Quoted:
I'm not a huge guy by any means -- 6'1 185-190lbs. 34x34 inseam but long-ish arms and torso -- but my wife says "I dress like a 5 year old" and need to stop wearing tee-shirts for every occasion. The biggest stumbling block is finding things larger in the chest/shoulders, narrow through the waist, and long enough to conceal my pistol. That's proving difficult and the primary reason why I cycle through the same 5-6 shirts.  What's worked for you?  It seems the style of cut has gravitated towards the waif skinny or the morbid obese.  I just need some 3/4 sleeve shirts, polos, henleys, that sort of thing.

How do you get your pants tailored? Great question! I've had some success getting my pants tailored in two visits, instead of one. First
visit I go and have the seat let out and the waist taken in, and tell
them to NOT TOUCH THE GODDAMN HEMS. On the second visit, if the hip area
has been accurately fitted, THEN I tell them to hem the bottoms (full
break, obviously). I split it into two steps because whatever length
they mark for the hem at the same time they're doing the top adjustments
will NO LONGER BE THE RIGHT MARK after the adjustments are complete,
and once your pant legs are too short, you're out of luck. I have had
too many nice pairs of slacks ruined trying to do this all in one step.
Life is too short to walk around in slacks that are too short,
especially when your greater butt and thigh mass lifts the pant legs
even higher when you walk and you end up looking like you're wearing
highwaters to a client meeting.

Also, what kind of slacks are you buying? I have a preferred brand, both
for more casual khakis and for dressier wool slacks. Ready? Kirkland
brand. FROM COSTCO. NO, I HAVEN'T LOST MY MIND. My tailor agrees that
the quality of the material is comparable to the slacks I used to get
during the Nordstrom half-yearly sale for ~$130, except at Costco, they
only cost $49. And the khakis are something like $29. The difference is
in the cost structure of developing and distributing the goods, as well
as in the manufacturing tolerance of the creation of the pants--which
you don't care about, because you're getting them tailored anyways!
Trust me, this is an awesome deal.

BONUS UPPER BODY SECTION: Now that you're looking fly as hell in your
$65-70 pants-plus-tailoring fitted flat-front dress slacks, you're gonna
need a nice button-down to go with it. If you're like most athletes,
you have a fairly large discrepancy between your shoulder/chest girth
and your waist size, which is not reflected in the cut of most dress
shirts. This means that if you're buying shirts with broad enough
shoulders, you're left with an extra couple square feet of fabric around
your waist that everyone seems to think they can just tuck into their
pants. Spoiler alert: you can't.

Aside from buying tailored shirts, which are pretty expensive and I've
never thought were worth the money, you can get shirts with a 5" drop
(instead of the more standard 0-2") from Nordstrom Rack. They're either
marketed as Nordstrom Trim Fit or Rack Trim Fit, and they run $25-30 for
a shirt IDENTICAL to the shirts that go for $50-70 at a Nordstrom.
You'd be amazed how much better of a fit you get from taking a few
inches out of the waist of a shirt.
           

Quoted:
I went and got a Medium Tall from Lands End that fit pretty good, and a Carhartt flannel in medium tall that also fits pretty good. Still a little narrow around chest and shoulders but otherwise much better than what else I've bought. Thanks for the recommendations!

Quoted:
Made to Measure will solve all your problems.

Maybe this will help.

Dress and casual shirts

I have not bought from them, but they seem to be well thought of, and they sell a shit load of shirts.