by Powerone
She felt his tongue run over her anus, humiliated that he would do that to such a place. A tear fell from her eye as she endured the wet tongue lathering her tiny hole, unable, or unwilling to stop him. She gritted her teeth, almost biting her tongue as his mouth moved away, replaced by a slick finger applying pressure to her anus. She groaned as she felt it slowly release, unable to stop the digit from forcing her open.
His finger was suddenly sucked into her hot, tight, back passage, her sphincter grabbing, squeezing, then trying to force it from her backside. It felt strange, having something enter her backside instead of pushing out. Her body fought the intrusion, but it was no match for him, unable to stop him from twisting it around, making her feel his knuckles pushing hard on her tender passage. She groaned in pain as her tiny anus received its first fingering, stretching her backside for bigger things.
""Have you ever been sodomized, Jessica?""
""No!"” she exclaimed rapidly, leaving no doubt that she had a virgin asshole.
Someone would be lucky to be the first to drive a hard cock up her asshole, lucky to hear her scream as it bore painfully for the first time in her unused asshole. And that person would probably be Michael. “"You have a nice hot, tight asshole, Jessica, made for a good ass fucking. But I think it is time to cum, Jessica. Turn around again,"” he ordered her.
She looked relieved to turn around. He knew it hurt as his dry finger plunged up her backside. She turned toward him, spreading her legs wide, pushing her pussy into the right place, the light shining brightly on it, her eyes down, watching his hands as they moved back to her pussy. His fingers plunged back into her, three fingers this time, her pussy spread wide around them as the knuckles rubbed harshly.
""Too many, too many fingers! Please! It hurts!"” She squirmed as her tight walls stretched wide to accommodate the multiple fingers plunging inside her.
He enjoyed her hips twisting from side to side, trying to escape the fat fingers spreading her wide, her pussy wrapped tightly around them. But her feet stayed put, legs spread, willingly accepting his finger fucking. He moved his other hand up to her clit, looking into her eyes as he grabbed the hard bud with two fingers, pinching tightly, twisting. At the same time he plunged the three fingers deeper into her pussy, contorting his fingers as they plunged into her clasping passage, making her feel every bump on the knuckles as they bore in. “"It is time to cum for me, Jessica. When you cum, keep your legs spread. I don''t want you closing them. You are going to have to cum more than once for me. Do you understand, Jessica?""
Her hips fucked the fingers filling her, sliding on her silky passage, slick with her juices. Her clit was swollen, sensitive, the pleasure making her pussy clamp onto the invading fingers inside her.
""Yes, I will keep my legs spread."” She hesitated, almost afraid to ask, “"what if I can''t cum more than once?""
""You will, Jessica. If you don''t, I will turn you around and fuck your tiny hole with my fingers. Unless you want three fat fingers stretching your asshole wide, you will cum when I tell you. Do you understand?""
""No!"” she shouted, “"not there!"” She began to hump the fingers harder, pushing her hips forward, trying to drive the fingers into her pussy as deeply as she could. “"Oh! That feels sooo good. Harder, please finger my pussy harder!""
""That is what I like to hear, Jessica."” He pushed deeper inside her, feeling her hot, tight pussy gripping around his fingers as they fucked her roughly, her hips matching his powerful thrusts, driving them into her deeper. He grabbed her clit again, twisting and pulling on the sensitive bud, her body jerking in response. He heard her heavy breathing, the slapping of her pussy onto his hand as she fucked him hard, riding his fingers to her first orgasm. He did not have to wait long.
""Fuck me!"” Her hips pumped up and down. “"That''s good, so good!"” Her body shuddered with the first orgasm. She couldn''t take her eyes off his hand, the hand that was masturbating her, fingers hidden from view, plowing into her tight pussy, making her cum for him.
He released her clit, rubbing the bud lightly with his fingertip, letting the pleasure overcome her senses. Her body still rocked on his fingers, her pussy clenching as her orgasm continued. He continued to plunge back and forth inside her, his fingers now soaked in her juices, sliding effortlessly in her slick passage.
He felt her begin to close her legs. “"Keep your legs open!""
Her body responded instantly, her legs moving outward again, her pussy no longer able to clamp on the invading fingers inside her. He felt her body begin to slump, his fingers slowing down to a gentle fucking.
He pulled his fingers out until they were only up to the fingertips. He put his little finger along the other three and plunged them back into her pussy, four fingers now spreading her open in one forceful thrust into her soaked passage. Her hips arched backwards, attempting to escape the four fingers. Running his hand over her ass, he pinched the smooth skin, driving her pussy back onto the fat fingers plunging inside her. He grabbed her clit again, the bud super-sensitive from coming.
""Oh! Not so hard!"” she screamed, but he continued to manipulate her clit, his fingers fucking her again. “"No!"” she cried, but her hips began to rock again, taking the fat fingers, her pussy compelled to spread painfully wide.
""Yes, Jessica, cum for me again. I know you can do it. Cum all over my fingers as they fuck your tight, hot pussy.""
It only took a few minutes, her eyes glued to his hand, masturbating her, forcing her to cum again. Stripped naked, required to have multiple orgasms as he watched her body shudder repeatedly. He had power over her, the power to make her cum on his command. And she had the desire to please him by coming for him again. She had never had multiple orgasms, even when she had masturbated herself. She would stop as soon as she had cum once. The Professor did not allow her to stop, continuing to masturbate her until she was ready again.
""Yes!!!"” Her body racked with pleasure as her clit was manipulated, her pussy finger-fucked to another orgasm. Her legs began to get weak, her pussy clenching and unclenching on the fingers inside her, her juices running down her thighs to drip on the floor beneath her. She wanted to collapse, her legs unable to support her body any longer.
""Not yet, Jessica, once more for me. Cum for me one more time."” His hands moved to her waist, pushing her limp body over to the desk, her tits pushed onto the cold surface, her nipples turning rock hard as they pressed into the wood. He grabbed her hips, pulling her backwards, her upper body on the desk, her ass pushed, arched up as if offering her sex to him
She barely felt her body being moved, bent over the desk, her strength sapped by the multiple orgasms. He kicked her legs apart, spreading her wide open again. She looked over her shoulder and saw him sucking a finger into his mouth, lubricating it. She knew instantly where it would go as her pussy was already soaked. He was going to finger-fuck her asshole. Her eyes pleaded with him, her body too weak to put up any resistance. She lay across his desk, feeling his hand moving sensuously over her ass cheeks, fingers sliding over her exposed anus. His other hand moved up between her legs, playing with her wet pussy, taking some of the juices and sliding up between her cheeks, coating her anus.
He would not wait; he had to make her cum again. He pushed two fingers into her asshole, her sphincter grabbing on them, trying to force them out. With her pussy juice on them, they slid effortlessly up her back passage, her head thrashing around on the desk as she bore the pain of the stretching fingers in her virgin asshole.
""Feel your asshole clench on my fingers, Jessica. I want you to cum one more time, this time with my fingers up your asshole.""
She heard the sound of the slap, a sickening sound as flesh met wet flesh. It seemed like minutes before she felt the pain, a sharp bite coming from her sex. He had slapped her with his palm, hitting her full on her wet pussy, spraying her juices onto the desk. Her ass arched up off the desk from the force of his slap. By the time she moved back down, his hand had slappe
d her pussy again. This time the pain was not as bad, almost pleasurable, her pussy stinging, yet not painfully. It was a new feeling, a feeling she could not yet comprehend. She arched her ass back, forcing the fingers inside her in deeper, the painful stretching mingling with the pussy slapping. His hand moved up higher this time, forcing her up onto her toes, his palm hitting her pussy, hitting her fully on her clit. She saw shooting stars as the pain radiated in her sex.
""Cum for me again, Jessica. Cum while I spank your pussy and finger-fuck your asshole.""
Her body shook as another orgasm hit then he slapped her clit. Harder this time, smashing the swollen bud into her body, his fingers causing cramping in her stomach as they continued to plunge up her backside. But it was his voice that did it. His voice ordering her to cum while he spanked her pussy and finger-fucked her asshole. She came again, a puddle forming on his desk beneath her, her body rocked by the orgasms. She was still on her toes, giving him access to her clit, making her sex available to his punishment.
He finally stopped, his fingers pulling painfully out her asshole, her sphincter clamping down on them as they exited, almost as if it did not want them to leave. He felt her body slump down, exhausted from coming, covered in sweat, the smell of sex permeating his office.
He ran his hands over her ass. “"Very good. You got yourself a job for the summer. Just don''t forget the rest of our bargain. Legs spread every day in class. Legs spread with no panties on Friday. I want to see that little bush on Fridays. Close the door when you leave, Jessica.""
She watched him go, but was unable to get up, exhausted and confused. Not sure how everything had happened. Not sure why he was able to make her cum so much. Especially when he did things to her that she would never have allowed. She finally began to get cold, urging her to get dressed and go back to her room and slump down on the bed, unable to even undress before she fell into an exhausted sleep.
* * * * ** * * *
Monday was the hardest, the first day of class with Professor Johnson after their sexual encounter. She wasn''t really sure what to call it. It was still so very confusing. He gave her a big grin when she walked in, his eyes on her as she sat down. It was as if he was looking through her clothes, seeing her naked again. The class began to fill up and he finally began to lecture. After about five minutes, he gave her one of those scowling looks. She knew what he meant. She let her legs part until her knees were over a foot apart. He was looking down as she did. How the hell could he lecture while staring up her skirt? He smirked a little, but she knew he wanted more.
Farther her legs went until her knees were over the sides of the chair, at least two feet between her thighs. He smiled and went back to lecturing, though he did seem to hide behind the lectern the whole time.
Every class was like that. All except Friday. Fridays were no panties day. She sat down, his smirk even bigger than usual.
""Good morning, Jessica,"” he stated loud enough for all to hear. “"I hope you are not going to disappoint me,"” he whispered.
""No, Professor. You will see what you are expecting. I don''t go back on my word."” She spread her legs before the class even started. It felt strange, the cool air on her naked sex in a public place. She weakly smiled back at him.
""More,"” he whispered, just before the class began.
She let her legs spread wider again, feeling her pussy getting wet. God, I hope I don''t wet my skirt. He had a huge grin on his face. He even dropped his pen one time, bending down to pick it up, gazing straight ahead so he could see up her skirt. She was so humiliated, knowing that some in the class could tell what he was doing.
This went on for the three weeks until the end of the semester. It was the final Friday. She was so pleased to be going to Haiti for the summer that she decided to give Professor Johnson a special treat. She wore the shortest skirt she could find. And she was naked underneath it. Luckily no one else was in the first row today. She sat down, her legs spread wide, real wide. Then while he was watching, she pulled her skirt up until he could see her naked pussy. She almost laughed at his tongue looking like it was going to fall out of his mouth. She stayed like that the whole period, smiling broadly each time she caught him looking at her naked pussy.
""I hope you have a great summer, Jessica. And thank you for that special treat today.""
""You''re welcome, Professor, and thanks for the job. And for the other, too."” She smiled and walked out of the room, her naked ass swinging beneath her skirt as she did.
Her summer adventure was fast approaching. She received a large envelope prior to her departure with all of the pertinent information she would need including tickets and money for expenses. Also in it was a contract, a very formal contract that was to be notarized and returned prior to her departure. Upon receipt of the signed contract, her first month''s pay would be advanced. She read the entire contract, twice, not understanding all of it. It did have some very strange language. It basically stated that since Jessica would be outside the United States, the laws of the United States would not apply, including any laws that she might sue under. Suit for any offense, including lawsuits resulting from sexual misconduct, would have to be brought under the Haitian court system following Haitian laws.
There were also some very defined rules. All women were to only wear dresses or skirts. No slacks would be allowed and Jessica was not to bring any. One part read, “"Haiti is a male dominated society and Mr. Jergen desires to try to be as inconspicuous as possible. Since his household staff is very large and predominantly Haitian, he has chosen to follow their local customs, though he might not agree with some of them. The Haitian society is built upon the practice of Voodoo. While Mr. Jergen does not believe in it, a large part of Haitian society does. Mr. Jergen is not responsible for any acts that might be committed against your person by those practicing Voodoo."” While it did sound strange, it also sounded very adventurous and romantic—a strange land with strange people. Jessica signed the contract and sent it back immediately.
It was finally time to leave, and having moved out of the dorm, she stayed in a hotel the last night prior to departing tonight. It was a night flight, expected to be about nine hours with layovers. Her seat was first class. She dressed in a simple white, button-down blouse, black skirt—rather short, and nylons. Not pantyhose, but real stockings. She had felt decidedly sexy while shopping and bought twelve pairs and six garter belts in assorted colors. She had never worn them before—they were way before her time—but she hated pantyhose. Well, she really didn''t hate them, they were so easy and convenient, but they were just so ugly. There was nothing sexy about standing there half-naked in your pantyhose.
She had been going past a small women''s shop when she saw them in the window. They were so beautiful. And sexy. Maybe it was that she was feeling horny and wanted something to spark up her sex life, or lack of sex life, especially after that strange evening with Professor Johnson. She bought a wide assortment of colors; some even had the seam running up the back. The garter belts were simply exquisite, with small ribbons on each leg. She ran home to try them on. She put on a pair of black stockings and a black garter belt. God, did she look good. Her legs had always been her best attribute and these made them look even better. Perched atop a pair of high heels, black panties and bra, she almost came just looking at herself in the mirror.
She also bought a few “"toys"” for the lonely nights, still in the box, saving them for her new adventure. One was something she had never thought about, but bought in the spirit of this new adventure.
Chapter Two
The Airplane Ride
Her stockings swooshed as she walked up the ramp to the plane. Since she was in first class, she was the first to board. She felt all of the male eyes on her as she went up the ramp, making sure she gave them the sexiest swing of her ass as she walked, her high heels tapping on the hard surface. God, she felt so sexy. It was only last night she masturbated and here she was, horny again. She now fantasized about the eve
ning with Professor Johnson when she masturbated, imagining that he was making her do all those things while he watched. But she still could not orgasm more than once. She had no idea what made her cum three times with the Professor.
""Good evening, Jessica,"” greeted the flight attendant.
""Good evening."” She realized that first class was definitely different from coach; they knew her name before she even sat down. “"Is the plane going to be crowded?""
""No, late night flights are pretty empty except for the weekends. In fact, there are only two of you in first class this trip; the other seats will be empty. Do you mind if I ask you a favor?""
""No, go ahead,"” she said, a little surprised by the request.
""As I said, there are only two of you in first class. Senator Montan is the other. He has already boarded. He doesn''t go through the lounge, but boards from the apron. A security and privacy thing, I think. Anyway, I would appreciate it if you would sit next to him. I realize there are twelve other seats you could take, but it would seem a little awkward, almost as if you were purposely trying to avoid him if you sat elsewhere. I will keep you in good supply of champagne and food if you would do this favor for me."” She had a desperate look on her face.
Jessica had heard of Senator Montan. Who hadn''t? Not only was he the senator for this state, he was also Chairman of the Armed Services Committee, not to mention that he was rich, handsome, single and quite powerful. She should have been begging the flight attendant to sit next to him. “"I would be glad to. I will try to be as charming as I can,"” she assured the other woman, trying to fit into her new role as a world traveler.
""Thanks, this way."” She led Jessica past the small galley and pulled back the black curtain to the first class section.
Jessica had only flown a few times, all in coach. Each time it was an experience she did not care to repeat. She always seemed to get stuck next to a crying child, sick adult or lecherous, dirty old man, crammed into a seat, unable to escape. First class was completely different; it was like flying on a different plane. All the seats were leather, at least twice the size of coach and only two across. And now unlimited champagne and food, with hopefully some stimulating conversation with a powerful senator.