1. i would pick the one with the screwdriver. since i already own one, i am a bit biased on this.
2. Is it comfy to wear it all the time on your wrist? i've had mine for 2.5 years now and i am so used to it, it no longer bothers me. in fact, i honestly think i would feel naked without it.
3. Please give me any Pro and Con that you can think of. Pros - i love what it represents, which for me, is why i prefer it to the cuff. the one time i took it off to have it polished, i made sure my husband screwed it right back on for the sentimental value of it.
Cons - as others have said, the ONLY con for me is it always goes off in any sort of airport security (for me, anyway), even when i was getting my passport at the passport agency, it went off in the metal detector. but, knowing this happens every time i travel, i now allow that much more time and expect that i will be wanded.
4. Should I wear it loose? i guess that's a personal preference, and only you can answer that yourself. i prefer mine more snug and right at my wrist. it can't go up much farther at all, which i like, but it's not too tight either.
it's a shame you can't go to a cartier boutique because they have sizers that you can try on for sizing reference (like ring sizers). they won't let you try on the actual bracelet (unless you buy it), so those sizers are great indicators on how it would fit.
out of curiosity, since you don't live near a boutique, would you just call them and order it on the phone?
good luck with your decision and be sure to post your choice.