diff --git a/askama_parser/src/expr.rs b/askama_parser/src/expr.rs
index 11b6a7be..e70a8042 100644
--- a/askama_parser/src/expr.rs
+++ b/askama_parser/src/expr.rs
@@ -12,8 +12,8 @@ use winnow::token::take_until;
 use crate::node::CondTest;
 use crate::{
     CharLit, ErrorContext, Level, Num, ParseErr, ParseResult, PathOrIdentifier, Span, StrLit,
-    StrPrefix, WithSpan, char_lit, filter, identifier, keyword, num_lit, path_or_identifier,
-    skip_ws0, skip_ws1, str_lit, ws,
+    StrPrefix, WithSpan, char_lit, filter, identifier, keyword, not_suffix_with_hash, num_lit,
+    path_or_identifier, skip_ws0, skip_ws1, str_lit, ws,
 };
 
 macro_rules! expr_prec_layer {
@@ -774,9 +774,9 @@ impl<'a> Suffix<'a> {
             // <https://doc.rust-lang.org/reference/tokens.html>
             let some_other = alt((
                 // literals
-                Expr::char.value(Token::SomeOther),
-                Expr::str.value(Token::SomeOther),
-                Expr::num.value(Token::SomeOther),
+                char_lit.value(Token::SomeOther),
+                str_lit.value(Token::SomeOther),
+                num_lit.value(Token::SomeOther),
                 // keywords + (raw) identifiers + raw strings
                 identifier_or_prefixed_string.value(Token::SomeOther),
                 // lifetimes
@@ -886,6 +886,7 @@ impl<'a> Suffix<'a> {
                     return Err(winnow::error::ErrMode::Cut(ErrorContext::new(msg, prefix)));
                 }
 
+                not_suffix_with_hash(i)?;
                 Ok(())
             } else if hashes == 0 {
                 // a simple identifier
diff --git a/askama_parser/src/lib.rs b/askama_parser/src/lib.rs
index 05f0e893..e69db776 100644
--- a/askama_parser/src/lib.rs
+++ b/askama_parser/src/lib.rs
@@ -680,9 +680,20 @@ fn str_lit<'a>(i: &mut &'a str) -> ParseResult<'a, StrLit<'a>> {
         return Err(winnow::error::ErrMode::Cut(ErrorContext::new(msg, start)));
     }
 
+    not_suffix_with_hash(i)?;
     Ok(lit)
 }
 
+fn not_suffix_with_hash<'a>(i: &mut &'a str) -> ParseResult<'a, ()> {
+    if let Some(suffix) = opt((identifier, '#').take()).parse_next(i)? {
+        return Err(winnow::error::ErrMode::Cut(ErrorContext::new(
+            "you are missing a space to separate two string literals",
+            suffix,
+        )));
+    }
+    Ok(())
+}
+
 fn str_lit_without_prefix<'a>(i: &mut &'a str) -> ParseResult<'a> {
     let start = *i;
     let lit = str_lit.parse_next(i)?;
diff --git a/fuzzing/fuzz/artifacts/derive/clusterfuzz-testcase-minimized-derive-5353647120908288 b/fuzzing/fuzz/artifacts/derive/clusterfuzz-testcase-minimized-derive-5353647120908288
new file mode 100644
index 00000000..fb3ccafb
--- /dev/null
+++ b/fuzzing/fuzz/artifacts/derive/clusterfuzz-testcase-minimized-derive-5353647120908288
@@ -0,0 +1 @@
+ÿÿÿ           {{   l !           {                         """"     ""      ""r#"                                                     """"""#""""""""""                         }}}                ÿ      }o Ë 
\ No newline at end of file
diff --git a/testing/tests/ui/raw-prefix.rs b/testing/tests/ui/raw-prefix.rs
index 8c7388fb..857826fe 100644
--- a/testing/tests/ui/raw-prefix.rs
+++ b/testing/tests/ui/raw-prefix.rs
@@ -105,4 +105,19 @@ struct MacroCallReservedPrefix2;
 #[template(path = "macro-call-raw-string-many-hashes.html")]
 struct MacroCallManyHashes;
 
+// Need a space between (guarded) string literal and next prefixed string literal.
+// Regression test for <https://issues.oss-fuzz.com/issues/426509683>.
+
+#[derive(Template)]
+#[template(source = r##"{{ z!(r""r#""#) }}"##, ext = "txt")]
+struct UnseparatedPrefixedStrings1;
+
+#[derive(Template)]
+#[template(source = r##"{{ z!(r#""#x#"") }}"##, ext = "txt")]
+struct UnseparatedPrefixedStrings2;
+
+#[derive(Template)]
+#[template(source = r##"{{ z!(c""r#""#) }}"##, ext = "txt")]
+struct UnseparatedPrefixedStrings3;
+
 fn main() {}
diff --git a/testing/tests/ui/raw-prefix.stderr b/testing/tests/ui/raw-prefix.stderr
index 929a33b3..195d7847 100644
--- a/testing/tests/ui/raw-prefix.stderr
+++ b/testing/tests/ui/raw-prefix.stderr
@@ -109,3 +109,27 @@ error: a maximum of 255 hashes `#` are allowed with raw strings
     |
 105 | #[template(path = "macro-call-raw-string-many-hashes.html")]
     |                   ^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^
+
+error: you are missing a space to separate two string literals
+ --> <source attribute>:1:9
+       "r#\"\"#) }}"
+   --> tests/ui/raw-prefix.rs:112:21
+    |
+112 | #[template(source = r##"{{ z!(r""r#""#) }}"##, ext = "txt")]
+    |                     ^^^^^^^^^^^^^^^^^^^^^^^^^
+
+error: you are missing a space to separate two string literals
+ --> <source attribute>:1:11
+       "x#\"\") }}"
+   --> tests/ui/raw-prefix.rs:116:21
+    |
+116 | #[template(source = r##"{{ z!(r#""#x#"") }}"##, ext = "txt")]
+    |                     ^^^^^^^^^^^^^^^^^^^^^^^^^^
+
+error: you are missing a space to separate two string literals
+ --> <source attribute>:1:9
+       "r#\"\"#) }}"
+   --> tests/ui/raw-prefix.rs:120:21
+    |
+120 | #[template(source = r##"{{ z!(c""r#""#) }}"##, ext = "txt")]
+    |                     ^^^^^^^^^^^^^^^^^^^^^^^^^