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It's a dance that involves a person making their booty bounce up and down by-way of shaking their hips in an up and down motion and casually adding gyrations and dropping to the floor.

The first ever mention and use of the word Twerk and ideally where it created, was first used in [New Orleans bounce] rap songs.
In New Orleans hiphop clubs Twerkers would sometimes hop on tables, grab the wall, flip upside down and shake and twerk right on men's crotches.
Twerking was introduced into hip-hop culture by way of the [New Orleans bounce] music scene.

In 1993 DJ Jubilee recorded the dance tune "Do The Jubilee All" in which he chanted, "Twerk baby, twerk baby, twerk, twerk, twerk." The video for the song increased the [popularity] of twerking.

Then several other bounce and local rappers began using this phrase to call upon "Twerkers" such as local New Orleans rapper 2Sweet, Cheeky Black, Partners N Crime when the NOLA (New Orleans, LA) bounce was mostly a Gulf Region underground hiphop clubs.
It then became popular in clubs again in 2000 when Atlanta Rappers Ying Yang Twins in 2000 released Whistle While You Twurk. in 2011 Atlanta rapper Waka Flocka dropped the word in his popular song "Round of Applause" ft Drake when he mentioned "Twerk Team".
Bandz A Make Her Dance by Memphis, TN rapper Juicy J has a lyric, "Start twerking when she hear her song", while Bronx, NY rapper [French Montana] ask "What you twerkin' with" in his song "Pop That".

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