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chicago whitesock

taking your used condom and putting it on the girl's foot then telling her to take her walk of shame like that.
I totally gave her a chicago whitesock last night. The walk home must have been brutal.
by jinjabread_man February 24, 2011
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Chicago White Sock

A good luck pre-game ritual for Chicago White Sox fans where your girlfriend slips on a black sock (normally used for feet) on your cock and jacks you off until you cum into the sock while you sit back, relax, and strap it down with a beer, preferably a Miller lite (or modelo if your girl is Latina)

This is similar to the Clark Street Cock Sock, which is performed exclusively among men within the gay community and into a blue sock before Cubs games instead.
My girl surprised me with the ole Chicago White Sock before the game that was so good I nutted through the sock and Giolito threw a no-hitter!
by DamnGoodCockSock April 1, 2021
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