The Colin Tilley directed music video finds Wayne and Detail on a decadent trek through Las Vegas. It pays tribute to Terry Gilliam's 1998 film adaptation of Hunter S. Thompson's counter-culture ode to excess novel Fear and Loathing in Las Vegas
. Following the clip's premiere on MTV First, Weezy explained to MTV News' Sway Calloway: "Well, we did [the] 'Lollipop
' [video] in Vegas, and we did that for the simple reason where I think at that time I had never shot a video in Vegas. We did this video in Vegas because the treatment played off the movie Fear and Loathing in Las Vegas
. We didn't really follow any script or anything; I just saw the movie, really enjoyed the movie, and I told Colin [Tilley] I was interested in the movie and he wrote a spoof to it, and we shot it."