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10.
1. Refering to someone as a sucker.

2. Being sweet (not in a good way)
You must be a lollipop if your gunna let her treat you like that!

that dude is a lollipop
by The highest of the high February 21, 2010
21 37
 
1.
A frigid bitchy cunt.
Sue is such a Lollipop. She won't talk to anybody that isn't loaded.
by AHGiz1337 March 10, 2009
962 176
 
2.
Frigid Bitchy Cunt
Well aren't you a fucking lollipop?
by AHG Fan March 18, 2009
826 225
 
3.
An innocent children's treat that implies penis.
Lil' Wayne: "I'll let you lick a lollipop."
Small child: "REALLY?!?!"
by Candicks August 21, 2009
336 207
 
4.
A phrase used in an awkward situation.
Person 1: "I'm not going to school tomorrow."
Person 2: "LUCKY!!!"
Person 1: "...I'm going to a funeral..."
Person 2: "Lollipop?!"
by Beckster09 June 19, 2009
67 15
 
5.
1. a form of candy on a stick.

2. a penis.

3. a wack ass song made by some pussy ass wannabe gangster named lil wayne who single handedly killed hip hop. He also stole the title from Snoop Dogg like most of the time he does. Dont like to hate on people but I mean, EVERY WHERE I GO somebody is riding his dick, if he has a dick.
1. WOW this lollipop tastes so good!

2. *sex sounds* oh yeah baby, now lick the lollipop *cums*

3. *Lil Wayne in Concert*

Lil Wayne: She l-l-l-l-licked me like a lollipop

Real Hip Hop fan: Shut the fuck up, the only pussy ur gonna get is birdman's, go suck a dick. You cant rap, a 5 year old could spit better lyrics then you ever will. You know why everyone is riding your dick? Because you sell records to a bunch of spoiled rich kids and a bunch of teenage girls who think your hot even though you look like my dog's ass. I actually should apologize to my dog's ass.

Lil Wayne: *cries and runs off the stage*

Concert host: Ok, Lil Wayne got off stage so now lets welcome, the renegades, JAY-Z AND EMINEM! MAKE SOME NOISE!

*Jay-Z and Eminem start to perform Renegade.*

Real Hip Hop fan: Ok this is more like it.
by The Man3455 August 01, 2009
317 280
 
6.
A sweet that is sucked. The interesting thing about this word is that originally meant a toffee apple. It is a fairground word from the Romany 'loli phaba', meaning red apple.
Telly Savalas sucks lollipops

loli phaba maishinava khal, khal,
yek pash tutir, yek pash mandir, hop, hop, hop. (Romany song)
by klidenengro November 06, 2011
33 28
 
7.
A Lollipop is used to describe a girl or guy who was a pretty face but a mediocre/plain body. It is the opposite of "paper bag".
Guy#1: Dudes, what do you think of that chick over there?
Guy#2: She's got a cute face.
Guy#3: Yeah, she's a total lollipop.
by Junebugg124 September 11, 2011
40 36