It has been said many times on this forum and I'll repeat it; You need to dress AROUND your pistol. Don't add your pistol to how you dress.
It has to be concealed and you have to be comfortable. If carrying ends up being uncomfortable, you will quit carrying after a few months. I guarantee that will happen no matter who you are. It's like a shoe that doesn't fit. You won't get used to it and the constant digging and pain at the end of the day will get the best of you and those shoes end up in the back of the closet.
Be prepared to experiment. Go to some sort of thrift store for clothing. I recommend the Family Thrift chain if you are in the Houston area. If you have a common size, you can completely replace your entire wardrobe with brand new clothing for less than $100.00.
Of course, I’m not talking about formal business attire, just normal walk around clothing. Your tailor made Nordstrom suit is still gonna have to come from Nordstrom.
It may take a few hours of browsing at Family Thrift but you'll find what you need. I always figured if I can spend 2-3 hours to save $1500.00, that's a pretty good deal.
You'll very quickly figure out what works and what don't.