Always go for straight legged jeans... bootcut just looks funky, in my opinion, (I mean really flared jeans on a dude... no thank you) be careful with the wash (when in doubt go dark) and leave out the add-on doodads... please let the only bling you buy be for your lady friend.
Flannels are great. I love them on a guy. They are comfortable and guys just look great in them. Plus it doesn't hurt when you throw Blake Shelton into one.
Shoes are big for women... and guys sometimes just don't get it. They think, "Hey my Kswiss are pretty awwwesome", but sorry big guy they aren't, and your gf is probably dying for you to change out of them. For an everyday relaxed style go for a nice looking sneaker like lace up Vans, Lacoste, Jack Purcell...just to name a few. These are the perfect touch to your going out to the bar kind of look.
When it comes to a mans wardrobe, less is more. Plain tees or button-downs under a simple jacket works like a charm.
That's pretty much my standard advice for the casual styled man. Hope you enjoyed and cheers Carter! First round is on me :)
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