Simon Jillson - Driven To Depravity

He did, and was amazed at her reaction, at the way the flat plane of her stomach heaved. He flicked the turgid button again, and watched Judy writhe and jerk on the top of his desk. Then he went exploring again. There was a deep, thrilling, mysterious-looking hole down between her thighs. He probed it delicately, and felt hot juices coat his thumb. A warm, incredibly exciting smell filled his nose as he studied the pink orifice at closer range through his bifocals.

"Fuck me," Judy urged softly. She was burning up with lust. In her mind she held the picture of the banker's mighty cock. The way he was probing her pussy with his hands only made her more aware of its gaping emptiness.

Milton Caldwell barely heard her, and didn't understand what she was saying anyway. He was more interested in exploring the new territory spread before him. What was that, further back, below that large, dark opening? What was that tight, puckered brown bud between her buttocks?

It had to be her anus! The realization sent a shock through Caldwell.

He felt a surge of disgust and revulsion. But his lust overcame it.

Perverted curiosity urged him to explore that intriguing orifice.

Delicately, he poked one finger at the tiny opening in the heart of the puckered ring.

"Jesus!" Judy erupted in shock at the unexpected touch. God that felt good!

Licking his lips with excitement, his eyes bulging, Milton Caldwell probed that tight hole again, boring his index finger into it with a twisting motion. Something about exploring that foul hole was unbelievably exciting.

"Aaaaahhhhhhwww shit," Judy growled insanely. The finger, or whatever it was being worked up into her backside, felt unbelievably good! What in the world was happening with this weird little man? How was it that both of them were receiving an education? Judy had thought she knew it all, but the banker's innocent curiosity was quickly disproving that.

The hole Caldwell was probing felt tight, and hot, and greasy around his finger. But once he got beyond the tight closure, into her rectum, she opened out. He twisted and turned his finger in her hole, exploring. When he drew his finger out, her ring of muscle snapped tightly shut again.

Judy whimpered from the extraction, suddenly missing something that she had never known existed. "Fuck me," she pleaded again, more loudly.

This time the man heard her, and cared, and wanted to. But the entire thing was so totally beyond his experience he didn't know what to do, and stood there between her thighs.

"I-I don't know how," he admitted, agonized. "I don't know how." He was about to dissolve into tears.

Judy levered herself up on her arms. "It's all right, I'll show you, I'll show you," she told him quickly. She eased her ass to the edge of the desk.

"Come," she urged softly. "Come close."

Hesitantly, the potbellied banker stepped up between her thighs.

Sitting on the edge of the desk, Judy reached down and took his titanic cock in her fingers. It was hot and heavy. She lifted and weighed it wonderingly. "God, it's so big," she sighed softly.

"Is it, really?" the man asked shyly.

"It really is," Judy answered honestly. "Come here." She tugged him closer to her. "It goes here," she instructed, nestling the tip in between her labia, wedging them open with the rounded pink head.

"Oooohhh," Caldwell sighed. "You feel so hot."

"Now, in," Judy urged in a choked voice, tugging at the exposed shaft.

She felt her vagina slowly stretching to accommodate the banker's monster phallus. She knew her hole had never ever been faced with absorbing such a monstrous invasion. "In," she urged again, talking as much to herself as she was to him.

Looking down her slender, hungry body, Judy could see the massive shaft slowly burrowing into her vagina, just as she could feel it. She could feel her flesh stretching to encompass the mammoth organ. The towering pale column that connected her with the banker gleamed and pulsed as he worked it deeper and deeper into her body, the distance between them diminishing slowly. "In," she whispered.

"My God," Milton Caldwell gasped. "Oh, my God!" It was unbelievable, the feeling of his engorged, enraged penis being engulfed by hot, clinging flesh. Nerves he had never known existed were carrying incredible messages of pleasure to his dazed mind. Rivers of flame were zooming along his ganglia, making his flabby muscles quiver and tremble.

It was incredible, phenomenal the way the petite woman's body took his thing in. The hole he was driving his cock into seemed almost to suck it in. She felt hot and ripply and velvety and slippery. He had never known it was possible for any two things to embrace as closely as the flesh of her vagina and the skin of his cock were. He could feel every quiver of her muscular tube, every fiber and ripple of the clinging walls.

A hot pool was gathering deep in his guts, a steaming, impatient, too long suppressed wad of semen.

"In!" Judy rasped sharply, releasing the sliver of prick still showing and feeling the head of his phallus butt mindlessly against the end of her vagina. She leaned back on her arms, her mouth hanging open as she enjoyed the feeling of being so incredibly full of cock. She felt as if she had a telephone pole in her, stretching her in every direction. Her hands slid slowly out from under her and she lay back on the desk. Her sharp nipples, rigid with lust, jutted straight up toward the ceiling.

The tower in her guts demanded rigidity of its socket, so she arched her back to keep the angle of penetration right.

Milton Caldwell's cock was getting used to being held so warmly and tightly, and that was taking some of the searing pleasure out of the act. The arching pale tummy and body stretched on his desk beckoned to him. He reached out and stroked his soft hands over her tender skin, over her breasts and her belly. Judy shifted and he felt the walls of her vagina slide around his cock. That was it! That was the feeling!

Experimentally, the banker drew back, sliding his monster phallus out of her. His prick blazed with renewed life from the friction. He pushed back into that hot gripping glove, and his penis erupted in incredible flames of pleasure.

"Wwaaahhh," Judy moaned at the feeling of being emptied and then restuffed with the huge organ. It was incredible!

Caldwell drew out again, sliding his prick almost completely out of the hole. Then he rocked forward, ramming it deep into the woman again.

Flames roared higher in his groin. It was like the pressures and fires of a volcano building higher and higher. There was an eruption building there, an explosive convulsion that would bathe his entire being in pleasure. All it was going to take was just a fraction more stimulation and it would be inevitable.

He drew out and felt the first pre-tremors of the major blast. Quickly, desperately, instinctively, he rammed his cock deep into the searing tunnel and he felt it happening, an indescribable convulsing and pumping of muscles and reservoirs he had never known existed. Something marvelous seared the length of his cock and exploded from the tip to spatter against the clutching end of Mrs. Penncroft's vagina. Bolt after searing bolt of lightning electrified the entire length of his phallus, and the backlash seared his nerves with ecstasy. His hips thrust forward, buried the head of his cock against the end of the fleshy socket. His cum pressured through the space, hydraulically separating his flesh from hers.

Milton Caldwell gurgled senselessly, his body arching, his eyes bulging as he unloaded thirty years of suppressed cum into the lithe body on his desk. His muscles squeezed and convulsed and pumped and pumped and pumped until he ached with exhaustion. Then their convulsing faded to just a quivering. Panting, flushed and sweaty, the banker fell forward over Judy, smothering her with his bulk.