Anna accidentally went into the wrong person's car. Win VIP at the VOA Music Fest! Biggby Coffee is hooking up Dakota because he has a "Case of the Mondays". In the "Truth Jar", Jesse is proud to correct people on ear wax candles and Anna recalls an odd game she played as a kid. Listeners call in for "Give Me a Compliment". Jesse and Anna check in with their beginning of the year predictions and one of them has come true! Post Malone fell off a stage and Jesse remembers a time he got embarrassed...
Jul 07, 2025•37 min
Anna played a weird game when she was a kid... See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jul 07, 2025•4 min
Jesse likes correcting people on THIS piece of misinformation... See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jul 07, 2025•4 min
It's the day before the Fourth of July! Today, Anna gives her pitch on why she and Mr. Man should win "America's Favorite Couple". We get an update on Jesse's second date with one of the blind dates he had from last week and swamp crotch is a thing to watch out for at TSA! See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info ....
Jul 03, 2025•45 min
Jesse tells the story about a time that he gave a gift to someone, and they didn't like it! This is awkward. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jul 03, 2025•4 min
Jacob is calling Riley to tell him that he thought the $1,000 he loaned him was actually a gift. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jul 03, 2025•10 min
Anna shares the conspiracy theory she can totally get behind! See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jul 03, 2025•5 min
Anna is back from Colorado! Plus, Jesse reveals the 6 traits that cool people have, and Anna almost got into a fight while "out west". See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jul 02, 2025•45 min
If Anna ever has kids, she's decided she will never do THIS to them after her parent's did it to her during her childhood! See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jul 02, 2025•6 min
Jesse is a fan of this "feminine" hygiene habit... and it really works for him! See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jul 02, 2025•4 min
In this classic episode... Jesse reveals the most embarrassing song on his phone, and it was a Jesse original... that he wrote for an ex! See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jul 01, 2025•5 min
In this classic confession call, Tori realized that she had a drunken hook up with the twin of the guy she's currently dating! See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jul 01, 2025•12 min
In this classic truth jar, we take a deep dive into the state of Anna's finances! See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jul 01, 2025•5 min
Nothing like realizing you've been doing something wrong. Even worse when it's at work. Anna tells this story in a classic truth jar! See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jun 30, 2025•4 min
Parents will go to great lengths to mess with their kids... hear what Jesse's parents used to do to him when he was younger in this classic truth jar. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jun 30, 2025•4 min
Jesse has his final blind date of the week, Jesse and Anna tell stories of times the said the wrong name at the worst possible times and they dish out some more compliments on a Friday! See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jun 27, 2025•38 min
Jesse compares himself to a famous person... well, technically famous people. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jun 27, 2025•5 min
Anna reveals something she's recently changed her mind on and it's something you've been VERY against for a long time! See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jun 27, 2025•4 min
Jesse goes on a not-so-great date for Jesse! Plus, Jake's pants fell down in public, and Anna previews the summer blockbusters coming to theaters next month See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jun 26, 2025•54 min
Anna reveals something embarrassing she does when she's alone that nobody knows about See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jun 26, 2025•3 min
Becky tells her husband Richey that she's been selling her feet pics online to earn extra cash for their vacation. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jun 26, 2025•10 min
Jesse kept a secret about their boss being upset with her! See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jun 26, 2025•5 min
Jesse calls his blind date, Lisa, from last night. Plus, we ask the burning question, what gossip would you pet tell on you and shows made for kids, but you secretly love as an adult! See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jun 25, 2025•37 min
Jesse reveals who intimidates him! See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jun 25, 2025•4 min
We all do weird stuff when we are younger. Anna used to do THIS and it disgusts her now! See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jun 25, 2025•4 min
Today's show Anna gives Jesse advice from AI for his first blind date, Anna hits an awkward relationship milestone with Mr. Man and Jake and our co-worker, Kasey, swap baby nightmare stories! See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jun 24, 2025•52 min
How would Anna reaction to a stranger, specifically a man, called her sweetheart? Find out in this edition of the Truth Jar See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jun 24, 2025•5 min
Amy has a fun confession today. She has to tell her friend Missy that is was Amy who deleted their Meet and Greet photo with Riley Green! See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jun 24, 2025•10 min
Jesse reveals the last time he thought about quitting his job! See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jun 24, 2025•5 min
Anna reveals what "level 3" has in store for Jesse this week in her goal to get Jesse a girlfriend! Plus, Jesse and Anna give out more compliments on a Monday and Anna forms a relationship with a fictional character! See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .
Jun 23, 2025•37 min
