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
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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
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