A man who knows how to dress, gets his home ready for a Super Bowl party, and loves the Reds.Nothing wrong with a sports coat and slacks and tie. I do that sometimes, too. Especially in your job, it sounds like you are doing the right thing.
For me, I would take a value approach. You want nice clothes that you didn't spend a lot of money on, so if something happens to them you aren't out a bunch of money.
I try and not spend too much money on the dress shirts. You can go to Ross or Marshalls and get name brands for $12.99. What I've been doing lately is going to Dillard's and buying their exclusive brand, Daniel Cremieux, on sale. They go for $69.50 retail, but they have 50%-75% sales close to everyday. They are high quality, they hold up under dry cleaning or laundering, and they look great. You can feel it in the material how heavyweight they are. And this way, if they get dirty, you aren't out anything. On average, I pay close to $20 a shirt for some really nice stuff.
Also- you can go to ebay and type in a designer name and your size and you'd be surprised at what comes up. Hugo Boss, Zegna, Armani can all be had very reasonably. Just don't pay full retail for any of these. Zegna shirts can be $300, and while I own several of these (I never paid more than $50) I'm not sure they are worth it. Even if they last forever, the style doesn't, and after a year or so, you get tired of wearing it, no matter how nice it is.
With suits, I check out overstock.com. I've gotten Zegna, Armani, Versace, Hugo Boss on that site for a fraction of what you'd pay full retail. Still, 50% off of something really expensive usually still ends up pretty expensive. Mostly they have other brands on there pretty cheap (sometimes $150 a suit) and I find the quality is pretty good. Stay away from the double breasted suits- they go in and out of style and they can make you look heavy.
If you are set on wearing the jacket/slacks thing, I would check out the jackets on overstock.com as well as ebay. I usually just type in the brand I'm looking for and my size, and you'd be surprised at what people will sell for pretty cheap. I'd do the same for slacks. Your goal is to find designer clothing cheap. And get it new with tags if you can. And if the seller doesn't show a photo of the tag, I'd stay away. It's hard to fake designer clothing when the buyer knows what the real stuff looks like. Take a trip to Neiman Marcus or Nordstrom's to get a handle on what authentic stuff looks like (not to buy unless you love throwing money away- I saw a Brioni shirt at NM on sale for $300 the other day).
The same can be said for shoes. Bruno Magli, Ferragamo, Coach, Boss. They are all there on ebay. Nexttag.com is also good for finding sales on designer shoes and other things, too.
Which brings me to the tie. To me, you can make an average outfit look terrific with the right combo. I like the heavy silk, hand tailored ones. Again, Dillard's Cremieux brand is terrific- they run $69.50 but you can get them on sale. I've stated here before that I love Ermenegildo Zegna's (pronounced Zen-ya) ties. They retail for about $140, but you can get them for half of that if you shop around. Dolce & Gabbana, Armani, and Michael Kors also make good ones. They are all hand tailored and you can just tell the difference when you hold them in your hands compared to the thin flimsy ones. I know you can get them for $7 at Ross, but the tie isn't something I like to skimp on. Trust me on this. Next time you are at a department store, compare their really expensive ones to the cheaper ones. It's a world of difference.
And if you wear a sharp tie under your jacket, it isn't going to get dirty on your job site.
I hope I didn't talk in circles there. I'm readying the house for a Super Bowl party and typing this in between rooms.
I might have to dump Puffy for Dom!!