Paint the town red

[PussyCat]

To engage in a wild spree.
Origin: The alussion is to the kind of riotous behavior that results in red blood being spilt.

[Donald Trump]

to go on a wild drinking bout

[Little_Girl]

To go to various different parties in different parts of town, or basically party all night long.

The expression paint the town red has NOTHING to do with a girl on her period leaving spots of blood all over the town. (Where do people get this shit?)

[Justin Bieber]

To go out and have a good a time. Usually, but not requiring, the aid of alcohol or other mind altering substances. The phrase come from an Englishman who after a fox hunt (because thats what the British do ) got so drunk with buddies that they literally found some paint and proceed to go all extreme makeover: village edition on the town.

[Rihanna]

To have violent intercourse with a woman while she is menstruating.

[Britney]

when a girl is on her period and she wanders the street with a skirt/dress and no underwear on dotting the streets with blood.

[Britney]

Accidental menstruation on public property including buses, restaurants etc. for an extended amount of time.