Top Definition
Deep Regret is the acute anxiety or inevitable apprehension trigged in the average male by the sudden or unexpected appearance of an immensely beautiful girl he innately knows is way out of his League.

The Theory of "Deep Regret" was introduced by Pete, a friend of Adam Young.
When the Woman in the Red Dress passed Neo he suddenly got hit by the Deep Regret.
by jypptonga November 12, 2010
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