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I have a Pebble Time Round that I absolutely love.
I was all on board to buy an LG watch Urbane, but after tryingone in the store i hated the touch screen experience. Came across Pebble and loved it instantly. for work i recieve many notifications and calendar reminders. just my opinion
FYI, the Pebble Time Round is on sale for $139.99 on Amazon, but it's refurbished. I bought mine refurbished from Amazon as well and it looks brand new with no blemishes or issues whatsoever, so I'm pretty stoked to have saved that much money on it.
Pebble Time Round Smartwatch - Black/Black (20mm) (Certified Refurbished) [link]
Anyways, your questions:
No, it doesn't bother me at all. Especially when the watch charges in fifteen minutes. If you sleep with it on or forget to charge it overnight, pop it on the charger while you shower and then you'll be good for awhile. If the charging wasn't so fast then the battery life would be more of an issue, but still not as much because plugging in my phone every night is routine anyways--not a big deal to plug another item in while I'm at it.
I have small wrists and it looks perfect on me, so it might be a tad small on you. But in the end, your best shot would be to try it on at a retail store and see for yourself how it looks. Maybe bring a friend along so they can give their opinion also.
It's been getting a lot better, Pebble on iOS has come a long way. I had (and still do have) the original Pebble with my iPhone and I was still satisfied with its performance as a simple notification device, with maybe a few extras. But it seems like today it is much improved. I'm on Android now though so I can't fully offer my opinion; maybe someone else can give you more valuable insight.
Hope this helps! Let me know if you have any more questions.