What is A$$ Jockey?
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A person who rides another person's ass about something, or won't let go of something. This probably has its origins in Warcraft 3 team play. Presumably it was meant as a non-sensical insult, but later evolved into a useful phrase at LAN parties.
Al: I can't believe you lost to a n00b.
Tim: Stop being an a$$ jockey.
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MKeaning to fuck every Friday Night on a regular basis.
Right, I've got an erection, time to work on our Friday Night Project!..