Jack nervously approached his sister Jill's bedroom, hesitating before knocking on the door. "Jill, can I talk to you for a minute?" he called out.
Jill's voice floated through the door, "Come in, Jack. What's up?"
Jack opened the door and stepped inside, his eyes immediately drawn to the array of dildos on Jill's bedside table. He swallowed hard and forced himself to meet his sister's gaze. "I, uh, I have a strange request," he stammered.
Jill raised an eyebrow. "Go on," she said.
"I want you to...stroke my ass," Jack blurted out.
Jill blinked in surprise. "Are you sure you're my brother and not my little fetish puppy?" she teased.
Jack's face turned red, but he nodded determinedly. "Yes, I'm sure," he said.
Jill grinned and grabbed the largest dildo from her collection, an impressive 12 inches in length and 4 inches in girth. "You want this in your ass, little brother?" she asked, a playful glint in her eye.
Jack gulped, but nodded again. "Yes," he said, his voice barely above a whisper.
Jill smirked and ordered him to get into a doggy style position. "Alright, puppy, let's see if you can handle this," she said.
Jack did as he was told, his heart pounding in his chest. Jill teased him by gently inserting the dildo, causing Jack to whimper with anticipation. "You're such a needy little thing, aren't you?" Jill chuckled.
She started to fuck Jack with the dildo, hitting his hanging balls hard. Jack moaned, a mix of pleasure and pain. Jill increased her pace, satisfied with her brother's reaction. "Like that, puppy?"
Jack couldn't form coherent words, so he simply nodded. Jill smirked. "Good boy."
As the intense sensation washed over him, Jack found himself wanting more. "Can I have a bigger one?" he asked, his voice shaking.
Jill raised an eyebrow. "You want more, puppy? You sure you can handle it?" she asked.
Jack nodded, determination in his eyes. Jill was impressed and grabbed an even larger dildo, 14 inches in length and 5 inches in girth. "Alright, puppy, here we go," she said.
Jill started to fuck Jack with the bigger dildo, causing him to moan louder. His body shook from the intense sensation. Jill increased her pace, enjoying the sight. "You like that, puppy?"
Jack, now in a state of bliss, nodded his head. Jill continued to fuck her brother with the dildo, satisfied with his reaction. "Good boy, good boy."
As Jack lay satisfied on the bed, Jill chuckled. "Good job, puppy. You've been a good boy today."
Jack smiled, feeling a sense of contentment he had never experienced before. He knew that he could always count on his sister to fulfill his needs.
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