Convention Lollipop

A con-goer who is extremely attractive but is lacking in the areas required for an on-going relationship. Used for flirting, showing off, and possibly sex at the convention only. You may use the same convention lollipop over several years. Similar to arm candy.

That dude had the most beautiful body Fawn had ever seen, but the intelligence of a gopher. No matter, she'd found her convention lollipop.

by The Blanket Monster July 31, 2010

tennessee lollipop

The act of a woman fingering herself for the express purpose of building up lady cum on her fingers to suck off.

Karen prefers her own brand of Tennessee lollipop, but she will take a lick off Susan's if Susan offers.

by Andy11ACR April 30, 2015

Lollipop Bleed

When you eat so many lollipops that the roof of your mouth starts to bleed

God, Halloween gave me such a lollipop bleed!

by isakarnarson November 8, 2010

Chocolate Lollipop

verb
when you stick your finger up your ass and fart

I'm gonna do the Chocolate Lollipop, I'm bored.

by v_il2 March 15, 2021

Legs lollipop

is it a women that has delicious legs, and a juicy middle. To have a leg lollipop is to grab the lollipop stick ( the women's legs) with you hands, remove the wrapping (clothes), and then begin to lick the woman's pelvic area. After a little licking a juicy spot will be discovered, at which point you fully engulf the juicy middle into your mouth for enjoyment. E.g If a woman asks you for a"leg lollipop", or "lollipop" then she is asking you to lick her juicy middle.

I sat with her at a coffee bar, she whispered to me "wanna have a legs lollipop". So I took her to a private place and while I stood her against a wall, I dropped down to my knees, peeled away her clothing wrapper. After the clothing wrapper was pulled out of the way, I began to lick her juicy middle.

by whtronin April 30, 2015

gertrude lollipop

When seducing an older woman, particularly with dentures, have her take out the false teeth before giving you a blowjob, creating an enjoyable slip-n-slide experience for your cock.

Dude Elinore Rosenstein gives the best Gertrude lollipops and she pays me for it too!

by justin shitburg July 4, 2008

Cocaine Lollipop

A sex act in which the woman places a line of cocaine down the length of the man's erect penis, and then proceeds to deepthroat him while snorting the cocaine. Not to be confused with a cocaine popsicle.

"Megan OD'd on cocaine lollipops last night."

by Fatlove Homefries April 15, 2015