“Very likely,” she said, sounding uncertain even to her own ears. Even while her pussy was creaming with anticipation, and the darker desires of her masochistic side were roused by the size and breadth of the toy, she still couldn’t help but be a little anxious. Every so often she was faced with a toy or implement which made her wonder if she’d finally reach her limit for submission and pain… that was how she felt right now.

She stayed in position, bent over with her skirt up, her anticipation building as she watched Michael liberally apply lube to the whole, bulging length of the toy. Apparently he wasn’t worried about it coming out, even with a lot of lubrication. Ellie held in a whimper.

When he finally straightened up and began to move back around to her side of the desk, she felt her entire lower body clench.

“Try to relax, Ellie,” he said, his voice almost gentle as the cool, slick tip of the first bulb pressed against her anus. His warm palm pressed down on her lower back, making her feel pinned in place – in a good way that made her aware of her vulnerability without making her feel frightened. “This will go much easier if you don’t tense up.”

“Easy for you to say,” she retorted, and then gasped as her sphincter opened to admit the first bulge on the toy, trying to snap shut behind it… but it couldn’t, because unlike anal beads, this ball was attached to another. She’d opened easily for the first bulge, the second didn’t come quite as easily or as quickly.

Ellie moaned, putting her head down on the desk as her anus burned, stretching and tingling as Michael twisted the toy, firmly pressing it into her and pushing the second bulge into her body. Already she felt as full as she possibly could, and she still had three bulges left.

“Ow… ow… slower, please,” she begged as a sharp ache went through her lower back, the burning of her inner muscles increasing as her ring stretched for the third bulge.

Michael’s hand rubbed her lower back soothingly as he worked the toy a little, pushing it in to stretch her before letting it slide back so only the first two bulges were inside of her. She panted, feeling her pussy begin to quiver emptily, her inner muscles spasming with growing need as the erotic pain grew.