The Heist by freethinker

The leader pulled his monster cock from Melissa’s lips again, stood her up, and walked her to a nearby table. He shoved her down over the table, and Melissa thrilled at the thought of being taken from behind by that huge cock, having it thrust in and out of her pussy once again. Instead, the leader grabbed a stick of margarine from the table that the women had been using to butter their scones, and liberally applied it to his cock and her ass, and she realized what he had planned.

“Nooooooooo…” she screamed, certain his huge cock would tear her ass open, and she struggled to get away. He caught her expertly and forced her back down, pressing the head of his cock against her virgin ass. Melissa screamed again as the head of the monster slipped inside her ass, forcing her sphincter open and stretching her asshole wide. He stopped for a few seconds, letting her get used to the feel of it, waiting until she stopped squirming, then began to force his cock deeper inside her, slowly, taking his time as he felt her tight ass make way for his cock. He had assfucked many women in his time, and each of them had been sure their ass would not take his size, and each of them had been wrong. He was patient and gentle as he slid the enormous member inside her, finally sinking his cock in her up to his balls, pausing there for a minute or so. Melissa felt her ass filled with his huge cock, felt him flex his pelvic muscles and make it throb inside her, and now that the initial panic was over, God, it felt so wonderful. Even her husband or the few boyfriends she had had before him had never used her ass this way, this was something entirely new to her, and she realized she loved it, loved feeling her ass full of cock.
The leader began fucking her ass slowly, easing his cock in and out of her, and though it still hurt just a bit, Melissa found herself rocking back against him, willing him to go faster, to bang his cock into her as hard as he could.

Carrie cried the entire time Michael was fucking her, begging him to stop, not to take her like this. “I’m sorry, I can’t,” Michael whispered in reply as he continued stroking his cock in and out of her, unable to force himself to stop fucking her. He finally came deep inside her, collapsing on top of her as the guard laughed at him, stroking his own cock as he asked Michael how he liked his sloppy seconds. “I love you,” Michael murmured to Carrie, but she roughly pushed him off her.

“You bastard,” she hissed, angry that he had taken advantage of her.

The guard laughed and pushed Michael roughly back down onto the chaise lounge, forcing his face into Carrie’s wet pussy. “Clean her out, boy,” he ordered. “Lick that cum from her pussy now, get a good taste of all three of us.” Michael tried to rise up but was pushed back down even more roughly, and felt the muzzle of the shotgun against the back of his head. Tentatively, he began to lick and suck the cum from Carrie’s pussy as she wriggled and squirmed beneath him, disgusted by him now.

The guard, seeing Michael on his knees with his ass in the air, began to finger Michael’s ass, a new idea forming in his mind. Michael felt the finger slip into his ass and jumped, but the muzzle of the shotgun rapped him on the back of the head. “You just concentrate on what I told you, cleaning her pussy out,” the guard ordered, now shoving two fingers into Michael’s asshole. Michael, terrified, licked Carrie’s pussy for all he was worth now, as the guard spat onto his ass, smearing the saliva around a bit, and spat onto his own cock, lubing himself up.

Carrie watched as the guard stepped up behind Michael and forced his cock into the boy’s ass, felt Michael gasp in shock and pain as the cock entered him, then go back to eating her pussy as the muzzle of the shotgun pressed against the back of his skull and the guard raped him in the ass. Serves him right, the sonofabitch, she thought in satisfaction.

Stacy could do nothing but watch as her young daughter was raped a few feet away, her young pussy relentlessly pounded by the guard’s cock, until he forced himself deep inside her and came. She watched him pull his cock from her pussy, wet and slick with his cum, and watched Katie crying underneath him as he stood over her. He stroked his cock a few times, dropping some leftover cum onto the young girl, then tucked his cock back into his pants. God, he thought, nothing like a good young one to satisfy him, make the girl learn what she was good for at an early age.

Melissa was cumming again, screaming for the leader to fuck her faster as she rocked back and forth onto his cock, and he grabbed her hair and pulled her back onto him even harder. Her ass was stretched and sore, but it felt do Goddamn good, she thought, her orgasm washing over her as he began to cum deep in her bowels.

A few minutes later, as he stood with her on her knees in front of him, licking his cock clean, his walkie-talkie crackled to life, the guard out front informing him that two cars were coming up the drive. The leader told him to wait and be sure that was all, then round up the occupants as soon as they got out and bring them to the back. He took his cock from Melissa’s mouth, telling her it had been fun and to stay where she was, and fastened his pants as he walked over to the pool.

The other guards were quickly informed about the new arrivals, and the sexual activity came to an end as the prepared to welcome them. The leader dispatched the female to the front to relieve the guard there as he brought the new arrivals to the pool, and everyone took their places.

An older man and two younger ones were soon escorted to the pool area by the shotgun-bearing guard, and marched over to the leader. He immediately singled out the older one and asked, “You the owner here?” The man nodded, seeing his wife lying on the deck nude, his daughter and her baby sitting on a chaise lounge over by one of the tables – his daughter was nude as well – and his granddaughter sitting nude on a chaise lounge on the far side of the pool, her dejected looking boyfriend sitting on the deck close by. His grandson, David, was standing in the pool, looking completely terrified.

“Okay, you’re gonna open up the safe in your study and empty it out for us,” the leader told him, waving his shotgun at him. “Think you can do that without any fuss?” The old man nodded again, having seen his family was safe, and led the way to his study, the leader and the female guard following him.

Back by the pool, the old man’s son in law, Melissa’s husband, saw his wife sitting nude by the table, and his daughter across the pool, also nude. “What the hell was going on here?” he asked the guard who was watching them.

Stacy’s husband had seen his wife lying nude on the deck, looking freshly fucked, and his young daughter, Katie, lying nearby, her swimsuit torn off, crying and looking as though she had been molested herself. His rage boiled over, and he took a step toward the guard, his fists balled up, only to be clubbed down by the stock of the shotgun.

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