I carry a full sized 1911, a Glock 19, or an H&K P7M8 in Florida year round. A good belt and holster are a must. I wear untucked polos or guyaberras to dress up, untucked t shirts the rest of the time. I don't wear a lot of shorts, mostly jeans and "5.11" style pants.
You can do it. First thing to do is to stop thinking the gun will show. 99.99999% of the world does not know or care that you exist, much less if you have a lump on your belt line. Buy your shirts a size larger and don't worry about it. A good quality polo a little bigger than you're used to will be fine. Pressed and neat and noone will know you're carrying. You just have to commit to it and get used to it.
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