In Movies

• LollyPop, a Malayalam film.

In Music

• Die Lollipops, a German girl group
• Lollipop (band), Italian girl group
• Lollipop (Taiwanese Group), a Taiwanese Mandopop boyband
• Lolly Pop, an American solo dance-pop artist
• "Lollipop", a song by LL Cool J from his 2002 album 10
• "Lollipop", a rap song by Luther Campbell
• "Lollipop" (1950s pop song), 1958 song first recorded by Ronald & Ruby
• "Lollipop", a song by Korean singer BoA
• "Lollipop" (Mika song), a 2007 song by Mika
• "Lollipop" (Lil Wayne song), a 2008 single by Lil Wayne from the album Tha Carter III
• "Lollipop (Candyman)", 1997 song by the pop-dance group Aqua

Other

• Chicken lollipop, hors d'oeuvre that is made from the middle segments of chicken wings
• Jaime Lynne, American professional wrestler, better known as Lollipop
• Lollipop sequence numbering, numbering scheme used in routing protocols
• A crossing guard, known as a "lollipop man" or "lollipop woman" in the United Kingdom and Australia