"But... what if I'd like to do it?" he asked with a faint smile. He knew Charles liked pleasing and dishing out what was appropriate, but everyone needed to let go from time to time. If Caden ever tried to last as long as Charles, he'd be driven mad. He'd only had the cock ring on for a few hours and by the end of the day, he was an irritated mess.<br/><br/>"A reward?" he guessed that was a good compromise. He knew not to push Charles any further and just accepted the brush of fingers that ran through his hair. He closed his eyes and moved against them affectionately. "Thank you Sir... I should probably let you rest..." he said tilting his head  towards Charles' hand and managing to plant a soft kiss to his palm. "Is there anything left for today? I can't remember any plans for tomorrow" he said shifting forward a little and enjoying the feeling of the plug buried in his rear. Which reminded him... Charles hadn't seen his secret stash within the bedroom... Maybe another time.<br/><br/><br/>------<br/><br/>The paddle stung through the material of his clothing, but the soft hand that came now and again to sooth his reddening cheeks was something he found himself relaxing into. This whole thing was completely new to him. He didn't understand why people would sit and simply take this without complaint. But there was a strange feeling settling within him and when the boxers were removed, he found himself waiting to see what Alan would do next.<br/><br/>The paddle had more of an impact against his already heated cheeks and Alan's hand knew what it was doing to deal a decent smack too. Evan quickly found himself coming closer to asking Alan to stop. The sting was getting too much. Most of the time he was completely quiet apart from some sharp gasps or quiet groans. But he was finding his noises a little harder to hold. "Red... Red" he called twice trying to shift his rear away from connecting with the paddle or Alan's hand again.