If you're interested...

Picky, picky, picky... my Walther PPS in a pocket holster fits nicely in the front pocket of my overalls, and I have lots more pockets!

Tried Carhartt & Duluth trading overalls & did not like how they fit, was not able to get them adjusted right & were either to small/tight or sloppy large & I wear loose fitting clothes 

no idea why, but I never see anyone wearing them around here & can’t remember the last time I saw someone wearing them

Picky, picky, picky... my Walther PPS in a pocket holster fits nicely in the front pocket of my overalls, and I have lots more pockets!

There is that. I carry my lc9s in a pocket holster but anything bigger (easier to shoot well) wouldn't be good in a pocket holster.
Maybe a shoulder rig would be the answer to that problem.

At home/in town my normal carry is the 632UC J frame 6 shot revolver & might have 1 speed strip reload with me 

on roadtrip’s (or to Colorado) the 632 is accompanied by a Staccato C2 with 16rds in the gun and some times a spare 20rd magazine in a Milt Sparks VG2 holster 

no idea how a shoulder holster would work with overalls, that’s an interesting idea

A shoulder holster will work fine with overalls. I've done it.