Assuming the verb 'to rail' is used in the context as 'to have sex' or 'to fuck', to re-rail is to have sex with someone again/ multiple times; to rail again with a linguistic and harmonious sound (re-screw and re-fuck just don't work!)
-Where's your friend?
--Oh, probably upstairs railing some dude.
-Really! When she gets back, she better be down to re-rail.
-Did that girl ever call you back after your one night stand?
-Of course, she couldn't get enough. We re-railed before Church on Sunday!
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