Caden was opening up beautifully to him and Charles couldn't have asked for more in this session. Maybe there was hope yet that he could overcome this failure to bond due to his past. But right now this was the best that he was doing to get from the Dom who so carefully worked the thick rubber cock inside of him. He had to admit he was tormenting himself a little bit taking his time the way he was and holding himself back when Caden was all but begging for his attention. It would be so easy to just give in, strip down and take the boy properly but he couldn't bring himself to do it. If Caden hated him restraint when it came to this than so be it but Charles wasn't going to allow his personal limitations to imped his submissives pleasure.<br/><br/>Pushing the girthy toy inside as deep as it would go he left it seated there as he moved to set up the second tool he would need for the night. It gave Caden time to adjust but also built the anticipation as Charles worked on something just out of view, placing down a black box with a long rod it didn't take much work to hook up the silicone dildo to it and it would become fast clear just what this device was. It was as small as these sorts of machines get, but it seemed Caden was going to get fucked tonight even if not by the human man that he expected. That didn't mean Charles wasn't going to enjoy the sight of it. "You know you're safe word, but there is also no need to hold anything back on my account. You have been so very good." He said adding more lube as just as he flipped the machine to start moving. The first stage was almost painfully slow, not giving much variety in the thursts as they pulled back and fucked inside giving Caden all the time in the world to get used to how ruthless it could be. After all it could never get tired and wasn't going to stop unless Charles willed it to.<br/><br/>-------<br/><br/>"Other evidence. I don't know, I'm not sure I'm ready to share it quite yet but I know you have been naughty for a while. Sometimes it's about backtracking someone's movements and you can find all sorts of correlation." It Alan had anything else or not wasn't clear. He was a lawyer so he knew how to be convincing but there was of course a chance he did because Evan was not innocent by any means. The reluctant agreement surprised the lawyer, pleased him a little even if all that showed on his face was a broadening of his smile. "Well very good. If you do come now we can wrap this up, if you are really worried about going off with me go ahead and text a friend. You have my info, I'm not hiding." He pointed out casually.<br/><br/>"I will wait, but I don't think waiting for you to run again is going to be productive. Why don't we catch a cab together, it will save money and cut down on time. After all this bar is a little out of the way of the financial district." He wasn't going to point out that there would be few people around this time for night if Evan was so antsy but it was clear that the web was starting to make him nervous and he wanted to make a quick dash escape. "Let's go? I might have all night but I don't intend to use all of it." He pointed out as he stood from his chair throwing down more money than the drink was worth but paying the bartender very little mind. He had his eyes on his target after all and even he had to admit he was getting a little ahead of himself mentally about all the things he wanted to do to him.