NOTE: This is part of a multi-chapter story of which there are forty chapters plus an epilogue. An uncompleted version of this story appeared here at Literotica a few years ago in case it looks familiar to you. The story has been revised and completed. Chapters 37 - 40and the epilogue are all new material.
Tom left the commissary and headed back upstairs toward the conference room. As Tom opened the door, he could see that Heather had completed her paperwork. She was standing at the window looking at the city lights beyond the complex.
"Let's go over your paperwork and we can move on to the more pleasurable part of the evening," said Tom as he sat down and picked up Heather's paperwork to review it. Tom reviewed the application and was pleased to see that all the forms had been signed, including the confidentiality and non-disclosure agreements.
"Can you give me your driver's license, social security card and passport, if you have it with you?" asked Tom. "I'll leave them with your application so our admin can copy them in the morning when she gets in. Once your application has been processed in the morning Deirdre will make you a formal offer if all goes well tonight. I think you will be pleased with the compensation package. Do you understand?"
"Yes, that sounds great," said Heather, only concerned now with having Tom's cock fill every one of her holes.
"Good then," said Tom matter-of-factly. "Now take your clothes off"
"What?" asked Heather, somewhat surprised with the abruptness of the request.
"Take your clothes off," said Tom now, sounding somewhat irritated at having to repeat himself.
"But..." Heather began to say as Tom cut her off.
"But nothing!" said Tom in a commanding voice now. "Get your fucking clothes off. From now on you are going to do exactly as I say. You said you wanted to be my slut in the car, so get your fucking clothes off slut!"
Heather was startled at the way Tom was acting now, but she wanted his cock so bad, she was willing to do almost anything. Heather unbuttoned her dress and let it fall to the floor and then her bra and panties.
"Good," said Tom, "now climb up on top of the table and spread your legs for me."
Although embarrassed, Heather climbed on top of the table and stood naked in front of Tom, spreading her legs. Tom grasped Heather by the ass and moved her to the edge of the table where he could view her pussy more closely. As he spread her pussy open, he could feel the wetness dripping down her legs with his thumbs. Good, he thought, she was excited and was already well lubricated.
Tom licked Heather's pussy briefly and stuck his nose right up to it taking the musky smell into his nostrils.
"You smell wonderful. I can't wait to eat your pussy," said Tom almost to himself`.
"Show me your ass," said Tom, as he grabbed Heather's hips, making her turn around. Heather was trembling now, not used to being treated this way. Tom spread the cheeks on Heather's ass and peered at her lovely asshole intently.
"You actually do have a virgin asshole," said Tom in wonderment. "It's not going to be that way for long."
Tom now had Heather's ass cheeks grasped firmly in his hands and spread wide. Heather could feel his tongue disappear into her asshole and the sudden jolt of pleasure made her weak kneed as she almost lost her balance.
"Very nice," said Tom admiringly. "Now turn around and finger-fuck yourself for me. Close your eyes and let me watch you cum for me. Think about how good my cock is going to feel inside you and how good it is going to feel when the boys and I are filling your mouth, pussy and ass with our hot cum. Come on Heather; make yourself cum for me, like you did in the car."
Heather was facing Tom now on top of the table with her eyes closed as she stroked her slick pussy with her right index and middle finger. Heather's legs were spread wide and her hips were swaying back and forth and in and out as she did as she was instructed. Heather was completely aroused and quickly approaching an orgasm as her fingers began to move more quickly, becoming sopping wet as her juices flowed from her engorged pussy.
As Tom stood and watched Heather's hips sway and breasts heave in and out as she brought herself off, he slowly removed his own clothes. When Heather began to moan loudly as she was about to come, Tom reached up and grabbed Heather under her armpits and lifted her down to the floor. Tom quickly placed Heather's ass on the edge of the table and lifted her legs high above her until her ankles were resting on his shoulders.
Heather grabbed the edge of the table knowing, hoping for, what was coming next. Tom pointed the head of his massive cock straight at Heather's pussy and slowly began to guide his cock into her wetness. Heather was delirious with lust now and her pussy was exploding with all kinds of new sensations as Tom's huge cock stretched her farther than she thought possible.
Once Tom had his prick halfway in, he reached up and grabbed Heather's ankles, spreading her legs as wide apart as he could as he lifted her ass off the table. Tom began to stroke his cock in and out of Heather's pussy with a long rhythmic motion.
As Heather squirmed, gasped, whimpered, squealed, and cried out, struggling to take the massive cock into her stretched pussy, Tom relentlessly drove himself in deeper and deeper until he was slapping his flesh against Heather's ass.
Now Tom increased the speed of his thrusts until he was violently pounding his cock into parts of Heather's pussy that she had never felt before. Heather was already cumming again, completely consumed with lust. Heather cried out again and again,
"Oh, fuck me Tom, fuck me hard! Fuck me with your big beautiful cock. Harder, harder! Make me your slut, baby!" begged Heather. "Fuck your slut hard, harder! Give me all your cock. Oh God, I need your cock. Ram it in me. Make me cum!"
"Are you my slut Heather?" moaned Tom, breathing hard now. "Are you my dirty little slut? Will you do whatever I ask? Will you be my dirty little whore?"
"Yes, yes," screamed Heather as her pussy squeezed Tom's cock hard as she had another massive orgasm. "Yes, I'm your slut whore. Do me, do me harder. Make your slut whore cum. Fill me with your hot cum. Oh God! Please fuck me harder!"
Heather was squeezing Tom's cock hard with the muscles in her pussy now and Tom could not hold back any longer. As Tom's cock began to pulse inside Heather's pussy, she could feel it throbbing as he shot his cum deep inside her. Heather could feel every nerve ending inside her pussy now as she orgasmed yet again, even harder than before. Wave after wave of intense pleasure swept over her body until she was spent, lying motionless on the table.
Tom waited a couple of moments so that he and Heather could catch their breaths and then he lifted her off the table and made her kneel in front of him. Tom lifted his cock to Heather's mouth, and she licked it clean, tasting his warm cum mixed with the juices from her pussy. Heather took Tom's semi-hard cock into her mouth and made it disappear down her throat, willing it back to full erection.
"Let's not get ahead of ourselves," said Tom as he withdrew his cock from Heather's mouth. "We still have all night and the boys are waiting for us. If you go through that door, there is a private playroom with a bathroom attached. Go in and take a shower. I'll join you in a minute."
Tom collected the signed paperwork, as well as Heather's clothes and purse and locked them in the receptionist's desk before he joined her in the shower. For the first time, Tom showed Heather some tenderness as he wrapped his arms around her and embraced her closely under the pulsing warm water of the shower. Tom kissed Heather passionately and their tongues disappeared into each other's mouths.
Heather had never felt so well fucked in her life and she had a glow about her that Tom could sense as he soaped her body and then she his. After drying one another Tom handed Heather a bottle of oil and had her rub it all over his body and then he did the same for her. When he was finished, he spread some lube on his fingers and asked Heather to lean over and grab the bathroom counter.
"This is for later, you'll be thanking me for it in about an hour," said Tom as he slowly stuck the two lubricated fingers as deep inside Heather's ass as they would go. Heather gasped as Tom spread her asshole wide with his fingers. After spreading more lubricant on his fingers three times and stretching Heather's asshole as much as he could and filling her with lubricant, they were ready to join the boys.