Anonymous said: What's the best clothing investment you've ever made?

Definitely my Barbour.  It’s an absolute staple in the Fall and Winter that can be worn with anything from a full suit to jeans and a heavy sweater.

-Dean

nj-prep said: What is your opinion on Peugeot watches?

I think they have some nice pieces, but the styles seem to be a bit “replicated” in my opinion.

-Dean

Anonymous said: Which Patagonia jackets would you recommend for winter?

The only Patagonia I own is the Snap T Fleece Pullover.  If you’re looking for a winter jacket, I would suggest purchasing a Barbour as it’s far more versatile - at least in my opinion.

-Dean

deepsouthequestrian said: Hello Dean, I wondered if you had any advice for the young professional,trying to transition into fall with her wardrobe, in the Deep South? I'm originally from NW Arkansas and I've noticed, after moving to Mississippi, that my wardrobe is not "transitional" enough for the climate down here. For example, my work outfits are either very summer like in color/style or my fall work clothes are too warm for the weather being 85-90 till November. Thanks very much for your time, Annie

Hey Annie, thanks for writing in. When it comes to fall in the deep South, you really have to use your best judgement.  When the temperatures are in the 80/90s, it doesn’t make too much sense to break out the heavier pants/sweaters as you’ll be sweating before you leave the house.

If I were you, I would suggest incorporating more fall colors to your wardrobe in order to help make the transition a little easier.  Whether it be orange dresses or patterned green skirt, opt for fall colors on clothing that can still be worn during the warmer months.

-Dean

gatsbyinspired said: Hi Dean! I hope you have a great September! I follow not only your blog(s), but also your Instagram! I love what you post. This is me sending greetings from Denver, Colorado!

Thank you!  September is always a crazy month, but I’m pretty excited to hit the ground running.  Sending my best to Colorado!

-Dean

Anonymous said: Did you get those tweed penny loafers that you recommended on your 2nd to last recent post from Cole Haan?

I didn’t, but I wanted to SO bad.  They didn’t have my size, but I’ve been periodically checking online to see if one might be returned.

-Dean

Anonymous said: I just bought a pair of plaid loafers, and I have no idea what to wear with them. Do you have any suggestions? I'm an 18 year old girl BTW

Since the temperature will begin to cool, I think they would look great with dark-wash denim, a tan corduroy pant, or something with color (like a yellow or green) if you’re feeling so bold.

-Dean

Anonymous said: Wunderlist is also a great app for mac (and iphone)... It's a to-do list app

Love it when you guys weigh in with your opinions/thoughts.  Will have to be sure to check that one out!

-Dean

Anonymous said: What sweater would you pair with a white OCBD?

Any sweater in the world.  Whether you want to go with something bold like fair isle or a simple solid, you really can’t go wrong with anything.

-Dean

Anonymous said: As the fall and winter approach. I still want to keep wearing my gunnisons. Is it appropriate to wear socks with them! If so. What socks?

#Ditto.  I’ll wear my gunnisons until it’s too cold to go sockless.  At that point in time, I usually put them away reserving them for the warmer months.  I’ve never tried wear socks with them, but I’m not quite sure it would look too great.

-Dean

Anonymous said: What do you think about fossil and michael kors watches?

Not too big of a fan, but that’s just me.

-Dean

Anonymous said: Hi Dean! Do you prefer girls that are like Blair Waldorf or like Serena van der Woodsen?

I prefer girls who have their own identity instead of attempting to replicate the persona of a fictitious character within a television series.  I’ll admit that I have watched Gossip Girl, however, I can’t imagine why anyone would want to be like any of the individuals within that show.  Sure they have money, but their lack of morals, judgement, and honesty seem to outweigh any kind of positive.

-Dean

Anonymous said: I got a 13" MacBook Air today!!! I wanted the 13 pro but best but was out. Any apps I have to download? Any tips/tricks? How can I keep my Mac running for years to come?

You should take a look at this blog post where I answer questions about my Mac.  As for Apps, the only “non-apple” ones I use is Photoshop, Lightroom, the Microsoft Office Suite, and TweetDeck.

-Dean

acknauti said: Hey Dean, I'm a huge fan of your blog and love your feedback! I'm in need of a pair of loafers for this upcoming fall and, even though I'm a lady, was wondering if you would recommend any places/brands... thank you!

Thanks for the readership!  I think it would be wise to take a look at the “Weejuns" by GH Bass.  The shoe is a bit masculine, but the style is an absolute classic.  If this isn’t what you’re looking for, just write back in and I would be happy to pull some more recommendations for you.

-Dean

Anonymous said: Hi, Dean! Whenever I try out the sweater-over-button-down look I've always adored, a bumpy style always ensues. I've tried this with multiple styles, thicknesses, and fits of both the sweater and shirt and can never seem to resolve the issue. Any solutions? Thanks!

Unless your shirt is extremely fitted - or thin - you will always have the bumps/wrinkles as this is an occurrence that comes with layering.  It’s definitely annoying at times, but is simply part of the style. Wish I had a better recommendation for you!

-Dean