Lollipuss

The oral act of sticking a lollipop, tootsie pop, or any other pop of your choice into the vaginal opening of your sexual partner. Then, stick side up, after insertion, push up farther so the lolli of your choice is slightly farther into the puss. Then using sucking and licking powers and occasional biting, retrieve the lolli from the puss, and enjoy. This enjoyment of this act is shared by both parnters. Repeat if necessary.

Blake lollipussed me so hard last night I had fifteen and a half orgasms.

by Iwantyou696969 September 5, 2005

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"

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.

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" ?

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.

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.

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.

by DirtyWaterbury September 7, 2016