Most uncomfortable shoes you ever owned

kickvicisous

kickvicisous

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Going through the closet and found some old Flightposites from the mid 2000's, put them on and realized why they were at the bottom of my closet and why I didn't wear them anymore. Flightposites look great but they hurt ALOT (for me atleast), ended up selling them because of this but it got me wondering has anyone else tried to keep and rock a pair kicks that looked great even though they were uncomfortable.
 
sckid20 said:
These




The first retro.

Not sure how the new ones feel
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You lost me on this one, the Pippen 1 is one of my favorite sneakers ever and for me are incredibly comfortable. I wore the first retro of those into the dirt and grabbed the latest pair that dropped on sale
 
All the Jordans I bought between 2003 and 2007. Can't believe I used to wear those ugly cardboard insole and plastic "leather" shoes
 
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SFC415 said:
All the Jordans I bought between 2003 and 2007. Can't believe I used to wear those ugly cardboard insole and plastic "leather" shoes
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Funny you say that because alot of people (mostly older heads) feel those were the best years quality wise for alot of Jordans. I only own 4 pairs from that era and I have no complaints 
 
Boat shoes with no socks preppy style. Killed my Achilles with scratches and blood. Never again. Better options for when occasions call for those kinds of shoes.
 
These Bike's running shoes my dad bought my 8th grade year in 99/00. They were so garbage, I remember one of the bubble's burst on a distance run and after awhile, it looked like somebody took sandpaper and filed the soles off
 
SFC415 said:
All the Jordans I bought between 2003 and 2007. Can't believe I used to wear those ugly cardboard insole and plastic "leather" shoes
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I feel you on that. I stop buying when I got the fire red 3's so damn pissed almost threw it away from that fake plastic ish they got going on smh.
 
These. I can usually wear just about any pair of sneakers, but I've never put on a shoe that hurt so bad that it enraged me until this pair. I ended up giving them away, **** everything about that shoe.
 
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