Riding the vibes from the first part of their date, Jason and Courtney must build furniture together while handcuffed to each other and without any instructions.

The challenge showcases Jason’s positivity and Courtney’s willingness to let him take the lead, but sadly, not their furniture-making skills. The ‘chair’ they made was questionable, but their chemistry was undeniable, with both laughing at their efforts and enjoying the process.

As they head to the hot tub, Courtney and Jason reflect on how comfortable they feel with each other.

During the Deeper Dive, Courtney and Jason discover shared family values and eerily similar thought patterns. However, red flags emerge for Courtney when Jason reveals his recent breakup and his unwillingness to move for love, especially because she is a hopeless romantic.

Despite this, their connection feels effortless and familiar. They discuss communication styles and realize their values are perfectly aligned.

At the reveal… it’s a ‘Match!’ They playfully plan a cooking date for their next encounter, leaving viewers eager to see if this instant connection will sizzle or fizzle.

Next, Antje introduces Wood You Rather—a Jenga-style game with spicy questions. Justin and Dainty share their dating preferences, both wanting to spend lots of time with their partners and dive into love headfirst. 

They bond over being homebodies who enjoy cozy nights in. After Justin makes a bold move and the tower collapses, he expresses how happy he is that they’re both low-maintenance and appreciate life’s little things. 

Dainty agrees, and Antje tells them to get ready for the hot tub.

During their Deeper Dive, Dainty quickly asks Justin about his dating history. She’s uneasy about the short length of his past relationships but appreciates his support for her career. 

Both want a lifelong partner, but when Dainty shares her love for birds, Justin tells a white lie, pretending to agree. After their hot tub chat, it’s decision time. 

Dainty reveals first—it’s a miss. A bummer for Justin, who had chosen to match. Maybe next time, they’ll look for love on the same continent.

Next up is Pictures of You, where Jacky and Alfredo describe each other to a caricature artist while continuing to connect. Alfredo calls Jacky the “Latin Kim Kardashian,” and she dubs him the “Puerto Rican Brad Pitt.” 

Jacky’s impressed that Alfredo noticed the honey in her eyes but struggles to recall his physical details, focusing more on his personality. 

Although their portrait isn’t a perfect likeness, the game deepens their bond. Heading into the Deeper Dive, Alfredo is excited, but Jacky feels nervous.

In the hot tub, Alfredo asks Jacky what she’s looking for romantically. She’s focused on her career but open to love.

Alfredo, on the other hand, hopes to find romance naturally without pressure. He’s confident he can handle a driven woman, but Jacky worries he’s saying the right things to win her over. 

The moment of truth arrives—and it’s a match! Their shared ambition and spiritual connection bring them together, and for their second date, they’re off for sushi!

As Hot Takes begins, Brennah wonders if Alec is indifferent to her, but he insists he’s eager to know her better. 

They bond over shared dislikes for fast food and similar home habits but differ on topics like body count and letting dogs sleep in bed. Alec admires Brennah’s chill, understanding nature, while she calls him a “typical man”—a compliment, she assures. 

After the game, both realize there’s more to uncover before deciding if they’re truly a match.

Next up is their Deeper Dive. They start with a shared belief in aliens before discussing their dating preferences. 

As they talk, they realize they have a lot in common—especially their desire to marry and start a family. Alec wonders if Brennah feels the connection, but it’s decision time. 

Brennah reveals first—it’s a match! But when Alec flips his paddle, it’s a miss. His concern over her career-driven nature held him back, but Brennah wasn’t looking for a man intimidated by her ambition anyway.

During Pictures of You, Madison and Georgio test their memory of each other’s features. Madison admires Georgio’s kind eyes, and he feels the same way. 

Though they miss a few details, their connection is clear—they’ve been focused more on their minds than looks. Still, Georgio can’t resist mentioning Madison’s “kissable” lips. 

When their portrait is revealed, Georgio jokes it’s the worst he’s ever looked, but they share a laugh over it.

In their Deeper Dive, Ashlynn shares her love for adventure, which Isaac appreciates. However, when Isaac reveals he’s a DJ, she worries he might be too much of a partier.

They bond over their shared loyalty and impatience, but a red flag is raised when Ashlynn learns that Isaac has only been in one relationship.

After contemplating their decisions, it’s time for the reveal. While Isaac is confident, Ashlynn is less sure, but in the end, it’s a ‘Match!’ The two plan a picnic date in Hawaii.

Next up is Down in the DMs, where Casey and Lazer test their flirting skills using emojis. Their choices baffle each other but lead to plenty of laughs.

Casey admits she’s not the best at flirting, while Lazer takes a bolder approach. Antje urges them both to step up their game if they want to impress anyone.

After the game, Lazer is eager to learn more about Casey’s life and backstory, while Casey wants to see who Lazer is when he’s not cracking jokes.

In the hot tub for Deeper Dive, Casey peels back Lazer’s layers. When he asks why she hasn’t settled down, he’s impressed by her ambition. 

Casey teaches him Aussie slang, and Lazer shares stories from life on the road. She admires his outlook and is surprised by his depth. 

When it’s decision time, Antje is shocked—it’s a miss for both! Lazer feels Casey is too busy for a relationship, while she hopes to catch one of his shows.

With easy conversation flowing, Chris and Claire head outside for Wood You Rather. They explore each other’s preferences in relationships and the bedroom, tackling some lighthearted questions. 

Claire shares her passions for flying and riding motorcycles, impressing Chris. They both agree they want a partner who isn’t glued to their phone. 

After the game, they reflect on how much they’ve learned about each other—everything piquing their interest. However, Claire isn’t sure she sees a romantic future with Chris.

In the hot tub, Claire shares her travel adventures, and Chris loves her spontaneity. He’s excited to learn she enjoys surfing, one of his passions. As Claire talks about becoming a pilot, Chris calls her a “badass.” 

They discuss the challenge of distance—neither wants a long-distance relationship, but they’re open to enjoying the moment. Antje must interrupt their flow and force them to make a decision. 

When Claire and Chris turn their paddles… it’s a match! A perfect way to end Season Five on a high note—thanks for tuning in!