I own a Speedmaster day-date blue face watch with the metal bracelet. Purchased it maybe 7 years ago.
Then, my wife hooked me up with a IWC Portuguese chronograph with the blue crocodile band 5 years ago.
My feelings on the two watches...
The Speedmaster is a true engineering feat. You have a chronograph function, date, and day of the week function. The watch face is somewhat cluttered. Omega website says the watch is 40mm in size. Omega could definitely moved up in size, perhaps 42mm or so. If you like solid, heavy-weight-feel, watches, you cannot go wrong with this watch. And if you are the type like me who likes bells and whistles on his watch, then this is it.
The IWC Portuguese chronograph is a level up in pricing and you are entering a new class in terms of luxury watches. The watch is very dressy, but there is no flash and it does not yell out, "I HAVE AN EXPENSIVE WATCH." But anyone who sees my watch knows that I am wearing a costly timepiece. And it is a definite eye catcher. I have had men and women of all ages just randomly point out my watch in the NYC subway system when I am holding onto the rails.
IWC website says the watch is 40.9mm in size, but I do not believe this. (I should just measure my watches with a metric ruler, but I never was motivated to do this.) This watch looks at least 42mm big and it looks much bigger than the Speedmaster, hands down. I have rather thin wrists, so this watch looks oversized on my wrist.
The watch is very solid and like the Speedmaster it has a heavy-weight-feel. Absolutely built like a tank and there is a comforting feeling when you wear the watch. If you want a lightweight watch, get yourself a Casio. This is not it.
In terms of aesthetics... All I can say is that it is understated, but beautiful in a classic, classy, way. You can tell that this watch is refined and well "bred." It does not scream new money, but rather is muted.
I own a Chopard Mille Miglia chronograph and an old vintage Rolex datejust just in addition to the above two watches... But if I ever want to impress and I am going all out power suit, I sport the IWC. No hesitation and second thought.
There is one drawback to the IWC though... Its crocodile band is not too durable. The band will not hold up to prolonged everyday use. I sport my IWC every other day and I avoid wearing the watch when I know I will be sweating. And I looked into replacing the band. If I opt for an IWC band, I will have to spend at least a couple of hundred dollars.