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cherry lollypop 

Where a guy fucks a girl, with her periods and then the chick licks the blood covered dick...
Guy one "what did you sara and you do last night?"
Guy two "she had a cherry lollypop"
Guy one, "whoa, thats gross!"
Guy two, "she was a kinky bitch... maybe she was a vampire, sucking on her own blood"

Lac-la Hache Lollypop 

getting a blow job through the longest town in B.C.
All the way from 115 mile to the 132 mile
while driveing through the longest town in B.C. getting your dick sucked the whole way from one end a town to the other end. a Lac-la hache lollypop
Lac-la Hache Lollypop by f3tis December 7, 2011

the lollypop man 

The lollypop man is a man who watches you cross the road with a lollypop stick and who wears sandals

lollipoped 

When someone hacks your Facebook account and logs a stupid post. Classics include: "Does anyone have a lollipop?" and "I like poop".
Hey man, what's up with that post?

Damn... Not again. My brother grabbed my iPhone lollipoped me.
lollipoped by Xluthru April 13, 2011

lolzypop 

The usage of lolz to continue a conversation that is extremely boring or on a very serious topic.
A- Were you invited to the party dude?
B- Nuhope man...
A-Me too! Who organized this party anyway?
B-Idk
A-Lolzypop...
lolzypop by Hilsnigga October 18, 2013

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"