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Chasing Tail 

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.
Chasing Tail by Melder_Recorder March 29, 2009

Chasing Tail 

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!
Chasing Tail by Youknowwho08 October 16, 2008

chasing my tail 

When somebody have something in his mind and is thinking about it too much time, something that worry him or something that can't solve.

When somebody has difficult choices and has been thinking a lot about them.

Normally the expression involves "for a long time".
I have been chasing my tail about the problem in the department for two days, but I can manage to find a suitable solution.

I have been chasing my tail for three weeks about the holidays and I still don't know where to go.
chasing my tail by Gustavo Muñoz February 16, 2009

chasing your tail 

tryin to back a female that you had in the past.
Man, that chick dont want you no more. stop chasing your tail
chasing your tail by eagles930 January 14, 2009

Chasing the Dragon Tail 

When you take an opioid and heat it with a lighter on tinfoil, you have a straw and inhale the fumes from burning the pill, then you take the liquid that was once the pill in the tinfoil and shoot it up.
Lastnight we arrested a guy who was Chasing the Dragon Tail