About this season
Follow six couples who are deeply in love and hoping to marry, but come from completely different worlds. Regular people are whisked off their feet and plunged into a high-end life of riches, extravagant experiences, and glamorous trips around the globe. On the road to the altar, the couples must try to bridge their vast differences and fit into each other's alien worlds.
Episodes (10)
1. Can't Buy My Love
Aired 10 July 2019
Brianna, 21, has a hard time fitting into 61-year old Bill's wealthy social circle; Katie dates one of her daughter's best friends; Rosie's parents are not supportive of her relationship with Drew; Brian is hesitant to mix with Gentille's friends.
2. Million Dollar Problems
Aired 17 July 2019
As Brianna tries to fit into Bill's world, Bill arranges for her to meet up with his ex-wife to get advice; Gentille decides it's time to see where Brian lives; Katie's daughter confronts her about dating Kolton.
3. My Secret Sugar Daddy
Aired 24 July 2019
Brianna confronts Bill about Kathleen’s accusations. Drew asks a big question that will change Rosie’s life. Brian meets Gentille’s friends for the first time, but it doesn’t go the way Gentille hopes. Hopelessly romantic Kate worries her rapper boyfriend, Shawn, isn’t ready to settle down and get married.
4. Royal Pains
Aired 31 July 2019
Rosie moves into Drew’s loft without the approval of her family. Katie meets Kolton’s parents for the first time. Sean finally tells his dad that he and Megan are getting married. Gentille throws a birthday party for herself.
5. No Pressure, No Diamond
Aired 7 August 2019
Bill makes a decision that will change his and Brianna’s life forever. Megan worries that Sean is having second thoughts about their wedding. Gentille and Brian spend some time alone to focus on their future. When Shawn flirts with fans after his big NYE performance, Kate gets worried. Rosie confronts Drew about his playboy past.
6. Bling in the Big Apple
Aired 14 August 2019
7. A constructive proposal
Aired 21 August 2019
8. The secret is out
Aired 28 August 2019
9. Diamonds aren't forever
Aired 4 September 2019
10. Marriage or Money?
Aired 11 September 2019
After Katie's breakup with Kolton, her daughter, Julia, plays matchmaker; Gentille questions whether to say "I do" or "I don't"; Bill plans a major surprise for Brianna; Sean's dad's disapproval jeopardizes Sean and Megan's wedding.