Mary Jenkins - Innocent in Chicago Volume Two

He's too big, she whimpered, he'll never get it all inside.

The pain was a constant thing as he lay still for a moment, the head of his prick buried inside her. He felt even larger than the dildo had felt in her vagina and she couldn't move without the agony of a stabbing pain. He pressed his hips deeper into her, rubbing and undulating his hairy belly back and forth on her body. His hands reached down further on her legs and forced her thighs wide apart so that he could shove his manhood deeper and deeper into her tight, resisting rectum.

She felt as though she were being skewered like a pig on a barbeque, sacrificed for pleasure, but somehow deriving a raw, sensual kind of excitement from it even though she ached. His hands began to toy with her vagina again, urging her to react to match his own lust and desire. He pushed into her a little further, feeling the resistance of her tight channel with each thrust. He threw one leg over her buttocks and hips and wrapped it around her thighs so that she was pinioned against his every whim.

His painful penetration of her anus humiliated her, but excited her at the same time. She was completely helpless against his massive, cruel invasion, totally subservient to his physical demands. Her loins were shaking with each thrust he made, pain wracking her body, but in a masochistically pleasant way. She tried to wriggle away, but his legs held her firmly as he inched deeper and deeper into her tight, resisting passage with each prodding motion.

He grunted with passion as he thrust the last inch of his erect, pulsing penis deep into her and she screamed in delicious agony.

He was thrusting in and out of her more easily now, and she could feel the tight skin around her anus stretch forward and then outward with each push of his hips. She could feel herself adjusting to this new penetration and finally began to relax and push her hips back against his in order to meet him. His fingers worked busily at her vagina, tickling, tingling, teasing until she was beginning to feel a new flood of desire build in her loins.

She squirmed against him with renewed interest, savoring this new experience with sensual gusto. His penis was so rigid and thick inside her that it was not easy for him to thrust into her with any speed, and this only seemed to prolong the agony of desire. He was moaning and muttering obscene oaths at her while he raped her buttocks, knowing that he was one of the first ones to ever be inside this tight, little passage.

"Oh baby," he groaned, "oh baby… baby… fuck back at me!"

Her body was shaking from the pressure of his legs, and his weight on her, but the new, delicious wonderment had taken complete control of her body and nothing mattered except that there was a prick inside her!

"Oh… oh… oh…" she gasped as he ravaged her tight orifice, trying to catch her breath. His penis seemed to grow even larger with each harsh impalement, yet she didn't want him to stop.

He was so solidly crushed into her anus that she couldn't escape even if she had wanted to! Her desire was overcoming her pain and she didn't want him to stop this new, prodding, hot injection. She could feel his prick begin to jerk inside her as he thrust forward and then pulled back and she knew that he was not far from his climax, but she wasn't quite ready.

"Wait… wait…" she groaned and tried to lay still for a second so that she would not bring him to his climax so quickly.

He slid his hands over her belly and pulled her roughly to her hips so that he was in a kneeling position, his fingers spreading the cheeks of her buttocks even further apart. He looked down at her as he thrust in and out of her vulnerable opening, watching his prick disappear into the warm tunnel of her rectum. His fingers reached underneath her and continued their fingering of her vagina until she began to rotate her hips back against his loins with a new fury. She gasped in pain and pleasure each time he thrust deep into her, not leaving one centimeter of his long, thick manhood showing between her cheeks. He gripped her tightly, reaching again around under her belly, shoving two fingers deep into her cunt, holding her impaled in both openings.

"I'm going to die," she groaned, wantonly out of control. "Fuck me… I'm going to die."

His penis felt as though it were swollen to ten times its size and his hips were thrusting like a jackhammer, deep into her anus. He rammed into her, pressing his thighs into the sides of her hips and holding her stationary. He knew that he was about to explode in her and that he couldn't wait much longer, so he rocked into her with all his strength grunting and groaning for that beautiful, satisfying release.

His penis was heavy as he pounded into her for the last few times and she moaned passionately beneath him.

"Yes… yes… now… do it now," she urged him. "I'm going to cum too."

He pulled her back onto him, plunging his rod as deep as it would go and holding it there for just a moment before releasing her and doing it again. He could feel the walls of her vagina begin to contract against his fingers and he knew that she was cumming.

Suddenly he felt his loins begin to quiver and his testicles begin to boil and he began to jerk out his orgasm, shooting the hot liquid deep into her rectum. He rocked and writhed back and forth on her hips like a maniac, uttering obscenities, feeling the exquisite pull on his prick as he lunged into her with each spasm.

She was about to collapse under his weight, but he held her tightly and on her knees until he had jerked out his last bit of sperm deep up into her rectum and then released her. She fell, stretching out on the floor, his body crushing down on top of her, his penis still inside her.

She rolled slightly and his once hard manhood slid easily out of her rectum. They both lay there for a while, neither one saying anything.

Finally, she managed to get to her feet and walk shakily to the bathroom. When she got back he was dressed in his robe once again and was sitting on the couch.

"May I have my money now?" she asked.

"Well, you needn't be so snippy about it, you know. I know you enjoyed it as much as I did," he reprimanded her.

"Never mind about that," she said, her insides still aching, "May I have my money. I need a fix."

"Sure, sure," he finally answered and handed her $100. "That should keep you for awhile, but remember, if there's ever anything else I can do for you, just call me." He was still laughing wickedly, ecstatic over his humiliation and degradation he had forced her into, as she left the apartment and walked to the elevator clinching her buttocks tightly together to hold back the belated pain.

When she arrived back at her apartment she stopped for a moment outside the door. She heard two voices coming from inside and it took her a minute to decide that it was Gypsy again, in one of her drunken moods, warning Frankie and begging him to go away with her.

She put the key in the lock and tried to open the door noiselessly, but Frankie heard her and came to the door.

"Hello darling," he said, kissing her warmly. "As you can see, we have company."

"Yes. Hello Gypsy. Back to your old tricks again. Don't you ever give up!"

"You're just being stupid not listening to me. The agents are after Frankie and I got another tip today that they are going to raid you. You'd better get out of here."

"Go to hell, will you," Frankie chimed in. "I don't care to listen to any more of your wild stories. You're beginning to sound like a broken record. I think that I have your speech memorized by now."

"I don't want to hear it anymore either, Gypsy, so why don't you just leave." Cynthia ordered.

"I'm not leaving until Frankie hears me out. I just got here and I haven't finished."