MB 8: Any sleep is permitted - Because even if they fall to the ground, this is not a major concern. And see in the explanations of the Gr"a who wrote that only if the case stands a handsbreadth above the Tefillin, then it is considered a break between the Tefillin and the ground.
Yaakov Menken menken@israel.nysernet.org
In Siman 44, MB 3, we find the reason that people have the custom today of removing their Tefillin immediately following prayers - because they will be unable to avoid impure thoughts.
The story is told of a 15-year-old Yeshiva student who insisted upon wearing his Tefillin for the entire day. Finally, he was taken to the Rosh Yeshiva ["Dean"], who told the student that he should not be wearing them beyond his prayers.
The student replied that he liked to wear them all day, and if the Rosh Yeshiva was worried that the student would have impure thoughts, the Rosh Yeshiva shouldn't worry about this - he wasn't having them.
The Rosh Yeshiva wished him a speedy and complete healing.
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