Co - Matron of Honor
- Doran's Sister - Born less than 13 months after Chelsea, Doran immediately had a built-in best friend to explore, giggle, grow and day-dream with Ask Chelsea about: cow friends, clubbing in Italy, Pochahontas & Tiger Lily
Co - Best Man
- Dave's Brother - Doug has always motivated Dave throughout his cooking career, and Dave has always looked up to his big brother (figuratively, not literally) Ask Doug about: almost losing an eye, lego disasters, Dave getting locked in a camper
Co - Matron of Honor
- Doran's Best Friend - Casey and Doran are not technically related, but they have been best friends since 1996, and they look like sisters Ask Casey about: seagull attack, forcing our families to be friends, Studio 3
Co - Best Man
- Dave's Best Friend - Bobby and Dave met in Florida opening and managing restaurants, and they have been brothers and best friends ever since Ask Bobby about: turkey house, ghostwriting, Dave & Bobby's epic poker night
Bridesmaid
- The Matchmaker - Jen and Doran are both from Tiverton, and were roomies in Boston for years - Jen and Dave worked together at the Boathouse - The rest is history Ask Jen about: Gossip Girl, puzzle nights by the fire, Glitters
Groomsman
- Dave's Cousin - Dave and Jared have bonded since the beginning, and both enjoy the outdoors, history, skeet shooting, Aunt Gina's pork pies and wearing headlamps Ask Jared about: family shot game, helping Dave move, secret mission in Doug's garage
Bridesmaid
- Doran's College Roommate - Katie and Doran were roommates all 4 years of college, for 1 year in Boston, and are now almost neighbors again in RI Ask Katie about: forced quad at PC, Santa 5ks, breaking into Brighton apartment
Groomsman
- Dave's Cousin - Dave and Greg grew up next door to each other in Bristol, and share the same love for everything Portuguese food Ask Greg about: Monica's 4th of July party, video game all-nighters, summers in the snack shack
Bridesmaid
- Doran's Niece - Doran has known Hannah (a.k.a. "little one") since she was 5, and they have become extremely close over the years Ask Hannah about: water tasting, family videos, tubing concussion
Groomsman
- Dave's Future Brother-in-Law - Because Ray is really really old, he has shared lots of wisdom with Dave about investing and real estate over ice-cold Peroni's at the beach Ask Ray about: off-roading at Chappy, "Daish made mess with chips", diggin' for necks
Flower Girl
- Doran's Niece - Doran (a.k.a. "Doo Doo") and Brynn are officially "best friends", and enjoy having dance parties, playing with Zakim and making sand castles Ask Brynn about: werewolves, cornbread, Billie Eilish
Ring Bearers
- Dave's Nephews - Jackson and Hunter's relationship reminds Dave and Doug of their own relationship growing up Ask Jackson & Hunter about: nerf guns, snow tubing, hiking in the woods
Officiant
- The Matchmaker's Husband - Whenever Doran and Dave are around Jason, they learn a lot and laugh even more Ask Jason about: Buffalo Bills, grain silos, The Old Pink