A Changed Man - Chapter 2

Tom’s eyes widened at the outrageous bet, but he had no idea what the box was. Nor why he would beg to cum. “You can’t be serious Hank,” Tom said. The intervening minutes allowed his bluster to calm a bit. “How would you even know if I snuck one in the shower?”

“Because if you take this bet, you will wear this for a month…” Hank said, opening the box and pulling out the chastity cage…

Maria suddenly sat forward, excited by this turn of events. She knew exactly what it was Hank was holding and was surprised he had one. The question was had it originally been for himself? Or did he like to lock up his lovers? She suspected the latter. There was this whole stereotype about gay men in power exchange dynamics where the dominant top was larger than the sub, and Hank was not a large man, but purely based on his personality, given this cage, she suspected he might be dominant.

Would he be able to get Tom to agree? It would be absolutely FANTASTIC if he could, just from the entertainment value. She didn’t care about the money being talked about, but Tom really was a chronic masturbator, and it would be fascinating to watch how he dealt with not being able to masturbate. She knew that it was a cage, but had never actually seen one in person, nor what kind of effect it might have on the wearer. Fuck, she hoped this worked out.

“What is that?” Tom said, a bit leery now and looking a little concerned about where things might be going, but feeling like he had come too far to just back out all of the sudden.

“It is called a chastity cage. It is completely safe and won’t hinder you at all in your day to day life. You can wear it under your clothing. It gets put on your cock and prevents it from getting hard, and prevents the wearer from being able to stroke himself. This little keyhole here? That is a lock for these keys. So there would not be a chance for you to cheat. As you said, this is a serious amount of money, so I am taking it seriously. If you can go for a month without orgasm, then I will pay you $1000. If you fail, well then, you owe me," Hank said, intentionally phrasing the last part the way he did. The implication was Tom would owe Hank the same amount of money, but Hank was hoping to collect in other ways.

Tom's eyes widened looking at the little device. And that it would actually be locked on him preventing masturbation. It sounded like a medevil torture device. "I… I don't know. It sounds kind of dangerous. It can't be healthy to wear something like that all the time…" Tom said, but still had his pride up. He could refrain, he was sure of it.

"Nah man, it's safe. We can take it off every once in a while to ensure it isn't causing any injury or anything. There's guys wearing these everyday and you don't even know. Come on man, don't wuss out on me. Or maybe you are ready to admit that you can't refrain from orgasm for a month? You just can't control your masturbation, I get it… " Hank taunted.

Maria really wanted to see this happen too, though she had no idea about Hank's attraction to Tom. She just found the whole idea incredibly amusing and wanted to see how it might affect Tom. She decided to play good cop to Hank's bad cop, and see if she could sweeten the pot.

"I think you can do it Tom. I would love to see you try and show Hank how wrong he is. I'd be really impressed with you and your fortitude if you did…" she said, her voice a little low and husky, while her finger seemingly absentmindedly traced along her cleavage.

Hank looked over at her with some surprise, though he schooled his expression quickly. On the surface, it sounded like she was taking Tom's side in the bet against Hank, but Hank heard the tone of voice and saw the attention brought to her cleavage. Hank smiled knowing that Maria was actually on his side. Hank didn't think she had any real interest in Tom sexually, the two of them had spoken in depth about their sexual orientation before. She was trying to persuade him as well. They shared a brief understanding look and a smile. Almost like a wink and a nod.

The truth was though, that even after only Hank spoke, Tom felt the desire to rise to the challenge and prove him wrong after being seen as a wuss, especially in front of Maria. He COULD control it, he was sure of it, and if it took this cage thing to do so, he would. But then Maria spoke, saying that he would impress her if he was able to do it and his eyes were brought to her cleavage. He licked his lips. Maybe if he was able to impress her with his control, he might stand a better shot with her? She sounded so sexy when she said that she believed he could do it, and now he wanted more than ever to prove Hank wrong and win the bet. Tom didn’t have $1000 hanging around to pay if he lost anyway, so he had to win.

“Fine, I will do it. I don’t even know why you have such a weird thing Hank, but if that is what it is going to take to prove that I can go a month without orgasm and take your money, then I will. It will be the easiest thousand bucks I ever made,” he said with a smile and confidence that he didn’t feel as strongly as he sounded.

Maria clapped her hands together in excitement and beamed a beautiful smile at Tom, and that alone made him lose any regretful feelings that were lingering.

“Wonderful,” Hank said with a smile of his own and his eyes sparkling. He knew that Tom didn’t really know what he was in for. Oh, he wasn’t in danger, but Hank was pretty sure his ‘habit’ of masturbation was more like an addiction, and after only a single night, he attitude would be changing. And then the real negotiations could begin. Hank was pretty sure his inkling about Tom was correct and this, if it went well, would help to set him on that path. “I’ll help you every step of the way Tom. I am serious. I want you to win, and if you do, I will gladly pay. I just don’t think you will, I think you won’t be able to help yourself because it is such a strong habit for you. But hopefully, even if it is, I can help you break it.”

Hank sounded empathetic and sincere. He wasn’t joking and thought Tom actually had a problem that he needed help through. His resolve firmed even more.

“I appreciate it Hank, but I look forward to showing you how easy it will be for me,” Tom said before reaching over to the table to look at the device. “So how does this thing work? I need to figure it out before I go off to put it on.”

This would be where everything could fail, Hank knew, but he felt it was absolutely required for this to work. “I will show you Tom, as I put it on you. I think it best if you just let me do it as I am very familiar with how it works. Since the bet is already started, it is best for you not to be off alone without the cage on. I will be very gentle, and it will only take a minute,” Hank said in a soft voice.

Maria hid her surprise at Hank’s boldness, but applauded it. It looked to her like he was already trying to establish a certain level of control and the way he phrased it made it seem fairly reasonable.

Tom flushed and looked at Hank and then at Maria wide eyed. Let Hank handle his junk? “I..I don’t know if I can…” he stammered. Especially in front of Maria. He felt trapped though. He had taken the bet and agreed to be caged.

“Of course you can,” Hank said, “I know it is a little embarrassing, but it is the only way Tom. I won’t touch you any more than needed to get the cage on, if that is what you are worried about. But a bet is a bet, and you need the cage on now, so unzip big boy, and let’s get your cock safely secured,” he said as he picked up the cage and waited patiently.

Maria decided to again help Hank out. “We are all friends here and have seen one another in various states of dress, Tom. Your body is absolutely fine and you have nothing to be embarrassed about. I admire your bravery,” she said, again trying to play the other side.

Face deeply red, Tom unzipped…