You have to get to 1" difference in lateral pitchs, for them to never meet. Your current pitches would come together fairly quickly, probably somewhere near 1.5" deep.
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Pitches are measured at the center of the hole, and are the distance the center of the hole misses the center of the ball.  For simplicity, let's talk about a 1" hole with 0 pitch.  The center of the hole is toward the dead center of the ball.  But either side of the hole would pass 1/2" to that side of the center of the ball.  That's why for a MF hole (rightie) with left pitch the right side of the hole will usually be angled toward the bridge instead of away from it.  The hole would have to be drilled with 1/2 left pitch to be parallel with the bridge.  It will help you to understand this if you draw a circle, representing a ball, then draw the holes in from a side view.  Most drillers stay with at least 3/4 difference between the pitches of the two finger holes.  Thanks to Deadbait for helping me to understand this, even if he was trying to confuse me (lol).  --  JohnP

Interesting problem, I'll work on it when I have a little more time.  I assume you mean 23/32 instead of 23/22, and for ease of figuring I'll round that off and make both holes 11/16.  --  JohnP

Deadbait -- Give me the hole sizes, bridge width, and lateral pitches measured from the standard common centerline and I'll compute.  --  JohnP

kmanestor22 -- For your pitches, the holes will come together at 3.1" deep.  

I made a mistake when I figured the "come together" depth of the pitch combination I use.  For 1/4 L and 5/8 R, the holes won't come together until past the center of the ball.  --  JohnP