diff --git a/internal/c/libqb.cpp b/internal/c/libqb.cpp
index d3d4e78e6..bf736ac01 100644
--- a/internal/c/libqb.cpp
+++ b/internal/c/libqb.cpp
@@ -13503,128 +13503,98 @@ void sub_paint(float x, float y, qbs *fillstr, uint32 bordercol, qbs *background
         done = (uint8 *)calloc(i, 1);
     }
 
-    // return if first point is the bordercolor
-    if (qbg_active_page_offset[iy * qbg_width + ix] == bordercol)
+    // The original color of the starting location
+    uint32_t startingColor = qbg_active_page_offset[iy * qbg_width + ix];
+
+    bool borderColorProvided = passed & 4;
+
+    // Exit early if we're already at the border color
+    if (borderColorProvided && qbg_active_page_offset[iy * qbg_width + ix] == bordercol)
         return;
 
     // create first node
     a_x[0] = ix;
     a_y[0] = iy;
     a_t[0] = 15;
-    // types:
-    //&1=check left
-    //&2=check right
-    //&4=check above
-    //&8=check below
 
     a_n = 1;
     qbg_active_page_offset[iy * qbg_width + ix] = tile[ix % sx][iy % sy];
     done[iy * qbg_width + ix] = 1;
 
-nextpass:
-    b_n = 0;
-    for (i = 0; i < a_n; i++) {
-        t = a_t[i];
-        ix = a_x[i];
-        iy = a_y[i];
+    // Each index maps to a direction, in the order:
+    // Left, Right, Up, Down
+    int32_t xdelta[4] = { -1, 1, 0, 0 };
+    int32_t ydelta[4] = { 0, 0, -1, 1 };
 
-        // left
-        if (t & 1) {
-            x2 = ix - 1;
-            y2 = iy;
-            if (x2 >= qbg_view_x1) {
-                offset = y2 * qbg_width + x2;
-                if (!done[offset]) {
-                    done[offset] = 1;
-                    if (qbg_active_page_offset[offset] != bordercol) {
-                        qbg_active_page_offset[offset] = tile[x2 % sx][y2 % sy];
-                        b_t[b_n] = 13;
-                        b_x[b_n] = x2;
-                        b_y[b_n] = y2;
-                        b_n++; // add new node
+    // The bits indicate the directions that should be checked for the next
+    // pixel, we ignore the direction we came from.
+    uint32_t dirCheckMap[4] = {
+        1 | 4 | 8, // Left, Up, Down
+        2 | 4 | 8, // Right, Up, Down
+        1 | 2 | 4, // Left, Right, Up
+        1 | 2 | 8, // Left, Right, Down
+    };
+
+    while (true) {
+        b_n = 0;
+        for (i = 0; i < a_n; i++) {
+            t = a_t[i];
+            ix = a_x[i];
+            iy = a_y[i];
+
+            for (int k = 0; k < 4; k++) {
+                if ((t & (1 << k)) == 0)
+                    continue;
+
+                x2 = ix + xdelta[k];
+                y2 = iy + ydelta[k];
+
+                // Verify dimensions are within bounds
+                if (x2 >= qbg_view_x1 && x2 <= qbg_view_x2 && y2 >= qbg_view_y1 && y2 <= qbg_view_y2) {
+                    offset = y2 * qbg_width + x2;
+
+                    // Check that we haven't done this pixel yet
+                    if (!done[offset]) {
+                        done[offset] = 1;
+
+                        // We either check that we didn't hit the border color
+                        // (if provided), or that we're still the starting
+                        // color.
+                        if ((borderColorProvided && qbg_active_page_offset[offset] != bordercol)
+                            || (!borderColorProvided && qbg_active_page_offset[offset] == startingColor)) {
+
+                            qbg_active_page_offset[offset] = tile[x2 % sx][y2 % sy];
+                            b_t[b_n] = dirCheckMap[k];
+                            b_x[b_n] = x2;
+                            b_y[b_n] = y2;
+                            b_n++; // add new node
+                        }
                     }
                 }
             }
         }
 
-        // right
-        if (t & 2) {
-            x2 = ix + 1;
-            y2 = iy;
-            if (x2 <= qbg_view_x2) {
-                offset = y2 * qbg_width + x2;
-                if (!done[offset]) {
-                    done[offset] = 1;
-                    if (qbg_active_page_offset[offset] != bordercol) {
-                        qbg_active_page_offset[offset] = tile[x2 % sx][y2 % sy];
-                        b_t[b_n] = 14;
-                        b_x[b_n] = x2;
-                        b_y[b_n] = y2;
-                        b_n++; // add new node
-                    }
-                }
-            }
+        // no new nodes?
+        if (b_n == 0) {
+            memset(done, 0, write_page->width * write_page->height); // cleanup
+            return;                                                  // finished!
         }
 
-        // above
-        if (t & 4) {
-            x2 = ix;
-            y2 = iy - 1;
-            if (y2 >= qbg_view_y1) {
-                offset = y2 * qbg_width + x2;
-                if (!done[offset]) {
-                    done[offset] = 1;
-                    if (qbg_active_page_offset[offset] != bordercol) {
-                        qbg_active_page_offset[offset] = tile[x2 % sx][y2 % sy];
-                        b_t[b_n] = 7;
-                        b_x[b_n] = x2;
-                        b_y[b_n] = y2;
-                        b_n++; // add new node
-                    }
-                }
-            }
-        }
+        // swap a & b arrays
+        sp = a_x;
+        a_x = b_x;
+        b_x = sp;
 
-        // below
-        if (t & 8) {
-            x2 = ix;
-            y2 = iy + 1;
-            if (y2 <= qbg_view_y2) {
-                offset = y2 * qbg_width + x2;
-                if (!done[offset]) {
-                    done[offset] = 1;
-                    if (qbg_active_page_offset[offset] != bordercol) {
-                        qbg_active_page_offset[offset] = tile[x2 % sx][y2 % sy];
-                        b_t[b_n] = 11;
-                        b_x[b_n] = x2;
-                        b_y[b_n] = y2;
-                        b_n++; // add new node
-                    }
-                }
-            }
-        }
+        sp = a_y;
+        a_y = b_y;
+        b_y = sp;
 
-    } // i
+        cp = a_t;
+        a_t = b_t;
+        b_t = cp;
 
-    // no new nodes?
-    if (b_n == 0) {
-        memset(done, 0, write_page->width * write_page->height); // cleanup
-        return;                                                  // finished!
+        a_n = b_n;
     }
-
-    // swap a & b arrays
-    sp = a_x;
-    a_x = b_x;
-    b_x = sp;
-    sp = a_y;
-    a_y = b_y;
-    b_y = sp;
-    cp = a_t;
-    a_t = b_t;
-    b_t = cp;
-    a_n = b_n;
-
-    goto nextpass;
 }
 
 void sub_circle(double x, double y, double r, uint32 col, double start, double end, double aspect, int32 passed) {
diff --git a/tests/compile_tests.sh b/tests/compile_tests.sh
index bddf194d5..de0e72aaa 100755
--- a/tests/compile_tests.sh
+++ b/tests/compile_tests.sh
@@ -107,7 +107,7 @@ do
 
         pushd . > /dev/null
         cd "./tests/compile_tests/$category"
-        testResult=$("../../../$EXE" 2>&1)
+        testResult=$("../../../$EXE" "../../../$RESULTS_DIR" "$category-$testName" 2>&1)
         ERR=$?
         popd > /dev/null
 
diff --git a/tests/compile_tests/paint/tile_border_black_bg.bas b/tests/compile_tests/paint/tile_border_black_bg.bas
new file mode 100644
index 000000000..83784e305
--- /dev/null
+++ b/tests/compile_tests/paint/tile_border_black_bg.bas
@@ -0,0 +1,19 @@
+$Console:Only
+ChDir _StartDir$
+
+TILE$ = MKL$(&HAAFFBB55)
+
+' Paint with tiling, white border color.
+' background is black, circle is white.
+'
+' Result should fill the entire circle with pattern
+test1& = _NewImage(128, 50, 9)
+_Dest test1&
+
+Circle (64, 25), 25, 7
+Paint (64, 25), TILE$, 7
+
+AssertImage test1&, "tile_border_black_bg.bmp"
+System
+
+'$include:'../utilities/imageassert.bm'
diff --git a/tests/compile_tests/paint/tile_border_black_bg.bmp b/tests/compile_tests/paint/tile_border_black_bg.bmp
new file mode 100644
index 000000000..d5a59bc38
Binary files /dev/null and b/tests/compile_tests/paint/tile_border_black_bg.bmp differ
diff --git a/tests/compile_tests/paint/tile_border_black_bg.output b/tests/compile_tests/paint/tile_border_black_bg.output
new file mode 100644
index 000000000..b86db1d47
--- /dev/null
+++ b/tests/compile_tests/paint/tile_border_black_bg.output
@@ -0,0 +1 @@
+Success, images are identical!
diff --git a/tests/compile_tests/paint/tile_border_black_nocolor.bas b/tests/compile_tests/paint/tile_border_black_nocolor.bas
new file mode 100644
index 000000000..d6bf51b40
--- /dev/null
+++ b/tests/compile_tests/paint/tile_border_black_nocolor.bas
@@ -0,0 +1,23 @@
+$Console:Only
+ChDir _StartDir$
+
+TILE$ = MKL$(&HAAFFBB55)
+
+' Paint with tiling, black border color.
+' background is colored white, circle is black.
+'
+' Result should no change anything, as the inside
+' of the circle matches the border color.
+test1& = _NewImage(128, 50, 9)
+_Dest test1&
+
+' Make the entire image white
+Line (0, 0)-(127, 49), 7, BF
+
+Circle (64, 25), 25, 0
+Paint (64, 25), TILE$, 7
+
+AssertImage test1&, "tile_border_black_nocolor.bmp"
+System
+
+'$include:'../utilities/imageassert.bm'
diff --git a/tests/compile_tests/paint/tile_border_black_nocolor.bmp b/tests/compile_tests/paint/tile_border_black_nocolor.bmp
new file mode 100644
index 000000000..bdf2e6b60
Binary files /dev/null and b/tests/compile_tests/paint/tile_border_black_nocolor.bmp differ
diff --git a/tests/compile_tests/paint/tile_border_black_nocolor.output b/tests/compile_tests/paint/tile_border_black_nocolor.output
new file mode 100644
index 000000000..b86db1d47
--- /dev/null
+++ b/tests/compile_tests/paint/tile_border_black_nocolor.output
@@ -0,0 +1 @@
+Success, images are identical!
diff --git a/tests/compile_tests/paint/tile_border_white_bg.bas b/tests/compile_tests/paint/tile_border_white_bg.bas
new file mode 100644
index 000000000..d897c89ab
--- /dev/null
+++ b/tests/compile_tests/paint/tile_border_white_bg.bas
@@ -0,0 +1,28 @@
+$Console:Only
+ChDir _StartDir$
+
+TILE$ = MKL$(&HAAFFBB55)
+
+' Paint with tiling, black border color.
+' background is colored white, circle is black.
+'
+' Note the starting location for Paint is neither
+' white or black, the starting color should not
+' matter when using a border color.
+'
+' Result should fill the entire circle with pattern
+test1& = _NewImage(128, 50, 9)
+_Dest test1&
+
+' Make the entire image white
+Line (0, 0)-(127, 49), 7, BF
+
+Circle (64, 25), 25, 0
+Pset (64, 25), 15 ' Set the starting location a third color
+
+Paint (64, 25), TILE$, 0
+
+AssertImage test1&, "tile_border_white_bg.bmp"
+System
+
+'$include:'../utilities/imageassert.bm'
diff --git a/tests/compile_tests/paint/tile_border_white_bg.bmp b/tests/compile_tests/paint/tile_border_white_bg.bmp
new file mode 100644
index 000000000..35a79c041
Binary files /dev/null and b/tests/compile_tests/paint/tile_border_white_bg.bmp differ
diff --git a/tests/compile_tests/paint/tile_border_white_bg.output b/tests/compile_tests/paint/tile_border_white_bg.output
new file mode 100644
index 000000000..b86db1d47
--- /dev/null
+++ b/tests/compile_tests/paint/tile_border_white_bg.output
@@ -0,0 +1 @@
+Success, images are identical!
diff --git a/tests/compile_tests/paint/tile_border_white_nocolor.bas b/tests/compile_tests/paint/tile_border_white_nocolor.bas
new file mode 100644
index 000000000..ba3f52c57
--- /dev/null
+++ b/tests/compile_tests/paint/tile_border_white_nocolor.bas
@@ -0,0 +1,23 @@
+$Console:Only
+ChDir _StartDir$
+
+TILE$ = MKL$(&HAAFFBB55)
+
+' Paint with tiling, white border color.
+' background is colored white, circle is black.
+'
+' Result should no change anything, as the inside
+' of the circle matches the border color.
+test1& = _NewImage(128, 50, 9)
+_Dest test1&
+
+' Make the entire image white
+Line (0, 0)-(127, 49), 7, BF
+
+Circle (64, 25), 25, 0
+Paint (64, 25), TILE$, 7
+
+AssertImage test1&, "tile_border_white_nocolor.bmp"
+System
+
+'$include:'../utilities/imageassert.bm'
diff --git a/tests/compile_tests/paint/tile_border_white_nocolor.bmp b/tests/compile_tests/paint/tile_border_white_nocolor.bmp
new file mode 100644
index 000000000..bdf2e6b60
Binary files /dev/null and b/tests/compile_tests/paint/tile_border_white_nocolor.bmp differ
diff --git a/tests/compile_tests/paint/tile_border_white_nocolor.output b/tests/compile_tests/paint/tile_border_white_nocolor.output
new file mode 100644
index 000000000..b86db1d47
--- /dev/null
+++ b/tests/compile_tests/paint/tile_border_white_nocolor.output
@@ -0,0 +1 @@
+Success, images are identical!
diff --git a/tests/compile_tests/paint/tile_noborder_black_bg.bas b/tests/compile_tests/paint/tile_noborder_black_bg.bas
new file mode 100644
index 000000000..f7fb58048
--- /dev/null
+++ b/tests/compile_tests/paint/tile_noborder_black_bg.bas
@@ -0,0 +1,19 @@
+$Console:Only
+ChDir _StartDir$
+
+TILE$ = MKL$(&HAAFFBB55)
+
+' Paint with tiling, no border color.
+' background is left black.
+'
+' Result should fill the entire circle with pattern
+test1& = _NewImage(128, 50, 9)
+_Dest test1&
+
+Circle (64, 25), 25, 7
+Paint (64, 25), TILE$
+
+AssertImage test1&, "tile_noborder_black_bg.bmp"
+System
+
+'$include:'../utilities/imageassert.bm'
diff --git a/tests/compile_tests/paint/tile_noborder_black_bg.bmp b/tests/compile_tests/paint/tile_noborder_black_bg.bmp
new file mode 100644
index 000000000..d5a59bc38
Binary files /dev/null and b/tests/compile_tests/paint/tile_noborder_black_bg.bmp differ
diff --git a/tests/compile_tests/paint/tile_noborder_black_bg.output b/tests/compile_tests/paint/tile_noborder_black_bg.output
new file mode 100644
index 000000000..b86db1d47
--- /dev/null
+++ b/tests/compile_tests/paint/tile_noborder_black_bg.output
@@ -0,0 +1 @@
+Success, images are identical!
diff --git a/tests/compile_tests/paint/tile_noborder_white_bg.bas b/tests/compile_tests/paint/tile_noborder_white_bg.bas
new file mode 100644
index 000000000..9987a4bd4
--- /dev/null
+++ b/tests/compile_tests/paint/tile_noborder_white_bg.bas
@@ -0,0 +1,22 @@
+$Console:Only
+ChDir _StartDir$
+
+TILE$ = MKL$(&HAAFFBB55)
+
+' Paint with tiling, no border color.
+' background is colored white, circle is black.
+'
+' Result should fill the entire circle with pattern
+test1& = _NewImage(128, 50, 9)
+_Dest test1&
+
+' Make the entire image white
+Line (0, 0)-(127, 49), 7, BF
+
+Circle (64, 25), 25, 0
+Paint (64, 25), TILE$
+
+AssertImage test1&, "tile_noborder_white_bg.bmp"
+System
+
+'$include:'../utilities/imageassert.bm'
diff --git a/tests/compile_tests/paint/tile_noborder_white_bg.bmp b/tests/compile_tests/paint/tile_noborder_white_bg.bmp
new file mode 100644
index 000000000..35a79c041
Binary files /dev/null and b/tests/compile_tests/paint/tile_noborder_white_bg.bmp differ
diff --git a/tests/compile_tests/paint/tile_noborder_white_bg.output b/tests/compile_tests/paint/tile_noborder_white_bg.output
new file mode 100644
index 000000000..b86db1d47
--- /dev/null
+++ b/tests/compile_tests/paint/tile_noborder_white_bg.output
@@ -0,0 +1 @@
+Success, images are identical!
diff --git a/tests/compile_tests/utilities/imageassert.bm b/tests/compile_tests/utilities/imageassert.bm
new file mode 100644
index 000000000..c3e3b0786
--- /dev/null
+++ b/tests/compile_tests/utilities/imageassert.bm
@@ -0,0 +1,111 @@
+
+'
+' Asserts that a created image, 'originalActualImage', is identical to the provide expected image, 'expectedFileName'
+'
+' The created image is converted to 32-bit and saved to the results folder.
+' We then load the expected image as a 32-bit image, compare file sizes,
+' width/height, and each pixel.
+'
+SUB AssertImage(originalActualImage As Long, expectedFileName As String)
+    Dim actualImage As Long
+    Dim ResultsDir As String, TestPrefix As String
+
+    ResultsDir = Command$(1)
+    TestPrefix = Command$(2)
+
+    ' Make sure the test result will be seen
+    _Dest _Console
+
+    ' Convert to 32-bit for comparisons
+    actualImage = _NewImage(_Width(originalActualImage), _Height(originalActualImage), 32)
+    _PUTIMAGE , originalActualImage, actualImage
+
+    'First save the result
+    SaveImage actualImage, ResultsDir + "/" + TestPrefix + "_result.bmp"
+
+    'Compare both images, print whether they are identical
+    Dim expectedImage As Long
+    expectedImage = _LOADIMAGE(expectedFileName, 32)
+
+    If _Width(actualImage) <> _Width(expectedImage) Then
+        Print "Failure! Image width differs, actual:"; _Width(actualImage);", Expected:"; _Width(expectedImage)
+        GoTo freeImages
+    End If
+
+    If _Height(actualImage) <> _Height(expectedImage) Then
+        Print "Failure! Image height differs, actual:"; _Height(actualImage);", Expected:"; _Height(expectedImage)
+        GoTo freeImages
+    End If
+
+    Dim actual As _Mem, expected As _Mem
+
+    actual = _MEMIMAGE(actualImage)
+    expected = _MEMIMAGE(expectedImage)
+
+    IF actual.SIZE <> expected.SIZE THEN
+        Print "Failure! Image sizes differ, Actual:"; actual.SIZE; ", Expected:"; expected.SIZE
+        GoTo freeImages
+    END IF
+
+    w& = _Width(expectedImage)
+    h& = _Height(expectedImage)
+
+    For x& = 0 to w& - 1
+        For y& = 0 to h& - 1
+            pixelOffset = (y& * w& + x&) * 4
+
+            actualPixel& = _MemGet(actual, actual.OFFSET + pixelOffset, LONG)
+            expectedPixel& = _MemGet(expected, expected.OFFSET + pixelOffset, LONG)
+
+            If actualPixel& <> expectedPixel& Then
+                Print "Failure! Image pixels at ("; x&; ","; y&; ") differ, actual: 0x"; HEX$(actualPixel&);", expected: 0x"; HEX$(expectedPixel&)
+                GoTo freeImages
+            End If
+        Next
+    Next
+
+    PRINT "Success, images are identical!"
+
+freeImages:
+    _MEMFREE actual
+    _MEMFREE expected
+    _FreeImage actualImage
+END SUB
+
+' From the QB64-PE Wiki: https://qb64phoenix.com/qb64wiki/index.php/SAVEIMAGE
+Sub SaveImage (image As Long, filename As String)
+    bytesperpixel& = _PixelSize(image&)
+    If bytesperpixel& = 0 Then Print "Text modes unsupported!": End
+    If bytesperpixel& = 1 Then bpp& = 8 Else bpp& = 24
+    x& = _Width(image&)
+    y& = _Height(image&)
+    b$ = "BM????QB64????" + MKL$(40) + MKL$(x&) + MKL$(y&) + MKI$(1) + MKI$(bpp&) + MKL$(0) + "????" + String$(16, 0) 'partial BMP header info(???? to be filled later)
+    If bytesperpixel& = 1 Then
+        For c& = 0 To 255 ' read BGR color settings from JPG image + 1 byte spacer(CHR$(0))
+            cv& = _PaletteColor(c&, image&) ' color attribute to read.
+            b$ = b$ + Chr$(_Blue32(cv&)) + Chr$(_Green32(cv&)) + Chr$(_Red32(cv&)) + Chr$(0) 'spacer byte
+        Next
+    End If
+    Mid$(b$, 11, 4) = MKL$(Len(b$)) ' image pixel data offset(BMP header)
+    lastsource& = _Source
+    _Source image&
+    If ((x& * 3) Mod 4) Then padder$ = String$(4 - ((x& * 3) Mod 4), 0)
+    For py& = y& - 1 To 0 Step -1 ' read JPG image pixel color data
+        r$ = ""
+        For px& = 0 To x& - 1
+            c& = Point(px&, py&) 'POINT 32 bit values are large LONG values
+            If bytesperpixel& = 1 Then r$ = r$ + Chr$(c&) Else r$ = r$ + Left$(MKL$(c&), 3)
+        Next px&
+        d$ = d$ + r$ + padder$
+    Next py&
+    _Source lastsource&
+    Mid$(b$, 35, 4) = MKL$(Len(d$)) ' image size(BMP header)
+    b$ = b$ + d$ ' total file data bytes to create file
+    Mid$(b$, 3, 4) = MKL$(Len(b$)) ' size of data file(BMP header)
+    If LCase$(Right$(filename$, 4)) <> ".bmp" Then ext$ = ".bmp"
+    f& = FreeFile
+    Open filename$ + ext$ For Output As #f&: Close #f& ' erases an existing file
+    Open filename$ + ext$ For Binary As #f&
+    Put #f&, , b$
+    Close #f&
+End Sub