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cool as a carrot 

XQC's response when told to complete this phrase: "as cool as ____" while playing Who Wants to Be a Millionaire.
me: I'm so good with the ladies, I'm as cool as a carrot
friend: don't you mean cucumber?

me: "how was I supposed to know that?"
cool as a carrot by Acorrn November 10, 2020

cool as the other side of the pillow 

A state of being very calm and collected, rarely freaking out or becoming over-emotional, and generally well-respected by the majority of people. May have originated from ESPN's SportsCenter.
Man, back in high school I was the shit. I used to ride up about 10 minutes late every day on my Harley-Davidson in my leather jacket and sunglasses. I'd walk into class and take my usual seat in the back of the room, where the two hottest girls in the school were waiting for me. Then I'd light up a cigarette, Marlboro Red of course, lean back in my seat to where I was almost lying down, and put my arms around the girls. If the teacher told me to put out my cigarette, I'd laugh and say "Make me." She wouldn't of course because I was too cool to not smoke. Yeah, I was about as cool as the other side of the pillow.
No, actually I was a nerd who watched Star Trek marathons and wrote code for Mac OS 9 at age 12.
No really, I was always pretty normal, but I always used to look at the other side of the pillow and wished I could someday be that cool.

cool as a cucumber 

(adj.) Cool with the added simile of a watery vegetable.
He was as cool as a cucumber.

cool as fuck 

someone whos just a cool mother fucker, and there's nothing bad to say about he or she
Person A: Remember that one dude little Mikey?

Person B: Yeah

Person A: Yeah that nigga was cool as fuck
cool as fuck by hasnutz June 24, 2010

Cool As Milk

Something thats pretty cool. This phrase is used a lot in Ireland and largely replaced the saying "Cool as a Cucumber".
-Hey Micheal, are you cool if I replace the condoms next week?
-Cool as milk Seamus
Cool As Milk by Buckfast Monk November 25, 2013

Cool as ice 

Italian American slang for being be Calm and Relaxed while doing something stressful
"He was Cool as Ice when he walked into the court room."

"He walked up cool as ice and wacked the guy."
Cool as ice by Evil-ghost-ninja October 26, 2006