A phrase popularized by the entertainer and Sixties Era singer, Tiny Tim, in his hit song of the same name.
by Dr Bunnygirl October 20, 2019

Tiptoeing through the tulips may seem innocent however it has sexuality written all over it! It refers to fingering a girl, lesbians in general.
by YoshiKilla March 6, 2011

It’s not just a hit song by Tiny Tim, it’s when you insert your toe between the two lips of a woman’s vagina. One can insert the whole toe, or just the tip. May also refer to the lips of the mouth.
When Tiny Tim slips the tip of his toe through Big June’s pussy lips, he is tiptoeing through the tulips.
by ButimDirtyDan March 13, 2022

by franspam June 2, 2024

To "Mongolian TipToe" is to tip toe, but without the bending of the toes. Making them land fully horozontally on the ground.
by Voltical July 8, 2024

Nate: “What’s the best head you’ve ever had Tom?”
Tom: “I got some sloot to give me some tiptoe toppy one time.”
Nate: “Solid. I love getting some from midgets too.”
Tom: “I got some sloot to give me some tiptoe toppy one time.”
Nate: “Solid. I love getting some from midgets too.”
by Slango-unchained April 23, 2019

by Qlesbo June 14, 2024
