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A skinny person with a big head
Hey Chan, your head is quite large compared to your stringy body. I think people might call you Lolly-Pop head behind your back.
To kiss and Lick the head of the Gentlemans Penis like a lollypop.
Hey darlin' how about a bit of a lolly pop kiss hey
also term used when to girls give you head, I got a double lolly pop last night
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Another way to say sucking a man/boys penis typically used more with homosexuals, bisexuals or complete perverts as it's referring to sucking a penis like you would suck a lollipop
My boyfriend told me to suck it like a lolli' 'you sucked his dick?' 'yeah
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It is a popular internet slut term for blow job really, but you can't get reported on any sites for it...yet. Basically, it is a popular term for porn and sex - just be careful using it, people do get confused with it....
Slut: Hey hottie, can I lick your lolly..?
Guy: Of course, babe, anything for you...You can lick my lolly...
Slut: Wanna see my breasts pumped up? In other words... wanna give my boobs a squeeze?
Guy: Can I drink your milk if I do?
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When you are getting head and they pop a finger in your ass. Best with a prostate massage.
Also known as a Plum Plucker, Civil War or North vs South
Dude my girl was giving me a back alley lolly and I came so hard.
An ass lolly is sexual act where you take a Lolly Pop (preferably a tootsie pop) and insert the opposite end of the lolly pop into the anus so the lick-able part of the lolly is outside the butthole. This allows the person to lick the person's ass hole while enjoying the lolly pop.
Last night Todd let me taste his ass lolly 2.0.