The meaning of “Lolly” is just another form of “lol”. It’s basically what cooler people say 😎
Ash: I saw our teacher at coles yesterday

Sarah: Lolly
by Hhigigigigigig January 14, 2022
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Typically a girl who is very silly and often barks at her friends. She is often sus. She eats soup with a fork and wears socks in the shower.
Girl 1: do see her?
Girl 2: yeah! Why is she barking?
Girl 1: she’s also saying she is the Alfa
Girl 2: her name must be Lolly
by December 31, 2022
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When your woman vomits whilst giving you a blow job and then licks the vomit off like she's licking a lollipop.
Did you hear Chelsey ate a Vomit Lolly in the car last night?
by KZK January 17, 2017
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Sweat dripping from a male's ball sack onto a female's leg while she's blow jobbing.
Girl 1: Did you give him a blow job?

Girl 2: Ya, but he pulled a drippy lolly!
by FudgeBrownie December 8, 2012
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; origin Spain. a person who loves more than life its self , in a childs eye , true , honest and real. Loyal and kind. As a a lolly pop or special candy is enjoyed with nothing else in or on mind then just that. Innocent and true LOVE.
When Im at Disneyland , im taken to a place I know and very comfortable knowing the lolly lover part of me is everything Ive ever wanted. Im used to no and now.
by bbebebewitchedechedwit October 7, 2020
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Inserting one’s erect penis into a revolving door to stop its movement.
After my shopping spree at Bed Bath and Beyond I got my rocks off with a late afternoon Lolly Squeeze at Eaton Centre.
by Blake791 October 24, 2023
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