I see one issue here in your test, and one in the sendmail(1) man page.
Here: your second Email is not RFC 2822 compliant. The colon is considered a header field delimiter (RFC 2822 section 2.2) and not part of the message body.
There: the man page says: "The sendmail enqueuer is not intended to be used directly to send mail, but rather via a frontend known as a mail user agent."
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