I've been thinking on this problem for a long time, and I think I nailed it. I will expand on the ideas I used for the solution of part 1 of this puzzle, and also on the reasoning of Michael Seifert's answer.
We may convert this problem into an analagous problem, in which we have a $9 \times 9$ board and cross pieces:

The central red square represents the pawn. We want to find the maximum number of cross pieces we can place on the board, subject to:
- No two pieces overlap;
- The central red square of a piece always lies inside the board.
It is allowed for orange squares to not lie on the board. Because of this, a placement of crosses on the board may feature up to $12$ 'extra' squares, which do not lie on the board itself. One example of such placement is given below.

This means that, in theory, up to $81 + 12 = 93$ squares are available for use. Since each piece covers $5$ squares, we may therefore not place $19$ pieces on the board, ($19 \times 5 = 95 > 93$). We will improve this estimate by analyzing the placement of crosses along the boundary (those are the ones that generate the additional squares).
Let $S$ be the big square (with side length $9$) that is the boundary of the board. We will consider the possible configurations of crosses along $S$ and show that, for each of its sides, the net gain of extra squares will never reach $9$ or more, so that one may not place $18$ crosses on the board (because there will never be $81 + 9 = 90$ or more squares available for use).
Now, for each side of $S$, the outer squares of that side are the squares that are not on the board and contain an edge entirely on that side of $S$. Notice that each side of $S$ contains at most $3$ outer squares. For each configuration of crosses along a side of $S$, the net gain of extra squares (along that side) will be the number of outer squares minus the number of squares that must remain cross-free as a consequence of the configuration itself. We divide it in cases:
Case $1$

Each X indicates that one of the two squares must be free of cross pieces, so this case gives us a net gain of one additional square.
Case $2$

The X indicates that one of the two squares must be free of cross pieces, so this case gives us a net gain of two additional squares.
Case $3$

Each X indicates that one of the two squares must be free of cross pieces, so this case gives us a net gain of one additional square.
Case $4$

Case $4$ is separated in two other cases.
If a square touching the boundary is not covered by a cross piece, then at least two other squares touching it will also not be covered. This is shown in the picture to the bottom left. Hence, in this case, no additional squares will be gained.
On the other hand, if both squares touching the boundary are covered, then two of the squares with the big X over them (in the bottom right picture) must be free of cross pieces. Therefore, this case results in a single additional square.
Case $5$

Each X indicates that one of the two squares must be free of cross pieces, so this case gives us a net gain of one additional square.
It’s easy to see that these cover all possible configurations of three crosses on a side of $S$, up to symmetry (reflection). Additionally, if a side of $S$ has two or fewer crosses, the net gain will necessarily be two or less. All of this implies that the net gain of each side is never above two, so the total net gain is never above $8$, and in particular never above $9$, as claimed.
Now, an attentive reader might point out that cases $1$, $2$ and $3$ allow for overlap of cross-free areas. In other words, it might happen that we count a cross-free square twice, so the ‘actual’ net gain is higher. Visually, it should look like this:

(source: gyazo.com)
The first observation is that this ‘confluence’ may occur at most two times, on opposite corners of the board. The second observation is that if one of the sides of the confluence falls into case $1$ or case $3$, the total net gain for both sides of the confluence will be at most $6 – 2 = 4$, so we’re still good. Thus, we need only consider confluences in which both sides fall into case $2$.
To that end, we refine our analysis of case $2$ itself. If the lone square touching the boundary is cross-free, the total net gain of the confluence will once again be at most $4$ and we’re good. Suppose then that the square is covered; the situation looks like this:

(source: gyazo.com)
It’s easy to see that at least one of the purple squares must be cross-free. The following picture shows the whole confluence. At least one of the purple squares and at least one of the pink squares must be cross-free. Hence, the total net gain for both sides of the confluence is $6 – 3 =3$.

(source: gyazo.com)
Finally, observe that a confluence like the one above may happen at most once; in other words, there can be no additional overlap with the purple or pink squares. With this, I believe all cases are covered, so the highest desired integer is $x = 17$.
Sorry for the lengthy answer, but it ended up being the simplest approach I could find.