Brooke and Jeffrey: Second Date Update

Brooke and Jeffrey host their annual "You Would Not Dare" summertime challenge, where they and their co-hosts sample mystery bowls of pet food.

Listener Buzz took Marzi on a pre-planned historical driving tour of their town, complete with index cards and an Arby's stop, hoping to impress her.

Listener Shelby calls in after accidentally hitting Joe’s car while distracted by his looks, seeking advice on how to ask him out.

Lindsay explains that she wore too much body lotion on her second date with Robert, causing her to smell like a popcorn bucket, which led her to play tennis to maintain distance.

Brooke and Jeffrey discuss a museum's mistake of selling a broken vacuum cleaner as art and play a TV dinner-themed game.

Trey and Steph reconnect after a singles mixer where she was paid to attend, resolving the awkwardness and agreeing to a second date.

Chris tells the hosts he fell in love with Carrie on their first date, immediately confessing his feelings after a kiss.

Roman and Haley discuss their stalled relationship after a first date where Haley hesitated due to upcoming wedding season.

Listener Gabby shares her experience at a failed movie theater singles event where she met Noah, a theater usher who asked her out but stopped calling due to low self-esteem.

In this Awkward Tuesday Phone Call, listener Abigail seeks advice after a controlling parent forced a teacher to ban specific snacks from second-grade lunches.

Haley shares her first date with Harry Potter fan Steven, which went well until she ate dog treats and drank from a dog fountain.

Brooke and Jeffrey discuss a study ranking West Virginia as the least fun state and play a "Back That Rack Up" game about the Chili's jingle.

Brooke and Jeffrey host their "Second Date Update" segment, addressing two

Brooke and Jeffrey update listener Grant on his date with Shannon, who ignored him for a week after a zoo outing.

Brooke and Jeffrey host their "Say Yes to the Ex" segment, attempting to reconnect Turner with Juliana, a hairstylist he dated seven years ago.

Brooke and Jeffrey help listener Ava, who went on a bar crawl date with Dean but received no follow-up.

Brooke and Jeffrey host an Awkward Tuesday Phone Call with listener Kyle, who snooped on his girlfriend Vivian’s laptop.

Bobby returns to the show for a Second Date Update, claiming personal growth after his previous messy appearance.

Brooke and Jeffrey discuss the "6-second kiss" bonding hack and celebrate International Clown Week with a trivia game.

Brooke and Jeffrey host two "Second Date Updates.

Brooke and Jeffrey discuss listener Vincent’s first date with Jackie, where he waited three hours for her to finish work.

Brooke and Jeffrey host a "Blind Love Is" segment, connecting two listeners, Vel and Tag, who previously failed to secure second dates.

Listeners Justin and Katie discuss their awkward second date, which began when Justin faked gardening interest to meet her at a community garden.

Brooke and Jeffrey help listener Charlie, who accidentally sent romantic roses to his ex instead of a new date.

Brooke and Jeffrey help listener Aiden understand why his date, Kim, stopped responding after a fun night that included him jokingly punching himself.

Brooke and Jeffrey count down to their annual "Top 100 Complaints" segment and play a history trivia game called "The Last Word.

Brooke and Jeffrey host two "Second Date Update" segments.

Brooke and Jeffrey host a mashup segment where waitress Sasha seeks advice after a male customer, Ethan, left her his number on a receipt.

Brooke and Jeffrey help Aria, who is confused after her first date with Ryan turned into a grocery run for spices.

Brooke and Jeffrey update listener Eugene, who used Tony Robbins advice to become overly outgoing on a date with Grace.

Brooke and Jeffrey help April, a new mom, politely decline her overbearing mother-in-law’s demand to move into her house post-birth.

Brooke and Jeffrey update listener Charles on his disastrous first date with Maggie.

Brooke and Jeffrey discuss the top five most romantic US cities and play a trivia game centered on the number 500.

Brooke and Jeffrey host two "Second Date Update" segments.

Brooke and Jeffrey celebrate their 1,000th Second Date Update with listener Chris, a nurse who went on a date after a 35-hour shift.

Brooke and Jeffrey review listener feedback on Sophia’s dating life before launching a Closure Call for Liz, who seeks answers about a first online date from twenty years ago.

Brooke and Jeffrey host a "Second Date Update" with listener Sophia, who met Steve on Tinder.

Brooke and Jeffrey host Awkward Tuesday, where listener Tommy seeks advice after impulsively offering to pay for his girlfriend’s breast augmentation without knowing the cost.

Brooke and Jeffrey help listener Wesley, who was ghosted by Ramona after a romantic first date involving rose petals and a cooking class.

Brooke and Jeffrey celebrate National Underwear Day with a trivia game featuring staff member Ashton, covering pop culture facts about Jockey and Fruit of the Loom.

Brooke and Jeffrey interview Vanessa, who was ghosted after a botanical garden date where she aggressively solicited nude photos from her date, Keith.

Brooke and Jeffrey host a returning listener, Scott, who shares his second date with Mandy, highlighting his restraint in avoiding previous bad habits.

Brooke and Jeffrey help listener Emily text her best friend’s boyfriend to stop a surprise proposal, as the friend isn’t ready for marriage.

Hosts Brooke and Jeffrey investigate why Sienna’s date with Evan fizzled after a horror movie and ice cream.

Brooke and Jeffrey host an Awkward Tuesday segment where listener Kenny confronts a mom about her request for cash tips at her child’s birthday party.

Brooke and Jeffrey check in with listener Aaron about his second date with Carrie, which went sour after he revealed he flirts with his AI, named Pudge Muffin, to get better results.

Brooke and Jeffrey discuss studio mishaps, play a Jeopardy-style song game, and share bizarre news stories.

Brooke and Jeffrey interview Chris, who met Teresa on the meme-based dating app Schmooze.

Brooke and Jeffrey check in with Denise and Caleb, who met when she worked at a perfume counter.