Suit yourself but there's a reason why it's called "Trash."
Wether it's MS "Recycle Bin" or Apple "Trash" the sole function of putting stuff in "Trash" is to tag said data "under the hood" to be overwritten upon executing the command to allow such. The fact that it isn't instantly "thrown away" (made available to be overwritten and no longer accessible to the user) when placed in "Trash" is a safety feature. It isn't an invitation to court disaster by tagging files you may want to keep as data to be removed from use until you pull the final trigger. You might want to keep in mind that in many cases, when you drag something from a non local drive across a network into the trash or recycle bin of your local computer, it gets deleted instantly.
Putting stuff you want to keep around in the trash, complaining it's too much work to keep separate from things you don't want, and getting a bit snarky at people who can't come up with a way to make that easy for you is a bit humorous. Don't get me wrong, I don't mind telling you I've done plenty of dumb things that make me chuckle at myself later. We all do.
As suggested by others, if you have trouble deciding what's to be erased or not, make an intermediary folder. Call it "To Be Trashed" or "Needs Sorting" or "George" or "Betty" or whatever. Put stuff there until you decide you want to get rid of it. Then you don't have to worry about sorting your trash folder.
There is another thing you can do if you are averse to regular file management or are always crunched and just don't have much time to do it. Keep some cheap writable CDs or DVDs around. When you find stuff you might want to get rid of but you're not comfortable deleting it forever at the moment and you need space . . .
- Name the disc "JIC" (for Just In Case) + the date.
- Make a folder, call it "JIC Directory" or whatever.
Every time you make a "JIC" disc take a screen shot of the disc window with the file names and dates showing. To do this . . .
- Hit, command+shift+4, you'll get cross hairs.
- Draw a box around the files visible in the "JIC" disc window (with file names and dates showing)
- You'll get a .png file named "picture1.png" on your desktop (or whatever is the next highest number if you have older screen shots still around)
- Rename that .png file JIC-(InsertDateHere) to match the disc.
- Put that file in your "JIC Directory" folder.
- Throw your JIC disc in a CD book or something convenient.
This is effectively making a cheap backup of your trash. The .png of the disc window lets you quickly see what's on each disc by date without you having to actually load each disc to see what's on it. You can erase stuff off your drive to free up space without wasting back up disc space with stuff that maybe trash that you'll just have to sort through later which is what you didn't want to do in the first place. Burning a disc takes a bit of time, but it can be done in the background while your doing something else or getting a cup of coffee. If your efficient with your time if not your file management, it won't impact your work flow that much and you will never lose data you may find you need later.
By the way, even if you know what's what in your trash, unless no one else will ever touch your computer but you, as long as stuff is in the trash, it can be erased by some one else 'doing you a favor' who doesn't immediately see your (again, tugging collar and clearing throat) 'logic' - ;-) Believe it or not, I'v seen this very thing happen to others who share you're file management habits. Even to those who think no one else ever uses their computer (but still have coworkers with no personal boundaries, family, kids, cats who like to walk on keyboards when you're not looking—like mine does, and the most likely that someday WILL happen, you by mistake).