It is not that hard to go at this by simple counting. With one digit numbers, there are none that add to 11. With two digit numbers, simple counting finds: 9,2;, 8,3; 7,4;, 6,5. Each of these can be done in two ways which gives for the first 99 numbers (two zeros does not count) \frac{8}{99} = 8.1%
To take numbers in the one hundreds, all we do is figure the two digit reasoning over again, but this time also add the two digits that sum to 10. The ratio now becomes:
(8+9)/199 = 8.5%.
Continuing on this way to the 200s, we get this set:
(8+9+10)/299 = 9.03%
Then it begins to slowly level off, the next set being: (8+9+10+9)/399=9.02%.
By the time we reach 999, the ratio has gone to, I figure, 69/999 = 6.9%
If we now add 1000 ones to this at the far right, the figure goes to (69+66)/1999 = 6.75% (But, please remember that these larger figures have not been carefully gone over a second time.)
Not much of a drop, but a slight one, and does show the question of the leading digit being a one is not so important as Benford's law might suggest. Through the 2000s, I arrived at: (69+66+45)/2999 = 6.0%
If we go back to look at those first two digits (from right to left) supposed to be simply normal, you can see that, since the average digit has value of 4.5, this would give 9 as the most likely sum. So in the 200s, we are working with the most favorable situation for the ratio.
Obviously then as numbers get larger and larger the ratio of the addition to 11 decreases indefinitely.
So assuming this digit distribution to be simply normal, which is not really true, especially on business streets where numbers are frequently skipped; we have a pretty good "guesstimate" of what to expect.