I have mentioned this in a different thread, but IMHO my thoughts are that the Calypso Jr. and the Dragonfly are very much alike.
I don't like carrying "large" knives; my normal dress seems to dictate nothing larger than the Native. But... I have both the steel and micrata handled Calypso Jrs. and three versions of the Dragonfly: Zytel, SS and CF handles. For pairing knives, the two SS versions look good and the micarta Calypso Jr. goes well with the CF Dragonfly.
Ergonomics are a little different between the two models obviously, but visually they are very similar, at least to me!
Now, if I could ever get a CF Calypso Jr., that would make my day (week, month, year)!
BTW, I know that the prevailing wisdom seems to be that a flat grind is preferable to a hollow grind both for use and visual appeal, but I personally like the hollow grind. Mind you, this is a visual thing, but in the types of use that I put my knives to, I can't discern a noticeable difference between the two. My five year old Zytel-handled Dragonfly has the hollow grind but the SS and CF have the flat. (Since I havent' seen a Zytel 'fly lately are they now all flat grind???) Of course, my Micarta Calypso Jr. has the flat with my SS having the hollow grind.
Too bad I can't get those reversed so they look even more like pairs! Oh well, love 'em all anyway.