A lollipop brain is a person who latches onto new words and terms in order to sound cool and in the know.
Chad used his lollipop brain to impress Charon with his woke stances.
by Trailer man July 24, 2019
Get a Lollipop brain mug for your coworker Bob.
When someone is giving a blowjob and the receiver goes limp in their mouth.
Man, this bitch was giving me head last night and I lollipop flopped!
by The Flagoning January 28, 2017
Get a lollipop flop mug for your cat Sarah.
when a girl is giving a guy head and she inserts a stick into his urethra and continues to suck his tip from the side.
She scared the shit outta me when she went down and started lollipoping me!
by Doikster October 02, 2021
Get a lollipoping mug for your dog Georges.
Either lollipops with leggings on or leggings with lollipops on.

See also Lollies.
Oooh I love those Lollipop Leggings!!
by Emerald Star November 27, 2020
Get a Lollipop Leggings mug for your dog Helena.
When a guy cums all over his own dick and the partner licks it off.
by Snix363 November 27, 2015
Get a lollipop lick mug for your dog Bob.