http://revach.net/article.php?id=2585

Section: Hanhagos   Category: Ma'aseh Rav
Erev Tisha BíAv - The Chasam Soferís Cupful Of Tears

Rav Yosef Chaim Zonenfeld told the following story about the Chasam Sofer.  On Erev Tisha B’Av, Rav Moshe Novomesta, a Ben Bayis of the Chasam Sofer, saw the Chasam Sofer go into a room and lock the door.  Curious as to what his great Rebbi was doing, he peeked through the keyhole.  He saw the Chasam Sofer learning Megilas Eicha and crying bitter tears, which he caught in a glass cup.  Later at the Seudah HaMafsekes the Chasam Sofer drank the tears from this glass, like the Pasuk says in Tehilim (80:6) “VaTashkeimo B’Dma’os Shalish”; and gives them tears to drink in great measure.

When Rav Moshe Novomesta later moved to Yerushalayim he tried to do the same thing.  However even with putting all his efforts into his crying he could not muster up enough tears to fill the glass.  (Oros U’Nesivos 4:12)