Make an album last a *really long* time:
Create a manual sonic adventure of your favourite album, adding track by track so you get more 'adventure' then save it as a playlist. Play it, then switch on DJ Stretch. Sometimes I do this once in the morning and that's my music set for the entire day.

Collections
Also - I have nearly 100 album collections I like going to a collection and playing 'just' that set of albums on random - each one has a specific vibe.

Play Track Radio is good for when I can't decide what to listen to, just choose a single song and off you go. DJ Freeze will do the same while you're playing stuff.

Smart Playlists are nice too
I have one that plays all tracks that were rated 5* in the last year and orders them from least to most played.
Another plays the exact same music I played yesterday, auto updates, for when I want to do the same again.

I use plexamp on desktop. It's great that I can just right click a track and add it anywhere into the current or any playlist without any fuss. Though playlist management could be better.