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Season 2 Episodes

Episodes

The Engagement Party

1. The Engagement Party

29 min
8/5/2025

Sylvia and Will navigate the new boundaries of their friendship now that Will is engaged to Jenna.

S2 E1
The Dinner Party

2. The Dinner Party

26 min
8/5/2025

In an effort to get closer to Jenna, Sylvia and Charlie invite her and Will over for a couples dinner.

S2 E2
The Bachelor Party

3. The Bachelor Party

30 min
8/12/2025

Sylvia and Will's college friend swings into town for the bachelor party. Sylvia helps Will to come to terms with his relationship.

S2 E3
Fore!

4. Fore!

32 min
8/19/2025

Will advises Sylvia to go corporate. In San Diego, Will's plans with Jenna take an unexpected turn.

S2 E4
Jeopardy!

5. Jeopardy!

36 min
8/26/2025

When Will moves in with Sylvia and Charlie, her new job forces the guys to spend one-on-one time together. Charlie goes on Jeopardy!

S2 E5
Road Trip

6. Road Trip

24 min
9/2/2025

Sylvia, Will, and Katie take a road trip to the desert. Will faces the reality of working for his ex-fiancée. Sylvia questions Charlie's stability.

S2 E6
The Holiday Party

7. The Holiday Party

35 min
9/9/2025
S2 E7
Young Darcy Mysteries

8. Young Darcy Mysteries

33 min
9/16/2025
S2 E8
Boundaries

9. Boundaries

30 min
9/23/2025
S2 E9
Brett Coyote's Last Stand

10. Brett Coyote's Last Stand

40 min
9/30/2025
S2 E10

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Season 2

Season 2

8.1/10
2025
10 Episodes

Season two picks up with everyone's favorite pair of best friends as they contend with new midlife hurdles, including work, weddings and partners in crises. The duo tries their best to be each other's rock — but sometimes rocks break things.

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Crescent Moon

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