diff --git a/Userland/Libraries/LibJS/Lexer.cpp b/Userland/Libraries/LibJS/Lexer.cpp
index 7ac968e76b..9ae60a7e77 100644
--- a/Userland/Libraries/LibJS/Lexer.cpp
+++ b/Userland/Libraries/LibJS/Lexer.cpp
@@ -360,10 +360,15 @@ bool Lexer::slash_means_division() const
     return type == TokenType::BigIntLiteral
         || type == TokenType::BoolLiteral
         || type == TokenType::BracketClose
+        || type == TokenType::CurlyClose
         || type == TokenType::Identifier
+        || type == TokenType::In
+        || type == TokenType::Instanceof
+        || type == TokenType::MinusMinus
         || type == TokenType::NullLiteral
         || type == TokenType::NumericLiteral
         || type == TokenType::ParenClose
+        || type == TokenType::PlusPlus
         || type == TokenType::RegexLiteral
         || type == TokenType::StringLiteral
         || type == TokenType::TemplateLiteralEnd
@@ -563,27 +568,7 @@ Token Lexer::next()
         }
     } else if (m_current_char == '/' && !slash_means_division()) {
         consume();
-        token_type = TokenType::RegexLiteral;
-
-        while (!is_eof()) {
-            if (m_current_char == '[') {
-                m_regex_is_in_character_class = true;
-            } else if (m_current_char == ']') {
-                m_regex_is_in_character_class = false;
-            } else if (!m_regex_is_in_character_class && m_current_char == '/') {
-                break;
-            }
-
-            if (match('\\', '/') || match('\\', '[') || match('\\', '\\') || (m_regex_is_in_character_class && match('\\', ']')))
-                consume();
-            consume();
-        }
-
-        if (is_eof()) {
-            token_type = TokenType::UnterminatedRegexLiteral;
-        } else {
-            consume();
-        }
+        token_type = consume_regex_literal();
     } else if (m_eof) {
         if (unterminated_comment) {
             token_type = TokenType::Invalid;
@@ -677,4 +662,73 @@ Token Lexer::next()
     return m_current_token;
 }
 
+Token Lexer::force_slash_as_regex()
+{
+    VERIFY(m_current_token.type() == TokenType::Slash || m_current_token.type() == TokenType::SlashEquals);
+
+    bool has_equals = m_current_token.type() == TokenType::SlashEquals;
+
+    VERIFY(m_position > 0);
+    size_t value_start = m_position - 1;
+
+    if (has_equals) {
+        VERIFY(m_source[value_start - 1] == '=');
+        --value_start;
+        --m_position;
+        m_current_char = '=';
+    }
+
+    TokenType token_type = consume_regex_literal();
+
+    m_current_token = Token(
+        token_type,
+        "",
+        m_current_token.trivia(),
+        m_source.substring_view(value_start - 1, m_position - value_start),
+        m_filename,
+        m_current_token.line_number(),
+        m_current_token.line_column(),
+        m_position);
+
+    if constexpr (LEXER_DEBUG) {
+        dbgln("------------------------------");
+        dbgln("Token: {}", m_current_token.name());
+        dbgln("Trivia: _{}_", m_current_token.trivia());
+        dbgln("Value: _{}_", m_current_token.value());
+        dbgln("Line: {}, Column: {}", m_current_token.line_number(), m_current_token.line_column());
+        dbgln("------------------------------");
+    }
+
+    return m_current_token;
+}
+
+TokenType Lexer::consume_regex_literal()
+{
+    TokenType token_type = TokenType::RegexLiteral;
+
+    while (!is_eof()) {
+        if (is_line_terminator() || (!m_regex_is_in_character_class && m_current_char == '/')) {
+            break;
+        } else if (m_current_char == '[') {
+            m_regex_is_in_character_class = true;
+        } else if (m_current_char == ']') {
+            m_regex_is_in_character_class = false;
+        } else if (!m_regex_is_in_character_class && m_current_char == '/') {
+            break;
+        }
+
+        if (match('\\', '/') || match('\\', '[') || match('\\', '\\') || (m_regex_is_in_character_class && match('\\', ']')))
+            consume();
+        consume();
+    }
+
+    if (m_current_char == '/') {
+        consume();
+        return TokenType::RegexLiteral;
+    } else {
+        return TokenType::UnterminatedRegexLiteral;
+    }
+    return token_type;
+}
+
 }
diff --git a/Userland/Libraries/LibJS/Lexer.h b/Userland/Libraries/LibJS/Lexer.h
index b301e5aebd..3117ee15a5 100644
--- a/Userland/Libraries/LibJS/Lexer.h
+++ b/Userland/Libraries/LibJS/Lexer.h
@@ -25,6 +25,8 @@ public:
 
     void disallow_html_comments() { m_allow_html_comments = false; };
 
+    Token force_slash_as_regex();
+
 private:
     void consume();
     bool consume_exponent();
@@ -47,6 +49,8 @@ private:
     bool match_numeric_literal_separator_followed_by(Callback) const;
     bool slash_means_division() const;
 
+    TokenType consume_regex_literal();
+
     StringView m_source;
     size_t m_position { 0 };
     Token m_current_token;
diff --git a/Userland/Libraries/LibJS/Parser.cpp b/Userland/Libraries/LibJS/Parser.cpp
index 2c99568c9e..cd9949d7dd 100644
--- a/Userland/Libraries/LibJS/Parser.cpp
+++ b/Userland/Libraries/LibJS/Parser.cpp
@@ -400,6 +400,10 @@ NonnullRefPtr<Statement> Parser::parse_statement(AllowLabelledFunction allow_lab
     case TokenType::Semicolon:
         consume();
         return create_ast_node<EmptyStatement>({ m_state.current_token.filename(), rule_start.position(), position() });
+    case TokenType::Slash:
+    case TokenType::SlashEquals:
+        m_state.current_token = m_state.lexer.force_slash_as_regex();
+        [[fallthrough]];
     default:
         if (match_identifier_name()) {
             auto result = try_parse_labelled_statement(allow_labelled_function);
@@ -2556,6 +2560,8 @@ bool Parser::match_expression() const
         || type == TokenType::This
         || type == TokenType::Super
         || type == TokenType::RegexLiteral
+        || type == TokenType::Slash       // Wrongly recognized regex by lexer
+        || type == TokenType::SlashEquals // Wrongly recognized regex by lexer (/=a/ is a valid regex)
         || type == TokenType::Yield
         || match_unary_prefixed_expression();
 }
diff --git a/Userland/Libraries/LibJS/Tests/syntax/slash-after-block.js b/Userland/Libraries/LibJS/Tests/syntax/slash-after-block.js
index 67839147f9..c3c9771f1a 100644
--- a/Userland/Libraries/LibJS/Tests/syntax/slash-after-block.js
+++ b/Userland/Libraries/LibJS/Tests/syntax/slash-after-block.js
@@ -3,4 +3,22 @@ test("slash token resolution in lexer", () => {
     expect("``/foo/").not.toEval();
     expect("1/foo/").not.toEval();
     expect("1/foo").toEval();
+
+    expect("{} /foo/").toEval();
+    expect("{} /=/").toEval();
+    expect("{} /=a/").toEval();
+    expect("{} /* */ /=a/").toEval();
+    expect("{} /* /a/ */ /=a/").toEval();
+
+    expect("(function () {} / 1)").toEval();
+    expect("(function () {} / 1)").toEval();
+
+    expect("+a++ / 1").toEval();
+    expect("+a-- / 1").toEval();
+    expect("a.in / b").toEval();
+    expect("a.instanceof / b").toEval();
+
+    // FIXME: Even more 'reserved' words are valid however the cases below do still need to pass.
+    //expect("a.void / b").toEval();
+    expect("void / b/").toEval();
 });