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Which Flannel?

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I like no 2 and actually have an LL Bean chamois shirt in that pattern (lumberjack connotation nonwithstanding), but none of these can really be dressed up. The only way you can dress up flannel is if you’re talking about flannel dress pants or a flannel blazer (solid colors on both).
 

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I like no 2 and actually have an LL Bean chamois shirt in that pattern (lumberjack connotation nonwithstanding), but none of these can really be dressed up. The only way you can dress up flannel is if you're talking about flannel dress pants or a flannel blazer (solid colors on both).
I like the second shirt as well. Sure, it is very lumberjacky, but if you're going to wear a flannel shirt, might as well go all out. I have an old Eddie Bauer shirt that looks similar.

I agree that the notion of "dressing up" a flannel shirt can cause brain strain. Nonetheless, I responded to the OP's question yesterday because I figured that he might have been wondering which shirt would go best with chinos and loafers in addition to jeans and Bean boots. I didn't dwell on the matter, though--I did the best I could with the choices the OP gave me. What he does with our collective replies is his business now.
 

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Discussion Starter · #10 ·
I like the second shirt as well. Sure, it is very lumberjacky, but if you're going to wear a flannel shirt, might as well go all out. I have an old Eddie Bauer shirt that looks similar.

I agree that the notion of "dressing up" a flannel shirt can cause brain strain. Nonetheless, I responded to the OP's question yesterday because I figured that he might have been wondering which shirt would go best with chinos and loafers in addition to jeans and Bean boots. I didn't dwell on the matter, though--I did the best I could with the choices the OP gave me. What he does with our collective replies is his business now.
Yea, dressed up was probably the wrong word. I pretty much meant what you said in what would go with the most outfits.
 

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If the OP is asking which shirt is easiest to wear to the office with chinos or maybe nicer trousers, I voted for #3. It has the smallest scale to the pattern and the pockets blend in to the background enough. I don't care for the non-matching of the pockets on #1 and #4 and couldn't see myself wearing those to the office in just about any occasion.

FWIW, I have a couple of flannel shirts from New England Shirt Company that fit perfectly and have very nice spread collars that look great with a knit tie. IMO, flannel shirts can be dressed up and worn with a tie or sportcoat provided that the pattern and colors are nice and conservative, the collar isn't too small, and the shirt fits properly.
 

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On casual Fridays, I like to wear a knit tie with a flannel shirt. It looks quite good. I tend to use knit wool ties, but knit silks work also as long as they do not look shiny or refined.
Back in the '70s and early '80s, when I was in high school and, then, college and when teachers and professors still dressed up, but in an academic style, a flannel shirt, knit tie and corduroy jacket (or, even, corduroy suit) was a fall and winter staple for some.

It's "dressed up" in a very "Dead Poets Society" or "Love Story" way.

But even back then, my memory is, as noted in an early post, that it would be shirt 3 or 4 as the smaller scale works better "dressed up" than the bigger checks of 1 or 2.
 

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I'm with #3, as well. However, my sole remaining flannel shirt is a Pendleton plaid that I wear as an overshirt/shirtjac with a turtleneck. It keeps me warm when I have the thermostat turned down to save money (cheap soul that I be).
 
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