1. 1990 rap song that uses the "Under Pressure" bass line...: "Ice Ice Baby"
2. ...and the rapper who took that song to Number One: Vanilla Ice
3. British soul band who hit big with "You Sexy Thing" and "Every 1's a Winner": Hot Chocolate
4."O Sole Mio" is written in this dialect of Italian: Neapolitan
5. Late 60s music type associated with songs like "Simon Says" and "Yummy Yummy Yummy": Bubblegum
6. Fleegle, Bingo, Drooper, and Snork(y): The Banana Splits
7. This was the Murmaids' only chart hit, from 1963: "Popsicles and Icicles"
8. David Grisman plays mandolin on this 1970 Grateful Dead song, featured on the American Beauty album: "Ripple"
9. A Ben and Jerry's flavor named for a member of the Grateful Dead: Cherry Garcia
10. It's a Van Halen song and a Master P album: "Ice Cream Man"
11. Prince sang about this hat in 1985: "Raspberry Beret"
12. Carmine Appice was drummer for this group that mostly recorded slowed-down covers of earlier hits: Vanilla Fudge
13. Where "nothing is real, and nothing to get hung about": "Strawberry Fields Forever"
14. Weird Al Yankovic's parody of "I Love Rock and Roll": "I Love Rocky Road"
15. This album by The Time contains "Jungle Love" and "The Bird": "Ice Cream Castle"
16. What Ethel's husband was buying her at halftime of the basketball playoffs when "The Streak" appeared: A snow cone
17. Ben and Jerry's flavor named after a Vermont jam band of the 1990s: Phish Food

Bonus: 1967 Number One song, associated with the Austin Powers movies, in which the title and group name both include ice cream flavors: "Incense and Peppermints" by the Strawberry Alarm Clock