Since it wasn't a break, the porn never stopped. There wasn't a nice meadow to clear her head.
She laid on the bed in the spot Val had helped her to and tried to relax. But...
The instructions appeared on the main screen--
"There are 10 dildos by the left wall arranged from smallest to largest. Insert at least 3 into your pussy. If you insert any of the largest 4, you'll earn up to 4 days reduction in your contract. Each insertion must be larger than the one before it."
Several arrows appeared on the wall, pointing to the selection. Each dildo had its number on the bottom.
Cassie rolled slightly to the right and propped herself up on her elbow for a better view. The smallest was a slightly large dildo. But, the 10th looked impossibly large and anything from the 5th up looked incredibly challenging to impossible. She didn't think she'd be earning a reduction today.
"I'm going to have to just do the three smallest. These things are ginormous!" Cassie sounded slightly defeated.
Val's voice came over the speaker, "Would you like a suggestion?"
Cassie brightened, "I'll take any help you can give on this one Val. I don't see a way..."
"Ok. In front of the bed...on the left...you'll see a selection of butt plugs. Put in one of those then use the smallest dildo in that group. Then get bigger dildos until you can't put one in. At that point take out the plug. If you can almost get one in...try cumming to...ah...loosen things up a bit."
Cassie laughed softly. Val sounded like some kind of expert in this? Then again...maybe she was?
"Thanks, Val. I'll give it a shot."
Cassie walked around the room. Literally every toy she could think of was laying around here somewhere. The screens were each playing a single video across each wall, three different women inserting dildos that looked like they were in the 8-10 range. Was this some kind of twisted encouragement from Bradshaw or whoever was picking the porn?
She grabbed the huge lube bottle, a small bullet vibe and a medium sized butt plug and set them near the dildos.
"How far in do these have to go, Val?"
"A reasonable amount...it's not like exactly so many inches or whatever. But, like an inch or two won't do it. I'll put something on the screen if it's in far enough, ok?"
"Ok. Thanks."
Cassie picked up dildo #1. It was about 8" long and just a little bigger around than she'd normally go for--but looked ok.
She lubed up the plug and slipped it easily into her ass. It was a comfortable size. She wasn't a huge plug fan, but didn't mind them.
She lubed up dildo #1. She laid back on the pillows, spread her legs and slid it easily inside herself, nice and deep. She was comfortably full, the dildo
A giant thumbs up appeared on the front screen with the words "Success. 1 of 3."
Cassie studied the selection intently. One to 3 were easy...4 a maybe...anything larger seemed unlikely. But, she'd try Val's suggestion.
She wanted to complete the task, so she decided to do three to be safe.
"Can I do more than 3, Val?"
"Yeah. No upper limits. Just at least three and each one bigger...so you can't try 10 then do 6 or whatever."
"Ok."
She picked up #3. It looked a bit thick, but not crazy. Again, she slathered lube on it, lay back on the bed and eased it into herself. This time in pushed hard against the plug in her ass. She felt very full and wondered if she could do muck more.
The screen flashed: "Success. 2 of 3."
She slid the dildo out and looked at the selection. She decided to try #5. If she could squeeze it in, she'd be done and would know of anything larger was possible.
She put a massive amount of lube on it, taking care to rub it from top to bottom. She pulled out the plug and leaned way back on the pillows, raising her hips and pressing the head of the dildo against the opening of her pussy.
It seemed huge. At least 10" long and a little biger around than her wrist. The head was slightly bulbous, so getting the tip in was the hardest part.
