Charles maybe had been wrong to assume that the young man knew his intent when he told him what he wanted to do this morning. A plug wasn't just applied for a moment and then removed for no reason... at least not in his world. "You can think of this as a reminder of our agreement." He said casually not able to help the small hint of a smile, "And I wouldn't doubt for a moment you can do it or that if things come up I will be able to prevent anything bad from happening." It was true that the pants were loose enough that it wasn't too visible and the underwear tight enough to keep Caden's cock more or less under the control that day. After all, this was not his first rodeo and he felt he could handle something like a little semi-public fun.<br/><br/>"It will be alright." He didn't give the other much time to think about it, "And you always have your safewords if you need them." He pointed out knowing that Caden held the power in this game. "The car is waiting downstairs." He wanted a bit of time to spend with Jake who Caden had insisted was a good guy who had been with them a long time. Maybe there would be something useful he could learn while his sub worked hard to keep his state hidden. It would certainly keep him for focused on that than anything else that could be awkward about the meeting. Charles was feeling comfortable in his element and he wasn't about to give Caden any more deals on his plans about what happened if the other did well.<br/><br/>"Other than desserts is there anything you would like to earn?" He asked curiously as they moved down the stairs he made sure to watch just how much the plug would effect Caden and everything he did. He had a feeling that maybe his previous play partners had gone easy on him but Charles was sadistic enough to want to push his boundaries and comfortable limits. Also most people wouldn't suspect anything happening between them for many different reasons.