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Brunch gets heated. The men meet the women's families. Darius has a communication breakdown with Ashley's brother. Vince still refuses to make a timeline. Dominique's Dad has a test of faith. Ashante's mom needs a shot. Final decisions are made.

RTL blows into the Windy City for a speakeasy mixer featuring 20 of Chicago's finest singles. While several romances form, six of the singles fail to make a good first impression in the Second City and find themselves facing elimination the first night.

Iyanla Vanzant revisits a couple's struggle with infidelity and spite, offering new insights on how attention replaces intimacy, social media fuels secrecy and silence erodes a marriage from within.

Tommy enlists the men to introduce their connections to their families; Donnah shocks Vince with an "engaged by" date; after an argument, Darius' focus shifts from Ashley to a new connection; Dominique and Lauren butt heads in front of Bello's brother.

Brunch gets heated. The men meet the women's families. Darius has a communication breakdown with Ashley's brother. Vince still refuses to make a timeline. Dominique's Dad has a test of faith. Ashante's mom needs a shot. Final decisions are made.

RTL blows into the Windy City for a speakeasy mixer featuring 20 of Chicago's finest singles. While several romances form, six of the singles fail to make a good first impression in the Second City and find themselves facing elimination the first night.

Financial relationship coach Leah Collins creates a game plan for Cory and Nina, a couple struggling to support a family of four with only one income and a boatload of debt.

Financial coach Leah Collins helps a 27-year-old woman confront the crushing debt she's been hiding and urges her mother to stop supporting her daughter with handouts. Can Leah help them break old patterns and rebuild a healthier future together?

The couples go on dates with their partners before making a final decision about marriage; on one date, a man promises a major change for his partner; another man is confronted with an ultimatum that could unravel his relationship.

The couples face their biggest tests yet; counseling uncovers doubts, emotions run high, and as they shop for rings and gowns, each pair must decide whether their love is strong enough to put a ring on it.

RTL blows into the Windy City for a speakeasy mixer featuring 20 of Chicago's finest singles. While several romances form, six of the singles fail to make a good first impression in the Second City and find themselves facing elimination the first night.

A couple with plans to have a second child end up expecting twins.

Re-inventing a tight basement to provide more space.

After relocating to a rural home, a couple wants a home that combines urban functionality with the room that they have.

Creating a private space for a mother and daughter.

A buyer has worked hard to get through a lot in life and is now ready to buy her first home outside Washington, D.C.; her sisters have their own ideas about what's best for her in a purchase, and she'll have to struggle to make her own decision.

With their six kids growing up fast, a Seattle couple wants a vacation home where the whole family can get together in Scottsdale, Arizona; they plan to also make it a short-term rental to cover the cost, but they're miles apart on what to spend.

An aspiring real estate investor wants to rent her family's current home and buy something more grand in North Carolina; her husband wants to stay, but a place with room for a bar and lounge space may convince him.

After falling on hard times, a woman gets back on her feet and ready to buy a place of her own in Houston; she wants a brick rancher that reminds her of her grandmother's home, but her friend insists she's better off with a more manageable condo.

After unexpectedly losing two family members, a man is inspired to start living life to the fullest; he and his wife decide to return to Punta Cana, Dominican Republic, the place where they married, and turn a new page.

After years in Jakarta, Indonesia, a couple is ready to make a permanent move to Bangkok, Thailand; she's tired of the hustle and bustle of the city and would love a little green space, but he wants to live in the center of it all.

A native New Yorker is coming to grips with how drastically different life is going to be now that she's accepted a job offer in South Korea; she must determine if making the most of a new opportunity is worth giving up her familiar comforts.

After working abroad in Amsterdam for a year, two West Coasters find they can't imagine living anywhere else; they make plans to start their family and looking for a house that they can grow in, but must re-evaluate their wish list.

After the passing of his beloved mother, a Crucian man returns home to St. Croix with his partner in hopes of sharing the childhood past he left behind.

A woman whose first move to Italy ended in disappointment decides to give it a second chance when her husband lands a job in the Lake Como area; she hopes for a place in the city center, but he wants to be far away from tourists.

Destiny and Nell spill some tea over both sets of Scotts. Maurice and Kimmi seek a new path forward with Monster. Martell confides in Chris about the women in his life. At dinner, tensions rise between Destiny and Arionne. Marsau and Tisha face the music.

Tisha and Kimmi are apprehensive about Arionne being in the friend circle; Nell has a sit-down with Arionne to learn more about her; Marsau gives Maurice advice on how to approach Monster; Arionne presses Martell about his relationship with Destiny.

The Fletchers foresee a showdown between Destiny and Arionne; Sylvia worries about her history with Marsau; Tisha doubles down on salacious allegations; Lynn has a choice to make; Arionne has words with Tisha and Kimmi; Martell is blindsided by betrayal.

RTL blows into the Windy City for a speakeasy mixer featuring 20 of Chicago's finest singles. While several romances form, six of the singles fail to make a good first impression in the Second City and find themselves facing elimination the first night.