Bet on the wrong horse

1. To appear to be very sad, down, or upset, as if you had just "... bet on the wrong horse."

Wills:"Sash is lookin' pretty down, man, like he bet on the wrong horse, er somethin'."
Juan:"Right?"

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Dinerfriend

a person who is treated with exceptional adoration by the waitstaff when eating out.

Yo, take homes with you to breakfast. The waitresses just fall all over him. He's a dinerfriend for sure. Dunno, maybe it's pheremones.