diff --git a/CHANGELOG.md b/CHANGELOG.md
index e74b331772..fa83b97232 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -7,6 +7,7 @@ This project adheres to [Semantic Versioning](https://semver.org/).
 
 - Fixed escaping of integer indexes with multiple backslashes in the nested JSON builder. ([#1285](https://github.com/httpie/httpie/issues/1285))
 - Fixed displaying of status code without a status message on non-`auto` themes. ([#1300](https://github.com/httpie/httpie/issues/1300))
+- Fixed redundant issuance of stdin detection warnings on some rare cases due to underlying implementation. ([#1303](https://github.com/httpie/httpie/pull/1303))
 - Improved regulation of top-level arrays. ([#1292](https://github.com/httpie/httpie/commit/225dccb2186f14f871695b6c4e0bfbcdb2e3aa28))
 - Double `--quiet` flags will now suppress all python level warnings. ([#1271](https://github.com/httpie/httpie/issues/1271))
 
diff --git a/httpie/uploads.py b/httpie/uploads.py
index 4fdb79222d..c9a763df78 100644
--- a/httpie/uploads.py
+++ b/httpie/uploads.py
@@ -2,6 +2,8 @@
 import os
 import zlib
 import functools
+import time
+import threading
 from typing import Any, Callable, IO, Iterable, Optional, Tuple, Union, TYPE_CHECKING
 from urllib.parse import urlencode
 
@@ -22,12 +24,20 @@ def __iter__(self) -> Iterable[Union[str, bytes]]:
 
 
 class ChunkedUploadStream(ChunkedStream):
-    def __init__(self, stream: Iterable, callback: Callable):
+    def __init__(
+        self,
+        stream: Iterable,
+        callback: Callable,
+        event: Optional[threading.Event] = None
+    ) -> None:
         self.callback = callback
         self.stream = stream
+        self.event = event
 
     def __iter__(self) -> Iterable[Union[str, bytes]]:
         for chunk in self.stream:
+            if self.event:
+                self.event.set()
             self.callback(chunk)
             yield chunk
 
@@ -35,12 +45,19 @@ def __iter__(self) -> Iterable[Union[str, bytes]]:
 class ChunkedMultipartUploadStream(ChunkedStream):
     chunk_size = 100 * 1024
 
-    def __init__(self, encoder: 'MultipartEncoder'):
+    def __init__(
+        self,
+        encoder: 'MultipartEncoder',
+        event: Optional[threading.Event] = None
+    ) -> None:
         self.encoder = encoder
+        self.event = event
 
     def __iter__(self) -> Iterable[Union[str, bytes]]:
         while True:
             chunk = self.encoder.read(self.chunk_size)
+            if self.event:
+                self.event.set()
             if not chunk:
                 break
             yield chunk
@@ -77,10 +94,10 @@ def is_stdin(file: IO) -> bool:
         return file_no == sys.stdin.fileno()
 
 
-READ_THRESHOLD = float(os.getenv("HTTPIE_STDIN_READ_WARN_THRESHOLD", 10.0))
+READ_THRESHOLD = float(os.getenv('HTTPIE_STDIN_READ_WARN_THRESHOLD', 10.0))
 
 
-def observe_stdin_for_data_thread(env: Environment, file: IO) -> None:
+def observe_stdin_for_data_thread(env: Environment, file: IO, read_event: threading.Event) -> None:
     # Windows unfortunately does not support select() operation
     # on regular files, like stdin in our use case.
     # https://docs.python.org/3/library/select.html#select.select
@@ -92,12 +109,9 @@ def observe_stdin_for_data_thread(env: Environment, file: IO) -> None:
     if READ_THRESHOLD == 0:
         return None
 
-    import select
-    import threading
-
-    def worker():
-        can_read, _, _ = select.select([file], [], [], READ_THRESHOLD)
-        if not can_read:
+    def worker(event: threading.Event) -> None:
+        time.sleep(READ_THRESHOLD)
+        if not event.is_set():
             env.stderr.write(
                 f'> warning: no stdin data read in {READ_THRESHOLD}s '
                 f'(perhaps you want to --ignore-stdin)\n'
@@ -105,11 +119,28 @@ def worker():
             )
 
     thread = threading.Thread(
-        target=worker
+        target=worker,
+        args=(read_event,)
     )
     thread.start()
 
 
+def _read_file_with_selectors(file: IO, read_event: threading.Event) -> bytes:
+    if is_windows or not is_stdin(file):
+        return as_bytes(file.read())
+
+    import select
+
+    # Try checking whether there is any incoming data for READ_THRESHOLD
+    # seconds. If there isn't anything in the given period, issue
+    # a warning about a misusage.
+    read_selectors, _, _ = select.select([file], [], [], READ_THRESHOLD)
+    if read_selectors:
+        read_event.set()
+
+    return as_bytes(file.read())
+
+
 def _prepare_file_for_upload(
     env: Environment,
     file: Union[IO, 'MultipartEncoder'],
@@ -117,9 +148,11 @@ def _prepare_file_for_upload(
     chunked: bool = False,
     content_length_header_value: Optional[int] = None,
 ) -> Union[bytes, IO, ChunkedStream]:
+    read_event = threading.Event()
     if not super_len(file):
         if is_stdin(file):
-            observe_stdin_for_data_thread(env, file)
+            observe_stdin_for_data_thread(env, file, read_event)
+
         # Zero-length -> assume stdin.
         if content_length_header_value is None and not chunked:
             # Read the whole stdin to determine `Content-Length`.
@@ -129,7 +162,7 @@ def _prepare_file_for_upload(
             #   something like --no-chunked.
             #   This would be backwards-incompatible so wait until v3.0.0.
             #
-            file = as_bytes(file.read())
+            file = _read_file_with_selectors(file, read_event)
     else:
         file.read = _wrap_function_with_callback(
             file.read,
@@ -141,11 +174,13 @@ def _prepare_file_for_upload(
         if isinstance(file, MultipartEncoder):
             return ChunkedMultipartUploadStream(
                 encoder=file,
+                event=read_event,
             )
         else:
             return ChunkedUploadStream(
                 stream=file,
                 callback=callback,
+                event=read_event
             )
     else:
         return file