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Trail to the rail 

commonly used by by skaters. means the distancce between the tarmac and the ledge or rail there grinding on
Guy 1: im gunna do this rail

Guy 2: no you wont, pop from from the trail to the rail too far
The dick sticking out of a woman's ass.
My rail tail is 7inches long.
Rail Tail by Blackmailman February 15, 2010
A penis.....A "rail" for getting a piece of "tail"
"My kid is only 4 and he's hung like a horse...look at the size of that tail rail !"
Tail Rail by rubberweiner August 10, 2022