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| Episode | Episode Name | Air Date | | 1 | The Weddings Are Coming! The Weddings Are Coming! | Wed Jan 05, 2022 | | 2 | Nice Day For a Wicked Wedding | Wed Jan 12, 2022 | | 3 | Bean Town Wedding Throw Down | Wed Jan 19, 2022 | | 4 | Bliss, Brunches and Brawls...Oh My! | Wed Jan 26, 2022 | | 5 | It's Not a Shore Thing | Wed Feb 02, 2022 | | 6 | Dark Side of the Honeymoon | Wed Feb 09, 2022 | | 7 | This Is My Decision Day | Wed Feb 16, 2022 | | 8 | Striking a Balance | Wed Feb 23, 2022 | | 9 | Is Love on the Table? | Wed Mar 02, 2022 | | 10 | Mighty Mighty Boston Bonds | Wed Mar 09, 2022 | | 11 | Worst. Dinner Party. Ever! | Wed Mar 16, 2022 | | 12 | Settling In, or Just Settling? | Wed Mar 30, 2022 | | 13 | Popping the Questions | Wed Apr 06, 2022 | | 14 | It's Just a Blip | Wed Apr 13, 2022 | | 15 | Past Lives, Open Minds | Wed Apr 20, 2022 | | 16 | Are You In, or Are You Out? | Wed Apr 27, 2022 | | 17 | Got My Mind Made Up | Wed May 11, 2022 | | 18 | Boston Reunion, Part 1 | Wed May 18, 2022 | | 19 | Boston Reunion, Part 2 | Wed May 25, 2022 | | Special | Matchmaking in Boston | Wed Dec 29, 2021 | | Special | Kicking Off Boston | Thu Dec 30, 2021 | | Special | The Journey So Far: Boston | Wed Mar 23, 2022 | | Special | Decision Day Dish: Boston | Wed May 04, 2022 | | Special | Where Are They Now: Boston | Wed Jun 01, 2022 | | Special | Rules of Marriage | Wed Jun 08, 2022 | | Special | A Look Back: Boston | Wed Jun 15, 2022 |
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