"Ready now for it, baby. I can tell you're ready for anything!"

Jack pulled back, wiping his mouth with the back of one hand while he studied the round, spit-slicked globes in front of him. Spitting down into one palm, the big stud greased down his prickhead. Then he put his big hands on either side of the woman's asscheeks and positioned himself for the initial insertion. Monica knew what was going to happen. Taking in a deep breath, she held it, closing her eyes, wishing she could somehow faint and escape the pain she knew would inevitably follow.

"Leather bitch," he muttered, hunkering down like a dog and moving forward. Monica felt his prickhead again, pressing up against her asshole. Only this time, she was more ready for the attack than before. She gasped and wheezed the moment she felt pressure being applied. She could feel her asshole puckering in, could hear Jack panting and gasping behind her while his fingers tightened around her asscheeks. "Oooooooohhhhh!" she moaned.

The dull pain became sharper, concentrated as the big man behind her kept on shoving down and in. For a moment, Monica thought Jack would never get his cock into her body. She could almost feel his prick bending in the center, unable to force its way through. Then gradually, slowly, she felt her sphincter giving way, relaxing under the constant, steady pressure of Jack's cock.

"Aggghhhhhhh!" Monica screamed, snapping her head back as a particularly sharp jolt of pain from her ass shot through her body.

"Take it, bitch! Come on, you're nothin' but shit, and I'm gonna feel your shit on my prick! Come on, relax that ass and take my cock," Jack grunted, closing his eyes and tensing his hip and thigh muscles once more.

Monica screamed again, louder than before, chomping down again and again on the latex gag. Sweat oozed down her cheeks and forehead.