You know, it's been a while since I did a nice bag

so I thought I'd do one a little bit different. Either inspiration or madness (if there was ever a difference!) has lead me to try and make one in the style of the old leather water containers from the Mary Rose like this one:
http://www.geocities.com/ladysveva/Leather/lflask.jpg( From
HERE )
So, the design will have a rounded base (not too much tho), pear shaped sides and the handle will be where the spout would be on the bottle. The stitching would be exposed as a feature. I do have a couple of things I'd like your opinions on though

Which leather? I have a tan-on-black leather - nice pattern in a standard leather finish, I have a reversible suede - one side bright pink suede, one side a glittery purple, bit rougher than the suede, and lastly I have a gorgeous terracotta suede.
Which strap/handle? What size bag? I've enough (I think) of all 3 leathers to do a fairly decent size bag - would it be better bigger or small, for nights out & the like? Long shoulder strap, short shoulder strap or no strap, just the handle I sew into the top?