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@dancing james
proper messenger bags are really robust (they barely age at all) generally made of heavy cordura and truck tarpaulin
they are designed to carry various loads so are very easily adjustable and do not slip around in use
good ones are filled with useful gadgets/pockets/straps for various purposes
the good ones are not designed for ease of manufacture but their actual use. look at one of scott's or pac's bags, the construction is amazingly complex and they appear to be very over engineered but this is why they last for years.
if you are carrying a lot of stuff on a regular basis spend the money on a goood bag