In the series premiere of "The Celebrity Dating Game," former Bachelorette and season 28 winner of "Dancing with the Stars" Hannah Brown asks potential suitors to name a fun and romantic activity they can do at home, and Michael Bolton performs a hilarious parody of "I Found Someone" to give her suitors some important clues. Meanwhile, comedian, actress and TV host Nicole Byer tests suitors by asking them, "If I was a frozen pizza, how would you get me hot?" and Michael Bolton offers his rendition of "Wind Beneath My Wings" to help the suitors figure out Byer's identity. 

Star onstage and on screen, Taye Diggs challenges contestants to describe the word "love" without using the word "love" while Michael Bolton sings a clever rendition of "You Are So Beautiful." Meanwhile, "Bachelor in Paradise" television personality Demi Burnett is looking for a loving companion no matter their gender. Demi tries to get to know the contestants by asking them what the sentence at the top of their dating profile would be. Michael Bolton sings "I'll Stand By You" to help the contestants predict Demi's identity.