1. To ride in the front passenger seat. The phrase is a direct allusion to the armed guard who sat beside the stagecoach driver
2. To keep a watchful eye on something or someone
Jon gets sick during long trips so he always prefers to ride shotgun
by WebC October 12, 2007
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Earning the right to ride in the front passenger seat of someone's car. This is also the direct opposite of "riding bitch," where you are sitting center-backseat, sandwiched by your friends (aka: riding gay, riding whore). It is "shotgun"'s responsibility for controlling car temperature, changing radio stations, calling out landmarks, and flagging down hot girls.

Variations to "calling shotgun" can include paper/rock/scisors, coin flip, or being the first to yell "shotgun" when the driver pulls their car keys out of their pocket. Seniority rarely means anything when calling shotgun.
Steve was riding shotgun because he won the coin flip in the mall.
by D Bizz May 31, 2006
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When a woman climbs on top of a guy just before he blows it. Any variation of girl on top applies - cowgirl, reverse cowgirl, etc.
She was riding shotgun for all of 5 seconds before he filled her with a hot blast of dick sauce
by F.U.R. June 10, 2017
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A sexual act in which one person sits on the face of another and is penetrated by nose (Anally or Vaginally).
Person A: “My nose is stuffy as hell!”
Person B: “You sick?”
Person A: “Nah, my girl was just riding shotgun.”
by DarkestWinds April 27, 2022
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To blow your brains out or contemplate the same.
I'm feeling a lot better. I'm no longer riding shotgun.
by Whiskey Peter December 9, 2007
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