Reported by Evergreen for 7u21 and definitely reproduced in the recent jdk8 builds (circa b109).
Please use the test attached in https://bugs.openjdk.java.net/browse/JDK-8025988 .

The test, which is just a manual regression test, basically just calls JobAttributes methods setOrientationRequested, setMedia and several others.
I'm filing the issues separately by a request of development.

Here, in cases 1, 2, and 3 setMedia() does request various paper sizes but all we have in the printDialog is "Suggested paper: A4" (in my environment). Nothing about portrait or landscape is in the dialog.