ass lollipop 

When you stick a lollipop in ones asshole and swirl it around than removing and sticking the lollipop in your mouth or your partners.

Damn that girl took that ass lollipop like a champ!

ass lollipop by Jessica Beotch February 11, 2015

a lollipop ass nigga

A lollipop ass nigga, is a sarcastic slang combination used mostly by African American females, for a man that acts like or exhibits females bitchy qualities.

Acts like a messy female
Is a feminine ass male.
His ass acts like a female.
Weak ass easily misled man
A messy ass man.
Always in somebody else's business

Girl, be careful because he is a lollipop ass nigga.

a lollipop ass nigga by missThang December 31, 2014

You little dum dum lollipop looking ass 

A roast to use on the idiots in your life often paired with the BOI hand gestures to emphasize the roast further

Chad you little dum dum Lollipop looking ass

You little dum dum lollipop looking ass by Aliskater December 24, 2019