How do you monitor while self-tracking?

Hey, guys! I recently came across the idea of recording my scratch tracks of myself singing/playing while having the mix playing thru my monitors. 
Of course, they probably get picked up a veeery little, but the sound isn't at all present in more final recordings. Either way, it has helped me stop from singing about 15 cents sharp, something I'm notorious for when tracking with headphones.
I like the method because it feels more natural to sing in an environment that's more like a band around me than "inside my head".

Do any of you guys do it this way? Or do you prefer closed-backed cans for retaining clarity and safety of the audio? Or even something ELSE entirely?

People used to record in one room, maybe some gobos, with all the instruments bleeding into one another.  Part of the charm of analog days and can work nicely if the room is good.
 
As you say, sometimes you can't tell if the monitors are bleeding, esp. if the latency is low.  It merely reinforces the audio on the other tracks (tho you may get phasing or all kinds of problems too).
 
My singer made me use a scratch vocal because she liked the performance.  She was in the control room, DI bass was in the monitors and the guitar a little but there was a lot of bleed through from the next room.  But it was the best take, so the mechanical imperfections didn't matter.
 
Just keep an ear out for any killer problems, like phase.
 
@