diff --git a/harper-typst/src/lib.rs b/harper-typst/src/lib.rs
index 28288be2..a1919273 100644
--- a/harper-typst/src/lib.rs
+++ b/harper-typst/src/lib.rs
@@ -7,8 +7,8 @@ use typst_translator::TypstTranslator;
 use harper_core::{parsers::Parser, Token};
 use itertools::Itertools;
 use typst_syntax::{
-    ast::{AstNode, Markup},
-    Source,
+    ast::{AstNode, Expr, Markup},
+    Source, SyntaxNode,
 };
 
 /// A parser that wraps Harper's `PlainEnglish` parser allowing one to ingest Typst files.
@@ -25,14 +25,61 @@ impl Parser for Typst {
 
         // Recurse through AST to create tokens
         let parse_helper = TypstTranslator::new(&typst_document);
-        typst_tree
-            .exprs()
+        let mut buf = Vec::new();
+        let exprs = typst_tree.exprs().collect_vec();
+        let exprs = convert_parbreaks(&mut buf, &exprs);
+        exprs
+            .into_iter()
             .filter_map(|ex| parse_helper.parse_expr(ex, OffsetCursor::new(&typst_document)))
             .flatten()
             .collect_vec()
     }
 }
 
+/// Converts newlines after certain elements to paragraph breaks
+/// This is accomplished here instead of in the translating module because at this point there is
+/// still semantic information associated with the elements.
+///
+/// Newlines are separate expressions in the parse tree (as the Space variant)
+fn convert_parbreaks<'a>(buf: &'a mut Vec<SyntaxNode>, exprs: &'a [Expr]) -> Vec<Expr<'a>> {
+    // Owned collection of nodes forcibly casted to paragraph breaks
+    *buf = exprs
+        .iter()
+        .map(|e| {
+            let mut node = SyntaxNode::placeholder(typst_syntax::SyntaxKind::Parbreak);
+            node.synthesize(e.span());
+            node
+        })
+        .collect_vec();
+
+    let should_parbreak = |e1, e2, e3| {
+        matches!(e2, Expr::Space(_))
+            && (matches!(e1, Expr::Heading(_) | Expr::List(_))
+                || matches!(e3, Expr::Heading(_) | Expr::List(_)))
+    };
+
+    let mut res: Vec<Expr> = Vec::new();
+    let mut last_element: Option<Expr> = None;
+    for ((i, expr), (_, next_expr)) in exprs.iter().enumerate().tuple_windows() {
+        let mut current_expr = expr.clone();
+        if let Some(last_element) = last_element {
+            if should_parbreak(last_element, *expr, *next_expr) {
+                let pbreak = typst_syntax::ast::Parbreak::from_untyped(&buf[i])
+                    .expect("Unable to convert expression to Parbreak");
+                current_expr = Expr::Parbreak(pbreak);
+            }
+        }
+        res.push(current_expr);
+        last_element = Some(expr.clone())
+    }
+    // Push last element because it will be excluded by tuple_windows() above
+    if let Some(last) = exprs.iter().last() {
+        res.push(last.clone());
+    }
+
+    res
+}
+
 #[cfg(test)]
 mod tests {
     use itertools::Itertools;
@@ -201,7 +248,7 @@ mod tests {
             &token_kinds.as_slice(),
             &[
                 TokenKind::Word(_),
-                TokenKind::Newline(1),
+                TokenKind::ParagraphBreak,
                 TokenKind::Word(_)
             ]
         ))
@@ -228,10 +275,10 @@ mod tests {
     }
 
     #[test]
-    fn label_unlintable() {
+    fn label_ref_unlintable() {
         let source = "= Header
                       <label>
-                      Paragraph";
+                      Paragraph @label";
 
         let document = Document::new_curated(source, &Typst);
         let token_kinds = document.tokens().map(|t| t.kind).collect_vec();
@@ -241,10 +288,12 @@ mod tests {
             &token_kinds.as_slice(),
             &[
                 TokenKind::Word(_),
-                TokenKind::Newline(1),
+                TokenKind::ParagraphBreak,
                 TokenKind::Unlintable,
-                TokenKind::Newline(1),
+                TokenKind::Newline(_),
                 TokenKind::Word(_),
+                TokenKind::Space(_),
+                TokenKind::Unlintable,
             ]
         ))
     }
@@ -309,4 +358,64 @@ mod tests {
             ]
         ));
     }
+
+    #[test]
+    fn newline_in_paragraph() {
+        let source = "Paragraph with
+newlines
+not paragraph breaks";
+
+        let document = Document::new_curated(source, &Typst);
+        let token_kinds = document.tokens().map(|t| t.kind).collect_vec();
+        dbg!(&token_kinds);
+
+        assert!(matches!(
+            &token_kinds.as_slice(),
+            &[
+                TokenKind::Word(_), // Paragraph
+                TokenKind::Space(_),
+                TokenKind::Word(_), // with
+                TokenKind::Newline(1),
+                TokenKind::Word(_), // newlines
+                TokenKind::Newline(1),
+                TokenKind::Word(_), // not
+                TokenKind::Space(_),
+                TokenKind::Word(_), // paragraph
+                TokenKind::Space(_),
+                TokenKind::Word(_), // breaks
+            ]
+        ))
+    }
+
+    #[test]
+    fn parbreaks_in_list() {
+        let source = "This is a list:
+- p1
+- p2
+- p3";
+
+        let document = Document::new_curated(source, &Typst);
+        let token_kinds = document.tokens().map(|t| t.kind).collect_vec();
+        dbg!(&token_kinds);
+
+        assert!(matches!(
+            &token_kinds.as_slice(),
+            &[
+                TokenKind::Word(_), // This
+                TokenKind::Space(_),
+                TokenKind::Word(_), // is
+                TokenKind::Space(_),
+                TokenKind::Word(_), // a
+                TokenKind::Space(_),
+                TokenKind::Word(_), // list
+                TokenKind::Punctuation(Punctuation::Colon),
+                TokenKind::ParagraphBreak,
+                TokenKind::Word(_),
+                TokenKind::ParagraphBreak,
+                TokenKind::Word(_),
+                TokenKind::ParagraphBreak,
+                TokenKind::Word(_)
+            ]
+        ))
+    }
 }
diff --git a/harper-typst/src/typst_translator.rs b/harper-typst/src/typst_translator.rs
index 34400b2a..6ba16760 100644
--- a/harper-typst/src/typst_translator.rs
+++ b/harper-typst/src/typst_translator.rs
@@ -149,7 +149,16 @@ impl<'a> TypstTranslator<'a> {
 
         // Recurse on each element of an iterator
         let iter_recurse = |exprs: &mut dyn Iterator<Item = Expr>| {
-            Some(exprs.filter_map(|e| recurse!(e)).flatten().collect_vec())
+            let mut buf = Vec::new();
+            let exprs = exprs.collect_vec();
+            let exprs = super::convert_parbreaks(&mut buf, &exprs);
+            Some(
+                exprs
+                    .into_iter()
+                    .filter_map(|e| recurse!(e))
+                    .flatten()
+                    .collect_vec(),
+            )
         };
 
         // Parse the parameters of a function or closure
@@ -225,9 +234,6 @@ impl<'a> TypstTranslator<'a> {
             Expr::Strong(strong) => iter_recurse(&mut strong.body().exprs()),
             Expr::Emph(emph) => iter_recurse(&mut emph.body().exprs()),
             Expr::Link(a) => token!(a, TokenKind::Url),
-            Expr::Ref(a) => {
-                token!(a, TokenKind::Word(WordMetadata::default()))
-            }
             Expr::Heading(heading) => iter_recurse(&mut heading.body().exprs()),
             Expr::List(list_item) => iter_recurse(&mut list_item.body().exprs()),
             Expr::Enum(enum_item) => iter_recurse(&mut enum_item.body().exprs()),
diff --git a/harper-typst/tests/run_tests.rs b/harper-typst/tests/run_tests.rs
index b6cba665..971ce940 100644
--- a/harper-typst/tests/run_tests.rs
+++ b/harper-typst/tests/run_tests.rs
@@ -40,3 +40,4 @@ macro_rules! create_test {
 create_test!(complex_document.typ, 0);
 create_test!(simplified_document.typ, 0);
 create_test!(complex_document_with_spelling_mistakes.typ, 4);
+create_test!(issue_399.typ, 3);
diff --git a/harper-typst/tests/test_sources/issue_399.typ b/harper-typst/tests/test_sources/issue_399.typ
new file mode 100644
index 00000000..9e5bd0fb
--- /dev/null
+++ b/harper-typst/tests/test_sources/issue_399.typ
@@ -0,0 +1,15 @@
+#problem[
+	4. Find all the $x$ values where the following function is discontinuous.
+]
+
+#solution[
+	$x=-2,0,3$
+]
+
+#aside[
+	at $x=-2$ jump discontinuity. 
+
+	at $x=0$ infinite discontinuity.
+
+	at $x=3$ removable discontinuity. (can be removed via re-defining the domain to exclude that)
+]