Why Is Splitting the Bill Always Weird With the Same Person?
Money between friends is never about the amount. It is about which version of the friendship wins. It gets strange because of: 1) mental accounting, since he is counting the times he drove and you are counting the times you paid, and neither ledger exists on paper 2) self serving bias, because everyone remembers their own contributions in much higher resolution than anybody else's 3) the pain of paying, which lands hardest on whoever reaches for the card first. Say the number out loud before the food arrives. It is cheaper than the resentment.
What it is costing you
Two ledgers, neither written down
Everyone remembers their own side
Whoever reaches pays the tax
Name the split before ordering
The real gap
Ask what he thinks the split should be and compare it to yours.