Hi @Bailey1, Thanks for sharing. That sounds like a really difficult situation to be in as a parent. I can't imagine how worried you have been, especially about navigating this situation delicately. From the sounds of it, you have done all you can to manage this situation in a sensitive and open manner. So hats off to you! The fact that the 23 year old came to you with this issue and sought your advice would suggest that he trusts you and can be open with you. It also suggests that he was conscious that it may be looked upon poorly, especially if he did not consult you first. Your question about being too trusting is a tough one to answer. There is absolutely no right answer here. They may or may not remain friends. You also have additional considerations as you have already mentioned. However, it seems like you have communicated well with both of them in an open and respectful manner which is very important. The only thing that could be emphasised (which you may have already done) is to be empathetic towards their situation. This lets them know that you understand the predicament they are in and how difficult it would be but it is still not appropriate and even illegal (depending on where you live). Please feel welcome to keep us updated ... View more