All episodes

Second Date Update Classics: 401 Not Ok + Offline and Oblivious

#1 Second Date Update of 2025: Don't Take Me Out To The Ballgame

Blind Love Is? Tyler and Shauna

#2 Second Date Update of 2025: Flirt and Observe

Awkward Tuesday: The Prank That Went Too Far

#3 Second Date Update of 2025: Couch Crush

FULL SHOW: Worst Holiday Tinder Dates, Vacay No-No Date + Reverse the Verse Xmas Edition (12/24/25)

Second Date Update Classics: High School Holiday Hangout + Trial By Separation

#4 Second Date Update of 2025: After Date Double Date

Closure Call: Sister Secret

#5 Second Date Update of 2025: Vacation No No

Awkward Tuesday Classic: Invisible Girlfriend

#6 Second Date Update of 2025: Lonely Cannoli

FULL SHOW: Dating App Hack Date, Brooke vs Christmas Dads + Jeff’s Back Alley Boat (12/17/25)

Second Date Update Classics: The Boy Who Cried Tree + Deck The Mall

#7 Second Date Update of 2025: Street Walker Love Story

Brooke Breaks You Up: Holiday Edition

#8 Second Date Update of 2025: That Name Sounds Familiar

Awkward Tuesday: Baby Monitor Drama

#9 Second Date Update of 2025: Dragon Thumbs & Aroma Chums

FULL SHOW: Holiday Men Hack Date, Jose’s Midnight Meet Up + Smaller is Better for Jeff (12/10/25)

Second Date Update Classics: 3rd Times a Yawn + Super Kid Shames the Day

#10 Second Date Update of 2025: Give Him The Golden

Textual Healing: Dog Disturbance

Second Date Update: Does This Smell Like Your Mom?

Awkward Tuesday: Knock Off No No

Second Date Update: He Bought Me A Star

FULL SHOW: The Last Hopeful Dater, Jeff’s Mom’s High Speed Chase & Alexis’ Car Casino (12/3/25)

Second Date Update Classics: Double Roasted Turkey + 20 Treadmills of Love

Second Date Update: Never Ask About The Ex

Second Date Update UPDATE: Age Is Just A Bummer

Second Date Update: Beer & Butterfly Kisses

Awkward Tuesday: Change Him Back

Second Date Update: Love Bombs Away

FULL SHOW: Dinner Faux Pas Date, Riffin Around Food Edition + Daddy & Me Loser Line (11/24/25)

Second Date Update Classics: Driving Miss Laurie + Lick My Neck

Second Date Update Classic: Cutecumber Couple

Second Date Update UPDATE Classic: 8 Trees A Trimming

Second Date Update Classic: First Date Redate

Awkward Tuesday: Stop That Ugly Duckling

Second Date Update Classic: Red Flaggy Much?

FULL SHOW: Jeff’s Iconic Thanksgiving Song, Turkey Day Mishaps + Late & Petty Date (11/21/25)

Second Date Update Classics: Date Night Detour + Barista Foam Job

Second Date Update: Microwave Mosaics

Top 10 Loser Lines of 2025

Second Date Update: Escalator Escape

Awkward Tuesday: Wanna Be A Cop

Second Date Update: Bottom of the Bread Bowl

FULL SHOW: The Only Match Date, Jeff’s Celebrity Man Crush + Jose’s $100 Soup (11/12/25)

Second Date Update Classics: Strings of Deceit + Claus for Concern

Second Date Update: Awkward Hugs & Hot Dogs

Awkward Thursday: No Free Family Dinner

Second Date Update: Corey's Crazy Criteria

Awkward Tuesday: Nanny Zoned

Second Date Update: Ditch Me No Ditch You

FULL SHOW: 30 for 30 Challenge Date, Jeff Trapped at Work + Brooke’s Turkey Trouble (11/5/25)

Second Date Update Classics: Seafood Surprise + Philippines or Bust

Second Date Update: Karaoke Cryer

Awkward Thursday UPDATE: He Saw What He Saw

Second Date Update: 30 for 30

Awkward Tuesday: Girls Trip Mystery

Second Date Update: Red Flag Test

HALLOWEEN SHOW: Jeff’s Disney Villian Song, Boo’s & Booze Date + Ghost Hunter Prank (10/31/25)

Second Date Update Classics: It's A Costume Dummy + Blackout Drunk Shuttlecock

Second Date Update: Halloween Boos and Booze Bar Crawl

Blind Love Is? Halloween Edition

Second Date Update: Halloween Bean Dip Mystery

Awkward Tuesday: Dark Side of the Costume Contest

Second Date Update: Romeo and Ghouliet

FULL SHOW: Outed by Facebook Date, Nurse Alexis Fails + No Cake for Jeffrey (10/22/25)

Second Date Update Classics: 10 Pin Mixup + Pop Goes the Relationship

Second Date Update: Get That Sizzle

Second Date Update UPDATE: Fruit Loop Folly

Second Date Update: First Base Fam

Awkward Tuesday: Tinder Surprise

Second Date Update: Escape Room Alpha

FULL SHOW: Jeff’s Big Pumpkin Parody, Rank Me Date + Scariest Haunted House EVER (10/17/25)

Second Date Update Classics: Mexican Craycation + Boob Tube Experiment

Second Date Update: Numbers Don't Lie But You Should

Say Yes to the Ex: Nextflix & Chillout + Miscommunication

Second Date Update, Suck, Slurp & Breathe

Awkward Tuesday: Buddy Roommate Sitch

Second Date Update: Three Meals One Date

FULL SHOW: Your Crutch 2nd Date, Alexis’ Sneaky Drinks + Jeff’s Family Tabloid (10/8/25)

Second Date Update Classics: I'm Onto You + Just A Little Short

Second Date Update Classic: Hot Date Hack

Awkward Thursday: Perfect Place For A Proposal

Second Date Update: No Concert For You

Awkward Tuesday: In-Laws Anonymous

Second Date Update: Smoke Show Alarm

Second Date Update Classics: Ex-Aversary + Lady In Red

Second Date Update: Burned By Beauties

Blind Love Is? Step-Mom Type Love/The Bar Is The Pelvic Floor

Second Date Update: There's A Chili In The Air

Awkward Tuesday: Proposal Sabotage

Second Date Update: Way Too Natural

Second Date Update Classics: Fin Dumb + Model Convention

Second Date Update: Dutch Isn't Just A Language

Second Date Update UPDATE: Phone Paux

Second Date Update: Big Fajita Energy