I'm new here; I just joined about a minute ago. I am looking for some advice on my new style. I recently became obsessed with the Ralph Lauren V-neck sweater over dress shirt with tie and chinos combo. I usually wear very bright ties and sometimes bright dress shirts. I have always worn chinos and tassled loafers with this style. My question is this: could cargo shorts/madras shorts work with the V-neck sweater over dress shirt and tie combo? I have absolutely no idea. I'd probably wear some of my eccentric Sperry's with this, if you all think it will work (look good). I'm 19, by the way. I love the preppy look.
Oh, another question. Do you all think that this watch would look good with this style (it's the only one I have):