Anders was leaning over the desk, still gasping about what the gorgeous lady with the fabulous rack had done for him. He'd never known that a fist could penetrate that far, or feel that amazing.
"I'm not sure that I can take anymore," he said. Although he was often surprised by Wynne. She was a woman with some truly amazing abilities. Like the time she'd gotten the entire kitten in his rectum? He hadn't even known it was possible, although poor Wiggums never was the same again after that experience.
"I have a new toy for you," Wynne said, holding up her knitting needles.
Anders wasn't quite sure what knitting needles had to do with sex, but considering how good everything Wynne did to him felt, he wasn't about to complain. He pulled his robes up about his waist, leaned over, and waited for her to begin.
But rather than chill metal, he instead felt something warm and fuzzy move along his backside.
"Wynne?" he asked.
"Yes, sweetie?" she said. The movement stopped, and a moment later, Wynne stepped in front of his field of vision and lowered a yellow and orange mitten in front of his face. "I knitted these especially for you."
Wynne had mothered him before, often making him warm underwear for cold winter nights and hats to keep out the cold. But he'd never previously been given mittens before.
"I actually prefer gloves," Anders said. Since while it was sweet of her to give him them, he didn't think that he'd get much use out of them.
"Oh, no, honey," Wynne said. "These aren't for you. They're for me."
Anders was completely confused, but he trusted Wynne like a mother, so leaned over the desk, waiting to see what she'd do.
He felt the fuzzy wool yet again caress his behind, before a fuzzy thumb began to prod at his rear.
A slight smear of lanolin brushed against his spincter, and Anders wondered if it would be enough to lubricate the fuzzy mittens. But, no, Anders thought, it really wasn't enough. Luckily, his ass was already well lubed from Wynne's earlier attentions, so the thumb of the mitten slid in with enough friction to sting and itch, but not hurt.
Wynne gradually stretched him with her thumb, the wool itching and burning as it slid in and out of the delicate space. Once she'd stretched enough, she began to insert the fingers of the mitten, pulling them into the palm of her hand so that she could insert them one at a time as Anders relaxed and stretched under her clever fingers. It was not long before she'd managed to slide the entire mittened hand into his colon, and slid it up and down, chafing, itching and burning.
It was like nothing he'd ever felt before. Wynne was managing to cause him to itch in places he'd never dreamed could itch, while simultaneously scratching that itch.
But when the old lady finally clenched her fist, it was the most amazing sensation ever. Anders felt himself come just from that action alone. It was even better than with Wiggums!