As a man of a certain age; I have made a conscious decision to change my wardrobe. Chelsea Boots!

pez

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I was at the Ralph Laurent Outlet and saw a Polo Sweatshirt and was excited because I always wanted one in HS. Then when I was on line to pay and saw my face in the mirror and realized I'm too damn old to be wearing a Polo Bear sweatshirt. I rage quit that line. LOL
 

HTXBreh

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Bra, Chelsea boots were in 7 years ago.
They really are timeless cheaper varieties became available. At one point in the early 2000s I only saw gay dudes wearing em.I didn't even see them as masculine til my mid 20s when I saw how they could be worn with slim fits.
 

chineebai

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When I started getting successful at my job and started to travel and see clients, that's when I started to change it up for the sake of convenience. I've been into Asics onitsuka tiger shoes a lot. shyt is the most comfortable
 
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