You could always use sub-folders within the folder itself. Keeps all mine nicely organized. Back when I was shooting with a digital that worked well for me. YMMV.
That is how I do it now... but using a simple right click send alone won't automatically send them to the proper organized folder, some additional step or several steps would be needed.
Still my own situation is a little different than most. Since I take a lot of photos... I use a DATE_Desc format for each subfolder. The Lightroom program I recently got also allows other organizational methods such as tags etc that I can use to locate a subject within all of my pic folders... The downside is I've got folders going back to 2003 as well as others that I didn't organize before that point. It'll be a major chore to go back
through them all and tag and/or rate each one.
At some point... no matter what OS you have... if you have enough pics or documents or whatever... that organization will require more and more complexity to keep things straight. A right click send function is good only for a few hundred items or so... for more items, some complexity will naturally be the only solution.