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May 20, 2025 67 mins

What do you do when a friend asks for too much, or you’re caught in the middle of a family secret? In this ‘Am I the Ahole?’ episode of The Art of Classiness Podcast, we’re breaking down four sticky scenarios where boundaries, loyalty, and friendship collide. From being labeled the ‘rich friend’ to feeling pressured to reveal a devastating secret, we’re asking: Who’s the A*hole here — and what can we learn from it?

What You’ll Learn:

  • How to set financial boundaries without feeling guilty
  • When honesty is the best policy — and when it’s just plain harsh
  • How to deal with friends who overstep without damaging the friendship
  • Why some secrets are better left unsaid (or are they?)

WIBTA if I told a close family friend that her husband cheated on her 4 years ago?

AITA for refusing to pay and leaving my friends in a restaurant as the ‘rich friend’?

AITA For asking my friend to bring her own food when she asks to come over?

AITA for telling a friend exactly why my wife and I wouldn't go on a trip with her?

Connect with us on Instagram and TikTok: @artofclassiness Submit your own stories for future episodes: artofclassiness@gmail.com

 

Quick disclaimer, friends – we're not doctors, just two people who love to share ideas and experiences. This podcast is for fun and informational purposes only. It's not meant to replace professional medical advice, diagnosis, or treatment. If you have questions about your health, definitely reach out to your doctor or a qualified health professional. Take care of yourselves and use what feels right for you!

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