At least Alan was patient letting him take it at his own pace. He didn’t know how much Charles worked him over but he was familiar enough with the man’s tastes to figure he used a plug on him some time in the last 24 hours but he could tell that Caden was worked up needed to focus. He licked his lips watching the boy further falling apart as he sank down on the toy. He pressed kisses along his neck wanting to drink in every shiver and movement as he could tell that Caden was on the edge and he was curious just how much he could milk from the submissive as one wouldn’t be enough. “Faster.” He said breathing again Caden’s ear as his hands moved up Caden’s body gripping his sides to help him balance as he worked to try and get the other to pick up the pace.<br/><br/>He loved that he could feel Caden rubbing up against his dick and at some point he decided to help the other out further moving a hand down to fuck the dildo up into the other knowing he wasn’t help his case to hold on but he wasn’t bothered by any protests. “You know you could always cum... you might earn yourself another round but I always like a slutty boy coming undone for me.” He whispered into his ear, “What do you say sweetheart?” He nipped at Caden’s ear as he was enjoying being mean and making Caden pout all while he pulled the strings. No one ever said he played fair as a dom, certainly Charles had more rules and structure but he liked to push and sometimes he would change his mind or sometimes enjoying them failing because of his efforts but every once in a while submissive did surprise him.