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What do you pack for a trip?

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Don't forget the man thong your mom just ironed. I used to pack a full size can of starch. That was back in the day when people ironed their shirts. Then 9/11 and the Canadian security forces thought it was a deadly weapon.
 
My real cowboy boots take up a huge amount of space! I can't imagine walking to K Mart in TOL in my "pilot" cowboy boots.
 
3 pairs of cowboy boots just in case I run into Uncle bunkie.
 
I've been looking at what I pack lately in an attempt to limit the size and weight of my rolling bag. I'm just curious what others are packing for the overnight. How many uniform shirts, pants?Do you bring a jacket or hoodie? Athletic shoes or work out clothes? Any space or weight saving tips? I'm curious to see what everyone says.

I commute to reserve, so this load out is not at all light, but here is what can fit in a 22" rollaboard:

Work clothes: 2 uniform shirts, 1 uniform pants, 2 pairs black socks, black sweater (winter), 6 undershirts, 6 underwear

Personal clothes: 1 pair jeans, 1 pair shorts (summer), 3 shirts (polo, t-shirt, etc), 4-5 pairs white socks (mostly for running)

Workout clothes: 1 pair running shoes, 1 pairs running shorts; use undershirts on runs

That plus a toiletry kit and the uniform I wear on the commute just about covers it. Packing for a normal 3-4 day trip is simple by comparison.
 
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