Where does the Minhag come from that we should sleep uncomfortably on Tisha B'Av?
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The Chasam Sofer in Toras Moshe(Bereishis 28:11 ) says the night Yackov slept on stones was Tisha B'Av also brought by the Ramah(555:2), and hence we understand the deeper meaning of the dream of malachim going up and down. Each rung repesented a year in golus until the first Geulah and going up again the rungs represented the years of the second golus until the third time and he did not see it come down again, that is our golus. Now it makes sense as it was the actual night the two Churbanos happened.