I usually wear the same brown hoodie. I'm a huge fan of earth tones- greens, browns, tans etc. I absolutely hate the technicolor styles of this era.
Otherwise I like nice blue jeans or slacks. I have one pair of Dickie's shorts and one pair of running shorts. Both are only for outdoor activities. I love skateboarding shoes and have lived in them since I was a preteen. As for shirts, I like more neutral colors, not flashy at all. I absolutely despise the following- Monster products, Fox racing products, UFc products, Affliction products and basically anything that knuckle-draggers wear to look cool. (I never understood why people all want to wear the exact same brand. Especially ones that have a corporate logo on it. If I wear a logo, they better be paying me to do so. I don't believe in paying them to advertise their stuff)
Finally, I love love love Beanies. I guess you could say I have a Beanie obsession. I prefer tight-knit beanies. (I have an epic blue one that I've sported pretty much all winter. I'll literally spend more on a beanie than a pare of pants.) fyi-I started wearing beanies because it's hard to find hats that fit my ginormous noggin and still look good.