Charles tried to show that he appreciated the other stripping bare and being vulnerable for him like this in the nude and then spreading himself so beautifully for his control "Wonderful... thank you." He said with a pleasant hum as his hand moved over those presented ass cheeks that looked so tempting to spank as he waited for the other to relax a little and get more familiar with his touch. A small part of him wished he could offer more comfort but this would have to do for now. He didn't bother hiding the click of the lube bottle opening as he slicked up a digit to make sure the plug would go in easily. After all, while the boy said he was familiar with all this it didn't mean he wasn't out of practice when it came to the stretch of objects and Charles looked forward to this being one in a series of many.<br/><br/>He slide his digit down Caden's crevice and around his hole teasing the muscle as if to warm it up but the touch probably came off more like the teasing it was. He also wasn't interested in Caden's protests if he had any as he worked his digit inside to tease along his opening and sliding in just to test the tightness as see Caden's response to the whole thing. He worked the other until he could work a second digit inside him and to stretch the other just a little bit wider and he could feel the start of the coiling of arousal inside him starting to build up. He didn't expect it but just touching the other got him a little more heated. His hand warmed up the metal plug as he knew it would just be heavy enough to noticed. He started to ease the plug inside, it wasn't the smallest by any means but he knew that Caden would do alright with it...<br/><br/>After all his boy wasn't exactly virginal and might just enjoy the challenge. He knew he would have been more mean and done a vibrating one but not for today as he wanted the other to get used the feeling of being filled and give him something else to worry about and the weight would work well to tease along his sweet spot. Maybe it was a wicked thought for him to have but he looked forward to having to see Caden struggle to accommodate bigger and bigger plugs over time just to be able to slide in and... and what? He had said he wasn't planning to make this intimate like that but had he forgotten already?