Thanks all for your thoughts and suggestions! Lots to think on.
Laura....I too have noticed the trend towards skinnier pants. As for shoes, we recently shopped for some casual loafers to replace sneakers for walking around or going out. That was big!
KIkiG....What an interesting thought about thrift shopping for men! I am sure you are right. I agree the slimmer button downs with shorter shirt tails seem trendier, and he would likely prefer them untucked. Thanks for the store suggestions.
Caro...that's an interesting site...very helpful in planning a wardrobe.
KristinSF...There is a J. Crew Factory store nearby. I will have to check them out, as well as Urban Outfitters. Never thought to look there for him. Isn't it funny how guys clothing is getting slimmer while women's clothing is getting looser??
JAileen...I don't think he knows what he wants. I think he just senses that he is not as stylin' as some of his more sophisticated friends Who knows, I may have a slew of returns after the holidays!
Carter...I will await your daughter's thoughts! Sounds like they are navigating the same crowd.
MaryK...oooh, that jacket might be just the ticket!
Runcarla...I had wondered about a peacoat myself...his outerwear for the last few years has pretty much consisted of black or navy Northface fleece.
Emily....raw denim is so interesting. Perhaps that would elevate his jeans to trendier. I will check it out. And yes, I agree some sweaters are in order, as long as he doesn't wash them with his towels
MRL...thanks for your suggestions. Funny you mention Vineyard Vines. I had just heard about them recently and will check them out.