All Episodes

Second Date Update Classics: Dutch Isn't Just A Language + Dry Lips & Hands On Hips

Second Date Update: Apple Picking For The 1 Percent

Awkward Thursday: Candy King of the Neighborhood

Second Date Update: Microwaved Salad Guy

Awkward Tuesday Phone Call: No No No Show

Second Date Update: Food Court Cutie

FULL SHOW: Jeff’s Ode to Pasta, Overly Romantic Date + Dumbest Healthcare Questions (10/16/26)

Second Date Update Classics: Bathroom 911 + Big Fajita Energy

Second Date Update: Vacation On Me

Second Date Update UPDATE: A Whole New Girlfriend

Second Date Update: The Sobfather

Awkward Tuesday: A Rabbi Walks Into A Bar

Second Date Update: McLaren Missus Mishap

FULL SHOW: Bridezilla Closure Call, Thanksgiving Sabotage Secret + Hot Pocket Lie (10/8/26)

Second Date Update Classics: Hotel Bar Rendezvous + Facebook KO

Second Date Update Classic: Burned By Beauties

Closure Call: Ex Best-Zila

Second Date Update: Seven Foot Date

Awkward Tuesday: Honeymoon Phase Ended

Second Date Update: Dating Is Such A Chore

FULL SHOW: Hots for My Uncle Update UPDATE, Kid’s Lunch Goldmine + 30 Year Secret (10/1/26)

Second Date Update Classics: Mystery Treadmill Man + Till Date Do Us Part

Second Date Update: G-Wagon Naggin'

Second Date Update UPDATE: Universe Is Busy Right Now

Second Date Update: The Muffin Lady

Awkward Tuesday: House Guest's Fiancée

Second Date Update: Third Wheel Steal

FULL SHOW: Evict My House Guest Awkward, Whatcha Doin’ at Oktoberfest + Prison Prank (9/22/26)

Second Date Update Classics: Mothers Dayte + Terrible Tarot

Second Date Update: Unwritten Rules For Fools

Awkward Thursday: Hopsticle Course

Second Date Update: Drive Thru Date

Awkward Tuesday: House Guest

Second Date Update: Bump Set Date

FULL SHOW: Pet Food Tasting Dare, Naughty Pumpkin Song + Bridesmaid Confession (9/17/26)

Second Date Update Classics: Coffee Club + Falling to Pieces

Second Date Update: YeeHaw or YeeNaw

Summertime Challenge: Fancy (Pet) Food Reviews

Second Date Update: Tour of the Town

Awkward Tuesday: Car Crash

Second Date Update: Buttery Smooth

FULL SHOW: Hinge Coach Couple UPDATE, Zoo Scandal Secret + $250K Doritos Challenge (9/10/26)

Second Date Update Classics: Singles Mixer Shocker + Up Up & Run Away

Second Date Update: Love At First Like

Second Date Update UPDATE: Hired A Hinge Coach

Second Date Update: A Mop To Remember

Awkward Tuesday: School Mama Drama

Second Date Update Classic: Lapping Up Love

FULL SHOW: Don’t Arrest Me Say Yes to the Ex, Viral Bat in Mouth + Modern Dating Song (9/3/26)

Second Date Update Classics: Good Not Great Date + Most Malone

Second Date Update Classic: Zoo Zaddy

Say Yes To The Ex: Don't Arrest Me

Second Date Update: Gammy's Bar Crawl

Awkward Tuesday: Accidentally Phone Snooped

Second Date Update: Bobby 2.0

FULL SHOW: Flowers for the Ex Awkward Call, Reverse the Verse Game + Scammer Secret (8/25/26)

Second Date Update Classics: Only Tears + 22nd Date Update

Second Date Update Classic: First Date Worth The Wait

Blind Love Is? Doll Beds

Second Date Update Classic: Secret Garden Shocker

Awkward Tuesday: Flowers For Who?

Second Date Update Classic: How Dare You Heart Me

FULL SHOW: Monster-In-Law Awkward Call, Get Away Car Confession + Beat Brooke Trivia (8/18/26)

Second Date Update Classics: I Got Cheesecaked + Locked Out Of Love

Second Date Update: A Note For the Waitress

Second Date Update UPDATE: Not So Spicy

Second Date Update: I Went Full Robbins

Awkward Tuesday: Monster In Law

Second Date Update: Smells Like A Hamster

FULL SHOW: Boob Job Shock Awkward Call, Whatcha Doin’ at the Bus Stop + Spanish Tinder (8/11/26)

Second Date Update Classics: Heart Eyes For Air Fries + Motivational Freaker

Second Date Update Classic: Yawn and She's Gone

Closure Call: The Web Date That Got Away

Second Date Update: Sushi & Steve

Awkward Tuesday: Enhancement Anxiety

Second Date Update: Surprise Surprise

FULL SHOW: Horror Movie Date, Jeff’s Discount Humiliation + Brooke's Pickleball Shame (8/5/26)

Second Date Update Classics: Floral Intentions + Lipstick Dipstick

Second Date Update Classic: Second Chance Scott

Textual Healing: Proposal Predicament

Second Date Update: Movie Mayhem

Awkward Tuesday: Birthday Tip

Second Date Update: Kiss GPT

FULL SHOW: Jeff’s Spider-Man Song, Park Mugging Date + Craziest Pet Owner Demands (7/31/26)

Second Date Update Classics: Soulmate Psychic + Can I Cut In Lime

Second Date Update: My Type of Weird

Second Date Update UPDATE: Does This Smell Like Ur Mom?

Second Date Update: Mom Blocked

Awkward Tuesday: Date My Ex PLEASE

Second Date Update: Nanny No No

FULL SHOW: Jeff’s Jimothy Parody Song, Dated Your Roomie Date + State Fair Foods (7/24/26)

Second Date Update Classics: Hearts & Crafts + One More Refill

Second Date Update: Special Friend Fun

Brooke Breaks You Up: High School Drama

Second Date Update: Jiu-Jitsu and Chill

Awkward Tuesday: Awkward Family Reunion

Second Date Update: Greek Meat

Second Date Update Classics: Offer He Can't Refuse + Sea Meat Surprise

Second Date Update: Bidding On Brandy

Awkward Thursday: Convince The Sis