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A five foot walkway is generally the width of a walkway during the British colonial era, be it a sheltered corridor or otherwise. However, the width can vary, but still be called a "five foot walkway".
In this context, an inconsiderate asshole who walks in such a way to take up most of the walkway as to make others have to squeeze past them on the walkway so as not to step into a drain or against a barrier that are on the sides.
Most of the time, these assholes walk side by side in groups, and others have to keep saying "excuse me" in order to get past the blockage.
Man: Damn those three skinny girls make that 12 foot wide pathway look so damn squeezy. The heck they think they are?
Woman: Tsk... Each of those girls is a five foot asshole.
When your elderly Aunt argues with your mother about medical stuff and they interject their belief that their doctor is superior to another's.
Mickey, I don't care what you doctor says, I don't need a cardiogram.
Well you know what Edna, you fucking have "An Asshole Doctor" on your hands.
Someone takes something from you, you take something from someone else, and you reap it when the next guy you fucked over when he gets over when he returns the favor, since kindness is considered too easy by some.
Life is full of options, sometimes the asshole it forward option is the best option.
When you are about to have sex doggy style but you are so drunk from drinking wine you look down and see 6 ass cheeks and 3 assholes. You close 1 eye hold your thumb up in front of your face (the thumbs up sign) stick your tongue out to 1 side of your mouth (like a French Painter looking at a subject they are painting) and say “Oui, Oui, Oui” (yes in French). You don’t necessarily have to stick your thumb in her (preferably a female) ass to pull this off.
“Shane, I was so fucking drunk last night when I was about to fuck this girl I met doggy style, I was seeing 3 assholes. I had to pull a Pablo Pic-Asshole to figure out which of the 3 holes to stick it in. . . “
Someone who isn't necessarily an asshole and doesn't full execute on asshole-like intentions.
the proverbial "taint"
His asshole-ish girlfriend became his wife and now she is just an asshole.
when an asshole smells so bad that it is legit fermenting up there.
Dude… he had that kombucha asshole.