2 files changed, 70 insertions, 2 deletions
diff --git a/src/tools/rustfmt/tests/source/itemized-blocks/no_wrap.rs b/src/tools/rustfmt/tests/source/itemized-blocks/no_wrap.rs
index a7b6a10a0..e5699e766 100644
--- a/src/tools/rustfmt/tests/source/itemized-blocks/no_wrap.rs
+++ b/src/tools/rustfmt/tests/source/itemized-blocks/no_wrap.rs
@@ -1,7 +1,7 @@
 // rustfmt-normalize_comments: true
 // rustfmt-format_code_in_doc_comments: true
 
-//! This is a list:
+//! This is an itemized markdown list (see also issue #3224):
 //!  * Outer
 //!  * Outer
 //!   * Inner
@@ -13,6 +13,40 @@
 //! - when the log level is info, the level name is green and the rest of the line is white
 //! - when the log level is debug, the whole line is white
 //! - when the log level is trace, the whole line is gray ("bright black")
+//!
+//! This is a numbered markdown list (see also issue #5416):
+//! 1. Long long long long long long long long long long long long long long long long long line
+//! 2. Another very long long long long long long long long long long long long long long long line
+//! 3. Nested list
+//!    1. Long long long long long long long long long long long long long long long long line
+//!    2. Another very long long long long long long long long long long long long long long line
+//! 4. Last item
+//!
+//! Using the ')' instead of '.' character after the number:
+//! 1) Long long long long long long long long long long long long long long long long long line
+//! 2) Another very long long long long long long long long long long long long long long long line
+//!
+//! Deep list that mixes various bullet and number formats:
+//! 1. First level with a long long long long long long long long long long long long long long
+//!    long long long line
+//! 2. First level with another very long long long long long long long long long long long long
+//!    long long long line
+//!     * Second level with a long long long long long long long long long long long long long
+//!       long long long line
+//!     * Second level with another very long long long long long long long long long long long
+//!       long long long line
+//!         1) Third level with a long long long long long long long long long long long long long
+//!            long long long line
+//!         2) Third level with another very long long long long long long long long long long
+//!            long long long long line
+//!             - Forth level with a long long long long long long long long long long long long
+//!               long long long long line
+//!             - Forth level with another very long long long long long long long long long long
+//!               long long long long line
+//!         3) One more item at the third level
+//!         4) Last item of the third level
+//!     * Last item of second level
+//! 3. Last item of first level
 
 /// All the parameters ***except for `from_theater`*** should be inserted as sent by the remote
 /// theater, i.e., as passed to [`Theater::send`] on the remote actor:
diff --git a/src/tools/rustfmt/tests/source/itemized-blocks/wrap.rs b/src/tools/rustfmt/tests/source/itemized-blocks/wrap.rs
index 955cc698b..768461a43 100644
--- a/src/tools/rustfmt/tests/source/itemized-blocks/wrap.rs
+++ b/src/tools/rustfmt/tests/source/itemized-blocks/wrap.rs
@@ -2,7 +2,7 @@
 // rustfmt-format_code_in_doc_comments: true
 // rustfmt-max_width: 50
 
-//! This is a list:
+//! This is an itemized markdown list (see also issue #3224):
 //!  * Outer
 //!  * Outer
 //!   * Inner
@@ -14,6 +14,40 @@
 //! - when the log level is info, the level name is green and the rest of the line is white
 //! - when the log level is debug, the whole line is white
 //! - when the log level is trace, the whole line is gray ("bright black")
+//!
+//! This is a numbered markdown list (see also issue #5416):
+//! 1. Long long long long long long long long long long long long long long long long long line
+//! 2. Another very long long long long long long long long long long long long long long long line
+//! 3. Nested list
+//!    1. Long long long long long long long long long long long long long long long long line
+//!    2. Another very long long long long long long long long long long long long long long line
+//! 4. Last item
+//!
+//! Using the ')' instead of '.' character after the number:
+//! 1) Long long long long long long long long long long long long long long long long long line
+//! 2) Another very long long long long long long long long long long long long long long long line
+//!
+//! Deep list that mixes various bullet and number formats:
+//! 1. First level with a long long long long long long long long long long long long long long
+//!    long long long line
+//! 2. First level with another very long long long long long long long long long long long long
+//!    long long long line
+//!     * Second level with a long long long long long long long long long long long long long
+//!       long long long line
+//!     * Second level with another very long long long long long long long long long long long
+//!       long long long line
+//!         1) Third level with a long long long long long long long long long long long long long
+//!            long long long line
+//!         2) Third level with another very long long long long long long long long long long
+//!            long long long long line
+//!             - Forth level with a long long long long long long long long long long long long
+//!               long long long long line
+//!             - Forth level with another very long long long long long long long long long long
+//!               long long long long line
+//!         3) One more item at the third level
+//!         4) Last item of the third level
+//!     * Last item of second level
+//! 3. Last item of first level
 
 // This example shows how to configure fern to output really nicely colored logs
 // - when the log level is error, the whole line is red