Chase nodded mutely, watching him. She had an idea of what was coming next, and the thought sickened and terrified her. It also excited her, deep down inside. She thought that if she stopped fighting him, maybe he would at least go easier on her, and it wouldn't be so bad as she expected it to be.
Jack untied her hands quickly, and Chase turned to climb up onto the bed. She stretched out slowly on her stomach. Jack climbed up on the bed after her, nudging her legs apart with his knee. He settled on his knees between her spread thighs and once more started to play with her ass. With the other hand, he slowly stroked himself to keep himself hard. He looked around as he teased her ass, ignoring the fact that she was laying there stiffly. On the nightstand was a bottle of lotion, and Jack smiled when he saw it. Perfect. Taking up the lotion, he squirted some onto his hand that was stroking his cock, then he squirted more on her ass, over her rear entrance. With a finger, he worked the lotion in, stimulating her until she relaxed enough that he could slide the finger inside.
Chase gasped softly as she felt Jack's finger slide into her ass. It hurt, a little, but it wasn't as bad as she'd expected, the feeling curiously intense. She lifted her hips somewhat towards him, moaning softly. Jack leaned over when he heard the moan, whispering into her ear.
"Play with yourself Chase, it'll make it easier."
Chase hesitated, but then moved her hand down between her legs to start fingering herself once more. Jack moved his finger slowly in and out of her rear, then with no warning he added a second one, working on stretching her out some. He wanted his sister to hurt, yes, and be humiliated, definitely, but he wasn't interested in tearing her up and sending her to the hospital. He was big enough he knew he'd do just that to her if he didn't prepare her, at least a little, for what was coming.
After a minute or so of him fingering her, Jack pulled his fingers away, leaving Chase feeling empty. She whimpered softly, shifting, then she felt his hands on her hips, pulling her up some. She moved where he directed her, and he slipped a pillow under her hips to keep her ass raised up some. Chase froze, holding her breath as she waited tensely. She felt his hands on her again, and he spread her open. She felt the solid pressure of the head of his cock against her rear entrance, and she moaned, squeezing her eyes closed.
Gradually, Jack started to work himself into her. After a few short moments he had the head inside her, and he paused, letting her adjust. Then, quickly, he shoved himself the rest of the way into her, better to get it over with fast.
Chase bucked when he thrust into her, her eyes flying open as she screamed in pain. Oh God! She'd never hurt so badly in her life. It felt like she was going to be split in half. She shuddered when a hot wave of nausea washed over her, swallowing hard to keep from being sick. Then she heard Jack whispering at her ear again.
"Baby, finger yourself... I'm telling you it won't be so bad if you do that."
Struggling to make herself relax, Chase nodded slightly, gasping harshly for breath. She started to finger herself again, and the pleasure that came from that quickly lessoned the pain screaming through her body. Jack lay still on top of her as she adjusted, giving her the time she needed. As soon as he felt her start to relax, and heard the soft sounds of pleasure that she started to make, Jack pushed himself up, sitting up on his knees once more. He gripped her hips firmly, and started to move inside her.
With slow, steady thrusts, Jack fucked his little sister's ass. He had his head thrown back and his eyes closed as he lost himself to her painfully tight heat, a smile forming on his face when he heard her moans and sighs. Gradually, he quickened the pace, and before long he was ramming her ruthlessly.
Chase writhed beneath him and cried out in pleasure and pain as he fucked her hard, having never felt such an intense mix of feelings before. Feeling sick, like she needed to go to the bathroom, and the pleasure of her fingers on her clit, Chase knew it wouldn't be long before she came again for him. Jack held onto her hips tightly, keeping her as still as possible while he fucked her. He was panting for breath raggedly, fighting hard to keep from coming before he'd made her come one more time.
Chase shifted herself and slipped her other hand down between her legs once more. Continuing to play with her clit, she slid three fingers into her sex and started to fuck herself in time with Jack's thrusts into her ass. The feeling was better than anything she'd ever experienced before. After a few moments of this, she came again. Bucking hard against Jack's cock and her fingers, she screamed in pleasure, trying to take both her fingers and his cock into her as deeply as possible. A moment after she started coming, Jack's thrusts into her changed into deep, short, hard thrusts, and she felt him swell inside her. Groaning loudly, Jack slammed into her one more time and came, his seed filling her to overflowing. He collapsed against her, shuddering as he gasped for breath. Chase lay pinned beneath him, still trembling from the strength of her own orgasm, left weak and breathless from the experience.
Jack slid out of her after a moment and rolled off of her, laying on his back beside her on the bed. He looked over at her, lifting a hand to tenderly brush her hair back from her face. Chase's eyes opened and met his, and she smiled faintly at him. He scooted closer and brushed his lips over her temple, cheek and lips softly. Then without a word, he got up, dressed himself, and left her laying there on her bed.
