diff --git a/pester.go b/pester.go
index ce326ed..4ef9312 100644
--- a/pester.go
+++ b/pester.go
@@ -198,6 +198,16 @@ func (c *Client) copyBody(src io.ReadCloser) ([]byte, error) {
 	return b, nil
 }
 
+// resetBody resets the Body and GetBody fields of an http.Request to new Readers over
+// the originalBody. This is used to refresh http.Requests that may have had their
+// bodies closed already.
+func resetBody(request *http.Request, originalBody []byte) {
+	request.Body = io.NopCloser(bytes.NewBuffer(originalBody))
+	request.GetBody = func() (io.ReadCloser, error) {
+		return io.NopCloser(bytes.NewBuffer(originalBody)), nil
+	}
+}
+
 // pester provides all the logic of retries, concurrency, backoff, and logging
 func (c *Client) pester(p params) (*http.Response, error) {
 	resultCh := make(chan result)
@@ -242,7 +252,6 @@ func (c *Client) pester(p params) (*http.Response, error) {
 
 	// if we have a request body, we need to save it for later
 	var (
-		request      *http.Request
 		originalBody []byte
 		err          error
 	)
@@ -252,23 +261,52 @@ func (c *Client) pester(p params) (*http.Response, error) {
 	} else if p.body != nil {
 		originalBody, err = c.copyBody(p.body)
 	}
+	if err != nil {
+		return nil, err
+	}
 
+	// check to make sure that we aren't trying to use an unsupported method
 	switch p.method {
-	case methodDo:
-		request = p.req
-	case methodGet, methodHead:
-		request, err = http.NewRequest(p.verb, p.url, nil)
-	case methodPostForm, methodPost:
-		request, err = http.NewRequest(http.MethodPost, p.url, ioutil.NopCloser(bytes.NewBuffer(originalBody)))
+	case methodDo, methodGet, methodHead, methodPostForm, methodPost:
 	default:
-		err = ErrUnexpectedMethod
-	}
-	if err != nil {
-		return nil, err
+		return nil, ErrUnexpectedMethod
 	}
 
-	if len(p.bodyType) > 0 {
-		request.Header.Set(headerKeyContentType, p.bodyType)
+	// provideRequest returns an HTTP request to be use when retrying.
+	// if concurrency is 1, it will return the same request that was supplied to the Do() method
+	// for Do() calls, otherwise it will generate a Clone() of the request each time it is called.
+	// For non-Do() calls, it creates a new request each time it is called. This re-creation behaviour
+	// is because requests are not supposed to be used again until the RoundTripper is finished
+	// with them, which cannot be guaranteed with concurrent callers
+	// https://pkg.go.dev/net/http#RoundTripper
+	provideRequest := func() (request *http.Request, err error) {
+		switch p.method {
+		case methodDo:
+			if concurrency > 1 {
+				request = p.req.Clone(p.req.Context())
+			} else {
+				request = p.req
+			}
+			if request.Body != nil {
+				// reset the body since Clone() doesn't do that for us
+				// and we drained it earlier when performing the Copy
+				// ex: https://go.dev/play/p/jlc6A-fjaOi
+				resetBody(request, originalBody)
+			}
+		case methodGet, methodHead:
+			request, err = http.NewRequest(p.verb, p.url, nil)
+		case methodPostForm, methodPost:
+			request, err = http.NewRequest(http.MethodPost, p.url, bytes.NewBuffer(originalBody))
+		}
+		if err != nil {
+			return
+		}
+
+		if len(p.bodyType) > 0 {
+			request.Header.Set(headerKeyContentType, p.bodyType)
+		}
+
+		return
 	}
 
 	AttemptLimit := c.MaxRetries
@@ -279,9 +317,15 @@ func (c *Client) pester(p params) (*http.Response, error) {
 	for n := 0; n < concurrency; n++ {
 		c.wg.Add(1)
 		totalSentRequests.Add(1)
-		go func(n int, req *http.Request) {
+		go func(n int) {
 			defer c.wg.Done()
 			defer totalSentRequests.Done()
+			req, err := provideRequest()
+			// couldn't get a request to use, so don't proceed
+			if err != nil {
+				multiplexCh <- result{err: err, req: n}
+				return
+			}
 
 			for i := 1; i <= AttemptLimit; i++ {
 				c.wg.Add(1)
@@ -340,15 +384,19 @@ func (c *Client) pester(p params) (*http.Response, error) {
 				case <-time.After(c.Backoff(i) + 1*time.Microsecond):
 				// allow context cancellation to cancel during backoff
 				case <-req.Context().Done():
+					multiplexCh <- result{resp: resp, err: req.Context().Err()}
 					return
 				}
-			}
-		}(n, request)
 
-		// rehydrate the body (it is drained each read)
-		if request.Body != nil {
-			request.Body = ioutil.NopCloser(bytes.NewBuffer(originalBody))
-		}
+				// we are about to retry, if we had a Body, we will need to restore it
+				// to a non-closed one in order to work reliably. If you do not do this,
+				// there are a number of curious edge cases depending on the type of the
+				// underlying reader: https://go.dev/play/p/gZLVUe2EXSE
+				if req.Body != nil {
+					resetBody(req, originalBody)
+				}
+			}
+		}(n)
 	}
 
 	// spin off the go routine so it can continually listen in on late results and close the response bodies
diff --git a/pester_test.go b/pester_test.go
index 21cf7f1..654dfc0 100644
--- a/pester_test.go
+++ b/pester_test.go
@@ -4,6 +4,7 @@ import (
 	"context"
 	"errors"
 	"fmt"
+	"io/ioutil"
 	"log"
 	"net"
 	"net/http"
@@ -743,6 +744,171 @@ func TestRetriesNotAttemptedIfContextIsCancelled(t *testing.T) {
 	}
 }
 
+type roundTripperFunc func(r *http.Request) (*http.Response, error)
+
+func (f roundTripperFunc) RoundTrip(r *http.Request) (*http.Response, error) {
+	return f(r)
+}
+
+func TestRetriesContextCancelledDuringWait(t *testing.T) {
+	t.Parallel()
+	// in order for this test to work we need to be able to reliably put the client in a
+	// waiting state. To achieve this, we create a client that will fail fast
+	// via a custom RoundTripper that always fails and pair it with a custom BackoffStrategy
+	// that waits for a long time. This results in a client that should spend
+	// almost all of its time waiting.
+
+	ctx, cancel := context.WithCancel(context.Background())
+
+	c := NewExtendedClient(&http.Client{
+		Transport: roundTripperFunc(func(r *http.Request) (*http.Response, error) {
+			return nil, fmt.Errorf("always fail")
+		}),
+		Timeout: 5 * time.Second,
+	})
+	c.MaxRetries = 2
+	c.Backoff = func(retry int) time.Duration {
+		return 5 * time.Second
+	}
+	// req details don't really matter, round-tripper will fail it anyway
+	req, err := http.NewRequestWithContext(ctx, "GET", "http://localhost", nil)
+	if err != nil {
+		t.Fatalf("unable to create request %v", err)
+	}
+
+	// we want to perform the call in a goroutine so we can explicitly check for indefinite
+	// blocking behaviour. Since you cannot use t.Fatal/t.Error/etc. in a goroutine, we
+	// create a channel to communicate back to our main goroutine what happened
+	errReturn := make(chan error)
+	go func() {
+		// perform call in goroutine to check for indefinite blocks
+		_, err := c.Do(req)
+		errReturn <- err
+	}()
+
+	// wait a hundred ms to let the client fail and get into a waiting state
+	<-time.After(100 * time.Millisecond)
+	// cancel our context
+	cancel()
+
+	// if all has gone well, we should have aborted our wait period and the
+	// err channel should contain a Context-cancellation error
+
+	select {
+	case recdErr := <-errReturn:
+		if recdErr == nil {
+			t.Fatal("nil error returned from Do(req) routine")
+		}
+		// check that it is the right error message
+		if context.Canceled != recdErr {
+			t.Fatalf("unexpected error returned: %v", recdErr)
+		}
+	case <-time.After(time.Second):
+		// give it a second, then treat this as failing to return
+		t.Fatal("failed to receive error return")
+	}
+}
+
+func TestRetriesWithBodies_Do(t *testing.T) {
+	t.Parallel()
+
+	const testContent = "TestRetriesWithBodies_Do"
+	// using a channel to route these errors back into this goroutine
+	// it is important that this channel have enough capacity to hold all
+	// of the errors that will be generated by the test so that we do not
+	// deadlock. Therefore, MaxAttempts must be the same size as the channel capacity
+	// and each execution must only put at most one error on the channel.
+	serverReqErrCh := make(chan error, 4)
+	port, closeFn, err := middlewareServer(
+		contentVerificationMiddleware(serverReqErrCh, testContent),
+		always500RequestMiddleware(),
+	)
+	if err != nil {
+		t.Fatal("unable to start timeout server", err)
+	}
+	defer closeFn()
+
+	<-time.After(2 * time.Second)
+
+	iseUrl := fmt.Sprintf("http://localhost:%d", port)
+
+	req, err := http.NewRequest("POST", iseUrl, strings.NewReader(testContent))
+	if err != nil {
+		t.Fatalf("unable to create request %v", err)
+	}
+
+	c := New()
+	c.MaxRetries = cap(serverReqErrCh)
+	c.KeepLog = true
+	c.Backoff = func(retry int) time.Duration {
+		// backoff isn't important for this test
+		return 0
+	}
+
+	resp, err := c.Do(req)
+	if err != nil {
+		t.Errorf("unexpected error: %v", err)
+	}
+	if resp == nil {
+		t.Error("response was unexpectedly nil")
+	} else if resp.StatusCode != http.StatusInternalServerError {
+		t.Errorf("unexpected response StatusCode: %v", resp.StatusCode)
+	}
+	// we're done making requests, so close the return channel and drain it
+	close(serverReqErrCh)
+	for v := range serverReqErrCh {
+		if v != nil {
+			t.Errorf("unexpected error occurred when server processed request: %v", v)
+		}
+	}
+}
+
+func TestRetriesWithBodies_POST(t *testing.T) {
+	t.Parallel()
+
+	const testContent = "TestRetriesWithBodies_POST"
+	// using a channel to route these errors back into this goroutine
+	// it is important that this channel have enough capacity to hold all
+	// of the errors that will be generated by the test so that we do not
+	// deadlock. Therefore, MaxAttempts must be the same size as the channel capacity
+	// and each execution must only put at most one error on the channel.
+	serverReqErrCh := make(chan error, 4)
+	port, closeFn, err := middlewareServer(
+		contentVerificationMiddleware(serverReqErrCh, testContent),
+		always500RequestMiddleware(),
+	)
+	if err != nil {
+		t.Fatal("unable to start timeout server", err)
+	}
+	defer closeFn()
+
+	c := New()
+	c.MaxRetries = cap(serverReqErrCh)
+	c.KeepLog = true
+	c.Backoff = func(retry int) time.Duration {
+		// backoff isn't important for this test
+		return 0
+	}
+
+	iseUrl := fmt.Sprintf("http://localhost:%d", port)
+	resp, err := c.Post(iseUrl, "text/plain", strings.NewReader(testContent))
+	if err != nil {
+		t.Errorf("unexpected error: %v", err)
+	}
+	if resp == nil {
+		t.Error("response was unexpectedly nil")
+	} else if resp.StatusCode != http.StatusInternalServerError {
+		t.Errorf("unexpected response StatusCode: %v", resp.StatusCode)
+	}
+	// we're done making requests, so close the return channel and drain it
+	close(serverReqErrCh)
+	for v := range serverReqErrCh {
+		if v != nil {
+			t.Errorf("unexpected error occurred when server processed request: %v", v)
+		}
+	}
+}
+
 func withinEpsilon(got, want int64, epslion float64) bool {
 	if want <= int64(epslion*float64(got)) || want >= int64(epslion*float64(got)) {
 		return false
@@ -880,3 +1046,61 @@ func serverWith400() (int, error) {
 
 	return port, nil
 }
+
+func contentVerificationMiddleware(errorCh chan<- error, expectedContent string) http.Handler {
+	return http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		content, err := ioutil.ReadAll(r.Body)
+		defer r.Body.Close()
+		if err != nil {
+			errorCh <- err
+		} else if string(content) != expectedContent {
+			errorCh <- fmt.Errorf(
+				"unexpected body content: expected \"%v\", got \"%v\"",
+				expectedContent,
+				string(content),
+			)
+		}
+	})
+}
+
+func always500RequestMiddleware() http.Handler {
+	return http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		w.WriteHeader(http.StatusInternalServerError)
+		w.Write([]byte("500 Internal Server Error"))
+	})
+}
+
+// middlewareServer stands up a server that accepts varags of middleware that conforms to the
+// http.Handler interface
+func middlewareServer(requestMiddleware ...http.Handler) (int, func(), error) {
+	mux := http.NewServeMux()
+	mux.HandleFunc("/", func(w http.ResponseWriter, r *http.Request) {
+		for _, v := range requestMiddleware {
+			v.ServeHTTP(w, r)
+		}
+	})
+	l, err := net.Listen("tcp", ":0")
+	if err != nil {
+		return -1, nil, fmt.Errorf("unable to secure listener %v", err)
+	}
+	server := &http.Server{
+		Handler: mux,
+	}
+	go func() {
+		if err := server.Serve(l); err != nil && err != http.ErrServerClosed {
+			log.Fatalf("middleware-server error %v", err)
+		}
+	}()
+
+	var port int
+	_, sport, err := net.SplitHostPort(l.Addr().String())
+	if err == nil {
+		port, err = strconv.Atoi(sport)
+	}
+
+	if err != nil {
+		return -1, nil, fmt.Errorf("unable to determine port %v", err)
+	}
+
+	return port, func() { server.Close() }, nil
+}