diff --git a/Userland/Libraries/LibWeb/Layout/FlexFormattingContext.cpp b/Userland/Libraries/LibWeb/Layout/FlexFormattingContext.cpp
index 6159f29dc3..5ad2d6e37e 100644
--- a/Userland/Libraries/LibWeb/Layout/FlexFormattingContext.cpp
+++ b/Userland/Libraries/LibWeb/Layout/FlexFormattingContext.cpp
@@ -291,7 +291,7 @@ void FlexFormattingContext::generate_anonymous_flex_items()
 
     flex_container().for_each_child_of_type<Box>([&](Box& child_box) {
         // Skip anonymous text runs that are only whitespace.
-        if (child_box.is_anonymous() && !child_box.first_child_of_type<BlockContainer>()) {
+        if (child_box.is_anonymous() && !child_box.is_generated() && !child_box.first_child_of_type<BlockContainer>()) {
             bool contains_only_white_space = true;
             child_box.for_each_in_subtree([&](auto const& node) {
                 if (!is<TextNode>(node) || !static_cast<TextNode const&>(node).dom_node().data().is_whitespace()) {
diff --git a/Userland/Libraries/LibWeb/Layout/Node.h b/Userland/Libraries/LibWeb/Layout/Node.h
index 7fcd9c7953..ae5bb7805f 100644
--- a/Userland/Libraries/LibWeb/Layout/Node.h
+++ b/Userland/Libraries/LibWeb/Layout/Node.h
@@ -41,6 +41,9 @@ public:
     DOM::Node const* dom_node() const;
     DOM::Node* dom_node();
 
+    bool is_generated() const { return m_generated; }
+    void set_generated(bool b) { m_generated = b; }
+
     Painting::Paintable* paintable() { return m_paintable; }
     Painting::Paintable const* paintable() const { return m_paintable; }
     void set_paintable(RefPtr<Painting::Paintable>);
@@ -153,6 +156,7 @@ private:
     SelectionState m_selection_state { SelectionState::None };
 
     bool m_is_flex_item { false };
+    bool m_generated { false };
 };
 
 class NodeWithStyle : public Node {
diff --git a/Userland/Libraries/LibWeb/Layout/TreeBuilder.cpp b/Userland/Libraries/LibWeb/Layout/TreeBuilder.cpp
index 02d7cb2396..2f3b00fdc7 100644
--- a/Userland/Libraries/LibWeb/Layout/TreeBuilder.cpp
+++ b/Userland/Libraries/LibWeb/Layout/TreeBuilder.cpp
@@ -214,6 +214,7 @@ void TreeBuilder::create_layout_tree(DOM::Node& dom_node, TreeBuilder::Context&
                 return nullptr;
 
             if (auto pseudo_element_node = DOM::Element::create_layout_node_for_display_type(document, pseudo_element_display, move(pseudo_element_style), nullptr)) {
+                pseudo_element_node->set_generated(true);
                 // FIXME: Handle images, and multiple values
                 if (pseudo_element_content.type == CSS::ContentData::Type::String) {
                     auto* text = document.heap().allocate<DOM::Text>(document.realm(), document, pseudo_element_content.data);