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personally, i ride with a decent size tail bag that came with my bike. at times when it's too big, i have a small tank bag. The tank bag doesn't fit my work laptop, so I pretty much exclusively use my tail bag. I'd like to get a more aerodynamic looking one, mine is very square.
maybe keep the small tank bag for small stuff, and get a slightly larger tail bag for times when you really need to carry more.
i'd also recommend keeping your cellphone on your person whenever riding the motorcycle. you go down on some back road and nobody is around, and don't want to get up because you think you might have injured your neck or back, it's crucial to have that cell at arms reach, not 50 feet down the road on your bike. just a suggestion.
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