For my first post on StyleForum, I will start with a quick intro/disclaimer and a thankyou note. Disclaimer - I am somewhat of an illiterate to nice dressing. Despite of my high profile profession/industry, I never deeply cared about my dressing sense or keeping an impressive appearance. Now being in early 30's, I recently went through an epiphany of sort and making an effort on my appearance (in more than one ways). Hopefully the style guru's can teach me how to dress like a man. I have been using Styleforum as a guide to matching ties/ shirts/ slacks all year and have learned a great deal but I understand refinement comes with time and practice. To put it crudely, I am overweight. At 6' and 210+lbs, some may call me slightly big but I am not build with heavy muscle and broad shoulders. Taking care of that is another topic (and an important one) but for now problem at-hand. The basics where I need help... Shirts - I have been recommended Charles Trywhitt trim fits by a French colleague but the "trim fit" best suits trim guys. I have a few Geoffery Beene shirts in the wardrobe (satin fabric ones), which do alright. None of my shirts are a fit that complement my upper half. Smaller sizes show-off my unflattering curves and bigger ones just make me look bigger with ill-fitted, loose garment. I have also noticed that none of the nice shirt makers have pockets.... have I been doing it all wrong?? Slacks - I have couple of woolen slacks and few Dockers D3 never iron. I understand these are the dressiest pants but they do the job without having to keep expensive dryclean bills. http://www1.macys.com/shop/product/dockers-pants-d3-never-iron-essential-fancy-classic-fit-flat-front?ID=587527 Not sure, if its got to do with my body type or clothing but my shirts keep coming untucked all the time and it looks terrible. I have tucking them in everytime I have to get out of the chair and go for a meeting or walk over somewhere. I do wear pants high (under the bellybutton) and not at the hips. I really need an overhaul in the wardrobe. Help much appreciated!