penis gag in her pussy. She handed it to Rick. "That's gonna make it more tasty," Depoulos said to Liza. "Wait," he added, to Rick. "We can do better than this." He withdrew from Roberta's pussy and approached her. He put his cock in her mouth - and he began to piss. Roberta moaned in disgust but did not dare to resist - she swallowed as fast as she could. Depoulos poured a long lasting stream of urine inside her mouth, then stepped back. Rick grinned and put the penis gag back into Roberta's mouth, as Depoulos went back to fucking her pussy - slowly, very slowly. Rick was now holding the paddle again. Roberta tried to beg "no.." through the gaga, but no avail. The paddle hit her right breast hard, actually smashing her tit. The pain was like an electric shock through her body, as she bit the gag and screamed through it. Rick hit her left tit with the same strength. And then the right again. The rhythm of his beating gave Roberta no time to think - it was PAIN and PAIN and PAIN - and through the mist of pain, she dimly felt Depoulos' cock taking her again, and deeper. The pain was too strong to be confused with sexual pleasure, this time - and this was clearly a good thing to Depoulos. He wanted to use her and to let her know that her pleasure was none of his business. He used her cunt fast and deep while the paddle was actually turning her tits to blue. And finally he filled her cunt with his cum. When he was done, Depoulos raised his hand, and Rick ceased the cruel beating of the beautiful girls' breasts. Liza was still unsatisfied, and Depoulos told Rick to unlock Roberta from the chair. The black man unlocked the chain connecting the handcuffs to the back of the chair. He also removed her gag again. "On your knees doggie", Depoulos ordered to the girl. Roberta got down on her knees, still uncuffed, still breathing hard for the intense pain she'd just been through, cum dripping from her face, tits, and cunt. Liza sat on the chair, legs spread on the arms, and Depoulos commanded Roberta to finish her off with her mouth. Roberta sank her face between the girl's legs and tried to lick and suck her as good as she could. "I want this bitch to get Liza off quickly. Speed her up, Rick" said Depoulos. Rick placed himself behind Roberta and began to paddle her naked ass, quite hard but in a slow rhythm. Roberta moaned in Liza's crotch at each strike, but fortunately for her, Liza was much aroused by the situation and came rather quickly. "Good. That's all for tonight," said Depoulos, turning to Roberta "now you'll be arranged for the night". He then turned to Rick and said "you know where the whore can sleep, I'm going off to bed now". Rick nodded and his boss retired. "Follow me on your knees," said Rick, holding Roberta's leash again. Roberta crawled behind him through a long corridor - her tits aching each time they bounced back and forth as she crawled. They went through a long corridor and then downstairs, to a poorly-lit room. A small cage was placed in the middle of the room. "This is where you bitch will sleep tonight," Rick said. Roberta shivered. As they moved closer to the cage, she recognized a long orange dong mounted horizontally onto the inner wall of the cage. "Yes," Rick grinned, "you have to enter the cage crawling backwards in order to fit." Roberta obediently turned, her ass towards the cage. She thought she could try to ask for help... maybe Rick didn't know she was being blackmailed... there were few chances... but... As her mind worked, she entered the cage. The sensation of the dong pressing onto her crotch and then sliding in cleared her thoughts away for a while - as Rick pushed her in... the dong digging deeper into her abused pussy... and then he was closing the door. He grinned at her and turned to leave. She shivered. Now or never. "R... Rick" she softly called. The man turned. "Yes" he said. "Rick... I beg you... I beg you to help me... I didn't choose it... Depoulos is blackmailing me... you..." Rick shook his head and grinned. "Ah, girl," he said, "you're trying to corrupt me. Unfortunately for you, I had precise orders about what to do in this case. There already is a punishment planned for you, and it's a hard one, sorry." "W... what" Roberta went blank "pl... please don't tell..." "Here's what it is. Tomorrow, rather early in the morning, I'm coming back down here. And you are gonna be suspended by your tits for one hour." Roberta was completely in panic. "What... wh..." Rick smiled. "There," he said, pointing to a pulley attached to the ceiling. "You're gonna be hanging from the ceiling, suspended by your tits. Sorry." He turned again, and looked at her before turning the lights off. "But there's a good point to it. Right before I lift you up, I'll probably dump some cum into your white cunt." The lights went off, the door closed, and Roberta was alone. On her knees in a cage, her tits still bound and aching, and a long dong stuffed into her cunt. For the first time, she began to feel she would never get back home. Maybe Depoulos was planning to kill her. That was all way beyond what she could ever expect. Her tits were bruised. Her ass was bruised. How could she hide it from Bob? Fear and pain added to each other. But before she knew, Roberta began to instinctively push on the dong to get some relief. (end part 3 - to be cont'd)