Name changed for this, though I mostly lurk anyway. I am happily married with DC. I worked for the same (male) boss for many years until he had to take early retirement to care full-time for his wife with early Alzheimers. We got on very well in our working days - I'm pretty sure he fancied me but hardly ever let it show (he is 20 years my senior). He now e-mails almost daily and is much more affectionate than ever before, though he says he is aware I am definitely off-limits. I know he has been celibate for years due to his situation and is quite lonely though a devoted carer. I can't ever imagine me and him having a physical relationship though I think for him it is already an EA. I quite enjoy the flirtatious chat TBH and see it as something I'm prepared to do to support him simply as a friend. Is this wise or am I building up trouble for myself?