
On Attachment #232: Why Do I Miss My Ex Now That I’m Dating Someone New? (Ask Steph)
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Feb 12, 2026 A listener asks why old feelings resurface when you start dating again. The conversation explores how dating invites fresh comparisons and distorted views of past relationships. It highlights missing familiarity, comfort, or routine rather than the person. Practical guidance is offered on avoiding panic and staying grounded while letting residual feelings pass.
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Post-Breakup Cocooning Helps Rebuild
- After a breakup people often enter a cocooned season focused on self-care and identity.
- Stephanie Rigg says this controlled period helps grieving and rebuilding before dating again.
Dating Triggers Fresh Comparisons
- Re-entering dating thrusts you back into relationship dynamics and comparisons.
- Stephanie Rigg notes dating naturally highlights what you lost and invites side-by-side comparisons with your ex.
Comparisons Are Skewed By Familiarity
- Comparing a new person to an ex is distorted because the ex carried familiarity and investment.
- Stephanie Rigg compares an ex to comfy sweatpants and a new person to stiff jeans that need time to fit.
