I, too, love watches and have a healthy collection.
But, I also have no sense of time (especially when in windowless buildings/rooms) and would be totally lost with out a watch (not a good trait for someone hoping to go into the health care field where appointment times keep getting shorter and shorter... That's another story for another time.).
I am also very active and would demolish most nice watches if I wore them on an every day basis, so I have gotten used to wearing sport watches for the most part. As it is, I tend to go through sport watch straps pretty quick (I'm lucky to get 1.5 years out of a typical sport band).
The watch I have now looks a lot like this:
I got it at Target a few years ago for a better price than advertised on the Timex website.
Here's the link to the Timex page:
IRONMAN* Triathlon® 30-Lap - In Holiday Gift Box : Inspired Amateur : Sports & Outdoors : Men's : Timex.com
For a sport watch, I think that it is a pretty sharp looking piece (At the time I purchased it, there were a number of different color variations to choose from. I'm not sure if that is still the case.).
It also has a lot of nice features that I use frequently, including:
-Indiglo nightlight
-Dual time zone (can set two different times and toggle between them)
-Alarm can be set for "daily, weekday, or weekends"
-Timer can be set to countdown and can be repeated [A great feature for time-oblivious-folk like me. It can essentially be used as a repeating alarm (i.e., can be set to go off every 30 minutes to keep me on schedule

)]
I basically wear it 24-7 (except on nice occasions, of course) and have never had a problem with it getting caught on (or in) anything as it fits pretty flush to my wrist.
**Edit:
Prior to this watch, I had a Casio multi-time zone sport watch. I'm not sure if they still make it anymore (I was unable to find a picture of it online). I've had it for over 14 years and it still works and looks nice. The only reason it is not my every day watch now is that the Timex has a count down timer with alarm and is a little less sporty-looking than the Casio which is all black.
End edit**
May not be the avenue you were hoping to go down, but it may be worth investigating if the military-type cover is not your style.
That, or a pocket watch...
If you find something else that works for you, I'd love to hear about it!
Good luck!