(nautical) To approach nearer to (a ship).

(idiomatic) To put oneself in a precarious situation with a high risk of getting harmed, particularly emotionally or financially.

(idiomatic) born rich, or into a wealthy family

Used other than figuratively or idiomatically: see stick, with. / (idiomatic) To remain close to. / (idiomatic) To follow or adhere to. / (informal) To follow loyally. / To persist in using or employing.

(obsolete) Wise, having good judgement. / (archaic) Possessing a strong intellect or intellectual capacity; intelligent, skilful, ingenious. / Clever; amusingly ingenious. / Full of wit.

(cricket) hitting the ball in the same direction that it is spinning off the pitch

(idiomatic) Certainly; by all means; as a matter of importance

Inevitably.

a witty remark

Tending to destroy, devastate, overwhelm, or cause complete destruction. / Diminishing rapidly. / Tending to make someone feel small; scornful in a mortifying way.