*****
Jenna froze in mid-stroke as she felt the stranger's other hand caress her ass and one finger wiggle between her buttocks and prod her anus. She whimpered, squirmed, and tried to clench her ass muscles to ward off his attention. But, all she got for her trouble was a stinging slap from the hand she had been humping. She could feel a large wet smear on her ass where the stranger's hand, covered with her secretions, had smacked her.
"Don't make Daddy spank you again, sweetheart," the stranger reprimanded. Jenna hear a sound behind her, it was a lid being lifted. She knew from when Rob and Jimmy had first brought her into this room that there had been a jar of Vaseline on a nearby table. She braced herself.
*****
Mrs. Carter had more than enough lubrication that Dan could have used the copious fluids from her pussy to grease his cock and her ass, but he was impatient and didn't want to take the time to transfer her lube from one hole to another. Instead, he flipped open the jar of Vaseline and quickly slathered his cock, then smeared Mrs. Carter's ass, pushing his finger in deep to coat her inner passage. Her muscles squeezed him so tightly he groaned.
"Oh, my goodness, someone is very tight," Dan purred. "If I hadn't seen the video myself, I would have sworn that Daddy's little girl had a virgin hole hidden back here," he said, referring to the video of Jimmy and Mrs. Carter having sex in the back of Jimmy's van; it was the video Jimmy and Rob were using to blackmail her.
Dan wiggled his finger inside her and Mrs. Carter squealed and tried to pull away, making him laugh. He guided the head of his cock to the entrance of her ass and grabbed her hips. With one long, smooth stroke, he pressed inside her tight tunnel. She was so tight, Dan had to grip her hips forcefully and concentrate on his breathing in order to keep himself from climaxing again. Despite the fact that he had just, minutes before, experienced the most explosive orgasm of his life, Mrs. Carter's viselike grip on his cock made him want to explode all over again, right now.
Slowly, he counted to ten and breathed down his orgasm, but when he looked down at Mrs. Carter's puckered anus wrapped so tightly around his cock, he had to look away and count to twenty. Eventually, he got himself under control. He leaned over her and placed the heel of his hand back between her labia, pressing against her tight, swollen clitoris, and waited.
*****
Jenna shifted her hips very slightly, but the incredible pressure in her ass made her gasp; she held herself rigidly still and willed the pain to subside. She was on the torture rack, trapped between the overwhelming need to orgasm and the pain of the stranger's cock in her ass. She had only experienced anal sex on two occasions before and both times she had been pleasantly drunk, or drunk enough that the pain had been numbed. The first time was with her husband, Joseph, and she only did that because she loved him so much. Joseph loved her too, which was why he never again asked for anal sex, knowing how little Jenna had cared for it. The second time had been with Jimmy, the man who was blackmailing her into being his and his son's sex slave. On that occasion, Jenna had been so drunk she barely remembered feeling anything.
But this time she was not drunk and she felt every inch of this stranger's cock plundering and stretching her tender hole. His cock was not as long or as thick as Joseph's; she had realized that when she sucked him. So she concentrated on relaxing her anal muscles and she wiggled her hips to see if she could find a more comfortable position. She found that if she spread her legs further apart and arched her back so her hips were tilted upward, then she felt less pressure and pain. Once she maneuvered herself into the most comfortable position she could find, she again began rubbing her clit against the stranger's hand.
As she humped the stranger's hand, Jenna felt her ass clenching around the cock inside it, but her lust had taken over and couldn't be denied. The pain and pressure in her ass had become secondary to the slick friction of sliding her aching clit against the heel of the stranger's hand. Her orgasm was within reach and she couldn't stop, couldn't slow down. Her hips swiveled and bucked with short, fast movements as she roughly stroked her clit against the strong, callused hand that promised her a glorious climax; she groaned and grunted as she struggled; the tension in her belly coiled tighter and tighter until it snapped and her pussy shuddered and seized; and she ground her clit hard against the stranger's hand, desperate for him to squeeze every last pulse of pleasure from her flesh.
Once the most intense jolt of her orgasm began to ebb, Jenna felt lightheaded and her knees began to weaken. Fortunately, she did not fall because the stranger grabbed her hips in a hard, bruising grip and began fucking her ass with deep, punishing strokes. She heard his grunting, but it sounded oddly far away to her lethargic brain. She felt the pain and pressure of his cock's hard, penetrating strokes, but her muscles were so tired, they would not tense in response. This was probably a good thing; she was as relaxed as she could be without actually losing consciousness. She passively allowed the stranger to support her weight while she panted, trying to catch her breath.
*****
Dan was going wild; the feel of Mrs. Carter's orgasm from the inside drove him into a frenzy. He was pumping his cock without restraint into her, just needing to fuck her hard until his balls emptied again. He had felt her legs buckle, but she wasn't getting away that easily. He grabbed her hips and held her up as he leaned the full weight of his body into her tight ass.
"Fucking take it, you bitch," he growled. His incestuous fantasy was forgotten; all that remained was the primal urge to fuck her deep and hard. He kept pounding and pounding into her, grunting and groaning, his fingers leaving bruises. He took longer this time than the first, but eventually he felt his balls tighten and he pumped gushers of sperm deep into his boss's wife's bowels. He groaned in satisfaction as he pulled his spent cock out of her anus. He reached for a towel on the table and began wiping his cock. He was pleased to see that there was no fecal matter on his cock; Mrs. Carter had undoubtedly received an enema before his visit. But, he did see tinges of blood mixed with the Vaseline. He smiled; he truly had busted the bitch's ass.
*****
"Well, I'm off," the stranger said.
Jenna could hear the sound of him zipping up his pants. She was still feeling weak and lightheaded, but she was able to hold herself up with her own legs again. Her ass was burning and throbbing with pain. Never before had Jimmy or Rob or any of their friends hurt her as much as this stranger had. She had been humiliated and degraded countless times before, but this time she endured both emotional and physical pain. She had to find a way to get out of this situation. This was no longer simply a matter of hiding her infidelity, of saving her marriage, of protecting her and Joseph's reputations, or of preserving Joseph's professional image and career. This was becoming a matter of her safety. What if the next man Jimmy or Rob brought hurt her to the point that she needed a doctor or a hospital? She was thinking frantically about what she could do to save herself when the stranger patted her rump in farewell.
Then he said, "I have to get back to work before the boss notices how long I've been gone. It's not easy working for a man like Joseph Carter ... but then again, I'm sure you know all about that, don't you, Mrs. Carter?"
Her world went black; she didn't even hear the door behind her open or close. Her knees buckled and would have hit the floor if not for the pillory holding her up by her neck. If Jimmy had not come in immediately after his friend left, Jenna probably would have strangled to death. As it was, she might have been better off dead.
