diff --git a/lib/io/stream/readable.rb b/lib/io/stream/readable.rb
index e627ee1..99b9d17 100644
--- a/lib/io/stream/readable.rb
+++ b/lib/io/stream/readable.rb
@@ -97,12 +97,19 @@ def read(size = nil, buffer = nil)
 			end
 			
 			if size
-				until @finished or @read_buffer.bytesize >= size
-					# Compute the amount of data we need to read from the underlying stream:
-					read_size = size - @read_buffer.bytesize
-					
-					# Don't read less than @minimum_read_size to avoid lots of small reads:
-					fill_read_buffer(read_size > @minimum_read_size ? read_size : @minimum_read_size)
+				if @finished or @read_buffer.bytesize >= size
+					# We have enough data in the read buffer, but we should still flush pending writes:
+					self.flush
+				else
+					while true
+						# Compute the amount of data we need to read from the underlying stream:
+						read_size = size - @read_buffer.bytesize
+						
+						# Don't read less than @minimum_read_size to avoid lots of small reads:
+						fill_read_buffer(read_size > @minimum_read_size ? read_size : @minimum_read_size)
+						
+						break if @finished or @read_buffer.bytesize >= size
+					end
 				end
 			else
 				until @finished
diff --git a/releases.md b/releases.md
index 240fab8..06f3530 100644
--- a/releases.md
+++ b/releases.md
@@ -3,6 +3,7 @@
 ## Unreleased
 
   - Remove old OpenSSL method shims.
+  - Ensure `IO::Stream::Readable#read` calls `#flush` even if buffered data is sufficient to satisfy the read, to maintain consistent behavior.
 
 ## v0.11.0
 
diff --git a/test/io/stream/buffered.rb b/test/io/stream/buffered.rb
index d8a9cef..3a447c5 100644
--- a/test/io/stream/buffered.rb
+++ b/test/io/stream/buffered.rb
@@ -1011,6 +1011,8 @@ def after(error = nil)
 end
 
 describe "Socket.pair" do
+	include Sus::Fixtures::Async::ReactorContext
+	
 	let(:sockets) {Socket.pair(:UNIX, :STREAM)}
 	let(:client) {IO::Stream::Buffered.wrap(sockets[0])}
 	let(:server) {IO::Stream::Buffered.wrap(sockets[1])}
@@ -1022,6 +1024,29 @@ def after(error = nil)
 	
 	it_behaves_like AUnidirectionalStream
 	it_behaves_like ABidirectionalStream
+	
+	it "flushes pending writes even when read buffer already has data" do
+		# When read-ahead pulls more data than requested, a subsequent read can
+		# complete from the buffer without calling fill_read_buffer — skipping
+		# flush. This test verifies that pending writes are still flushed.
+		task_a = reactor.async do
+			client.write("A1")
+			data = client.read_exactly(2)
+			client.write("A2")
+			client.read_exactly(2)
+		end
+		
+		task_b = reactor.async do
+			server.write("B1")
+			server.read_exactly(2)
+			server.write("B2")
+			server.read_exactly(2)
+		end
+		
+		# Without the fix, this deadlocks because A2 is never flushed.
+		task_a.wait
+		task_b.wait
+	end
 end
 
 describe TCPSocket do