diff --git a/doc/changelog.dox b/doc/changelog.dox
index cd34fc600..d5c63a121 100644
--- a/doc/changelog.dox
+++ b/doc/changelog.dox
@@ -430,10 +430,12 @@ See also:
 -   Fixed broken @ref Platform::EmscriptenApplication mouse event coordinates
     when `-s DISABLE_DEPRECATED_FIND_EVENT_TARGET_BEHAVIOR=1` is enabled (see
     [mosra/magnum#408](https://github.com/mosra/magnum/issues/408))
--   Due to some Windows-specific issue with GLFW,
-    @ref Platform::GlfwApplication::viewportEvent() could get fired already
-    during class construction, potentially causing crashes. This is now worked
-    around by ignoring the very first event.
+-   Due to Windows- and macOS-specific issues in GLFW,
+    @ref Platform::GlfwApplication::viewportEvent() and/or
+    @ref Platform::GlfwApplication::drawEvent() could get fired already during
+    class construction, potentially causing crashes or
+    `pure virtual method call` aborts. To prevent these issues, event callback
+    setup is delayed to the first time the application main loop is entered.
 -   In 2019.01 @ref Magnum/Platform/Sdl2Application.h went through an include
     cleanup, removing 50k lines; but unfortunately we forgot to add back
     @cpp #include <SDL_main.h> @ce, causing iOS builds to fail to initialize.
diff --git a/src/Magnum/Platform/GlfwApplication.cpp b/src/Magnum/Platform/GlfwApplication.cpp
index 863ef3bd2..66a5ec1b7 100644
--- a/src/Magnum/Platform/GlfwApplication.cpp
+++ b/src/Magnum/Platform/GlfwApplication.cpp
@@ -58,18 +58,6 @@ enum class GlfwApplication::Flag: UnsignedByte {
     TextInputActive = 1 << 1,
     #ifdef CORRADE_TARGET_APPLE
     HiDpiWarningPrinted = 1 << 2
-    #elif defined(CORRADE_TARGET_WINDOWS)
-    /* On Windows, GLFW fires a viewport event already when creating the
-       window, which means viewportEvent() gets called even before the
-       constructor exits. That's not a problem if the window is created
-       implicitly (because derived class vtable is not setup yet and so the
-       call goes into the base class no-op viewportEvent()), but when calling
-       create() / tryCreate() from user constructor, this might lead to crashes
-       as things touched by viewportEvent() might not be initialized yet. To
-       fix this, we ignore the first ever viewport event. This behavior was not
-       observed on Linux or macOS (and thus ignoring the first viewport event
-       there may be harmful), so keeping this Windows-only. */
-    FirstViewportEventIgnored = 1 << 2
     #endif
 };
 
@@ -370,9 +358,6 @@ bool GlfwApplication::tryCreate(const Configuration& configuration) {
     CORRADE_IGNORE_DEPRECATED_POP
     #endif
 
-    /* Set callbacks */
-    setupCallbacks();
-
     return true;
 }
 
@@ -561,9 +546,6 @@ bool GlfwApplication::tryCreate(const Configuration& configuration, const GLConf
     CORRADE_IGNORE_DEPRECATED_POP
     #endif
 
-    /* Set callbacks */
-    setupCallbacks();
-
     /* Make the final context current */
     glfwMakeContextCurrent(_window);
 
@@ -600,13 +582,6 @@ void GlfwApplication::setupCallbacks() {
     #endif
     (_window, [](GLFWwindow* const window, const int w, const int h) {
         auto& app = *static_cast<GlfwApplication*>(glfwGetWindowUserPointer(window));
-        #ifdef CORRADE_TARGET_WINDOWS
-        /* See the flag for details */
-        if(!(app._flags & Flag::FirstViewportEventIgnored)) {
-            app._flags |= Flag::FirstViewportEventIgnored;
-            return;
-        }
-        #endif
         #ifdef MAGNUM_TARGET_GL
         ViewportEvent e{app.windowSize(), {w, h}, app.dpiScaling()};
         #else
@@ -728,6 +703,31 @@ int GlfwApplication::exec() {
 bool GlfwApplication::mainLoopIteration() {
     CORRADE_ASSERT(_window, "Platform::GlfwApplication::mainLoopIteration(): no window opened", {});
 
+    /*
+        If callbacks are not set up yet, do that. Can't be done inside
+        tryCreate() because:
+
+        1.  On Windows, GLFW fires a viewport event already when creating the
+            window, which means viewportEvent() gets called even before the
+            constructor exits. That's not a problem if the window is created
+            implicitly (because derived class vtable is not setup yet and so
+            the call goes into the base class no-op viewportEvent()), but when
+            calling create() / tryCreate() from user constructor, this might
+            lead to crashes as things touched by viewportEvent() might not be
+            initialized yet. To fix this, we ignore the first ever viewport
+            event. This behavior was not observed on Linux or macOS (and thus
+            ignoring the first viewport event there may be harmful), so keeping
+            this Windows-only.
+        2.  On macOS, GLFW might sometimes (hard to reproduce) trigger a draw
+            event when creating the window. That's even worse than on Windows
+            because this leads to pure virtual drawEvent() getting called and
+            the application aborting due to a pure virtual method call in case
+            GL context is created implicitly by the base class constructor (at
+            which point the vtable pointers for the derived class are not set
+            up yet).
+    */
+    if(glfwGetWindowUserPointer(_window) != this) setupCallbacks();
+
     if(_flags & Flag::Redraw) {
         _flags &= ~Flag::Redraw;
         drawEvent();
diff --git a/src/Magnum/Platform/Test/GlfwApplicationTest.cpp b/src/Magnum/Platform/Test/GlfwApplicationTest.cpp
index ad924417b..3d6d56d38 100644
--- a/src/Magnum/Platform/Test/GlfwApplicationTest.cpp
+++ b/src/Magnum/Platform/Test/GlfwApplicationTest.cpp
@@ -108,10 +108,6 @@ GlfwApplicationTest::GlfwApplicationTest(const Arguments& arguments): Platform::
     conf.setWindowFlags(Configuration::WindowFlag::Resizable);
     if(!args.value("dpi-scaling").empty())
         conf.setSize({800, 600}, args.value<Vector2>("dpi-scaling"));
-    /* Creating the window in the constructor exhibits a Windows-specific GLFW
-       issue where viewportEvent() gets called even before constructor exits;
-       it's now worked around but the same problem might start occuring on
-       other platforms as well in the future */
     create(conf);
 
     /* For testing resize events */