I'm pretty young (23) and only recently started to appreciate the value of dressing well instead of dressing like a college student (been wearing jeans and wrinkled oxfords to work for the past year and a half since graduation...for shame...). I have a decent job as a software developer (no real dress code) so I have some money to spend on clothes but since I don't really have much in the way of decent clothes I'm looking to get good value for my money. From lurking on here for a while I've picked up a ton of information and decided that there are two items I desperately need right now that are missing from my wardrobe: gray flannel trousers and a decently fitting dress shirt. My best fitting dress shirt right now is a light blue BB ESF OCBD, but honestly it's still a bit off (plan to have it tailored soon). I'm 6'3'' 170lbs with ~31 in. waist so sizing shirts is a real pain. So after all that introductory nonsense my question is: what would you all recommend for my first pair of gray flannel trousers and a decent dress shirt? There are so many choices, I'm really at a loss. Part of me says go for high quality since these are pieces that will never go out of style -- the other part of me says go for decent quality but on the cheaper end of the scale so I have more money left over for other outfits. What to do? I'm currently considering the following options: On the higher end: Sid Mashburn bespoke dress shirt, and probably pick up some flannel trousers while I'm there. I live in ATL so this won't be much of a drive and I understand it's high quality but also pretty high $$. On the medium-end: BB Milano Flannels, maybe get a BB shirt and have it altered in store to make sure it fits well with the trousers. I've also heard good things about Howard Yount but I would have to order that off the internet which I'm not super comfortable doing for my first pair. Just realized that's a super long post but any help you guys could give me would be greatly appreciated!