diff --git a/src/gui/text/freetype/qfontengine_ft.cpp b/src/gui/text/freetype/qfontengine_ft.cpp
index d3791f1f6e7..50c52ef3705 100644
--- a/src/gui/text/freetype/qfontengine_ft.cpp
+++ b/src/gui/text/freetype/qfontengine_ft.cpp
@@ -1120,6 +1120,23 @@ QFontEngineFT::Glyph *QFontEngineFT::loadGlyph(QGlyphSet *set, uint glyph,
     FT_Face face = freetype->face;
 
     FT_Matrix matrix = freetype->matrix;
+    bool transform = matrix.xx != 0x10000
+                    || matrix.yy != 0x10000
+                    || matrix.xy != 0
+                    || matrix.yx != 0;
+    if (obliquen && transform) {
+        // We have to apply the obliquen transformation before any
+        // other transforms. This means we need to duplicate Freetype's
+        // obliquen matrix here and this has to be kept in sync.
+        FT_Matrix slant;
+        slant.xx = 0x10000L;
+        slant.yx = 0;
+        slant.xy = 0x0366A;
+        slant.yy = 0x10000L;
+
+        FT_Matrix_Multiply(&matrix, &slant);
+        matrix = slant;
+    }
 
     FT_Vector v;
     v.x = format == Format_Mono ? 0 : FT_Pos(subPixelPosition.x.value());
@@ -1130,11 +1147,6 @@ QFontEngineFT::Glyph *QFontEngineFT::loadGlyph(QGlyphSet *set, uint glyph,
     int vfactor = 1;
     int load_flags = loadFlags(set, format, 0, hsubpixel, vfactor);
 
-    bool transform = matrix.xx != 0x10000
-                     || matrix.yy != 0x10000
-                     || matrix.xy != 0
-                     || matrix.yx != 0;
-
     if (transform || obliquen || (format != Format_Mono && !isScalableBitmap()))
         load_flags |= FT_LOAD_NO_BITMAP;
 
@@ -1166,7 +1178,7 @@ QFontEngineFT::Glyph *QFontEngineFT::loadGlyph(QGlyphSet *set, uint glyph,
 
     if (embolden)
         FT_GlyphSlot_Embolden(slot);
-    if (obliquen) {
+    if (obliquen && !transform) {
         FT_GlyphSlot_Oblique(slot);
 
         // While Embolden alters the metrics of the slot, oblique does not, so we need
diff --git a/tests/baseline/text/tst_baseline_text.cpp b/tests/baseline/text/tst_baseline_text.cpp
index 45c709b92f5..fdb30cf7b6e 100644
--- a/tests/baseline/text/tst_baseline_text.cpp
+++ b/tests/baseline/text/tst_baseline_text.cpp
@@ -18,6 +18,7 @@ private slots:
     void tst_render_data();
     void tst_render();
     void tst_differentScriptsBackgrounds();
+    void tst_synthesizedObliqueAndRotation();
 
 private:
     QDir htmlDir;
@@ -102,6 +103,29 @@ void tst_Text::tst_differentScriptsBackgrounds()
     QBASELINE_CHECK(image, "tst_differentScriptsBackgrounds");
 }
 
+void tst_Text::tst_synthesizedObliqueAndRotation()
+{
+    QFont font(QString::fromLatin1("Abyssinica SIL"));
+    font.setPixelSize(40);
+    font.setItalic(true);
+
+    QImage image(800, 600, QImage::Format_ARGB32);
+    image.fill(Qt::white);
+
+    {
+        QPainter painter(&image);
+        painter.setFont(font);
+
+        painter.save();
+        painter.translate(200, 450);
+        painter.rotate(270);
+        painter.drawText(0, 0, QString::fromLatin1("Foobar"));
+        painter.restore();
+    }
+
+    QBASELINE_CHECK(image, "tst_synthesizedObliqueAndRotation");
+}
+
 
 QBASELINETEST_MAIN(tst_Text)