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Cupgrade 

when you go to a fast food restaurant and order your food and they immediately ask you if you want a bigger drink

if you say yes you just received a cupgrade
Phillip: Can I take your order?

Joe: Ya I'll have a number 3

Phillip: Do you want to upgrade to large for just 39 cents?

Joe: Ya sure I'll take a cupgrade
Related Words

Cupgrade 

When woman's bosom increases in size requiring a larger cup size bra. Essentially when a woman gets larger breasts for whatever reason.
Karen has had a cupgrade she is bursting out of that shirt.
Cupgrade by Capt Jack Doicy July 14, 2023

Chupgrade 

To upgrade dramatically. with the emphasis on "ch".
Lojan was driving a busted ass Bronco, now he drives a lambo. CHupgrade!!!!
Chupgrade by Lojay Chass October 22, 2008