I made my foray into the world of respectable penny loafers last week when I purchased a pair of Allen Edmonds Cavanaugh penny loafers. This loafer is not one of their classic models. In fact, it has only been around for a few months, but it does pay tribute to what I consider the most classic penny loafer which is the Bass Weejun. Allen Edmonds Cavanaugh Penny Loafer (above)
I have been in need of a decent pair of penny loafers for a while now. Decent meaning something other than Bass Weejuns which are not very high quality, but they do make up for their lackluster construction with a great silhouette at a great price. Plus, they fit me like a glove (You can never overlook fit!).
There are three features that the Weejun has taught me to look for in a loafer:
- The Pinch – I am not a fan of beef rolls, I think they look too bulky and I think that full straps look too sleek, but the pinch strap closure looks just right to me.
- A Boxy Toe – The boxy shape is why they work so well with chinos. It is a casual loafer.
- The Strap and the Cutout on the Strap – The Weejun has almost a crescent moon shape cutout and bottom of the strap comes to a point in the middle. I am not that picky about the strap and cutout, but I do pay attention to it.
The Allen Edmonds Cavanaugh ($275, but currently on sale for $195) has all of these features. It also comes in burnished brown. I reach for my tan loafers more often than my burgundy ones. I think that by selecting dark brown I will get a lot of day-to-day use out of them like I do my tan loafers, but unlike my tan loafers I can pair these with grey wool trousers. This is important, because they will be my nicest loafers. My only critique is that I could do without the stitching on the toe box on either side of the cutout and yes, I wish it had the crescent moon cutout.
The Alternatives: More Pinch Penny Loafers:
Alden Leisure Handsewn Moccasin (LHS) ($518) – Great shape and amazing quality. I would love to have this loafer, but it is outside of my price range. My only critique is that I wish the strap extended a touch further down the side. Allen Edmonds Patriot ($385, but currently on sale for $327.25) – I almost purchased the Patriot, but that was before the Cavanaugh was released. The Patriot is a bit too sleek for me which is why I was on the fence about it for so long. It might just be the slightly elongated toe box combined with the more refined stitching, but it just looks a little off (especially with chinos). I do think that the Patriot makes an excellent loafer to pair with grey wool slacks. Cole Han Pinch Penny ($198) – This shoe has a great silhouette, but the wrinkling or pulling around the toe box is a “moccasin-ish” for this type of loafer. I liked the price point, but I was concerned that they would be lacking in quality.
Rancourt ($300-$400?)- I have seen a pair of Rancourt pinch pennies, but they don’t have a pair on their website. I am ashamed to say that I have yet to get to give them a try. It is long overdue. Price is the only reason that I selected the Cavanaughs instead of approaching Rancourt.
I must not be the only one interested in the Cavanaugh. I ordered my pair the first day of the Rediscover America sale and when I went to check out online it said that they would be ready in four weeks. I called the closest store hoping that they would have them in stock, but no such luck. For now I will just impatiently await their arrival hoping that that they fit and fit well.