Everyday this week, I will be teaming up with photographer/blogger/meticulously-dressed-prep Fred Castleberry of unabashedlyprep.com. The essence of the collaboration was to show how authentic prep style can be combined with pieces from other influences, in order to create a personalized look.
I don’t really consider myself a “prep”, and I certainly haven’t lived a lifestyle that can be considered “waspy”, but my style is without a doubt influenced by the prep aesthetic. When I first came to New York – to play basketball for Columbia University – I didn’t even know what it meant to be a “prep”. After spending four years on an Ivy League campus and visiting the other Ivys for athletics, however, I gradually became influenced by classic trad styles – from tweed jackets and corduroys to boat shoes and bowties. I like to think my style is a collection of my personal experiences – “prep” or “ivy” being one of them.
Check out the pictures Monday-Friday this week here and on Fred’s blog www.unabashedlyprep.com.
DAY 1
Prep: tweed vest, bengal stripe shirt, rep stripe bowtie, and bass loafers. Combined with not-so-prep: vintage camo fatigue jacket
- Vintage camo lightweight army jacket
- Brown herringbone tweed vest by Michael Andrews Bespoke
- Indigo denim jeans by JBrand
- Burgundy penny loafers by Bass
- Blue bengal stripe button-down shirt by Michael Andrew Bespoke
- Rep stripe bow tie by Michael Andrews Supply
- Brown leather belt by JCrew
- Watch by Montblanc Timewalker Automatic (42mm)



17 Comments Add a comment
Love the look!
This look is great! It has Columbia Satorial Student written all over it! Great way to incorporate the fatigue.
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This is an interesting look. It’s college professor meets scenester. I like it! The bow tie is a cool touch that I don’t think I’d be brave enough to wear — I’d probably go with a skinny tie . But that’s because you’re more stylish than me…
it’s not that your clothes aren’t nice, but i always find myself wanting to rip your clothes off :P you’re way handsome, love your blog (and yes, your style too).
PS: proud to see a good canadian boy representing!
Dan,
This is the kind of look that will make our fallen American soliders proud. Really awesome SB.
Agreed! This is a very traditional, preppy outfit, with a very of-the-moment spin. The camo and tweed are in big for the fall, and of course, the traditional pieces (Bass loafers, bow-tie, bengal-stripe shirt) never go out of style. Great look!
F2D
Thanks!
Dan, beauty about this is, it looks like you did not try too hard. Handsome look.
Another inspiring look my friend..keep em coming! Question: I see that you feature bass loafers on here semi-frequently but they are the Dover model. What’s your opinion on the regular bass weejuns? The normal ones that cost around $100.00 (retail)?
Thanks for reading. They are a similar price point, i just like the Dover because I find them more comfortable, and they are slightly slimmer through the body. Bets, Dan
Dan,
Well executed look. This is a great juxtaposed theme with the more prep elements (bowtie and loafers) and clearly unprep elements (camo jacket). In crafting this look did you find any challenges and how to pull these elements together or is it as is? Also, shout out to Unabashedly Prep!
http://www.twitter.com/MensStylePro215
Hey Sabir. Challenges? Not really. I usually just go with my gut instinct, and very rarely do I change my outfit once I’m dressed. Believe it or not, I’m not that picky. I have a couple friends who’s rooms look like war zones just from getting dressed. That’s not me. I’m usually looking in the mirror once briefly, then Im stepping out into the world. Thanks for reading, hope all is well!
Never would have thought of this, but it looks great. I can already tell this is going to be an interesting week.
This is a cool look, the contrast between the camo and everything else is really interesting. I am also a big fan of collaborations, when two or more creative individuals come together the results are always exciting. Are we going to be seeing more collaborations in the future?
Absolutely. Jenilee and I have some good things in the works.
Good to see the well-deserved love from others in the styleblogging community! Great concept as well, can’t wait to see it all.