Jesse

"And it's Jesse," Eric announces.

Jesse breathes a loud sigh of relief. Nicole's eyes widen with disbelief. "There's no way, sir."

"Are you accusing me of lying? Jesse was able to take the fifth plug and you stopped before I could get it in."

Nicole is surprised, but she doesn't press the issue.

"And, since Jesse won, she'll get to choose who goes through the final test first." Eric dumps the display of buttplugs back into the bin and pulls out a dildo. "Who will it be, Jesse?"

"Me, sir," Jesse answers.

"Really? You see, Nicole, that's the kind of selflessness and bravery I enjoy. Very well. You first it is."

Eric pulls the key from his pocket again and uncuffs Jesse's wrists. He helps her pull her arms from between her legs and turns her so she lays on her back. "I'd ask you to spread your legs," Eric jokes, "but there's not really much you can do about it."

Eric steps away from Jesse and repeats the process on Nicole. The two sisters look at each other and both blush at the completely exposed positions they find each other in.

Eric steps back to Jesse and positions himself between her legs. He reaches into the bin and pulls out a pump like the one on a blood pressure sleeve and a second dildo. He holds the first dildo in front of Jesse's face and attaches the pump to the base of it. "These two dildoes," he explains, "Measure different things. When I pump air into this one, it will get longer. I just want you to tell me when it gets uncomfortable."

Eric lubes up the first dildo and slides it into Jesse's pussy. He pushes it in and pulls it out a few times before squeezing the pump once. He pushes it in an out again. "Still comfortable?" he asks.

"Yes, sir."

Eric pumps the dildo again and repeats the hole process until Jesse finally winces. "Right here, sir. This is uncomfortable."

Eric lets a little air out and pushes the dildo in again. "Comfortable here?"

"Yes, sir."

Eric nods and pulls the dildo free. He unplugs the pump from it and lays it on the floor next to Jesse. He then lubes up the second dildo and holds it up to explain. "This dildo is only five inches long, but as I pump it will grow thicker and thicker. Same deal as with the first one. I just want you to tell me when it gets uncomfortable."

Jesse nods and Eric inserts the dildo and starts pumping with a deliberately slow rhythm. After a few moments, Jesse tenses. "This is my limit, sir. Right here."

"Ok," Eric says and pulls the dildo free. He disconnects the pump and lays the width measuring dildo next to the length measuring one. Then he turns to Nicole. "Same thing for you. First the length and then the width. Just tell me when it gets uncomfortable."

"Yes, sir," Nicole says.

Eric pushes the length-measuring dildo into Nicole and squeezes the pump.

"Way more than that, sir," Nicole says.

Eric pumps the dildo a few times in quick succession. Then he slows back down to his deliberate tempo. He keeps alternating sliding the dildo in and out and pumping to increase its length. Finally, Nicole stops him. "This is it, sir," she says.

Eric pulls the dildo out and lays it on the floor away from Jesse's so the comparison isn't obvious. Then he inserts the width-measuring dildo and starts pumping. He pumps and Nicole fidgets until she stops him. "That's enough, sir."

Eric pulls the dildo from Nicole's hole and lays it next to her length-measuring one. "Now, we measure," Eric says and pulls a small tape measure from the bin.