The object sat on the bed in front of him next to a small bottle. Its presence was a challenge, the possibility of great fun in spite of a moment of discomfort. His hesitation shifted into resolve, grabbing both and steeling himself. He inverted the bottle, lubricant dripping onto the bulbous object and down the side of his hand.

He leaned back on the bed, legs high in the air as he rubbed the side of his hand against the sensitive spot revealed by his pose. The hand was quickly replaced by the object, firmly pressing the plug into his ass before he could stop himself.

Relief crossed his face as the plug slipped inside, the sudden pressure inside of him making his little cock stand at full attention. He clenched around the toy, feeling ripples of pleasure roll across his body. A hand reached out to stroke his chest, a nipple tweaked in the process.

He looked up at the face looming overhead, their gleaming eyes locking onto his. His babysitter smiled, her grin filling him with pride. "I did it!" he proclaimed, shivering as her hand slid down to grasp his quivering cock.

"Good boy," she said, her thick voice making his cock jump in her hand. His hips bucked upward, grinding his shaft against her palm. A moan escaped his lips as her other hand gently tugged on the plug, making him squirm even more.

She bent forward, her blouse opening to reveal her bare breasts unencumbered by a bra to the boy. His hand shot out, gripping tightly the hand that cupped his young cock. His eyes locked onto her soft curves as he moaned once more, clenching down on the plug.

She shyly stroked his cock, aware of the impossibility of a full orgasm yet wanting to make him feel good. Her clit throbbed in her panties, threatening to make her drip her juices onto the bedspread. Her horniness made her rethink her self imposed limits, quickly giving way to impulse.

Her head dipped lower, mouth wrapping around the little shaft, tongue grazing the head and wrapping around it. His fingers gripped her hair and forced his cock as deep as it would go, which fortunately for her was not very deep. His immature thrusts lasted but a brief moment before his whole body quivered, his first proper orgasm reached.

As his climax reached its zenith, she gently tugged the plug from his ass, the hole winking at her before closing. She groaned and ground her clit against her heel, desperately wanting to reach beneath her skirt but not wanting to reveal herself to the boy that much. His flushed body lay limp, the heavy breathing the only indication of his consciousness.

With a shiver, she took the plug and returned it to her own ass, clenching down in much the same way as her little ward. The new toy had been a huge success. Maybe next time she would smuggle more than just that into the house for playtime.

(hope you enjoyed ... trying to give something to everyone, so not just lolis or incest ... hope that's okay :3 )