figuring out footwear - recommendations please

Hello out there. I've got my fall/winter wardrobe streamlined to a uniform basically* and am having difficulty deciding exactly how to break away from sneakers all the time. I REALLY like the Red Wing 101 Postman, as well as my Birkenstock Bostons. I was also looking at moc toe/Chelsea boot options, possibly a chunkier pair of loafers. What would you do? *trucker jackets/black Carhartt OCBD/denim western/flannel black turtleneck/grey crewneck OG-107 fatigues/brown corduroys/navy chinos
12 Replies
Nayyyyy
Nayyyyy8mo ago
I'd start on the casual derby first, then go from there. i.e. that Red Wing Postman. Then from there consider if you want a boot (good for F/W) or maybe some more on-trend versatility like a loafer.
jfarrell468
jfarrell4688mo ago
Where do you live? Depending on the climate, a boot may be a much better choice than a loafer.
Bigelow
Bigelow8mo ago
Red wing postman, blundstone boot, and bean boot should cover your needs, but chunky loafers could be nice too, like blackstock&weber or docs/solovairs
jarmul22
jarmul228mo ago
Idk, that wardrobe sounds like a brown service boot would slot in most places nicely. Could pick up a casual shoe — I’d personally go for blushers over derbies — but I don’t think loafers for the vibe I’m getting. Fit pics would be helpful.
awburkey
awburkey8mo ago
booo service boots
Viễn Hắc
Viễn Hắc8mo ago
Why
awburkey
awburkey8mo ago
I find them just really boring and uninteresting. Shoes are one of the easiest places to wear something more fun and interesting and to pick plain brown service boots is just so bleh. Why not a western boot of some sort? a PNW style? Or a more repro/milsurp styled service boot rather than something like what Thursday Boot Co makes. Chunky chelsea boots like blundstones are more interesting and more comfortable tbh.
Viễn Hắc
Viễn Hắc8mo ago
Ahhh you mean the like of thursday I like rolling dub trio They have really interesting models Pnw is on the beefier side if u dont mind the weight
awburkey
awburkey8mo ago
I like the Rolling Dub Trio models that are more interesting or look like Red Wings. But like these are just pretty meh imo https://www.instagram.com/p/Cw87-uEvV_k/
rolling_dub_trio
. Rolling Dub Trio RDT-W04 Work boots " FORESTER II # 1276 " Dark Beige Suede THE BOOTS SHOP 9/8(金) 15:00- ONLINE STORE 9/10(日) 19:00- (残りus 8Hのみとなります Only 8H is left) ROLLING DUB TRIOのW品番 。 よりハードな環境にも耐えられるよう特化したワークラインです。ノルウェイジャン製法で仕上げたFORESTER IIは、ハイカースタイルのビブラム # 1276 ソールを装着し、どんな場所でも踏破するための機能を備えたブーツとなっています。 レザーは中村千之助商店謹製のアウトドアテイスト溢れるダークベージュの銀...
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Viễn Hắc
Viễn Hắc8mo ago
I love my casper Easy to put on, chonky, and quite comfy Fit well into mil workwear
awburkey
awburkey8mo ago
Yeah the caspers are a cool model
paintedvoid
paintedvoid8mo ago
Thank you all. Doing my research now.