WAYWRN: MC Casual Style - Page 584
Styleforum Top Picks
I do like the look of several of the Wolverine and Red Wing boots but I didn't know if they were considered "attractive." I prefer some kind of toe detail as I find plain toes kind of, well, boring. I only really like them on monk strap shoes or bucks in the summer. To be clear, I don't need the boots for any interviews, I have that covered, I am mostly looking for something that can go with my flannels when I wear my odd jackets in the fall/winter and my jean and chino casual fits. I wouldn't wear brogue boots with a tshirt and jeans but I guess I could look into the cheaper wolverine or red wings for a plain toe or cap toe boot I like for the more casual line up.
The rancourt loafers are growing on me and with a BB discount and a few reward cards I have, the price wouldn't be too bad.
I like the Alden LWBs, but it's interesting that you are weighing them against the Larchmont because you prefer the sleeker look to the MacNeil. Personally I feel that sleeker wings look much more formal and thus I prefer them as oxfords, which then means they look wrong (to my eye) with casual fits. All that to say, I vote Alden (although I own, and love, AE MacNeil).
As for loafers, pennies are great, but despite the apparent hatred they receive from many on SF, I love tassel loafers. I saw that Nordstrom has a very nice deal on some, admittedly not particularly versatile, suede ones (http://bit.ly/OsSSFa) which have a Cleverly look about them.