Hey there... Okay, I am a guy, and I have the monogram soft briefcase and it is my favorite... I don't know how old you are, but the pressident classeur is a bit more for older men... my dad has it and I felt ridicioulus when I "tried it on".... monogram, in my opinion is not feminin at all, basically LV started making the luggage with the monogram FOR men... in my eyes it's a timeless piece of Art, it's the chanel suit under the trunks and bags. But LV also makes some really cool pieces in the Epi line (talking about birefcases).
And the agenda. I have the monogram medium. It's prefect. it's classy and it just looks great when your briefcase and the agenda will be from the same line (in Epi that's possible, too

). The rings are really big enought to fit a bunch of stuff inside, like the whole LV refills which do not fit in the smaller ones (you have to change them from time to time, meaning always less than half a year if you need a phone book and notes as well.....) the medium is really perfect size. The large one is a little too big, for me at least.
But, and I know I am not very LV supporting now, to face the truth, the LV agenda is just as any other normal medium agenda. the rings are the same size, refills are also always same sized. But we all know about LV's quality, history and unique fabric.... so you def know what you are getting. And, come on, how smart does it look if everything you pull out of your briefcase looks like the briefcase as well.... know what I mean?
And about the 300 pound.... All I can say about that, well, that's Louis Vuitton....

but as I said, you know what you are getting....
Hope I could help.