diff --git a/Makefile b/Makefile
index 09207356..615f7803 100644
--- a/Makefile
+++ b/Makefile
@@ -74,6 +74,9 @@ test-%-tinygo:   	   TINYGO_TARGET := ./targets/fastly-compute-wasip1.json
 test-e2e-tinygo: 	   TINYGO_TARGET := ./targets/fastly-compute-wasip1-serve.json
 build-examples-tinygo: TINYGO_TARGET ?= ./targets/fastly-compute-wasip1.json
 
+# Run e2e tests sequentially to avoid port conflicts:
+test-e2e-%: GO_TEST_FLAGS += -p 1
+
 # Allow `test -exec` and tinygo's emulator target to find `serve.sh`:
 test-e2e-%: export PATH := $(PWD)/end_to_end_tests:$(PATH)
 
diff --git a/end_to_end_tests/loopback/.gitignore b/end_to_end_tests/.gitignore
similarity index 100%
rename from end_to_end_tests/loopback/.gitignore
rename to end_to_end_tests/.gitignore
diff --git a/end_to_end_tests/serve-many/fastly.toml b/end_to_end_tests/serve-many/fastly.toml
new file mode 100644
index 00000000..bfcf17b2
--- /dev/null
+++ b/end_to_end_tests/serve-many/fastly.toml
@@ -0,0 +1,15 @@
+# This file describes a Fastly Compute package. To learn more visit:
+# https://www.fastly.com/documentation/reference/compute/fastly-toml
+
+authors = []
+description = ""
+language = "go"
+manifest_version = 3
+name = "serve-many test"
+service_id = ""
+
+[scripts]
+    build = "GOARCH=wasm GOOS=wasip1 go build -tags fastlyinternaldebug -o bin/main.wasm ."
+
+[local_server.backends.self]
+    url = "http://127.0.0.1:23456/"
diff --git a/end_to_end_tests/serve-many/main.go b/end_to_end_tests/serve-many/main.go
new file mode 100644
index 00000000..22f93f79
--- /dev/null
+++ b/end_to_end_tests/serve-many/main.go
@@ -0,0 +1,34 @@
+//go:build !test
+
+package main
+
+import (
+	"context"
+	"fmt"
+	"os"
+	"time"
+
+	"github.com/fastly/compute-sdk-go/fsthttp"
+)
+
+func main() {
+	handler := func(ctx context.Context, w fsthttp.ResponseWriter, r *fsthttp.Request) {
+		if r.Header.Get("Close-Session") == "1" {
+			opts := fsthttp.ServeManyOptionsFromContext(ctx)
+			opts.MaxRequests = 1
+		}
+
+		sessionID, requestID := os.Getenv("FASTLY_TRACE_ID"), r.RequestID
+		fmt.Printf("Session ID: %s, Request ID: %s\n", sessionID, requestID)
+
+		w.Header().Set("Content-Type", "text/plain")
+		w.Header().Set("Session-ID", sessionID)
+		w.Header().Set("Request-ID", requestID)
+		w.Write([]byte("OK"))
+	}
+	fsthttp.ServeMany(handler, &fsthttp.ServeManyOptions{
+		NextTimeout: 5 * time.Second,
+		MaxRequests: 100,
+		MaxLifetime: 10 * time.Second,
+	})
+}
diff --git a/end_to_end_tests/serve-many/main_test.go b/end_to_end_tests/serve-many/main_test.go
new file mode 100644
index 00000000..4c913025
--- /dev/null
+++ b/end_to_end_tests/serve-many/main_test.go
@@ -0,0 +1,80 @@
+//go:build ((tinygo.wasm && wasi) || wasip1) && !nofastlyhostcalls
+
+package main
+
+import (
+	"context"
+	"testing"
+
+	"github.com/fastly/compute-sdk-go/fsthttp"
+)
+
+func TestSessionReuse(t *testing.T) {
+	// First request.  Session ID and request ID should match.
+	req, err := fsthttp.NewRequest("GET", "http://anyplace.horse", nil)
+	if err != nil {
+		t.Fatal(err)
+	}
+	resp, err := req.Send(context.Background(), "self")
+	if err != nil {
+		t.Fatal(err)
+	}
+	defer resp.Body.Close()
+
+	sessionID, requestID := resp.Header.Get("Session-ID"), resp.Header.Get("Request-ID")
+
+	if sessionID == "" || requestID == "" {
+		t.Fatalf("Session-ID and/or Request-ID are empty: %s, %s", sessionID, requestID)
+	}
+	if sessionID != requestID {
+		t.Errorf("sessionID = %s, requestID = %s; expected them to match", sessionID, requestID)
+	}
+	prevSessionID := sessionID
+
+	// Second request.  This should reuse the session, so the session ID
+	// should match the previous session ID and the request ID should
+	// not match.
+	//
+	// We also set a header to tell the server to not allow any more
+	// requests on this session.
+	req, err = fsthttp.NewRequest("GET", "http://anyplace.horse", nil)
+	if err != nil {
+		t.Fatal(err)
+	}
+	req.Header.Set("Close-Session", "1")
+	resp, err = req.Send(context.Background(), "self")
+	if err != nil {
+		t.Fatal(err)
+	}
+	defer resp.Body.Close()
+
+	sessionID, requestID = resp.Header.Get("Session-ID"), resp.Header.Get("Request-ID")
+
+	if sessionID != prevSessionID {
+		t.Errorf("sessionID = %s, previous sessionID = %s; expected them to match", sessionID, sessionID)
+	}
+	if sessionID == requestID {
+		t.Errorf("sessionID = %s, requestID = %s; expected them to differ", sessionID, requestID)
+	}
+	prevSessionID = sessionID
+
+	// Third request, we should have a new session ID and it should match the request ID
+	req, err = fsthttp.NewRequest("GET", "http://anyplace.horse", nil)
+	if err != nil {
+		t.Fatal(err)
+	}
+	resp, err = req.Send(context.Background(), "self")
+	if err != nil {
+		t.Fatal(err)
+	}
+	defer resp.Body.Close()
+
+	sessionID, requestID = resp.Header.Get("Session-ID"), resp.Header.Get("Request-ID")
+
+	if sessionID == prevSessionID {
+		t.Errorf("sessionID = %s, previous sessionID = %s; expected them to differ", sessionID, sessionID)
+	}
+	if sessionID != requestID {
+		t.Errorf("sessionID = %s, requestID = %s; expected them to match", sessionID, requestID)
+	}
+}
diff --git a/fsthttp/handle.go b/fsthttp/handle.go
index 67235fad..9a813b94 100644
--- a/fsthttp/handle.go
+++ b/fsthttp/handle.go
@@ -21,14 +21,14 @@ func Serve(h Handler) {
 		panic(fmt.Errorf("get client handles: %w", err))
 	}
 
-	serve(h, abireq, abibody)
+	serve(context.Background(), h, abireq, abibody)
 
 	// wait for any stale-while-revalidate goroutines to complete.
 	guestCacheSWRPending.Wait()
 }
 
-func serve(h Handler, abireq *fastly.HTTPRequest, abibody *fastly.HTTPBody) {
-	ctx, cancel := context.WithCancel(context.Background())
+func serve(ctx context.Context, h Handler, abireq *fastly.HTTPRequest, abibody *fastly.HTTPBody) {
+	ctx, cancel := context.WithCancel(ctx)
 	defer cancel()
 
 	clientRequest, err := newClientRequest(abireq, abibody)
@@ -60,11 +60,13 @@ type ServeManyOptions struct {
 func ServeMany(h HandlerFunc, serveOpts *ServeManyOptions) {
 	start := time.Now()
 
+	ctx := context.WithValue(context.Background(), serveManyOptionsKey{}, serveOpts)
+
 	abireq, abibody, err := fastly.BodyDownstreamGet()
 	if err != nil {
 		panic(fmt.Errorf("get client handles: %w", err))
 	}
-	serve(h, abireq, abibody)
+	serve(ctx, h, abireq, abibody)
 
 	// Serve the rest
 	var requests int
@@ -96,7 +98,7 @@ func ServeMany(h HandlerFunc, serveOpts *ServeManyOptions) {
 			panic(fmt.Errorf("get client handles: %w", err))
 		}
 
-		serve(h, abireq, abibody)
+		serve(ctx, h, abireq, abibody)
 	}
 
 	// wait for any stale-while-revalidate goroutines to complete.
@@ -122,3 +124,16 @@ type HandlerFunc func(ctx context.Context, w ResponseWriter, r *Request)
 func (f HandlerFunc) ServeHTTP(ctx context.Context, w ResponseWriter, r *Request) {
 	f(ctx, w, r)
 }
+
+type serveManyOptionsKey struct{}
+
+// ServeManyOptionsFromContext retrieves the [ServeManyOptions] value
+// passed into [ServeMany].  It will return nil if [Serve] or
+// [ServeFunc] were used.
+func ServeManyOptionsFromContext(ctx context.Context) *ServeManyOptions {
+	opts, ok := ctx.Value(serveManyOptionsKey{}).(*ServeManyOptions)
+	if !ok {
+		return nil
+	}
+	return opts
+}
diff --git a/integration_tests/request_downstream/main_test.go b/integration_tests/request_downstream/main_test.go
index b8b506d8..0d0c4179 100644
--- a/integration_tests/request_downstream/main_test.go
+++ b/integration_tests/request_downstream/main_test.go
@@ -20,7 +20,9 @@ func TestDownstreamRequest(t *testing.T) {
 	// Viceroy constructs a simple GET http://example.com request with
 	// the remote address being 127.0.0.1, so that's what we check for
 	// here.
+	handlerRun := false
 	fsthttp.ServeFunc(func(ctx context.Context, w fsthttp.ResponseWriter, r *fsthttp.Request) {
+		handlerRun = true
 		if r.Method != "GET" {
 			t.Errorf("Method = %s, want GET", r.Method)
 			return
@@ -44,6 +46,9 @@ func TestDownstreamRequest(t *testing.T) {
 			return
 		}
 	})
+	if !handlerRun {
+		t.Errorf("handler was not run")
+	}
 }
 
 func TestDownstreamResponse(t *testing.T) {