Here's my jeans dilemma.
I prefer to wear low cut, often shallow in the back sneakers such as the classic Adidas, or a few pairs of skate shoes I own. I also have very short legs, and while I'm much more proportional now (went from a 38-40 to a 30-32 waist), a 30 length pant is really pushing it for me.
While a boot cut tends to look/fit better than a straight leg or anything else on me, I can't find a damn pair of jeans that will stay above my sneakers. Even if they sit normally around my shoe, they almost ALWAYS will slip beneath the heel of my shoe, getting pulled/tugged and eventually torn in that area or stretched out, complicating matters. Is there any particular cut of jeans that works better than the other as far as actually fitting with sneakers without me looking like I'm wearing an adult diaper beneath my clothes?
With my recent weight loss and newly acquired lady friend, I'd also like to try and dress a little more sharply when going out at night (more or less so I don't look like an embarassment next to her). I'm still mostly a jeans kind of guy, but you'd swear my closet looks like Homer Simpson's, just packed full of black, navy blue, and grey t shirts, and virtually nothing more.
While I do have one or two dressier shirts, I'd like to pick up at least a few button up shirts that I can wear with a solid tee beneath it. The trouble is, I have no idea what would look good on me. I'm of average build with a big chest/shoulders/back (5'7", 170#), dark hair, brown eyes, dark facial hair. I have retardedly short legs, so I'm mostly neck/torso. I've always been a dark colors kind of guy, but I have no idea what to look for as far as patterns or color combos. I'd like to try something other than my "big 3", but I have no idea what looks tacky or what looks tasteful in regards to the patterns/colors. If someone could throw some example pics up of what to look for, it'd be much appreciated.
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