Do you feel guilty every time you set a boundary?
Maybe you’ve finally said no. Asked for space. Stopped overexplaining. Or chosen your own needs for once. Instead of feeling relieved, you feel selfish, anxious, or worried that you’ve disappointed someone you love.In this video, Licensed Marriage and Family Therapist and Clinical Sexologist Jenn Pinkerton explains why healthy boundaries often feel uncomfortable—even when they’re exactly what you need. You’ll learn why guilt doesn’t always mean you’ve done something wrong, how your nervous system and attachment history influence your ability to set boundaries, and why people-pleasing is often rooted in fear rather than kindness.
Jenn also explores how childhood experiences shape our beliefs about saying no, why healthy relationships can tolerate healthy boundaries, and how to stop confusing someone else’s disappointment with your own wrongdoing. You’ll walk away with practical tools to set boundaries with greater confidence, communicate your needs without shame, and build relationships based on honesty instead of obligation.
Whether you’re struggling with family, friendships, work, or romantic relationships, this conversation will help you stop abandoning yourself to keep everyone else comfortable—and start creating healthier, more authentic connections.
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