The Lollipop was a named of the starship that Commander William Riker served on in a ruse he devised in 2364.
During a visit to Minos, in 2364, Riker was approached and questioned by a holographic duplicate of captain Paul Rice of the USS Drake about Riker's ship, which Rice believed to be the USS Enterprise-D.
Riker responded that Rice was incorrect, and that "the name of my ship is the Lollipop." When Rice did not recognize the name, Riker told him that "it's newly commissioned. It's a good ship." Rice pressed on, undeterred, further asking Riker "what arms are on the Lollipop?" At which point, Riker, who was annoyed with the ruse began revealing information that the hologram did not understand. Once Riker proved to the hologram that it was indeed not Rice, it reverted itself back into the form of an Echo Papa 607 unit, before firing on Riker and the away team. (TNG: "The Arsenal of Freedom")