From: mathew Date: 2011-02-15T06:09:32+09:00 Subject: [ruby-core:35233] Re: Patch to Net::InternetMessageIO On Fri, Feb 11, 2011 at 17:08, Daniel Cormier wrote: > Perhaps that is a better solution, but shouldn't sending a message > using DATA work properly whether in ESMTP mode or not? Yes, and the solution I proposed would work in ESMTP mode and also in legacy SMTP mode. In ESMTP mode net/smtp would send the data verbatim; in legacy SMTP mode it would perform the quoting as per your patch. Basically, I don't think it's a good idea to perform unnecessary quoting of data when in ESMTP mode. mathew --