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I Accidentally AirDropped a File to a Stranger. She Is Now My Wife.

Cole

Cole

@colesilverstone

January 13, 2026 2 min read 22 2
I Accidentally AirDropped a File to a Stranger. She Is Now My Wife.

I did not meet my wife on Tinder.

I did not meet her at work, through friends, or during some magical sunset moment where fate clearly announced itself.

I met her because I fat-fingered AirDrop.

The Most Dangerous Button in Tech

If you have ever used AirDrop in a crowded place, you already know the fear.

You open your phone.
You select a file.
You see a list of nearby devices.
And suddenly your brain stops working.

I was trying to send a screenshot to myself. Instead, I sent it to “iPhone (Jessica)”.

I did not know a Jessica.
I did not intend to meet a Jessica.
But iOS had other plans.

The File That Started Everything

The file was not impressive.

It was a badly cropped screenshot of a bug.
No annotations.
No context.
Just a rectangle of confusion.

Seconds later, I got a message.

“Hey… I think you sent this to me by accident.”

This is where a rational person would apologize and move on.

I did not.

I replied.

Debugging Social Interaction

We joked about it.
Then we joked some more.
Then we accidentally started talking about life, work, and how weird modern technology is.

What started as a UI mistake turned into daily conversations.
Then coffee.
Then dates.
Then that moment where you realize this is no longer a funny story but your actual life.

All because I did not double-check a modal.

Lessons I Learned the Hard Way

  1. Technology does not care about your intentions.
  2. Small actions can have massive side effects.
  3. Some bugs are actually features.
  4. AirDrop has better matchmaking than most dating apps.

Why This Belongs on Dev.to

Developers love to pretend everything is deterministic.
Input goes in.
Output comes out.
Logic rules all.

This story is proof that chaos exists.
That randomness exists.
And that sometimes the most impactful things in our lives come from mistakes, not plans.

We write code.
We ship features.
We break things.
And occasionally, we accidentally send our future spouse a screenshot of a broken app.

Final Thought

I still use AirDrop.
But now I triple-check every recipient.

Not because I am afraid of embarrassment.

But because I already used up my lifetime supply of accidental miracles.

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