It's certainly an old-fashioned look, but that in itself doesn't mean it isn't stylish. Personally, I like it. The problem is that the existing shape makes your hips look as wide as your shoulders. We're not all underwear models around here, but the cut of the jacket can be a lot more flattering: firstly, with such a heavy jacket, patch pockets will make you look wider. Not necessarily the optimum thing. Secondly, regardless of that, you want jacket that is both a touch longer and with a lower button stance. This will make the whole silhouette a little more stretched out and I think flatter you more. If this is off the peg, you might even get a long version of the same size (making the buttons lower), and take it up just a touch if you need to. Good luck.
Indeed. Oyster, really, read a few threads about shoes on here. What you are considering buying is utter, meritless, irredeemable dogshit, for the following reasons:
1. They do have square toes. Square toes are bad, unless they are a "chiseled toe" or "soft square" which is more like a point that's been cut off. These are just square, and I repeat, square is indeed very bad.
2. They are cheap and nasty. The leather is plastic-coated shaved off dick skin and will never look nice whatever you do to it. Within a few short wears it will be covered in tiny wrinkles that cannot be removed, and eventually fall to pieces.
3. They have plastic soles. There are some synthetic soles that you will find to be "SF-approved", such as Dainite and Vibram. They are approved as practical wet weather alternatives to leather that will last a long time and are cut and shaped to fit under the welt of the shoe just like a leather one. Therefore they are always attached to properly-made shoes.
4. But what you have is a moulded piece of plastic like a sneaker sole, that is glued on to your plasticated "leather" uppper. It looks awful, and will eventually fall apart too.
Now, just because you looked at a pair of really awful shoes, doesn't make you a bad person. It just means you don't know much about shoes. Read this forum for a couple of weeks and your knowledge will increase exponentially. Also, maybe visit a quality American shoe store like Allen Edmonds, and ask the salesman why their shoes are better than J&M. Hopefully, even the greenest AE bottom-feeder will be able to give you "Shoes 1.1", while pointing out the different elements on the shoes themselves. This will help you a lot.
The other factor at play here is that you were looking for a $100 pair of shoes. I quite understand that not everyone can buy really expensive stuff. However, there are properly made, leather-soled shoes out there that look respectable and don't require the sale of any internal organs:
Firstly, check out barely-used or seconds from the likes of AE, Alden and any number of English makers, on eBay. Popular English makers, in rising order of price but all of reasonable quality are:
Loake, Barker, Grenson, Cheaney, Church's, Tricker's, Crockett & Jones, Edward Green, John Lobb.
You will find literally thousands of pairs on clearance from the first three, especially coming from their Indian-made ranges, for about $150. As most of those prices will include a UK sales tax (VAT), the shipping cost will only add up to about the same as the quoted price. Make sure they will ship by EMS (Post Office/USPS) - it will save you a lot of fees when you receive them in the US.
If you don't want to use eBay, then Allen Edmonds currently have a sale on (www.allenedmonds.com) and plenty of good things for about $250.
For new stuff at about $150, there are the Indian-made Loakes and Barkers, available from:
Herring already have their summer sale on, too. Pediwear always ship by EMS (the others you have to ask, but will do it). All have great service.
And additionally, for a broader international selection of reasonably-priced shoes, try:
www.edetal.sg - highly rated small maker from Singapore with some really stylish stuff at crazy prices
www.shoepassion.de - German maker with a good range
www.meermin.es - good value Spanish maker, although some issues over delivery times (make sure what you order is in stock; email or call before ordering)
Finally, the bargain basement: www.samuelwindsor.co.uk This stuff's really cheap, and some of the leather looks it. But they're properly made, the service is good, and a suede pair I got my son for about $50 are the kind of value I just can't argue with.
Go read, and buy some decent shoes. :)