the act of a lollipop man or woman who helps children cross busy roads with the help of a lollipop pole.
Lollipopping is a child-friendly gesture.
by uttam maharjan January 2, 2011

It's basically a cock.
As in lick the lollipop.
Refering to blowjobs.
Lil Wayne made a song called Lollipop about this topic.
As in lick the lollipop.
Refering to blowjobs.
Lil Wayne made a song called Lollipop about this topic.
by ---> Tipsy503 April 28, 2008

by NICKYSEXYBEAST April 2, 2008

robert: who’s joe?
matt: don’t tell him who joe is
robert: just tell me, choose your next words carefully
matt: read what I wrote
robert: wrong choice dumb ass
matt: you’re such a lollipop!
joe: this dood isn’t even a human
matt: don’t tell him who joe is
robert: just tell me, choose your next words carefully
matt: read what I wrote
robert: wrong choice dumb ass
matt: you’re such a lollipop!
joe: this dood isn’t even a human
by Noggert December 11, 2019

Kara: hey, Rob, she totally wants to give you a lollipop.
Rob: really? ya think she wants to suck my left nut?
Rob: really? ya think she wants to suck my left nut?
by omgwhywontyouletmeuseagoodname May 14, 2011

by davo82 August 24, 2006
