If you're on a computer, I *think* you can type a line break by holding down the "control" key while you press "enter," instead of just pressing "enter." I'm not sure this will work on Italki, but I know it works on some websites. I haven't tried it here. The way I usually make line breaks in messages is simply by typing my message in a different program (I use Notepad), and then copying the message and pasting it into the Italki message box. The pasted message will still have the same line breaks that were in the text when you copied it. (Neither of these methods works when you reply to a comment on a post, though. Posts can have line breaks, and comments like this one can have line breaks. But replies to comments can't have line breaks, even if you copy and paste them from another program. I have no idea why. It often makes the replies hard to read, if they're long.)