What is Chasing Tail?
1.
The pursuit of casual sexual relations, especially a male's pursuit of a female.
"I usually spend my weekends drinking at the bar and chasing tail"
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2.
The time-honored Dixieland tradition of tying bottle rockets to the tails of moo cows. This tradition, known by many names such as Firemilk, Paddy Bang, and yes also Chasing Tail, is enjoyed throughout much of the Southland.
Wife: I overheard my husband say he was planning on chasing tail tonight. Is he going to cheat on me?
Husband's wingman: Absolutely not. It's totally about cows.
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3.
The pursuit of casual sexual relations, especially a male's pursuit of a another male. Sometimes misconstrud that this is it is in the pursuit of a hetrosexual relationship but is not the case.
Guy: What you doing this weekend?
Martin: Chasing Tail
Guy:You looking for some hot cock action then
Martin: Word!
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