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I Asked a Homeless Man Three Questions Before Giving Him Money

I was walking downtown late one afternoon, the kind of gray, tired day where everyone seemed to be in a hurry but nowhere in particular. Near the corner by a small grocery store, I noticed a homeless man sitting on the curb. His coat was thin, his shoes looked like they’d survived too many winters, and his beard was more gray than brown now.

For illustrative purposes only

I stopped for a moment, reached into my pocket, and pulled out my wallet. I thumbed through it slowly, as if I were negotiating with myself. Finally, I slid out a ten-dollar bill and held it in my hand.

Before giving it to him, I hesitated.

“If I give you this money,” I asked, trying to sound casual, “are you going to spend it on beer instead of food?”

He looked up at me, not offended—just tired.

“No,” he said calmly. “I had to stop drinking years ago.”

That caught me off guard. I shifted my weight and glanced down at the bill again.

“Well then,” I said, not quite ready to give up, “will you use it to go fishing instead of buying dinner?”

He let out a short laugh, more of a breath than a sound, and shook his head.

“No,” he replied. “I don’t waste time fishing.”

Then he paused, looked back at the street, and added,

“I spend all my time just trying to stay alive.”

That one stuck with me. I cleared my throat and tried to lighten the moment.

“Alright,” I said, thinking hard. “What about hunting? Will you spend this money on hunting equipment?”

He stared at me like I’d asked if he planned to buy a yacht.

“Are you nuts?” he exclaimed.

“I haven’t gone hunting in twenty years!”

For illustrative purposes only

I nodded slowly, as if all the pieces had finally fallen into place. I folded the ten-dollar bill back into my wallet and snapped it shut.

“Well,” I said, “in that case, I’m not going to give you the money.”

His eyebrows rose slightly—confusion mixed with disappointment.

“But,” I continued, “I am going to take you home.”

He blinked.

“You can take a hot shower,” I said. “Use a clean towel. Sit at a table. And then you can have a really terrific dinner—one cooked by my wife.”

For the first time, he looked genuinely stunned.

“Your wife?” he asked carefully.

“Won’t she be furious with you for bringing a homeless man home like that?”

I smiled, already picturing the scene.

“Don’t worry about it,” I replied.

“It’s important for her to see what a man looks like after he’s given up drinking, fishing, and hunting.”

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