Go wider. I had the same problem, and while the shoe has loosened up, it's still a bit annoying/not perfect. The shoe I have is a snuff suede chukka. Also be warned, after a few months my suede chukka is falling apart at the seams. Very disappointed in the build quality of this shoe. If anyone wants, I'll post the photo evidence.
Totally new to this thread. Bought my first pair of Aldens a month ago (LWB in Cigar) and since then have been reading this forum, and have purchased a pair of LHS (Color 8) and Full Strap Loafers (Color 8). Really loving the brand, and already have the itch to get another pair. This forum is awesome, and while I find it strange to be reading/posting about shoes, I can't really help it. My wife also wonders the same, but she is comforted by the fact that there are worse things I could be doing online...
Any thoughts on what a good next pair would be? My job is primarily business casual, and I spend equal time outside of that in jeans and suits. I'm lazy, so I usually prefer to wear loafers, but game for anything. Really digging the Indy boot, thought I live in sunny So Cal and not sure how much versatility I'd get from it. The NST looks cool, but if I go split toe, the EG Dover seems like it'd be the natural choice.
The rest of my collection: John Lobb (Paris) monks in brown, Barker Black chestnut Crown loafers, Bally rubber soled black loafers, and the C&J Hallam black captoe bal oxford.
Anyhow, just wanted to introduce myself and thank everyone for the great thread!
Welcome! The fact that you live in So. Cal. is an important consideration. For instance, here in Boston I only wear loafers in the summer - but boy do I wear them all summer long. So I'm with you in regard to loafers. If I lived in So. Cal, I'd probably never take my unlined Brooks Brothers LHS off, except to put on my new ravello LHS. If you were to supplement your loafer collection, maybe a pair of Crockett and Jones Harvard loafers or a pair of John Lobb Lopez loafers. Then again, maybe I'm just projecting my own wants here.
Anyway, I think a whiskey chukka would be better than the Indy. If you don't like the chukka, go with a whiskey PTB. Both of these options also work in ravello for So. Cal., too.
Personally, I don't understand the Indy boot thing. Don't get me wrong, I think the Indy is a nice looking boot. But in every circumstance I can think of, I would prefer an alternative. In the city, I would rather wear a cordovan chukka. If I'm not in the city - if I really need a boot - then I'm going to go with the much less expensive Vasque Sundowner, the classic hiking boot with goretex waterproofing. Admittedly, the Vasque Sundowner is not the prettiest boot out there, and sometimes I don't want a boot with a gore-tex liner, which affects breathability. In such instances, I jettison the Vasque Sundowner and go with the Limmer Lightweights or the Limmer Midweights. Both of those cost less than the Indy, and they are much more boot for the money. If I had more money to spend, I would get a hiking boot made for me from the merrellfootlab.com.