In this episode of Dating Is a Joke, Diana sits down with comedian Adam for one of the most open, funny, and unexpectedly thoughtful conversations yet.

Adam talks about being married for over a decade in a relationship that doesn’t fit neat labels (not open, not closed… just complicated), navigating trust, therapy, mental health, and what honesty actually looks like when it’s uncomfortable. They get into OnlyFans, strip clubs, parasocial relationships, communication, and why telling the truth matters when you want to grow old with someone.

They also talk comedy. Bombing. Open mics. Why silence is part of the job. How comedy has changed Adam’s mental health, his relationship, and his sense of purpose. Plus, a rapid-fire “this or that” segment that somehow covers sex timing, locked doors, babysitters, phone calls vs texting, and Paw Patrol deadlines.

It’s messy, vulnerable, funny, and very real.

Listener note: adult themes and language. Definitely not for kids.

Comedian Anna Penner joins Dating Is a Joke for an honest, hilarious conversation about dating in your 40s, red flags, icks, and realizing that sometimes… you are the red flag.

From queer dating and long-term relationships to dating apps, voice-note icks, bad profiles, and why none of us actually know what we’re doing, this episode proves that modern dating is messy, confusing, and oddly funny.

If dating has ever made you feel optimistic, exhausted, or deeply self-aware, this one’s for you.

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Find Anna Penner on Instagram: @somequeerreads
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Dating in a small town is very different from dating in a big city and Ian Dickie has lived both.In this episode of Dating Is a Joke, comedian Ian Dickie joins Diana to talk about going from Red Lake, Ontario, to Toronto, navigating dating in a tiny community, and why ghosting hits differently when you’re guaranteed to see your ex at the grocery store.They get into:Dating in small towns vs big citiesComedy scenes, competition, and finding your peopleWhy some men are intimidated by funny womenVulnerability, boundaries, and emotional growthChoosing not to have kids — and being upfront about itRed flags, green flags, and learning the hard wayHow comedy creates connection (on stage and off)It’s thoughtful, funny, honest, and proof that dating stories don’t have to be wild to leave a lasting mark.🎡 Plus: Wheel of Dating Disasters + This or That questions.Subscribe for new episodes of Dating Is a Joke, where we take dating seriously… so we can laugh about it.👇 Follow Ian DickieInstagram: @i.dickie👇 Follow Diana BInstagram / YouTube: @dianabcomedy

Is marriage about love… or was it never meant to be romantic in the first place?

In this episode of Dating Is a Joke, host Diana Barbosa sits down with comedian Madhu Arora fresh off her Money Mic win, for an honest, funny, and thoughtful conversation about love, marriage, and modern dating.

They talk about:

• Asking a future husband out first — and getting rejected

• Going from friends to lovers over time

• What decades of marriage actually look like

• Why marriage was originally about survival, not romance

• Cultural pressure, arranged marriages, and changing expectations

• Why a wedding is not the same thing as a marriage

• Comedy, confidence, and having a supportive partner

• Whether we’re asking one person to be everything

It’s real talk, big laughs, and no fairy tales — just honest conversations about relationships as they really are.

🎙️ Dating Is a Joke — where we take dating so seriously, we laugh about it.

Follow Madhu on socials @madhu.comic
Follow Diana Barbosa for clips, comedy, and new episodes @dianabcomedy

Welcome back to Dating Is a Joke, the show where we take dating so seriously… we have to laugh about it.Season 1, Episode 3 features the hilarious and heartfelt Kendelle LaBella, comedian, producer, and the person who booked me for my very first paid show (yes, I gush about it and no, I have no regrets).In this episode we dive into:The red flags we know we ignore (and why)Forgiveness vs. just plain putting up with too muchWhy exes rise from the dead like holiday zombiesSeasonal situationships (and who gets “got”)The truth about dating apps, opening lines, and who actually does the first moveBumble office hoursMen talking themselves out of intimacy (a TED Talk we didn’t know we needed)Holiday dates, skating fails, matching pajamas, and moreKendelle also shares:Her upcoming comedy showsThe legacy of Surviving the SeasonHer philosophy on “calling people in,” kindness, and curiosityIf you love relatable dating chaos, heartfelt honesty, and big laughs — this one’s for you.✨ Subscribe for more episodes every week!Watch full episodes on YouTube at @DianaBComedyListen on Spotify and Amazon Music — search Dating Is a JokeFollow your hosts and guests:📍 @dianabcomedy📍 @kendellelabellaHappy Holidays — and stay tuned for the next episode of Dating Is a Joke!

This week on Dating Is a Joke, Diana chats with Kristin Doucet, the comedian who officially leveled up from MILF to Cougar.
They cover everything from mind-reading fails in marriage to the time Kristin accidentally dated three men at once (and got caught by her mom).
Plus: interfaith family drama, why feedback is a gift, petty couple fights, and what every Cougar wants in a relationship.
Kristin’s Cougar Comedy Night (“Mama Needs a Drink”) sold out in a week—find her on IG @kristindoucet to catch the next show.Make sure to follow and subscribe! Watch us on YouTube at @DianaBComedy, and stream Dating Is a Joke on Spotify and Amazon Music.
Find out where Diana and Kristin are performing next by following @dianabcomedy and @kristindoucet on Instagram.

Welcome to the first episode of Dating Is a Joke. I talk to real people about real dating stories and everything that makes us laugh, cry, cringe and keep going.In this episode, I sit down with Talia, who has dated in three different countries, and she has thoughts. She shares what men do differently around the world, why women should feel free to be divas and why she believes men should be the ones auditioning. We also spin the Wheel of Dating Disasters, and things get even more interesting.I am Diana B. I worked in HR at a bank for a long time, and now I am chasing comedy in midlife while managing adult kids, dating again and finding the humour in all of it.Come hang out with us and join the Dating Is a Joke community.Follow me:Instagram @dianabcomedyTikTok @dianabcomedySubstack: https://glamorouslifeofamom.substack.com/YouTube Shorts: subscribe for more