Two Guys on a Plane

Love is in the Air: Navigating Dating and Relationships in Aviation


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What happens when two flight attendants fall in love at 35,000 feet? In this episode, we’re pulling back the curtain (literally) on what it’s like to date and build a life together while living the chaotic, beautiful, and always unpredictable life of flight crews. From long layovers to long-distance romance, we’re sharing our own story of how we met in the skies, made it work, and how our relationship has taken flight over the last 11 years.

We talk about everything from early awkward first encounters to joining each other on overnights, navigating different airlines, decoding each other's schedules, and what it really takes to make a relationship thrive when your "office" is in the sky. 

Episode Highlights:

[0:21] Kicking things off with our current flying schedules — surprisingly drama-free (for once!)

[2:47] Reflecting on an adorable couple celebrating 50 years of marriage—and realizing we still can’t do math on how long we’ve been together.

[4:00] The super awkward, super cute story of how we met on a plane (spoiler: there was clapping involved).

[6:09] How long-distance dating worked for us as two flight attendants in different cities—and why it was oddly easier than it sounds.

[9:04] The game-changing role of the StaffTraveler app and how it would’ve made our early dating days so much easier.

[11:02] Why dating someone who “gets the industry” made all the difference—and how we made time to see each other despite totally different schedules.

[14:12] The (very real) challenges of dating someone not in aviation—cue the classic, “Where are you now?” line.

[16:26] Our thoughts on how airline life actually strengthens our relationship and helps us stay intentional with our time together.

[21:55] On trust, independence, and communication—our take on why those matter even more when you’re both constantly on the move.

[23:29] A call to action: Are you dating in the industry? Flying with your partner? We want to hear your stories!

 Links & Resources:

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This episode was brought to you by StaffTraveler, the #1 non-rev app. If you travel on standby and are looking to make your journey easy and stress-free, check out the StaffTraveler app in the Apple App Store or Google Play Store. Visit stafftraveler.com/twoguys to learn more and sign up!

Download StaffTraveler, the #1 Non-Rev App!

Have a funny, wild, or heartwarming travel story from a flight that you’re dying to share with us? Submit your story at the link below and we could feature your story on an upcoming episode of the show!

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Two Guys on a PlaneBy Drew + Rich

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