We Might Get In Trouble For This

Send us Fan Mail Dating after 40 is already complicated. But what happens when the guy who gives you incredible chemistry, homemade lasagna, and all the romantic attention you thought you wanted… is also terrible for your peace? Kerri Pomarolli and Suze get very honest about modern dating, dating after divorce, Christian dating, love bombing, chemistry, consistency, and the difference between bein...

Send us Fan Mail Baby Jesus and I had to break up with Cheffy... and yes, it's as dramatic (and hilarious) as it sounds. This week on We Might Get in Trouble for This, Kerri Pomarolli finally shares the breakup update listeners have been waiting for—and how a relationship that felt like "a year's worth of dating in 35 days" forced her to face something bigger than heartbreak. A...

Send us Fan Mail Kerri Pomarolli is a grown woman with a career, kids, faith, and a whole lot of life experience. So why does one man have her feeling like she's 17 again, analyzing text messages and wondering if she's falling in love—or about to make a spectacular mistake? On this episode of We Might Get in Trouble for This, Kerri and Suze get honest about dating after divorce, catching...

Send us Fan Mail Apparently, being over 50 does NOT mean Kerri has outgrown bad-boy energy. In Part 2 of this very late-night episode of We Might Get in Trouble for This, Kerri and Suze unpack a whirlwind dating situation involving chemistry, Christian dating, boundaries, jealousy, dating apps, and one very complicated crush. Kerri catches Suze up on what has happened since the last episode — incl...

Send us Fan Mail Apparently, being over 50 does NOT mean Kerri has outgrown bad-boy energy. In Part 1 of this very late-night episode of We Might Get in Trouble for This, Kerri and Suze unpack a whirlwind dating situation involving chemistry, Christian dating, boundaries, jealousy, dating apps, and one very complicated crush. Kerri catches Suze up on what has happened since the last episode — incl...

Send us Fan Mail Kerri may have finally met a man who checks enough boxes to make her stop overthinking — and, naturally, she has absolutely no idea what to do with that. On this episode of We Might Get in Trouble for This, Kerri Pomarolli and Suze unpack the latest chapter of Kerri’s dating-after-divorce adventures: a long-distance date with a funny, confident Christian man who planned the date,...

Send us Fan Mail Kerri Pomarolli’s dating life has officially become a podcast storyline—and this time, there may actually be a man on the other end of the phone. On this episode of We Might Get in Trouble for This, Kerri and Suze catch up on Kerri’s latest dating adventure: a funny, confident Christian man she met through a dating app who initially seemed almost too good to be true. After plenty...

Send us Fan Mail Dating after divorce is already complicated. Now add a “pirate” who feels like a soulmate, a hot welder with a surprising Christian past, speed dating, dating apps, temptation, and Kerri wondering if God has basically put her in time-out. In this episode of We Might Get in Trouble for This, Kerri Pomarolli and Suze unpack the very messy reality of Christian dating after divorce. K...

Send us Fan Mail Dating after divorce is already complicated. Now add a “ pirate” who feels like a soulmate, a hot welder with a surprising Christian past, speed dating, dating apps, temptation, and Kerri wondering if God has basically put her in time-out. In this episode of We Might Get in Trouble for This, Kerri Pomarolli and Susie unpack the very messy reality of Christian dating after divorce....

Send us Fan Mail Kerri Pomarolli and Suze are back with another brutally honest conversation about dating, faith, attraction, and the increasingly complicated world of being a Gen X woman looking for love after divorce. Kerri has a lot to report: there’s the “pirate,” the man she talks to constantly and describes as a kind of soulmate even though they know they’re probably not long-game material....

Send us Fan Mail Dating over 50 is apparently just being 16 again—except now you have dating apps, divorce, teenagers, hormones, faith, and a much clearer idea of what you actually want. On this episode of We Might Get in Trouble for This, Kerri Pomarolli and Suze catch up on the latest dating developments, including the ongoing saga of Kerri’s sarcastic “pirate,” a surprise real-life date with a...

Send us Fan Mail Kerri took a very big left swing in the Gen X dating world — and ended up kissing a 42-year-old, questioning every decision she’d made that week, and making an 11:45 PM phone call she probably should have slept on. Meanwhile, the “Pirate” is still texting, the dating apps are getting deleted, and Kerri is realizing maybe God has been trying to get her attention. On We Might Get in...

Send us Fan Mail One text message completely changed Kerri's dating life... and confirmed the gut feeling she couldn't shake. What started as another Gen X Dating Diaries update quickly turned into one of the wildest dating stories she's ever shared. In Episode 12 of We Might Get in Trouble for This, Kerri Pomarolli and Suze unpack what happened after Kerri reached out to a mutual a...

Send us Fan Mail Kerri Pomarolli's dating life officially became a sitcom. One nine-hour first date, one incredibly thoughtful Christian dad, one accidental Instagram crush... and absolutely no clue what's happening next. In this episode of We Might Get in Trouble for This, Kerri and Suze unpack the latest chapter in Kerri's Gen X dating adventures. There's the mysterious &quot...

Send us Fan Mail After 12 years away from dating, Kerri finally has a date—and she is handling it with all the maturity of an eighth grader. In Episode 9 of We Might Get in Trouble for This, Kerri says goodbye to the flirty Italian men, joins an American dating app and unexpectedly connects with a fellow Gen Xer over Christopher Cross, yacht rock, sarcastic humor and marathon phone calls. What beg...

Send us Fan Mail Are We Dating or Just Texting? Dating after divorce is already complicated—but add Christian dating, texting rules, attraction, catfishing fears, masculine energy, and the pressure to become a “Proverbs 31 woman,” and things get hilarious fast. In this episode of We Might Get in Trouble for This, Kerri and Susie talk honestly about modern dating, Gen X relationships, online chemis...

Send us Fan Mail Kerri went to Italy with her daughter and accidentally came home with an international dating roster. In this late-night episode of We Might Get in Trouble for This, Kerri reveals what happened when one viral video from Italy led to an inbox full of Italian men, flirtatious voice messages, dating-app dopamine and one very questionable return to Hinge. After 12 years away from dati...

KERRI and Suze talk about friendship rejection, social media triggers, emotional closure, and how childhood experiences shape adult relationships. From feeling left out of parties to learning how to move forward with maturity, they unpack rejection with humor, honesty, and faith. Plus: Suze apologizes, resistance leggings, and colonoscopy prep somehow enter the chat. Timestamps 00:00 – Fan mail +...

Short Disclaimer If you or someone you know is experiencing abuse, you are not alone. Help is available. If you are in immediate danger, call 911 . You can also contact the National Domestic Violence Hotline ( 1-800-799-7233 ) for confidential support and safety planning. 🎧 Episode Show Notes We Might Get in Trouble for This – Part 2: The Christian Girl’s Guide to Divorce In this deeply personal...

Divorce and faith—can they coexist? In Part 1 of this honest and unfiltered conversation, Kerri and Suze share their personal experiences navigating marriage, heartbreak, and the pressure of divorce in Christian culture. From counseling fails to defining the moment you know it’s time, this episode is raw, funny, and deeply real. Part 2 coming next. Timestamps 00:00 – Intro + chaos in the closet 05...

This episode starts light—antibiotics, diet culture, and a very questionable Fen-Phen story—but quickly turns into something much deeper. Kerri is joined by her mom, Barbara Pomarolli, who shares her extraordinary experience serving as a Red Cross worker on a Navy hospital ship during the Vietnam War. At just 24, she was one of only two women selected for the role. From caring for wounded soldiers...

🎙️ Episode Show Notes Title: What’s so Funny About Faith?  In this deeply honest and vulnerable episode, Kerri and Suze jump from lighthearted life updates into a powerful conversation about faith, trauma, deconstruction, and the tension between personal pain and public expression. From airport flirtations sparked by a bold “Jesus is better” hat to a sobering discussion about a fellow comedian’s j...

Kerri just got back from Zambia… and let’s just say—she’s changed. (But also… still very much herself.) In this episode, Kerri and Suze go from chaotic mom-life (being late, forgetting shoes, ADHD moments) to a raw, honest conversation about mission trips, poverty, privilege, and what it actually means to be transformed by an experience. Carrie shares what it was like traveling to Zambia with her...

 Show Description / Episode Show Notes: Kerri, a Gen X, conservative comedian and author, and Suze, an elder lefty Millennial Mama who’s totally outnumbered, are two old friends diving into life from opposite sides of the spectrum. From pop culture and botox to divorce, faith , and everything in between, they’re a little unhinged, a little risky, and guaranteed to get in trouble along the way.   I...