Ideas for casual fall clothing: a capsule wardrobe. and remember, brown is big this fall: 1. A slim camel jacket (good for those cold days, goes with nearly everything in every color.) 2. Corduroy shirt in chocolate. Frankie B. has the best version, and can actually be purchased online at Frankieb.com. Can be worn as a light jacket with jeans, or used as a layer. I don't know if this is too casual for you, but a corduroy or moleskin shirt, jeans, and desert boots is my standard fall uniform. 3. Moleskin shirt. I prefer slim fits - Helmut Lang had some last fall, but any number of more traditional makers also have them, as you prefer. 4. Blue and camel checked shirt. Barbera or Lorenzini are good bets here. 5. Wool melange crewneck sweater. You sound like a conservative guy, so a grey and brown number by Luciano Barbera would probably fit you well. 6. Dark indigo pegleg jeans. Helmut Lang are still the gold standard here. 7. Relaxed fit, wide wale, corduroy pants. 8. Relaxed fit medium grey flannel pants. 9. Distressed brown leather laceup ankle boots. Wear with a think brown belt. 10. Black leather chelsea boots, matching slim black belt. 11. Navy cashmere v-neck sweater - good for layering 12. A white shirt. Wear it untucked under the v-neck sweater with the indigo blue jeans and chelsea boots for a casual night out, with the corduroys and laceup boots for stomping around during the day, or with the flannels and black shoes for a casual work day. 13. Great messenger bag for storing all your crap in.