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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. 

Carson Kressley from "Ru Paul's Drag Race" is looking for someone with a sense of humor. He quizzes the suitors to come up with the perfect date while Michael Bolton performs a parody of "I Don't Want to Miss a Thing." Meanwhile, rapper and songwriter Iggy Azalea asks contestants how they would feel about dating someone significantly more popular and Michael Bolton sings "Don't Stop" to help the suitors figure things out.

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.

"Modern Family" star Nolan Gould is looking for someone confident, charismatic and passionate. Nolan asks the contestants what five adjectives their best friends would use to describe them while Michael Bolton performs a witty rendition of "What the World Needs Now." Meanwhile, Gabriel Iglesias, stand-up comic and sitcom star, describes himself as "cuddly" and asks contestants their favorite way to cuddle. Michael Bolton sings "Because You Loved Me" to help the women guess Gabriel's identity

Supermodel Tyson Beckford is looking for an adventurous woman who has a great sense of humor. Tyson has spent a lot of time on runways showing off clothes and asks the women to describe an outfit they would feel most confident in while Michael Bolton performs a parody of "Let's Stay Together." Meanwhile, "Baywatch" and "Singled Out" actress Carmen Electra expresses she is into "vibes." Carmen asks the potential suitors to describe their vibe in one sentence. Michael Bolton sings "Ain't No Sunshine" to help the suitors guess Carmen's identity.

Actor and comedian David Koechner spills that he asks many questions on a first date and is looking for kindness in a woman. David asks the contestants to describe themselves in one sound while Michael Bolton performs a witty rendition of "To Make You Feel My Love." Meanwhile, Rashad Jennings, NFL running back and winner of "Dancing with the Stars" season 24, describes his ideal woman as goofy enough to laugh at herself. Rashad reveals he is studying to be a therapist and asks the woman to give relationship advice. Michael Bolton sings "Fly Me to the Moon" to help the women guess Rashad's identity.

"Saturday Night Live" star Chris Kattan asks the women what they would bring to a deserted island to WOW him while Michael Bolton performs a hysterical version of "How Am I Supposed to Live Without You." Meanwhile, comedian Margaret Cho from "Drop Dead Diva" explains she is looking for someone open-minded and is interested in a soul connection whether that may be with a man or woman. Cho asks contestants what is something they wish they cared less about, and Michael Bolton sings "Someone You Loved" to help the contestants guess her identity.

"Blossom" and "Brotherly Love" star Joey Lawrence enjoys good music and dancing on the first date. Joey asks the contestants what their ideal first date entails while Michael Bolton performs a hilarious version of "How Can We Be Lovers." Meanwhile, "black-ish" actor Marcus Scribner challenges contestants to pretend they are on a reality television show and act out a confessional about how the date is going so far. Michael Bolton sings "Time, Love and Tenderness" to help the women identify Marcus on the season finale.