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Waiting for the other shoe to drop 

To await an event that is expected to happen, due to being causally linked to another event that has already been observed. Gets its origin from the joke in the example.
A guest who checked into an inn one night was warned to be quiet because the guest in the room next to his was a light sleeper. As he undressed for bed, he dropped one shoe, which, sure enough, awakened the other guest. He managed to get the other shoe off in silence, and got into bed. An hour later, he heard a pounding on the wall and a shout: "When are you going to drop the other shoe?" Thus the term "waiting for the other shoe to drop."

playing for the other team 

a term used to describe one who has just come out of the closet and is gay.
Chelsea: hey Brendan is soooo hot, omg

Lauren: yeah...but he is totally playing for the other team, he's gay

Chelsea: are you kidding me???

Lauren: yeah he's definitely a shortstop

The grass is always greener on the other side of the fence 

Refers to the way we tend to look at other people’s lives and other things that we don't have in general through rose colored glasses.

Comes from the idea of looking at a neighbours lawn and seeing it as better looking, healthier and overall greener then your own when in reality you’re just ignoring anything negative about it and downplaying everything positive about your own.
Friend#1: You’re so lucky, you went to a great college, have money and you’re so smart and will probably accomplish more by the time you’re 30 then I will in my entire life.

Friend#2: Are you serious? I’ve always envied you. People expect so much out of me. I’ve never been able to have a life because of studying and other schoolwork. If I get less then an A, people freak out like I got an F. I may accomplish that much, but with all the pressure on me I’ll probably be insane by the time I’m 35. In so many ways, I wish I could just be a regular guy with normal expectations and a normal life.

Friend#1: Wow, I honestly never looked at it that way. I guess it's true that the grass is always greener on the other side of the fence.

The Other Eye

The artist's eternal struggle:

When drawing a person's face, when you get to eyes, and you've drawn one perfectly, but you completely ruined the other.
Hey man, nice drawing.

No, it's awful and I hate it!

Whoa chill man. Why do you hate it?

I screwed up on the other eye!

What.
The Other Eye by Karashou June 14, 2016

The Other Side

Opposition otherwise known as “opps” in slang where they are from the other opposite rival area.
“Damn I hate the other side” “Man fuck C.H, he’s from the other side” “you know it’s fuck the other side cuz my niggas gone, always been fuck the other side we don’t get along”
The Other Side by headass_hunter January 14, 2021

as cool as the other side of the pillow 

About as cool as a person can possibly be, sort of like James Dean or someone like that, but even cooler. Possibly originated from SportsCenter. Has nothing to do with temperature.
I was as cool as the other side of the pillow back in high school. I used to sit in the back of the class in my leather Harley Davidson jacket and sunglasses, smoking my Marlboro Reds and drinking whiskey out of a silver flask. I'd just sit back there, all laid back across the seat, with my arms around the two hottest girls in the school. The teacher would tell me to put my cigarette out and stop drinking, and I would blow smoke in her face and say, "Make me." But she wouldn't make me because I was just too cool.
No, not really, actually I was a fucking dork who watched Star Trek marathons and still haven't lost my virginity except for my dog that one time.
No, just kidding again, I was pretty normal, but I always used to look at the other side of the pillow and wished that someday I could be that cool. Sadly, it never happened.