A different angle

"David, we can't." She pulled away slightly. "Please." The sensation was strange and compelling. She had no idea she would be so sensitive there.

"If I put my prick here," David explained softly. "You will remain a virgin, hm?" She gasped, her eyes flying open. "Shhhh," he reassured her. "We won't if you don't want to. If you say no, we'll stop."

It was enough reassurance to let her ease back a little, letting him resume his slow exploration of her ass. His cock jumped against her thigh. She pressed her face into the pillow, feeling him ease her further open, two fingers moving slowly in and out now, or maybe three? It stretched, burned a little. He was technically right, of course, although it felt all wrong. Still, she knew how much he wanted to be inside her in some way, and she so wanted to please him.

"Is this ok?" His voice was a little hoarse and the sound of it made her dizzy.

She nodded, a muffled yes. He groaned at her relenting, moving her so that her hips were raised, her face still buried in the pillow. He kneeled behind her, still gently moving his fingers into her. Slowly sliding his fingers out, and he pushed the tip of his cock there. Cat gasped loudly when she felt him start to ease in, her eyes flying open in terror, her hands clutching the pillow, the sheets, scrambling.

David reached underneath and held onto her belly, steadying her, his cock still poised at the entrance of that tender spot.

"Easy, easy." His hand slipped down further and touched her clit, rubbing there. She relaxed slightly, and began to rock a little and moan. Then he leaned into her, just a slight shift, pressing, and she gasped, wiggling, trying to move forward and away from him. Cat found that when she did, his hand would slip away from her clit and she would ache for it, and so finally, she would push back on him so his hand could reach her.

She didn't know how long they danced this way, the sweet and awful sensation of pleasure, then pain, pleasure, then pain. She was growing hot, sweaty, her face still pressed into the pillow to muffle her cries. And then she felt it, as if there had been no easement, no build up at all, the tip of his cock was inside of her, stretching her to some ultimate maximum. She shrieked into the pillow, asking him, begging him, "David no, please, take it out, take it out!" He tried to hold her still, one hand reaching to grasp her shoulder so as not to give up any hard earned ground as she writhed under him, the other hand going for that sweet button of flesh at the top of her mound.

"Cat, cat, kitty cat." He was almost chanting it, barely above a whisper.

"Easy now, just relax." She panted against the pillow, shaking her head, the sensation of being stretched open there so incredibly foreign. He didn't move any further in, just held firm, but his course was set-she could hear and feel it in his words, "Ohhh, you feel soooo good." That, and his fingers making easy circles over her swollen clit, eased her open.

She wiped at her face, sweat and tears, with her hand, and pushed herself up fully onto her hands and knees. She looked back at him, her color high and her cheeks lined with pillow imprints. "Ok," she said, determined now. "Ok ok ok, let's do it." She felt his cock jump in her ass, as if she'd shocked him, and she thought she rather had. He was half smiling at her, his eyes filled with nothing but pure lust.

"Put it all the way in me," she rasped, and pushed back against him. He grunted in surprise, shifting to take the pressure, and she felt a deeper sinking, another inch of him inside of her. She groaned, feeling the hole there tighten in protest. Relax, relax, she thought, and it eased. She pushed back again. Another inch. Her hands were fists on the sheets. More. Another inch. Jesus God, doest it ever end?

She glanced back, searching. "More?" He nodded and she winced.

"Here, let me do this." He reached for the KY, putting some on his fingers and slipping them over his shaft. He rubbed more against the sensitive flesh she knew he had every intention of rending. "Now, slow…" he reminded her, pushing in and getting another bit of him inside of her.

"Ohhh, god, I can't stand it!" She moaned, and backed against him hard, as hard as she could, letting out a high pitched shriek as she did. David made a sound, low and guttural, his hands gripping her hips and moving her, just slightly, from side to side. He was fully in her now.

Over, it's over, she thought gratefully as he began to move out of her. Her whole body started to relax, and then, just as the tip of him nearly slipped from the hole, he started pushing himself slowly back into her flesh. It had just begun.

"You feel incredible." David eased his way back in. "Just relax, open up."