10 Ways Boomers and Gen Z Date Differently: The Dating Divide

By Rebecca

Dating has evolved dramatically across generations. Today, comparing Baby Boomers and Gen Z in dating culture is like comparing handwritten love letters to TikTok dances.

At JustDinner, we bring both worlds back to the basics: authentic, face-to-face connection over a great meal. Whether you’re old-school romantic or modern-day casual, one thing never changes sharing a table brings people closer.

Here’s how dating styles have changed from Boomers to Gen Z:

1. Purposeful Courtship vs. Casual Vibes

Baby Boomers approached dating with intention flowers, formal dates, and steady courtship. Gen Z prefers "situationships," "talking stages," and a slow, undefined progression toward anything serious. At JustDinner, we keep it simple: good food, great conversations, real connections.

2. Meeting People: Face-to-Face vs. Digital Discovery

Boomers met through mutual friends, work, or community events. Gen Z often meets via dating apps, DM slides, and social media interactions. JustDinner revives face-to-face chemistry with zero pressure and zero swiping.

3. Going Steady vs. Soft Launching

Boomers clearly defined relationships with official talks. Gen Z uses social media "soft launches" subtle Instagram posts that leave everyone guessing.

4. The Dating Rules Shift

Boomers followed clear traditions (who calls, who pays). Gen Z embraces a flexible, unstructured approach to dating dynamics.

5. Calling vs. Texting

Boomers made romantic calls; Gen Z relies heavily on texting, memes, and voice notes.

6. Redefining Romance

Boomers wrote love letters and crafted mixtapes. Gen Z sends playlists, TikToks, memes the mediums are different, but the heart remains.

7. Handling Rejection

Boomers valued directness: "I’m not interested." Gen Z practices ghosting, breadcrumbing, and orbiting unclear exits via digital silence.

8. Qualities in a Partner

Boomers prioritized stability and shared life goals. Gen Z values emotional intelligence, mental health awareness, and emotional availability.

9. The "One" vs. Many Connections

Boomers believed in soulmates. Gen Z believes people come into your life for reasons and seasons and that’s okay.

10. Matchmaking Fate vs. Dating Algorithms

Boomers trusted fate and introductions. Gen Z trusts algorithms and bios.