Your Critical Crush

Your Critical Crush — Crossover: Date Like You Mean It (Episode 2)

Jay Theo Season 1 Episode 5

Use Left/Right to seek, Home/End to jump to start or end. Hold shift to jump forward or backward.

0:00 | 24:14

This week’s episode is a crossover from my YouTube series Date Like You Mean It, where I walk through thoughtful questions to ask at different phases of a connection—from first dates to long-term relationships.

This episode explores what happens when expectations go unspoken and how confusion, resentment, and misalignment quietly build in modern dating.

If you’d like to watch the full video version, it’s available now on my YouTube channel. New episodes of Your Critical Crush return next week.

Send us Fan Mail