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1.
1. When multiple males have sex with the same female in a row during her menstrual cycle.

2. When guys run a train on a girl or woman while she has her period.
I heard the guys from Thomas Ave. gave that drunk girl from the pub a Red Trolley.
by Pete12cent November 11, 2006
 
2.
A red trolley is when you go down on a girl while she is on her period.
Dude, I totally gave your girl friend a red trolley last night.
by Phoenix911 February 23, 2011