No way, it's too much

Sam took a deep breath. That was far too much. He would do some of this stuff, but the last one - No way!

He had figured out the riddle almost instantly. Pi*D = circumference. The circumference of his penis and this item would be the same. He just was wondering whether 50 points was worth it. He steeled himself and decided it was.

"Task 1's answer is Cock Ring" Sam said, with some courage.

"Correct!" Said Tammy, with glee! She then pulled out a cock ring from under the desk. "This is a special edition one that Charlotte had. Goes on erect penises and keep you hard for, well, however long is needed" She went over and grabbed Sam's dick. First she rubbed the head, spreading the pre-cum all over his hard cock. Then, having felt it was at least somewhat lubed from his own juices, Tammy slide the ring down his cock, until it was right at the base.

It felt uncomfortable, and the discomfort from his constant erection worse.

"Ok," said Hateya, "You have 60 points - 50 from Task 1 and 10 from Task 2"

Oh right, Sam thought. Tammy had just touched him. It was surreal that many of the girls he had some kind of crush or thought were cute or hot on had seen him naked, and now it was progressing to touching. And even more surreal was that it wasn't over. It would continue.

Sam then tried to think again, he had 60 points. Even with Hateya and Charlotte giving him another 20, he couldn't do anything more. Now he had a choice, just move forward to the next room, or to get one or both of the perks. The mask and/or revealing the hosts of the room. Each was 25 points, or a quarter towards his handcuffs, which meant he could try to cover himself.

He decided to, at least at first, save his identity and take his luck with the identities of the women who would bear witness to his naked form.

"I'd like the mask please"

Charlotte pulled out a mask from her bag that covered his whole face. He couldn't put it on himself, so she placed it on his face.

"Where to next?" she said

Sam surveyed his options, trying to choose.