diff --git a/etc/ORG-NEWS b/etc/ORG-NEWS
index a1efc445f..483a1c0c7 100644
--- a/etc/ORG-NEWS
+++ b/etc/ORG-NEWS
@@ -60,6 +60,23 @@ all the references are resolved in the generated png.
 # This also includes changes in function behavior from Elisp perspective.
 
 ** Miscellaneous
+*** Trailing =-= is now allowed in plain links
+
+Previously, plain links like
+
+: https://domain/test-
+
+did not include the trailing =-= punctuation.
+
+Now, the =-= is allowed at the end, and is considered a part of the plain link.
+
+#+begin_quote
+These types of links will likely be encountered for sites where anchor
+targets are automatically generated from documentation headings which
+are questions.
+         https://list.orgmode.org/orgmode/87sexh9ddv.fsf@ice9.digital/
+#+end_quote
+
 *** =org-attach= now considers symlinked files when searching pre-existing attach dirs
 
 When Org buffer is opened from a symlink, Org mode looks into the
diff --git a/lisp/ol.el b/lisp/ol.el
index 514d5c81f..a8a59ddaa 100644
--- a/lisp/ol.el
+++ b/lisp/ol.el
@@ -944,6 +944,12 @@ This should be called after the variable `org-link-parameters' has changed."
 		    (1+ (or (regex ,non-space-bracket)
 			    ,parenthesis))
 		    (or (regexp "[^[:punct:] \t\n]")
+                        ;; Allow "-" punctuation, as an exception
+                        ;; See https://list.orgmode.org/orgmode/87sexh9ddv.fsf@ice9.digital/
+                        ;; This is also in line with the heuristics
+                        ;; above - it also does not include "-"
+                        ;; punctuation.
+                        ?-
 		        ?/
 		        ,parenthesis)))))
           org-link-bracket-re