diff --git a/CHANGELOG.md b/CHANGELOG.md
index f9698a91..7f32bfaa 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -5,6 +5,7 @@ Version 267:
 * basic_stream dtor cannot throw
 * cmake: check policy first
 * Add default dtors to satisfy -Wnon-virtual-dtor
+* Multiple I/O of the same type is not supported
 
 --------------------------------------------------------------------------------
 
diff --git a/include/boost/beast/core/detail/stream_base.hpp b/include/boost/beast/core/detail/stream_base.hpp
index 00591216..3f675d47 100644
--- a/include/boost/beast/core/detail/stream_base.hpp
+++ b/include/boost/beast/core/detail/stream_base.hpp
@@ -70,6 +70,13 @@ struct stream_base
         pending_guard(bool& b)
             : b_(b)
         {
+            // If this assert goes off, it means you are attempting
+            // to issue two of the same asynchronous I/O operation
+            // at the same time, without waiting for the first one
+            // to complete. For example, attempting two simultaneous
+            // calls to async_read_some. Only one pending call of
+            // each I/O type (read and write) is permitted.
+            //
             BOOST_ASSERT(! b_);
             b_ = true;
         }