: I wear cowboy boots every day. Starting to wear harness boots more. I know how you feel. Talking with a friend about getting a pair or two of Wescos from him, but I'm kind of afraid of wearing them with pants over them (will they fit under my jeans). His answer was "why have a pair of 19" Wescos only to put them under jeans?
: I know what he is saying, but I'm in a conundrum about getting them.
I would tend to agree with your friend. I have several pairs of tall boots and wouldn't think of hiding them under my jeans. Oh sure, at one time I was afraid to be seen out with my jeans tucked into my boots, but then I just did it and realized that it was not a big deal. You have to be confidant in yourself. Basically saying "this is me and I happy with who I am". In over thirty years of wearing tall boots with jeans tucked in them I've only had one person that made a slightly negative comment about them. On the other hand, several of my friends started wearing them that way. The "style" these days seems to be to put on your jeans and then pull your boots on without worrying about where the jeans end up. I see a LOT of that.