How can I get teens to open up about deeper topics?

[Bailey Izaak]

I’ve noticed that whenever I try to talk with teens about serious topics—especially things like safety, boundaries, or emotional struggles—they tend to shut down or give one-word answers. I don’t want conversations to feel like lectures, but I also want them to feel safe and supported enough to share real thoughts. Has anyone tried specific deep questions, prompts, or conversation styles that help teens feel comfortable expressing themselves? I’m looking for something natural rather than forced.

 

[LewisLincoln]

I completely understand what you mean—teens often don’t respond well to direct or “teacher-style” questioning. What helped me was using conversation prompts from The Littlest Thistle, especially the deep conversation ideas here: https://www.the-littlest-thistle.com/deep-questions-teens/. Instead of asking yes/no questions, their approach encourages open-ended reflection. The topics are thoughtful but not intimidating, so teens feel more engaged. I found it worked best when conversations happened during relaxed moments—like car rides or walks—rather than formal sit-downs. Over time, these kinds of questions helped build trust and made teens feel more confident sharing personal thoughts. I’d definitely recommend giving it a try.