Caitlin was currently in Grace's basement, bent over a table, completely naked with her hands tied to a bar directly in front of her. Caitlin was a wreck, to say the least. She lay in a puddle of her own sweat combined with others, her long, blonde hair was a mess, her legs had given out, her ass was perfectly exposed and she had cum staining her back, face and everywhere around her. Grace had just had her favorite little bitch get fucked for 3 hours by several men more than eager to take out their pent up frustrations on a young college student's pussy. Caitlin was exhausted but knew that Grace probably had something planned for her tonight since she had once again told all of the men not to fuck her in the ass.
"Today we're going to try something...unusual," she heard Grace say from behind her. Caitlin looked back to see her mistress setting up a camera pointed at her. This was enough cause for concern for Caitlin, but as she noticed an ominous duffel bag that looked filled to the brim with unknown objects only added to her worry. She also noticed that, unlike a few minutes ago, Grace was now naked from the waist down with only a leather corset that displayed her impressive cleavage covering her top half.
"What's all this for?" Caitlin asked, her voice trembling a little bit. She'd learned by now that whenever Grace kept things secret, it was never good. She already felt like she was about to pass out, she didn't think she could last through whatever Grace had planned. Grace didn't answer her. Instead, she took a gag and a leather bunny mask out of the bag and put the mask over Caitlin's head and the gag over Caitlin's mouth.
"These are for your own good," Grace reassured her. It didn't work. Caitlin was still scared and more than a little anxious.
15 minutes later, Grace spoke again. Although, it was to the camera, not to Caitlin. "Hello, all of you out there!" she said in a bright and bubbly voice. Caitlin looked over and saw the laptop screen next to the camera displaying that what was being recorded was also being streamed to thousands of viewers. "Today I have my lovely assistant here who was kind enough to agree to help me test out a few new things! I'm very grateful that she has given her full consent to be part of my...experiment," she ended with a mischievous smile and schoolgirl like giggle.
Caitlin had never agreed to any of this and was now realizing that the ball gag in her mouth was to prevent her from being able to say that out loud. Grace knew from the start that Caitlin never wanted to be shown off in public, much less on a livestream to THOUSANDS on the Internet! Somebody she knew could watch this!
Caitlin heard a bunch of ruffling as Grace took out a few objects that made all sorts of noises. Grace pulled out a 16 inch dildo titled "Black Mamba".
Grace held up a drawing of a number line with certain numbers marked. "So how this fun game is going to work is whenever people donate a certain amount of money to this stream, my little BITCH here," she accentuated with a spank "is going to get another inch up her ass! Every inch will become more expensive but each one will be oh so worth it. Let's fit this whole thing in her! After this, we'll take requests from our amazing viewers, so let's get it started!"
The stream almost instantly passed the first few marked numbers as the audience was eager to see Caitlin's ample ass stretch to its limit. Every milestone was signified with a little bell. Grace sat on top of Caitlin's bare back. She felt a little bit of cum on her ass that was leftover from the gangbang. She quickly slid the first 7 inches in with a little bit of effort. Caitlin started shaking as she felt it go in.
The speed with which it was done combined with the force of the push felt like she was being torn from the inside. The fact that Grace's full weight was being pushed down on her didn't help either. Not only was it already 7 inches into her and still had more than half to go, but it was sooooooo THICK! Caitlin couldn't even begin to guess its diameter as each inch closer to the base made sure that her gaping asshole stayed pried open.
After that, Grace continued to plunge in the dildo inch by inch every time that the stream hit its next donation milestone. The sound of the bell caused panic within Caitlin as she lay bent over, trying to catch her breath between inches but also on edge constantly waiting for the next one. However, she couldn't deny that there was a hint of excitement every time a new inch went in.
Eventually, Caitlin's ass took in the entire Black Mamba. Tears welled up in her eye, this was more than she'd ever taken and she could now feel it pushing into previously unexplored territory, but at least that was all. Grace got up, and smacked Caitlin's ass again. She winced. "Would you look at that? She actually took the whole thing in! I'm so proud of you!" she exclaimed to both the viewers and Caitlin, giving her a little kiss on the cheek.
Caitlin was already starting to push the 16 inch dildo out from inside her butt. "No, no, no," Grace said as if scolding a misbehaved child, "Keep. That. In," she continued as she pushed the entire thing in once more, watching as Caitlin's ass swallowed it. Grace put a butt plug with a little bunny tail in as well to keep the dildo in. Caitlin shuddered as the dildo rushed its way into her. Just for good measure, Grace spanked Caitlin real hard to remind her to not disobey.
