diff --git a/actix-web-httpauth/CHANGES.md b/actix-web-httpauth/CHANGES.md
index 9d216f8dd..2b6eef1c2 100644
--- a/actix-web-httpauth/CHANGES.md
+++ b/actix-web-httpauth/CHANGES.md
@@ -1,6 +1,9 @@
 # Changes
 
 ## Unreleased - 2021-xx-xx
+* impl `AuthExtractor` trait for `Option<T: AuthExtractor>` and `Result<T: AuthExtractor, T::Error>`. [#205]
+
+[#205]: https://github.com/actix/actix-extras/pull/205
 
 
 ## 0.6.0-beta.3 - 2021-10-21
diff --git a/actix-web-httpauth/Cargo.toml b/actix-web-httpauth/Cargo.toml
index 33c3eee5b..06b16f172 100644
--- a/actix-web-httpauth/Cargo.toml
+++ b/actix-web-httpauth/Cargo.toml
@@ -22,6 +22,7 @@ actix-web = { version = "4.0.0-beta.10", default_features = false }
 actix-service = "2.0.0"
 base64 = "0.13"
 futures-util = { version = "0.3.7", default-features = false }
+pin-project-lite = "0.2.7"
 
 [dev-dependencies]
 actix-cors = "0.6.0-beta.3"
diff --git a/actix-web-httpauth/src/extractors/mod.rs b/actix-web-httpauth/src/extractors/mod.rs
index 1fe9b7d9a..497cc983d 100644
--- a/actix-web-httpauth/src/extractors/mod.rs
+++ b/actix-web-httpauth/src/extractors/mod.rs
@@ -1,8 +1,15 @@
 //! Type-safe authentication information extractors
 
+use std::{
+    future::Future,
+    pin::Pin,
+    task::{Context, Poll},
+};
+
 use actix_web::dev::ServiceRequest;
 use actix_web::Error;
-use std::future::Future;
+use futures_util::ready;
+use pin_project_lite::pin_project;
 
 pub mod basic;
 pub mod bearer;
@@ -31,3 +38,66 @@ pub trait AuthExtractor: Sized {
     /// Parse the authentication credentials from the actix' `ServiceRequest`.
     fn from_service_request(req: &ServiceRequest) -> Self::Future;
 }
+
+impl<T: AuthExtractor> AuthExtractor for Option<T> {
+    type Error = T::Error;
+
+    type Future = AuthExtractorOptFut<T::Future>;
+
+    fn from_service_request(req: &ServiceRequest) -> Self::Future {
+        let fut = T::from_service_request(req);
+        AuthExtractorOptFut { fut }
+    }
+}
+
+pin_project! {
+    #[doc(hidden)]
+    pub struct AuthExtractorOptFut<F> {
+        #[pin]
+        fut: F
+    }
+}
+
+impl<F, T, E> Future for AuthExtractorOptFut<F>
+where
+    F: Future<Output = Result<T, E>>,
+{
+    type Output = Result<Option<T>, E>;
+
+    fn poll(self: Pin<&mut Self>, cx: &mut Context<'_>) -> Poll<Self::Output> {
+        let res = ready!(self.project().fut.poll(cx));
+        Poll::Ready(Ok(res.ok()))
+    }
+}
+
+impl<T: AuthExtractor> AuthExtractor for Result<T, T::Error> {
+    type Error = T::Error;
+
+    type Future = AuthExtractorResFut<T::Future>;
+
+    fn from_service_request(req: &ServiceRequest) -> Self::Future {
+        AuthExtractorResFut {
+            fut: T::from_service_request(req),
+        }
+    }
+}
+
+pin_project! {
+    #[doc(hidden)]
+    pub struct AuthExtractorResFut<F> {
+        #[pin]
+        fut: F
+    }
+}
+
+impl<F, T, E> Future for AuthExtractorResFut<F>
+where
+    F: Future<Output = Result<T, E>>,
+{
+    type Output = Result<F::Output, E>;
+
+    fn poll(self: Pin<&mut Self>, cx: &mut Context<'_>) -> Poll<Self::Output> {
+        let res = ready!(self.project().fut.poll(cx));
+        Poll::Ready(Ok(res))
+    }
+}
diff --git a/actix-web-httpauth/src/middleware.rs b/actix-web-httpauth/src/middleware.rs
index 983b9ff0a..828d3401d 100644
--- a/actix-web-httpauth/src/middleware.rs
+++ b/actix-web-httpauth/src/middleware.rs
@@ -247,8 +247,8 @@ mod tests {
     use super::*;
     use crate::extractors::bearer::BearerAuth;
     use actix_service::{into_service, Service};
-    use actix_web::error;
     use actix_web::test::TestRequest;
+    use actix_web::{error, HttpResponse};
 
     /// This is a test for https://github.com/actix/actix-extras/issues/10
     #[actix_rt::test]
@@ -309,4 +309,54 @@ mod tests {
         assert!(f2.is_err());
         assert!(f3.is_err());
     }
+
+    #[actix_rt::test]
+    async fn test_middleware_opt_extractor() {
+        let middleware = AuthenticationMiddleware {
+            service: Rc::new(into_service(|req: ServiceRequest| async move {
+                Ok::<ServiceResponse, _>(req.into_response(HttpResponse::Ok().finish()))
+            })),
+            process_fn: Arc::new(|req, auth: Option<BearerAuth>| {
+                assert!(auth.is_none());
+                async { Ok(req) }
+            }),
+            _extractor: PhantomData,
+        };
+
+        let req = TestRequest::get()
+            .append_header(("Authorization996", "Bearer 1"))
+            .to_srv_request();
+
+        let f = middleware.call(req).await;
+
+        let _res = futures_util::future::lazy(|cx| middleware.poll_ready(cx)).await;
+
+        assert!(f.is_ok());
+    }
+
+    #[actix_rt::test]
+    async fn test_middleware_res_extractor() {
+        let middleware = AuthenticationMiddleware {
+            service: Rc::new(into_service(|req: ServiceRequest| async move {
+                Ok::<ServiceResponse, _>(req.into_response(HttpResponse::Ok().finish()))
+            })),
+            process_fn: Arc::new(
+                |req, auth: Result<BearerAuth, <BearerAuth as AuthExtractor>::Error>| {
+                    assert!(auth.is_err());
+                    async { Ok(req) }
+                },
+            ),
+            _extractor: PhantomData,
+        };
+
+        let req = TestRequest::get()
+            .append_header(("Authorization", "BearerLOL"))
+            .to_srv_request();
+
+        let f = middleware.call(req).await;
+
+        let _res = futures_util::future::lazy(|cx| middleware.poll_ready(cx)).await;
+
+        assert!(f.is_ok());
+    }
 }