BYOB: Tails and Reflectors and Large Laptop Bag versus Medium Laptop Bag

I'm doing the build your own bag thing, and I had a couple questions. First of all, if the tabs are smaller than the tails, are they still as easily visible at night? Does it make much of a difference in visibility?

Also, I'm not sure if I'm getting a 17" Macbook Pro yet or not. I may get a 15", but if I do get a 17" one, will it fit in the medium messenger bag if I have it in a separate sleeve of its own? I'd get the large laptop bag just to be safe, except that I'm 5'2" and the large bag looked pretty huge on the 5'3" girl in the pictures of employees with bags that you have up.

Thanks a lot!
 
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