Brooke and Jeffrey: Second Date Update
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17 h 39 min
Second Date Update Classic: How Dare You Heart Me
Brooke and Jeffrey: Second Date Update
16:37
FULL SHOW: Monster-In-Law Awkward Call, Get Away Car Confession + Beat Brooke Trivia (8/18/26)
Brooke and Jeffrey: Second Date Update
53:26
Second Date Update Classics: I Got Cheesecaked + Locked Out Of Love
Brooke and Jeffrey: Second Date Update
36:10
Second Date Update: A Note For the Waitress
Brooke and Jeffrey: Second Date Update
19:14
Second Date Update UPDATE: Not So Spicy
Brooke and Jeffrey: Second Date Update
21:18
Second Date Update: I Went Full Robbins
Brooke and Jeffrey: Second Date Update
18:51
Awkward Tuesday: Monster In Law
Brooke and Jeffrey: Second Date Update
19:10
Second Date Update: Smells Like A Hamster
Brooke and Jeffrey: Second Date Update
18:22
FULL SHOW: Boob Job Shock Awkward Call, Whatcha Doin’ at the Bus Stop + Spanish Tinder (8/11/26)
Brooke and Jeffrey: Second Date Update
53:38
Second Date Update Classics: Heart Eyes For Air Fries + Motivational Freaker
Brooke and Jeffrey: Second Date Update
37:16
Second Date Update Classic: Yawn and She's Gone
Brooke and Jeffrey: Second Date Update
18:24
Closure Call: The Web Date That Got Away
Brooke and Jeffrey: Second Date Update
18:58
Second Date Update: Sushi & Steve
Brooke and Jeffrey: Second Date Update
18:45
Awkward Tuesday: Enhancement Anxiety
Brooke and Jeffrey: Second Date Update
19:16
Second Date Update: Surprise Surprise
Brooke and Jeffrey: Second Date Update
18:21
FULL SHOW: Horror Movie Date, Jeff’s Discount Humiliation + Brooke's Pickleball Shame (8/5/26)
Brooke and Jeffrey: Second Date Update
65:50
Second Date Update Classics: Floral Intentions + Lipstick Dipstick
Brooke and Jeffrey: Second Date Update
36:50
Second Date Update Classic: Second Chance Scott
Brooke and Jeffrey: Second Date Update
18:41
Textual Healing: Proposal Predicament
Brooke and Jeffrey: Second Date Update
18:43
Second Date Update: Movie Mayhem
Brooke and Jeffrey: Second Date Update
17:46
Awkward Tuesday: Birthday Tip
Brooke and Jeffrey: Second Date Update
18:14
Second Date Update: Kiss GPT
Brooke and Jeffrey: Second Date Update
18:16
FULL SHOW: Jeff’s Spider-Man Song, Park Mugging Date + Craziest Pet Owner Demands (7/31/26)
Brooke and Jeffrey: Second Date Update
62:48
Second Date Update Classics: Soulmate Psychic + Can I Cut In Lime
Brooke and Jeffrey: Second Date Update
36:22
Second Date Update: My Type of Weird
Brooke and Jeffrey: Second Date Update
17:57
Second Date Update UPDATE: Does This Smell Like Ur Mom?
Brooke and Jeffrey: Second Date Update
18:27
Second Date Update: Mom Blocked
Brooke and Jeffrey: Second Date Update
18:20
Awkward Tuesday: Date My Ex PLEASE
Brooke and Jeffrey: Second Date Update
18:29
Second Date Update: Nanny No No
Brooke and Jeffrey: Second Date Update
17:29
FULL SHOW: Jeff’s Jimothy Parody Song, Dated Your Roomie Date + State Fair Foods (7/24/26)
Brooke and Jeffrey: Second Date Update
65:01
Second Date Update Classics: Hearts & Crafts + One More Refill
Brooke and Jeffrey: Second Date Update
38:09
Second Date Update: Special Friend Fun
Brooke and Jeffrey: Second Date Update
18:34
Brooke Breaks You Up: High School Drama
Brooke and Jeffrey: Second Date Update
19:06
Second Date Update: Jiu-Jitsu and Chill
Brooke and Jeffrey: Second Date Update
18:07
Awkward Tuesday: Awkward Family Reunion
Brooke and Jeffrey: Second Date Update
18:54
Second Date Update: Greek Meat
Brooke and Jeffrey: Second Date Update
17:33
Second Date Update Classics: Offer He Can't Refuse + Sea Meat Surprise
Brooke and Jeffrey: Second Date Update
35:57
Second Date Update: Bidding On Brandy
Brooke and Jeffrey: Second Date Update
18:31
Awkward Thursday: Convince The Sis
Brooke and Jeffrey: Second Date Update
18:52
Second Date Update: Case of the Solo Shoe
Brooke and Jeffrey: Second Date Update
18:18
