Penny loafers and jeans?

[polar-lemon]

In the past I have disliked the look of penny loafers with jeans, thinking that there was no combination where a pair of boots/bluchers (Alden longwings or equivalent) wouldn't look better. However, after seeing Vox's recent post of a BF DB blazer, I thought that a penny loafer might look good in a similar context:

If it is in this "ironic" configuration, would the loafer have to be of the moc-toe, rounded-last classic style? Would a sleeker, chisel-toed last look out of place? I know Phat Guido has occasionally worn some with jeans, but we haven't seen them for a while. In the spring/summer, an OCBD and jeans might just be perfectly complimented with a penny loafer. Thoughts?

 

[hamish5178]

I think those cuffs aren't doing the person any favors :/

 

[emmanuel]

I wear loafers with jeans all the time. However with a double breasted blazer I would have reached for oxfords. I would have been very "dressed up" from head to toe but thrown jeans into the mix for a twist. Shirt, tie, db blazer, colorful pocket square, jeans (no cuff), oxfords, colorful socks. Love it!

 

[kryn13]

Loafers would be fine. Penny, tassle, hell, even kiltie.

 

[JFKJean]

Please nix those cuffs

Originally Posted by emmanuel

I wear loafers with jeans all the time. However with a double breasted blazer I would have reached for oxfords. I would have been very "dressed up" from head to toe but thrown jeans into the mix for a twist. Shirt, tie, db blazer, colorful pocket square, jeans (no cuff), oxfords, colorful socks. Love it!

++++1 I have tan penny loafers that I love to wear with my slimmer jeans and to me it just gives off a French aesthetic, a classic look with a modern twist...its one of those looks I'd love to continuously wear with little variations for the rest of my adult life

 

[bluemagic]

Many of my WAYWTs have penny loafers and jeans.

 

[JFKJean]

Originally Posted by bluemagic

Many of my WAYWTs have penny loafers and jeans.

You must be a great man

 

[bluemagic]

I'm trying to lose weight. I think it will be noticeable by the next time I post a WAYWT.