For me, it’s my work shoes. Them black leather shoes feel like the most uncomfortable thing I’ve ever worn. Second to that would probably be a tie if I had been wearing it all day.

3

Sitting down after a long day

2

shirt

1

taking off my super suit

1

Taking off your ski boots (of course, if you live where it’s hot, your shit outta luck unfortunately)

1

not really a guy thing, but taking off sparring pads/boxing gloves after a 2 hour session or taking off a tie and unbuttoning the top button

1

I’m not truly done with the day until my boots, socks, and pants come off

1

Taking off the ol work boots and taking a shower

1

Swapping from long pants to shorts in the summer.

1

Belt

1