Considered posting this in MC, but I wanted more streetwear, less classic focused answers. For those of you who wear a sport jacket, like a blazer, with jeans, what kind of shirt do you wear with it besides just a t-shirt? Don't get me wrong, I get good reactions and compliments to this outfit, but I have a lot of dress shirts that are getting lonely. If you wear a dress-type shirt, do you tuck it in? I always feel a bit strange tucking a dress shirt into jeans, but I also don't want to wear a t-shirt with jacket all the time. I look much better in collared shirts, IMO. Plus I feel like I'm dressing my age a bit more, I guess. When it's cold I can get around this by wearing a peacoat which nearly serves the same purpose as a jacket (style wise) but covers up the tails of a dress shirt to avoid that pesky problem. I could also wear a thin sweater with a sport jacket. For reference, I'm talking about a very slim 60s black jacket, almost always worn with very slim APC NSs, and often chelsea boots or occasionally Vans if I'm lazy. I have a couple of other jackets I will break out when it gets cooler outside. Here's a recent pic to at least show the jacket.