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lollipops and fancy pants 

The most coveted acquisitions of men who believe they are very deserving, special boys. Materialistic, phony sycophants will literally kiss the ass of anyone who they think might be superior to them or have something to offer in the hopes that they will eventually be rewarded the highest prizes of them all - plenty of 'candy', and high-end designer clothing.
However, like the old carrot-on-a-stick adage, they remain in constant pursuit of bigger lollipops to suck on and fancier pants to wear - never satisfied, never sated, but always sucking, sucking, sucking.

Proving that no lollipops are sweet enough, nor any pants in the world fancy enough to mend a human heart.
Person 1: "That guy is literally the most simpering, superficial fuck on the planet, what's his deal?"
Person 2: "He's sucked a lot of figurative and even some actual dick just so he can have his lollipops and fancy pants"
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Sunshine Lollipops and Rainbows 

Sunshine Lollipops and Rainbows is a song made by Leslie Gore that anyone could like, well unless you are a Norwegian communist that wears a red hoodie, wears a Band-Aid on his face, has Horn-like Hair, and is obsessed with Giant robots, then you would be pissed why its playing.
Edd: Where's Tord?
Tom: I blasted Sunshine Lollipops and Rainbows and he ran away from the house.

Cheddar lollypop 


Having your unwashed member sucked by a willing whore
I aint got time to wash luv, give us a Cheddar lollypop.

I aint got time to wash luv, give us a Cheddar lollypop.

That Chick is well dirty, she dont mind givin a Cheddar lollypop

Lollypop 

My name in Fortnite is Lilly Lollypop 22 because I didn't know how to spell lollipop! I was 8 at the time!
Lollypop by FluffyPuppy2011 July 15, 2022
to smack someone in the face with a penis.
If she doesn't shut up, I will lollywop that ho.
Oh man, I lollywopped that girl.
lollywop by Sexylittlemama July 12, 2011

Lollygoose 

An educated, well-respected individual of high status or authority.
Oh yeah, John Greens a real lollygoose.
Lollygoose by BigJared2.0 July 12, 2023

licking old lollipops 

An ancient description term used to define "lol" - this last now an overly used expression that simply means nothing.
Dude1: "Man I just got fired..."
Dude2: "lol"
Dude1: "Why in the hell are you licking old lollipops" ?