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When a girl/guy is giving you a blow job, but doesn't get passed the head.
Guy 1: Yo, Jessica only lollipopped it last night! My dick never gets sucked.
Guy 2: Why do you keep her around?
Guy 3: She makes good sandwiches.
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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)
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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.
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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.
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Slowly masturbating a man whilst vigourously tounging his asshole until orgasm.
I really enjoy lollipopping my men
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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?!"
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Verb (To Lollipop) - As seen on the Television show Scrubs,
When somebody gives you the silent treatment, sing the song "Lollipop" but leave some of the lyrics out. This song is so catchy that the person who is ignoring you will finish the song.
Person 1: So is Kelly still ignoring you.
Person 2: No I Lollipopped her, so she immediatley gave in. Lollipopping always works.
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