diff --git a/src/parser/bold.rs b/src/parser/bold.rs
index 5c64cf7..a8dc00a 100644
--- a/src/parser/bold.rs
+++ b/src/parser/bold.rs
@@ -95,6 +95,7 @@ fn _preceded_by_whitespace<'r, 's>(context: Context<'r, 's>) -> bool {
                     return true;
                 }
                 ContextElement::Context(_) => {}
+                ContextElement::ListItem(_) => {}
             }
         } else {
             break;
diff --git a/src/parser/combinator.rs b/src/parser/combinator.rs
index fc0ec87..4b99f84 100644
--- a/src/parser/combinator.rs
+++ b/src/parser/combinator.rs
@@ -46,6 +46,7 @@ where
                 ContextElement::ExitMatcherNode(_) => None,
                 ContextElement::Context(_) => None,
                 ContextElement::StartOfParagraph => None,
+                ContextElement::ListItem(_) => None,
             })
             .collect();
         if elements.is_empty() {
@@ -93,6 +94,7 @@ where
                             }) => {
                                 ret.push(token);
                             }
+                            ContextElement::ListItem(_) => {}
                         };
                     }
                     ret.reverse();
diff --git a/src/parser/parser_context.rs b/src/parser/parser_context.rs
index 32bc039..07cd186 100644
--- a/src/parser/parser_context.rs
+++ b/src/parser/parser_context.rs
@@ -87,6 +87,7 @@ impl<'r, 's> ContextTree<'r, 's> {
                 ContextElement::PreviousElementNode(_) => {}
                 ContextElement::StartOfParagraph => {}
                 ContextElement::Context(_) => {}
+                ContextElement::ListItem(_) => {}
             };
         }
         // TODO: Make this a specific error instead of just a generic MyError
@@ -99,6 +100,7 @@ pub enum ContextElement<'r, 's> {
     ExitMatcherNode(ExitMatcherNode<'r>),
     PreviousElementNode(PreviousElementNode<'s>),
     Context(&'r str),
+    ListItem(usize),
     StartOfParagraph,
 }
 
diff --git a/src/parser/plain_list.rs b/src/parser/plain_list.rs
index 59370a8..c226c87 100644
--- a/src/parser/plain_list.rs
+++ b/src/parser/plain_list.rs
@@ -16,6 +16,7 @@ use nom::sequence::tuple;
 use super::combinator::context_many_till;
 use super::error::Res;
 use super::paragraph::paragraph_end;
+use super::parser_context::ContextElement;
 use super::text::space;
 use super::text::text_element;
 use super::token::ListItem;
@@ -31,6 +32,7 @@ pub fn plain_list<'r, 's>(context: Context<'r, 's>, i: &'s str) -> Res<&'s str,
 pub fn item<'r, 's>(context: Context<'r, 's>, i: &'s str) -> Res<&'s str, ListItem<'s>> {
     let (remaining, leading_whitespace) = space0(i)?;
     let indent_level = leading_whitespace.len();
+    let list_item_context = context.with_additional_node(ContextElement::ListItem(indent_level));
     let (remaining, (bul, countset, check, tg, sp, (contents, end))) = tuple((
         bullet,
         opt(tuple((space, counter_set))),
@@ -38,7 +40,7 @@ pub fn item<'r, 's>(context: Context<'r, 's>, i: &'s str) -> Res<&'s str, ListIt
         opt(tuple((space, item_tag))),
         space,
         // TODO: This context should probably be something involving the item
-        context_many_till(context, text_element, item_end),
+        context_many_till(&list_item_context, text_element, item_end),
     ))(remaining)?;
 
     let elements = contents
diff --git a/src/parser/util.rs b/src/parser/util.rs
index 44886ce..3600c13 100644
--- a/src/parser/util.rs
+++ b/src/parser/util.rs
@@ -9,6 +9,7 @@ pub fn in_section<'r, 's, 'x>(context: Context<'r, 's>, section_name: &'x str) -
             ContextElement::Context(name) if *name == section_name => return true,
             ContextElement::Context(_) => {}
             ContextElement::StartOfParagraph => {} // TODO: If we specialize this to bold then this would be a good spot to stop scanning
+            ContextElement::ListItem(_) => {}
         }
     }
     false