Episode
Why the First Years of Dating Are the Hardest with Anna Sitar
- Podcast
- Boy Problems
- Published
- Jan 13, 2026
- Duration seconds
- 3858
- Processing state
not_requested
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Summary
Welcome back to Boy Problems! This week, Liz hangs out with Anna Sitar to talk crushes, confusion & chemistry, and why dating feels way harder than it needs to be. From dating online, having crushes, and protecting your peace, they break down what’s actually worth paying attention to, and how to vision board it into a romantic future. Our Boy Problems family wouldn’t be the same without you, and keeps growing thanks to your reviews! Keep commenting, subscribing, and sharing with a friend or two - it makes all the difference, and helps us compete with the manosphere, too. Submit your boy problems here! Check out Airplane Mode with Liz Plank on Substack! Find more from Anna Sitar here! Liz Plank is an award-winning journalist, filmmaker, international bestselling author, and producer of several critically acclaimed digital series at Vox Media and NBC News. She currently hosts Boy Problems, a podcast that tackles love, masculinity, dating disasters, and life’s biggest questions.