Lolollipops 

created when some idiot realized that lollipops had "lol" in the word. It can be used the same was as lol or lolololololol or lolololololololololololololoolololol.

Usually works best in sarcastic and demeaning situations or when something isn't funny at all.

A: "Watch out baby! here comes the DRAGONNNN!"
B: "OOOHHOO~~ such a tiny dragon! :3 lolollipops~"

Lolollipops by SUPAMEGACHICKEN May 23, 2011

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"

lollipops and fancy pants by CinnamonBear June 7, 2019

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.

Sunshine Lollipops and Rainbows by Worse than JJ March 28, 2020

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" ?

licking old lollipops by James Choolaz December 14, 2013

4 Lollipops 

A sex position in which two people excessively lick the others poop covered ass.

Me and my girlfriend enjoyed 4 lollipops together.

4 Lollipops by Joe The Guy? May 25, 2016

stealing lollipops 

To thwart another's success through subversion unbeknownst to that individual or others.

Did you see how Dave's been stealing lollipops? Dave talked to Darrell's boss, and now Darrell isn't going to get the promotion they promised him.

stealing lollipops by X3th July 12, 2008

lollipops and rainbows 

super optimistic and oblivious state of mind, especially common in the naive. origin: Wizard of Oz references.

She was all lollipops and rainbows after she opened her college acceptance letter... just wait until she finds out how much its going to cost though.

lollipops and rainbows by DirtyWaterbury September 7, 2016